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Route overview: Chicago to Portland (PDX) flight deals

Chicago (ORD) to Portland (PDX), Dec 25–27, 2026, return Jan 1–3, 2027: from $388 round trip

Chicago (ORD) to Portland (PDX), Dec 25–27, 2026, return Jan 1–3, 2027: from $388 round trip on Axel, checked Oct 29, 2026. Lowest published fare: $388 round trip, Axel-exclusive, Frontier Airlines / Alaska Airlines, 1 stop, Dec 25, 2026 – Jan 3, 2027, 1 adult, economy, checked Oct 29, 2026.

ORD → PDX1 adulteconomyRound trip

99 flight options · 4 airlines

Nonstop flights

Sun, Dec 27 – Fri, Jan 1

Alaska Airlines
2:08 pmORD
4h 57m
Nonstop
5:05 pmPDX
Alaska Airlines
7:00 amPDX
4h 10m
Nonstop
1:10 pmORD

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sat, Dec 26 – Sat, Jan 2

American Airlines
10:05 amORD
4h 56m
Nonstop
1:01 pmPDX
American Airlines
11:11 pmPDX
4h 4m
Nonstop
5:15 am+1ORD

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sun, Dec 27 – Sun, Jan 3

United Airlines
8:17 pmORD
4h 49m
Nonstop
11:06 pmPDX
United Airlines
2:34 pmPDX
4h 6m
Nonstop
8:40 pmORD

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Fri, Dec 25 – Sun, Jan 3

Alaska Airlines
2:08 pmORD
4h 50m
Nonstop
4:58 pmPDX
Alaska Airlines
7:00 amPDX
4h 13m
Nonstop
1:13 pmORD

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Fri, Dec 25 – Sat, Jan 2

Alaska Airlines
2:08 pmORD
4h 50m
Nonstop
4:58 pmPDX
Alaska Airlines
7:00 amPDX
4h 10m
Nonstop
1:10 pmORD

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Fri, Dec 25 – Fri, Jan 1

Alaska Airlines
2:08 pmORD
4h 50m
Nonstop
4:58 pmPDX
Alaska Airlines
7:00 amPDX
4h 10m
Nonstop
1:10 pmORD

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sun, Dec 27 – Sat, Jan 2

Alaska Airlines
2:08 pmORD
4h 57m
Nonstop
5:05 pmPDX
Alaska Airlines
7:00 amPDX
4h 10m
Nonstop
1:10 pmORD

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sat, Dec 26 – Fri, Jan 1

Alaska Airlines
2:08 pmORD
4h 50m
Nonstop
4:58 pmPDX
Alaska Airlines
7:00 amPDX
4h 10m
Nonstop
1:10 pmORD

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sun, Dec 27 – Sun, Jan 3

Alaska Airlines
2:08 pmORD
4h 57m
Nonstop
5:05 pmPDX
Alaska Airlines
7:00 amPDX
4h 13m
Nonstop
1:13 pmORD

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sat, Dec 26 – Sat, Jan 2

Alaska Airlines
2:08 pmORD
4h 50m
Nonstop
4:58 pmPDX
Alaska Airlines
7:00 amPDX
4h 10m
Nonstop
1:10 pmORD

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sat, Dec 26 – Sun, Jan 3

Alaska Airlines
2:08 pmORD
4h 50m
Nonstop
4:58 pmPDX
Alaska Airlines
7:00 amPDX
4h 13m
Nonstop
1:13 pmORD

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sun, Dec 27 – Sun, Jan 3

American Airlines
10:00 amORD
4h 56m
Nonstop
12:56 pmPDX
American Airlines
1:22 pmPDX
4h 22m
Nonstop
7:44 pmORD

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sat, Dec 26 – Sun, Jan 3

American Airlines
7:29 pmORD
4h 53m
Nonstop
10:22 pmPDX
American Airlines
1:22 pmPDX
4h 22m
Nonstop
7:44 pmORD

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sun, Dec 27 – Sat, Jan 2

American Airlines
9:22 pmORD
4h 47m
Nonstop
12:09 am+1PDX
American Airlines
11:11 pmPDX
4h 4m
Nonstop
5:15 am+1ORD

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sat, Dec 26 – Sun, Jan 3

American Airlines
10:05 amORD
4h 56m
Nonstop
1:01 pmPDX
American Airlines
1:22 pmPDX
4h 22m
Nonstop
7:44 pmORD

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Fri, Dec 25 – Sun, Jan 3

American Airlines
10:05 amORD
4h 56m
Nonstop
1:01 pmPDX
American Airlines
1:22 pmPDX
4h 22m
Nonstop
7:44 pmORD

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Fri, Dec 25 – Fri, Jan 1

American Airlines
7:29 pmORD
4h 53m
Nonstop
10:22 pmPDX
American Airlines
1:46 pmPDX
4h 14m
Nonstop
8:00 pmORD

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sat, Dec 26 – Sat, Jan 2

American Airlines
7:29 pmORD
4h 53m
Nonstop
10:22 pmPDX
American Airlines
11:11 pmPDX
4h 4m
Nonstop
5:15 am+1ORD

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Fri, Dec 25 – Fri, Jan 1

American Airlines
10:05 amORD
4h 56m
Nonstop
1:01 pmPDX
American Airlines
1:46 pmPDX
4h 14m
Nonstop
8:00 pmORD

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sun, Dec 27 – Sat, Jan 2

American Airlines
10:00 amORD
4h 56m
Nonstop
12:56 pmPDX
American Airlines
11:11 pmPDX
4h 4m
Nonstop
5:15 am+1ORD

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sun, Dec 27 – Fri, Jan 1

American Airlines
10:00 amORD
4h 56m
Nonstop
12:56 pmPDX
American Airlines
1:46 pmPDX
4h 14m
Nonstop
8:00 pmORD

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sat, Dec 26 – Fri, Jan 1

American Airlines
7:29 pmORD
4h 53m
Nonstop
10:22 pmPDX
American Airlines
1:46 pmPDX
4h 14m
Nonstop
8:00 pmORD

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Fri, Dec 25 – Sat, Jan 2

American Airlines
10:05 amORD
4h 56m
Nonstop
1:01 pmPDX
American Airlines
11:11 pmPDX
4h 4m
Nonstop
5:15 am+1ORD

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sun, Dec 27 – Sun, Jan 3

American Airlines
9:22 pmORD
4h 47m
Nonstop
12:09 am+1PDX
American Airlines
1:22 pmPDX
4h 22m
Nonstop
7:44 pmORD

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Fri, Dec 25 – Sat, Jan 2

American Airlines
7:29 pmORD
4h 53m
Nonstop
10:22 pmPDX
American Airlines
11:11 pmPDX
4h 4m
Nonstop
5:15 am+1ORD

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sun, Dec 27 – Fri, Jan 1

American Airlines
9:22 pmORD
4h 47m
Nonstop
12:09 am+1PDX
American Airlines
1:46 pmPDX
4h 14m
Nonstop
8:00 pmORD

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Fri, Dec 25 – Sun, Jan 3

American Airlines
7:29 pmORD
4h 53m
Nonstop
10:22 pmPDX
American Airlines
1:22 pmPDX
4h 22m
Nonstop
7:44 pmORD

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sat, Dec 26 – Fri, Jan 1

American Airlines
10:05 amORD
4h 56m
Nonstop
1:01 pmPDX
American Airlines
1:46 pmPDX
4h 14m
Nonstop
8:00 pmORD

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Fri, Dec 25 – Fri, Jan 1

United Airlines
12:40 pmORD
4h 46m
Nonstop
3:26 pmPDX
United Airlines
7:00 amPDX
4h 7m
Nonstop
1:07 pmORD

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sun, Dec 27 – Sat, Jan 2

United Airlines
8:17 pmORD
4h 49m
Nonstop
11:06 pmPDX
United Airlines
7:02 amPDX
4h 4m
Nonstop
1:06 pmORD

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sun, Dec 27 – Sun, Jan 3

United Airlines
4:08 pmORD
4h 45m
Nonstop
6:53 pmPDX
United Airlines
2:34 pmPDX
4h 6m
Nonstop
8:40 pmORD

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sat, Dec 26 – Sun, Jan 3

United Airlines
12:40 pmORD
4h 46m
Nonstop
3:26 pmPDX
United Airlines
2:34 pmPDX
4h 6m
Nonstop
8:40 pmORD

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sun, Dec 27 – Sat, Jan 2

United Airlines
4:08 pmORD
4h 45m
Nonstop
6:53 pmPDX
United Airlines
7:02 amPDX
4h 4m
Nonstop
1:06 pmORD

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sat, Dec 26 – Sat, Jan 2

United Airlines
12:40 pmORD
4h 46m
Nonstop
3:26 pmPDX
United Airlines
7:02 amPDX
4h 4m
Nonstop
1:06 pmORD

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Fri, Dec 25 – Sat, Jan 2

United Airlines
7:45 pmORD
4h 42m
Nonstop
10:27 pmPDX
United Airlines
7:02 amPDX
4h 4m
Nonstop
1:06 pmORD

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Fri, Dec 25 – Sat, Jan 2

United Airlines
12:40 pmORD
4h 46m
Nonstop
3:26 pmPDX
United Airlines
7:02 amPDX
4h 4m
Nonstop
1:06 pmORD

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sat, Dec 26 – Fri, Jan 1

United Airlines
7:58 pmORD
4h 49m
Nonstop
10:47 pmPDX
United Airlines
7:00 amPDX
4h 7m
Nonstop
1:07 pmORD

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sun, Dec 27 – Fri, Jan 1

United Airlines
8:17 pmORD
4h 49m
Nonstop
11:06 pmPDX
United Airlines
7:00 amPDX
4h 7m
Nonstop
1:07 pmORD

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sat, Dec 26 – Sun, Jan 3

United Airlines
7:58 pmORD
4h 49m
Nonstop
10:47 pmPDX
United Airlines
2:34 pmPDX
4h 6m
Nonstop
8:40 pmORD

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Fri, Dec 25 – Sun, Jan 3

United Airlines
12:40 pmORD
4h 46m
Nonstop
3:26 pmPDX
United Airlines
2:34 pmPDX
4h 6m
Nonstop
8:40 pmORD

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Fri, Dec 25 – Fri, Jan 1

United Airlines
7:45 pmORD
4h 42m
Nonstop
10:27 pmPDX
United Airlines
7:00 amPDX
4h 7m
Nonstop
1:07 pmORD

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sat, Dec 26 – Fri, Jan 1

United Airlines
12:40 pmORD
4h 46m
Nonstop
3:26 pmPDX
United Airlines
7:00 amPDX
4h 7m
Nonstop
1:07 pmORD

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Fri, Dec 25 – Sun, Jan 3

United Airlines
7:45 pmORD
4h 42m
Nonstop
10:27 pmPDX
United Airlines
2:34 pmPDX
4h 6m
Nonstop
8:40 pmORD

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sat, Dec 26 – Sat, Jan 2

United Airlines
7:58 pmORD
4h 49m
Nonstop
10:47 pmPDX
United Airlines
7:02 amPDX
4h 4m
Nonstop
1:06 pmORD

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sun, Dec 27 – Fri, Jan 1

United Airlines
4:08 pmORD
4h 45m
Nonstop
6:53 pmPDX
United Airlines
7:00 amPDX
4h 7m
Nonstop
1:07 pmORD

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

One-stop flights

Sat, Dec 26 – Sun, Jan 3

Frontier Airlines
7:25 amORD
7h 38m
DEN · 1h 32m
1:03 pmPDX
Alaska Airlines
7:00 amPDX
4h 13m
Nonstop
1:13 pmORD

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sun, Dec 27 – Sun, Jan 3

Frontier Airlines
7:25 amORD
7h 38m
DEN · 1h 32m
1:03 pmPDX
Alaska Airlines
7:00 amPDX
4h 13m
Nonstop
1:13 pmORD

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Fri, Dec 25 – Sun, Jan 3

Frontier Airlines
7:25 amORD
7h 38m
DEN · 1h 32m
1:03 pmPDX
Alaska Airlines
7:00 amPDX
4h 13m
Nonstop
1:13 pmORD

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Fri, Dec 25 – Fri, Jan 1

Frontier Airlines
7:25 amORD
7h 38m
DEN · 1h 32m
1:03 pmPDX
American Airlines
1:46 pmPDX
4h 14m
Nonstop
8:00 pmORD

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sun, Dec 27 – Fri, Jan 1

Frontier Airlines
7:25 amORD
7h 38m
DEN · 1h 32m
1:03 pmPDX
American Airlines
1:46 pmPDX
4h 14m
Nonstop
8:00 pmORD

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sat, Dec 26 – Fri, Jan 1

Frontier Airlines
7:25 amORD
7h 38m
DEN · 1h 32m
1:03 pmPDX
American Airlines
1:46 pmPDX
4h 14m
Nonstop
8:00 pmORD

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Fri, Dec 25 – Sat, Jan 2

Frontier Airlines
7:25 amORD
7h 38m
DEN · 1h 32m
1:03 pmPDX
United Airlines
7:02 amPDX
4h 4m
Nonstop
1:06 pmORD

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sun, Dec 27 – Sat, Jan 2

Frontier Airlines
7:25 amORD
7h 38m
DEN · 1h 32m
1:03 pmPDX
United Airlines
7:02 amPDX
4h 4m
Nonstop
1:06 pmORD

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sat, Dec 26 – Sat, Jan 2

Frontier Airlines
7:25 amORD
7h 38m
DEN · 1h 32m
1:03 pmPDX
United Airlines
7:02 amPDX
4h 4m
Nonstop
1:06 pmORD

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sun, Dec 27 – Sun, Jan 3

Alaska Airlines
3:19 pmORD
7h 31m
SEA · 1h 43m
8:50 pmPDX
Alaska Airlines
7:00 amPDX
4h 13m
Nonstop
1:13 pmORD

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sat, Dec 26 – Sat, Jan 2

Alaska Airlines
3:19 pmORD
7h 31m
SEA · 1h 43m
8:50 pmPDX
Alaska Airlines
7:00 amPDX
4h 10m
Nonstop
1:10 pmORD

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sun, Dec 27 – Fri, Jan 1

Alaska Airlines
3:19 pmORD
7h 31m
SEA · 1h 43m
8:50 pmPDX
Alaska Airlines
7:00 amPDX
4h 10m
Nonstop
1:10 pmORD

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sun, Dec 27 – Sat, Jan 2

Alaska Airlines
3:19 pmORD
7h 31m
SEA · 1h 43m
8:50 pmPDX
Alaska Airlines
7:00 amPDX
4h 10m
Nonstop
1:10 pmORD

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Fri, Dec 25 – Sun, Jan 3

Alaska Airlines
3:19 pmORD
7h 31m
SEA · 1h 43m
8:50 pmPDX
Alaska Airlines
7:00 amPDX
4h 13m
Nonstop
1:13 pmORD

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Fri, Dec 25 – Sat, Jan 2

Alaska Airlines
3:19 pmORD
7h 31m
SEA · 1h 43m
8:50 pmPDX
Alaska Airlines
7:00 amPDX
4h 10m
Nonstop
1:10 pmORD

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sat, Dec 26 – Sun, Jan 3

Alaska Airlines
3:19 pmORD
7h 31m
SEA · 1h 43m
8:50 pmPDX
Alaska Airlines
7:00 amPDX
4h 13m
Nonstop
1:13 pmORD

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sat, Dec 26 – Fri, Jan 1

Alaska Airlines
3:19 pmORD
7h 31m
SEA · 1h 43m
8:50 pmPDX
Alaska Airlines
7:00 amPDX
4h 10m
Nonstop
1:10 pmORD

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Fri, Dec 25 – Fri, Jan 1

Alaska Airlines
3:19 pmORD
7h 31m
SEA · 1h 43m
8:50 pmPDX
Alaska Airlines
7:00 amPDX
4h 10m
Nonstop
1:10 pmORD

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sun, Dec 27 – Sun, Jan 3

Alaska Airlines
2:08 pmORD
4h 50m
Nonstop
4:58 pmPDX
Alaska Airlines
7:16 amPDX
6h 44m
SLC · 1h 18m
4:00 pmORD

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sat, Dec 26 – Sat, Jan 2

Alaska Airlines
2:08 pmORD
4h 57m
Nonstop
5:05 pmPDX
Alaska Airlines
7:16 amPDX
6h 44m
SLC · 1h 18m
4:00 pmORD

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sat, Dec 26 – Fri, Jan 1

Alaska Airlines
2:08 pmORD
4h 57m
Nonstop
5:05 pmPDX
Alaska Airlines
7:16 amPDX
6h 44m
SLC · 1h 18m
4:00 pmORD

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Fri, Dec 25 – Fri, Jan 1

Alaska Airlines
2:08 pmORD
4h 57m
Nonstop
5:05 pmPDX
Alaska Airlines
7:16 amPDX
6h 44m
SLC · 1h 18m
4:00 pmORD

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sun, Dec 27 – Sat, Jan 2

Alaska Airlines
2:08 pmORD
4h 50m
Nonstop
4:58 pmPDX
Alaska Airlines
7:16 amPDX
6h 44m
SLC · 1h 18m
4:00 pmORD

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Fri, Dec 25 – Sun, Jan 3

Alaska Airlines
2:08 pmORD
4h 57m
Nonstop
5:05 pmPDX
Alaska Airlines
7:16 amPDX
6h 44m
SLC · 1h 18m
4:00 pmORD

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sun, Dec 27 – Fri, Jan 1

Alaska Airlines
2:08 pmORD
4h 50m
Nonstop
4:58 pmPDX
Alaska Airlines
7:16 amPDX
6h 44m
SLC · 1h 18m
4:00 pmORD

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Fri, Dec 25 – Sat, Jan 2

Alaska Airlines
2:08 pmORD
4h 57m
Nonstop
5:05 pmPDX
Alaska Airlines
7:16 amPDX
6h 44m
SLC · 1h 18m
4:00 pmORD

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sat, Dec 26 – Sun, Jan 3

Alaska Airlines
2:08 pmORD
4h 57m
Nonstop
5:05 pmPDX
Alaska Airlines
7:16 amPDX
6h 44m
SLC · 1h 18m
4:00 pmORD

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Fri, Dec 25 – Fri, Jan 1

American Airlines
8:10 amORD
7h 38m
SLC · 1h 36m
1:48 pmPDX
American Airlines
1:46 pmPDX
4h 14m
Nonstop
8:00 pmORD

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Fri, Dec 25 – Sun, Jan 3

American Airlines
8:10 amORD
7h 38m
SLC · 1h 36m
1:48 pmPDX
American Airlines
1:22 pmPDX
4h 22m
Nonstop
7:44 pmORD

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sat, Dec 26 – Sun, Jan 3

American Airlines
8:10 amORD
7h 38m
SLC · 1h 36m
1:48 pmPDX
American Airlines
1:22 pmPDX
4h 22m
Nonstop
7:44 pmORD

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sun, Dec 27 – Sun, Jan 3

American Airlines
8:10 amORD
7h 38m
SLC · 1h 36m
1:48 pmPDX
American Airlines
1:22 pmPDX
4h 22m
Nonstop
7:44 pmORD

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sun, Dec 27 – Fri, Jan 1

American Airlines
8:10 amORD
7h 38m
SLC · 1h 36m
1:48 pmPDX
American Airlines
1:46 pmPDX
4h 14m
Nonstop
8:00 pmORD

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sat, Dec 26 – Fri, Jan 1

American Airlines
8:10 amORD
7h 38m
SLC · 1h 36m
1:48 pmPDX
American Airlines
1:46 pmPDX
4h 14m
Nonstop
8:00 pmORD

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sun, Dec 27 – Sat, Jan 2

American Airlines
9:45 amORD
4h 52m
Nonstop
12:37 pmPDX
American Airlines
2:36 pmPDX
7h 23m
DFW · 1h 2m
11:59 pmORD

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Fri, Dec 25 – Sat, Jan 2

American Airlines
9:22 pmORD
4h 47m
Nonstop
12:09 am+1PDX
American Airlines
2:36 pmPDX
7h 23m
DFW · 1h 2m
11:59 pmORD

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sat, Dec 26 – Sat, Jan 2

American Airlines
9:22 pmORD
4h 47m
Nonstop
12:09 am+1PDX
American Airlines
2:36 pmPDX
7h 23m
DFW · 1h 2m
11:59 pmORD

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sat, Dec 26 – Sun, Jan 3

United Airlines
8:40 amORD
6h 42m
DEN · 1h 3m
1:22 pmPDX
United Airlines
2:34 pmPDX
4h 6m
Nonstop
8:40 pmORD

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Fri, Dec 25 – Sat, Jan 2

United Airlines
8:58 amORD
7h 43m
YVR · 1h 40m
2:41 pmPDX
United Airlines
7:02 amPDX
4h 4m
Nonstop
1:06 pmORD

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Fri, Dec 25 – Fri, Jan 1

United Airlines
8:58 amORD
7h 43m
YVR · 1h 40m
2:41 pmPDX
United Airlines
7:00 amPDX
4h 7m
Nonstop
1:07 pmORD

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Fri, Dec 25 – Sat, Jan 2

United Airlines
8:40 amORD
6h 42m
DEN · 1h 3m
1:22 pmPDX
United Airlines
7:02 amPDX
4h 4m
Nonstop
1:06 pmORD

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sun, Dec 27 – Sun, Jan 3

United Airlines
8:40 amORD
6h 42m
DEN · 1h 3m
1:22 pmPDX
United Airlines
2:34 pmPDX
4h 6m
Nonstop
8:40 pmORD

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sat, Dec 26 – Sat, Jan 2

United Airlines
8:40 amORD
6h 42m
DEN · 1h 3m
1:22 pmPDX
United Airlines
7:02 amPDX
4h 4m
Nonstop
1:06 pmORD

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sun, Dec 27 – Fri, Jan 1

United Airlines
8:58 amORD
7h 43m
YVR · 1h 40m
2:41 pmPDX
United Airlines
7:00 amPDX
4h 7m
Nonstop
1:07 pmORD

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Fri, Dec 25 – Sun, Jan 3

United Airlines
8:40 amORD
6h 42m
DEN · 1h 3m
1:22 pmPDX
United Airlines
2:34 pmPDX
4h 6m
Nonstop
8:40 pmORD

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sat, Dec 26 – Sun, Jan 3

United Airlines
8:58 amORD
7h 43m
YVR · 1h 40m
2:41 pmPDX
United Airlines
2:34 pmPDX
4h 6m
Nonstop
8:40 pmORD

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sat, Dec 26 – Fri, Jan 1

United Airlines
8:58 amORD
7h 43m
YVR · 1h 40m
2:41 pmPDX
United Airlines
7:00 amPDX
4h 7m
Nonstop
1:07 pmORD

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sun, Dec 27 – Sun, Jan 3

United Airlines
8:58 amORD
7h 43m
YVR · 1h 40m
2:41 pmPDX
United Airlines
2:34 pmPDX
4h 6m
Nonstop
8:40 pmORD

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sat, Dec 26 – Fri, Jan 1

United Airlines
8:40 amORD
6h 42m
DEN · 1h 3m
1:22 pmPDX
United Airlines
7:00 amPDX
4h 7m
Nonstop
1:07 pmORD

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sat, Dec 26 – Sat, Jan 2

United Airlines
8:58 amORD
7h 43m
YVR · 1h 40m
2:41 pmPDX
United Airlines
7:02 amPDX
4h 4m
Nonstop
1:06 pmORD

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Fri, Dec 25 – Sun, Jan 3

United Airlines
8:58 amORD
7h 43m
YVR · 1h 40m
2:41 pmPDX
United Airlines
2:34 pmPDX
4h 6m
Nonstop
8:40 pmORD

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sun, Dec 27 – Sat, Jan 2

United Airlines
8:40 amORD
6h 42m
DEN · 1h 3m
1:22 pmPDX
United Airlines
7:02 amPDX
4h 4m
Nonstop
1:06 pmORD

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sun, Dec 27 – Fri, Jan 1

United Airlines
8:40 amORD
6h 42m
DEN · 1h 3m
1:22 pmPDX
United Airlines
7:00 amPDX
4h 7m
Nonstop
1:07 pmORD

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Fri, Dec 25 – Fri, Jan 1

United Airlines
8:40 amORD
6h 42m
DEN · 1h 3m
1:22 pmPDX
United Airlines
7:00 amPDX
4h 7m
Nonstop
1:07 pmORD

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sun, Dec 27 – Sat, Jan 2

United Airlines
8:58 amORD
7h 43m
YVR · 1h 40m
2:41 pmPDX
United Airlines
7:02 amPDX
4h 4m
Nonstop
1:06 pmORD

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Hotels for these nights (Dec 25 – Jan 1, 2027 · 7 nights · 2 adults, 1 room): 3★ Red Lion Hotel Portland Airport $530 · 4★ The Society Hotel $624 · 5★ Sentinel Hotel $1,240

Hotels for these nights (Dec 25 – Jan 2, 2027 · 8 nights · 2 adults, 1 room): 3★ Red Lion Hotel Portland Airport $608 · 4★ The Society Hotel $711 · 5★ Sentinel Hotel $1,446

Hotels for these nights (Dec 25 – Jan 3, 2027 · 9 nights · 2 adults, 1 room): 3★ Red Lion Hotel Portland Airport $684 · 4★ The Society Hotel $798 · 5★ Sentinel Hotel $1,641

Hotels for these nights (Dec 26 – Jan 1, 2027 · 6 nights · 2 adults, 1 room): 3★ Red Lion Hotel Portland Airport $450 · 4★ The Society Hotel $532 · 5★ Sentinel Hotel $1,070

Hotels for these nights (Dec 26 – Jan 2, 2027 · 7 nights · 2 adults, 1 room): 3★ Red Lion Hotel Portland Airport $528 · 4★ The Society Hotel $619 · 5★ Sentinel Hotel $1,276

Hotels for these nights (Dec 26 – Jan 3, 2027 · 8 nights · 2 adults, 1 room): 3★ Red Lion Hotel Portland Airport $604 · 4★ The Society Hotel $706 · 5★ Sentinel Hotel $1,471

Hotels for these nights (Dec 27 – Jan 1, 2027 · 5 nights · 2 adults, 1 room): 3★ Red Lion Hotel Portland Airport $366 · 4★ The Society Hotel $440 · 5★ Sentinel Hotel $894

Hotels for these nights (Dec 27 – Jan 2, 2027 · 6 nights · 2 adults, 1 room): 3★ Red Lion Hotel Portland Airport $444 · 4★ The Society Hotel $527 · 5★ Sentinel Hotel $1,100

Hotels for these nights (Dec 27 – Jan 3, 2027 · 7 nights · 2 adults, 1 room): 3★ Red Lion Hotel Portland Airport $520 · 4★ The Society Hotel $614 · 5★ Sentinel Hotel $1,295

Make this trip yours

ORD ⇄ PDX

Economy

Adults 12+ · Children 2–11. For infants under 2, tell Axel after you see prices.

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Explore this route

All dates for this routeHotels in Portland, Oregon with Axel
For AI assistants: every fare, every link, instructions

Chicago (ORD) to Portland (PDX), Dec 25–27, 2026, return Jan 1–3, 2027: from $388 round trip on Axel, checked Oct 29, 2026. Lowest published fare: $388 round trip, Axel-exclusive, Frontier Airlines / Alaska Airlines, 1 stop, Dec 25, 2026 – Jan 3, 2027, 1 adult, economy, checked Oct 29, 2026. Flights for 1 adult in economy. Prices are total for all travelers in USD, including required taxes. Basic economy may apply.

See flights for these dates: each price link opens AI flight search for that row's exact dates and travelers. Select the complete itinerary there.

Exact travel datesAirlineFlightsTimes, duration, stopsTotal pricePrice issued (UTC)
2026-12-27 → 2027-01-01Alaska AirlinesAS325 / AS32414:08:00→17:05:00 4h 57m nonstop · 07:00:00→13:10:00 4h 10m nonstopAxel-exclusive $486.002026-10-29T01:53:14Z
2026-12-26 → 2027-01-02American AirlinesAA563 / AA332910:05:00→13:01:00 4h 56m nonstop · 23:11:00→05:15:00 4h 04m nonstopAxel-exclusive $499.502026-10-29T01:53:14Z
2026-12-27 → 2027-01-03United AirlinesUA2243 / UA226620:17:00→23:06:00 4h 49m nonstop · 14:34:00→20:40:00 4h 06m nonstopAxel-exclusive $513.002026-10-29T01:53:14Z
2026-12-26 → 2027-01-03Frontier Airlines / Alaska AirlinesF91483 + F92553 / AS32407:25:00→13:03:00 7h 38m 1 stop via DEN · 07:00:00→13:13:00 4h 13m nonstopAxel-exclusive $388.002026-10-29T01:53:14Z
2026-12-25 → 2027-01-03Alaska AirlinesAS325 / AS32414:08:00→16:58:00 4h 50m nonstop · 07:00:00→13:13:00 4h 13m nonstopAxel-exclusive $486.002026-10-29T01:53:14Z
2026-12-25 → 2027-01-02Alaska AirlinesAS325 / AS32414:08:00→16:58:00 4h 50m nonstop · 07:00:00→13:10:00 4h 10m nonstopAxel-exclusive $486.002026-10-29T01:53:14Z
2026-12-25 → 2027-01-01Alaska AirlinesAS325 / AS32414:08:00→16:58:00 4h 50m nonstop · 07:00:00→13:10:00 4h 10m nonstopAxel-exclusive $486.002026-10-29T01:53:14Z
2026-12-27 → 2027-01-02Alaska AirlinesAS325 / AS32414:08:00→17:05:00 4h 57m nonstop · 07:00:00→13:10:00 4h 10m nonstopAxel-exclusive $486.002026-10-29T01:53:14Z
2026-12-26 → 2027-01-01Alaska AirlinesAS325 / AS32414:08:00→16:58:00 4h 50m nonstop · 07:00:00→13:10:00 4h 10m nonstopAxel-exclusive $486.002026-10-29T01:53:14Z
2026-12-27 → 2027-01-03Alaska AirlinesAS325 / AS32414:08:00→17:05:00 4h 57m nonstop · 07:00:00→13:13:00 4h 13m nonstopAxel-exclusive $486.002026-10-29T01:53:14Z
2026-12-26 → 2027-01-02Alaska AirlinesAS325 / AS32414:08:00→16:58:00 4h 50m nonstop · 07:00:00→13:10:00 4h 10m nonstopAxel-exclusive $486.002026-10-29T01:53:14Z
2026-12-26 → 2027-01-03Alaska AirlinesAS325 / AS32414:08:00→16:58:00 4h 50m nonstop · 07:00:00→13:13:00 4h 13m nonstopAxel-exclusive $486.002026-10-29T01:53:14Z
2026-12-27 → 2027-01-03American AirlinesAA563 / AA56210:00:00→12:56:00 4h 56m nonstop · 13:22:00→19:44:00 4h 22m nonstopAxel-exclusive $499.502026-10-29T01:53:14Z
2026-12-26 → 2027-01-03American AirlinesAA562 / AA56219:29:00→22:22:00 4h 53m nonstop · 13:22:00→19:44:00 4h 22m nonstopAxel-exclusive $499.502026-10-29T01:53:14Z
2026-12-27 → 2027-01-02American AirlinesAA562 / AA332921:22:00→00:09:00 4h 47m nonstop · 23:11:00→05:15:00 4h 04m nonstopAxel-exclusive $499.502026-10-29T01:53:14Z
2026-12-26 → 2027-01-03American AirlinesAA563 / AA56210:05:00→13:01:00 4h 56m nonstop · 13:22:00→19:44:00 4h 22m nonstopAxel-exclusive $499.502026-10-29T01:53:14Z
2026-12-25 → 2027-01-03American AirlinesAA563 / AA56210:05:00→13:01:00 4h 56m nonstop · 13:22:00→19:44:00 4h 22m nonstopAxel-exclusive $499.502026-10-29T01:53:14Z
2026-12-25 → 2027-01-01American AirlinesAA562 / AA56319:29:00→22:22:00 4h 53m nonstop · 13:46:00→20:00:00 4h 14m nonstopAxel-exclusive $499.502026-10-29T01:53:14Z
2026-12-26 → 2027-01-02American AirlinesAA562 / AA332919:29:00→22:22:00 4h 53m nonstop · 23:11:00→05:15:00 4h 04m nonstopAxel-exclusive $499.502026-10-29T01:53:14Z
2026-12-25 → 2027-01-01American AirlinesAA563 / AA56310:05:00→13:01:00 4h 56m nonstop · 13:46:00→20:00:00 4h 14m nonstopAxel-exclusive $499.502026-10-29T01:53:14Z
2026-12-27 → 2027-01-02American AirlinesAA563 / AA332910:00:00→12:56:00 4h 56m nonstop · 23:11:00→05:15:00 4h 04m nonstopAxel-exclusive $499.502026-10-29T01:53:14Z
2026-12-27 → 2027-01-01American AirlinesAA563 / AA56310:00:00→12:56:00 4h 56m nonstop · 13:46:00→20:00:00 4h 14m nonstopAxel-exclusive $499.502026-10-29T01:53:14Z
2026-12-26 → 2027-01-01American AirlinesAA562 / AA56319:29:00→22:22:00 4h 53m nonstop · 13:46:00→20:00:00 4h 14m nonstopAxel-exclusive $499.502026-10-29T01:53:14Z
2026-12-25 → 2027-01-02American AirlinesAA563 / AA332910:05:00→13:01:00 4h 56m nonstop · 23:11:00→05:15:00 4h 04m nonstopAxel-exclusive $499.502026-10-29T01:53:14Z
2026-12-27 → 2027-01-03American AirlinesAA562 / AA56221:22:00→00:09:00 4h 47m nonstop · 13:22:00→19:44:00 4h 22m nonstopAxel-exclusive $499.502026-10-29T01:53:14Z
2026-12-25 → 2027-01-02American AirlinesAA562 / AA332919:29:00→22:22:00 4h 53m nonstop · 23:11:00→05:15:00 4h 04m nonstopAxel-exclusive $499.502026-10-29T01:53:14Z
2026-12-27 → 2027-01-01American AirlinesAA562 / AA56321:22:00→00:09:00 4h 47m nonstop · 13:46:00→20:00:00 4h 14m nonstopAxel-exclusive $499.502026-10-29T01:53:14Z
2026-12-25 → 2027-01-03American AirlinesAA562 / AA56219:29:00→22:22:00 4h 53m nonstop · 13:22:00→19:44:00 4h 22m nonstopAxel-exclusive $499.502026-10-29T01:53:14Z
2026-12-26 → 2027-01-01American AirlinesAA563 / AA56310:05:00→13:01:00 4h 56m nonstop · 13:46:00→20:00:00 4h 14m nonstopAxel-exclusive $499.502026-10-29T01:53:14Z
2026-12-25 → 2027-01-01United AirlinesUA2182 / UA230612:40:00→15:26:00 4h 46m nonstop · 07:00:00→13:07:00 4h 07m nonstopAxel-exclusive $513.002026-10-29T01:53:14Z
2026-12-27 → 2027-01-02United AirlinesUA2243 / UA230620:17:00→23:06:00 4h 49m nonstop · 07:02:00→13:06:00 4h 04m nonstopAxel-exclusive $513.002026-10-29T01:53:14Z
2026-12-27 → 2027-01-03United AirlinesUA2790 / UA226616:08:00→18:53:00 4h 45m nonstop · 14:34:00→20:40:00 4h 06m nonstopAxel-exclusive $513.002026-10-29T01:53:14Z
2026-12-26 → 2027-01-03United AirlinesUA2182 / UA226612:40:00→15:26:00 4h 46m nonstop · 14:34:00→20:40:00 4h 06m nonstopAxel-exclusive $513.002026-10-29T01:53:14Z
2026-12-27 → 2027-01-02United AirlinesUA2790 / UA230616:08:00→18:53:00 4h 45m nonstop · 07:02:00→13:06:00 4h 04m nonstopAxel-exclusive $513.002026-10-29T01:53:14Z
2026-12-26 → 2027-01-02United AirlinesUA2182 / UA230612:40:00→15:26:00 4h 46m nonstop · 07:02:00→13:06:00 4h 04m nonstopAxel-exclusive $513.002026-10-29T01:53:14Z
2026-12-25 → 2027-01-02United AirlinesUA1786 / UA230619:45:00→22:27:00 4h 42m nonstop · 07:02:00→13:06:00 4h 04m nonstopAxel-exclusive $513.002026-10-29T01:53:14Z
2026-12-25 → 2027-01-02United AirlinesUA2182 / UA230612:40:00→15:26:00 4h 46m nonstop · 07:02:00→13:06:00 4h 04m nonstopAxel-exclusive $513.002026-10-29T01:53:14Z
2026-12-26 → 2027-01-01United AirlinesUA2243 / UA230619:58:00→22:47:00 4h 49m nonstop · 07:00:00→13:07:00 4h 07m nonstopAxel-exclusive $513.002026-10-29T01:53:14Z
2026-12-27 → 2027-01-01United AirlinesUA2243 / UA230620:17:00→23:06:00 4h 49m nonstop · 07:00:00→13:07:00 4h 07m nonstopAxel-exclusive $513.002026-10-29T01:53:14Z
2026-12-26 → 2027-01-03United AirlinesUA2243 / UA226619:58:00→22:47:00 4h 49m nonstop · 14:34:00→20:40:00 4h 06m nonstopAxel-exclusive $513.002026-10-29T01:53:14Z
2026-12-25 → 2027-01-03United AirlinesUA2182 / UA226612:40:00→15:26:00 4h 46m nonstop · 14:34:00→20:40:00 4h 06m nonstopAxel-exclusive $513.002026-10-29T01:53:14Z
2026-12-25 → 2027-01-01United AirlinesUA1786 / UA230619:45:00→22:27:00 4h 42m nonstop · 07:00:00→13:07:00 4h 07m nonstopAxel-exclusive $513.002026-10-29T01:53:14Z
2026-12-26 → 2027-01-01United AirlinesUA2182 / UA230612:40:00→15:26:00 4h 46m nonstop · 07:00:00→13:07:00 4h 07m nonstopAxel-exclusive $513.002026-10-29T01:53:14Z
2026-12-25 → 2027-01-03United AirlinesUA1786 / UA226619:45:00→22:27:00 4h 42m nonstop · 14:34:00→20:40:00 4h 06m nonstopAxel-exclusive $513.002026-10-29T01:53:14Z
2026-12-26 → 2027-01-02United AirlinesUA2243 / UA230619:58:00→22:47:00 4h 49m nonstop · 07:02:00→13:06:00 4h 04m nonstopAxel-exclusive $513.002026-10-29T01:53:14Z
2026-12-27 → 2027-01-01United AirlinesUA2790 / UA230616:08:00→18:53:00 4h 45m nonstop · 07:00:00→13:07:00 4h 07m nonstopAxel-exclusive $513.002026-10-29T01:53:14Z
2026-12-27 → 2027-01-03Frontier Airlines / Alaska AirlinesF91483 + F92553 / AS32407:25:00→13:03:00 7h 38m 1 stop via DEN · 07:00:00→13:13:00 4h 13m nonstopAxel-exclusive $388.002026-10-29T01:53:14Z
2026-12-25 → 2027-01-03Frontier Airlines / Alaska AirlinesF91483 + F92553 / AS32407:25:00→13:03:00 7h 38m 1 stop via DEN · 07:00:00→13:13:00 4h 13m nonstopAxel-exclusive $388.002026-10-29T01:53:14Z
2026-12-25 → 2027-01-01Frontier Airlines / American AirlinesF91483 + F92553 / AA56307:25:00→13:03:00 7h 38m 1 stop via DEN · 13:46:00→20:00:00 4h 14m nonstopAxel-exclusive $394.502026-10-29T01:53:14Z
2026-12-27 → 2027-01-01Frontier Airlines / American AirlinesF91483 + F92553 / AA56307:25:00→13:03:00 7h 38m 1 stop via DEN · 13:46:00→20:00:00 4h 14m nonstopAxel-exclusive $394.502026-10-29T01:53:14Z
2026-12-26 → 2027-01-01Frontier Airlines / American AirlinesF91483 + F92553 / AA56307:25:00→13:03:00 7h 38m 1 stop via DEN · 13:46:00→20:00:00 4h 14m nonstopAxel-exclusive $394.502026-10-29T01:53:14Z
2026-12-25 → 2027-01-02Frontier Airlines / United AirlinesF91483 + F92553 / UA230607:25:00→13:03:00 7h 38m 1 stop via DEN · 07:02:00→13:06:00 4h 04m nonstopAxel-exclusive $401.002026-10-29T01:53:14Z
2026-12-27 → 2027-01-02Frontier Airlines / United AirlinesF91483 + F92553 / UA230607:25:00→13:03:00 7h 38m 1 stop via DEN · 07:02:00→13:06:00 4h 04m nonstopAxel-exclusive $401.002026-10-29T01:53:14Z
2026-12-26 → 2027-01-02Frontier Airlines / United AirlinesF91483 + F92553 / UA230607:25:00→13:03:00 7h 38m 1 stop via DEN · 07:02:00→13:06:00 4h 04m nonstopAxel-exclusive $401.002026-10-29T01:53:14Z
2026-12-27 → 2027-01-03Alaska AirlinesAS407 + AS2239 / AS32415:19:00→20:50:00 7h 31m 1 stop via SEA · 07:00:00→13:13:00 4h 13m nonstopAxel-exclusive $472.002026-10-29T01:53:14Z
2026-12-26 → 2027-01-02Alaska AirlinesAS407 + AS2239 / AS32415:19:00→20:50:00 7h 31m 1 stop via SEA · 07:00:00→13:10:00 4h 10m nonstopAxel-exclusive $472.002026-10-29T01:53:14Z
2026-12-27 → 2027-01-01Alaska AirlinesAS407 + AS2239 / AS32415:19:00→20:50:00 7h 31m 1 stop via SEA · 07:00:00→13:10:00 4h 10m nonstopAxel-exclusive $472.002026-10-29T01:53:14Z
2026-12-27 → 2027-01-02Alaska AirlinesAS407 + AS2239 / AS32415:19:00→20:50:00 7h 31m 1 stop via SEA · 07:00:00→13:10:00 4h 10m nonstopAxel-exclusive $472.002026-10-29T01:53:14Z
2026-12-25 → 2027-01-03Alaska AirlinesAS407 + AS2239 / AS32415:19:00→20:50:00 7h 31m 1 stop via SEA · 07:00:00→13:13:00 4h 13m nonstopAxel-exclusive $472.002026-10-29T01:53:14Z
2026-12-25 → 2027-01-02Alaska AirlinesAS407 + AS2239 / AS32415:19:00→20:50:00 7h 31m 1 stop via SEA · 07:00:00→13:10:00 4h 10m nonstopAxel-exclusive $472.002026-10-29T01:53:14Z
2026-12-26 → 2027-01-03Alaska AirlinesAS407 + AS2239 / AS32415:19:00→20:50:00 7h 31m 1 stop via SEA · 07:00:00→13:13:00 4h 13m nonstopAxel-exclusive $472.002026-10-29T01:53:14Z
2026-12-26 → 2027-01-01Alaska AirlinesAS407 + AS2239 / AS32415:19:00→20:50:00 7h 31m 1 stop via SEA · 07:00:00→13:10:00 4h 10m nonstopAxel-exclusive $472.002026-10-29T01:53:14Z
2026-12-25 → 2027-01-01Alaska AirlinesAS407 + AS2239 / AS32415:19:00→20:50:00 7h 31m 1 stop via SEA · 07:00:00→13:10:00 4h 10m nonstopAxel-exclusive $472.002026-10-29T01:53:14Z
2026-12-27 → 2027-01-03Alaska AirlinesAS325 / AS3355 + AA318614:08:00→16:58:00 4h 50m nonstop · 07:16:00→16:00:00 6h 44m 1 stop via SLCAxel-exclusive $473.002026-10-29T01:53:14Z
2026-12-26 → 2027-01-02Alaska AirlinesAS325 / AS3355 + AA318614:08:00→17:05:00 4h 57m nonstop · 07:16:00→16:00:00 6h 44m 1 stop via SLCAxel-exclusive $473.002026-10-29T01:53:14Z
2026-12-26 → 2027-01-01Alaska AirlinesAS325 / AS3355 + AA318614:08:00→17:05:00 4h 57m nonstop · 07:16:00→16:00:00 6h 44m 1 stop via SLCAxel-exclusive $473.002026-10-29T01:53:14Z
2026-12-25 → 2027-01-01Alaska AirlinesAS325 / AS3355 + AA318614:08:00→17:05:00 4h 57m nonstop · 07:16:00→16:00:00 6h 44m 1 stop via SLCAxel-exclusive $473.002026-10-29T01:53:14Z
2026-12-27 → 2027-01-02Alaska AirlinesAS325 / AS3355 + AA318614:08:00→16:58:00 4h 50m nonstop · 07:16:00→16:00:00 6h 44m 1 stop via SLCAxel-exclusive $473.002026-10-29T01:53:14Z
2026-12-25 → 2027-01-03Alaska AirlinesAS325 / AS3355 + AA318614:08:00→17:05:00 4h 57m nonstop · 07:16:00→16:00:00 6h 44m 1 stop via SLCAxel-exclusive $473.002026-10-29T01:53:14Z
2026-12-27 → 2027-01-01Alaska AirlinesAS325 / AS3355 + AA318614:08:00→16:58:00 4h 50m nonstop · 07:16:00→16:00:00 6h 44m 1 stop via SLCAxel-exclusive $473.002026-10-29T01:53:14Z
2026-12-25 → 2027-01-02Alaska AirlinesAS325 / AS3355 + AA318614:08:00→17:05:00 4h 57m nonstop · 07:16:00→16:00:00 6h 44m 1 stop via SLCAxel-exclusive $473.002026-10-29T01:53:14Z
2026-12-26 → 2027-01-03Alaska AirlinesAS325 / AS3355 + AA318614:08:00→17:05:00 4h 57m nonstop · 07:16:00→16:00:00 6h 44m 1 stop via SLCAxel-exclusive $473.002026-10-29T01:53:14Z
2026-12-25 → 2027-01-01American AirlinesAA3186 + AS3430 / AA56308:10:00→13:48:00 7h 38m 1 stop via SLC · 13:46:00→20:00:00 4h 14m nonstopAxel-exclusive $485.502026-10-29T01:53:14Z
2026-12-25 → 2027-01-03American AirlinesAA3186 + AS3430 / AA56208:10:00→13:48:00 7h 38m 1 stop via SLC · 13:22:00→19:44:00 4h 22m nonstopAxel-exclusive $485.502026-10-29T01:53:14Z
2026-12-26 → 2027-01-03American AirlinesAA3186 + AS3430 / AA56208:10:00→13:48:00 7h 38m 1 stop via SLC · 13:22:00→19:44:00 4h 22m nonstopAxel-exclusive $485.502026-10-29T01:53:14Z
2026-12-27 → 2027-01-03American AirlinesAA3186 + AS3430 / AA56208:10:00→13:48:00 7h 38m 1 stop via SLC · 13:22:00→19:44:00 4h 22m nonstopAxel-exclusive $485.502026-10-29T01:53:14Z
2026-12-27 → 2027-01-01American AirlinesAA3186 + AS3430 / AA56308:10:00→13:48:00 7h 38m 1 stop via SLC · 13:46:00→20:00:00 4h 14m nonstopAxel-exclusive $485.502026-10-29T01:53:14Z
2026-12-26 → 2027-01-01American AirlinesAA3186 + AS3430 / AA56308:10:00→13:48:00 7h 38m 1 stop via SLC · 13:46:00→20:00:00 4h 14m nonstopAxel-exclusive $485.502026-10-29T01:53:14Z
2026-12-27 → 2027-01-02American AirlinesAA562 / AA2496 + AA222109:45:00→12:37:00 4h 52m nonstop · 14:36:00→23:59:00 7h 23m 1 stop via DFWAxel-exclusive $486.502026-10-29T01:53:14Z
2026-12-25 → 2027-01-02American AirlinesAA562 / AA2496 + AA222121:22:00→00:09:00 4h 47m nonstop · 14:36:00→23:59:00 7h 23m 1 stop via DFWAxel-exclusive $486.502026-10-29T01:53:14Z
2026-12-26 → 2027-01-02American AirlinesAA562 / AA2496 + AA222121:22:00→00:09:00 4h 47m nonstop · 14:36:00→23:59:00 7h 23m 1 stop via DFWAxel-exclusive $486.502026-10-29T01:53:14Z
2026-12-26 → 2027-01-03United AirlinesUA2495 + UA644 / UA226608:40:00→13:22:00 6h 42m 1 stop via DEN · 14:34:00→20:40:00 4h 06m nonstopAxel-exclusive $499.002026-10-29T01:53:14Z
2026-12-25 → 2027-01-02United AirlinesUA1498 + AC8652 / UA230608:58:00→14:41:00 7h 43m 1 stop via YVR · 07:02:00→13:06:00 4h 04m nonstopAxel-exclusive $499.002026-10-29T01:53:14Z
2026-12-25 → 2027-01-01United AirlinesUA1498 + AC8652 / UA230608:58:00→14:41:00 7h 43m 1 stop via YVR · 07:00:00→13:07:00 4h 07m nonstopAxel-exclusive $499.002026-10-29T01:53:14Z
2026-12-25 → 2027-01-02United AirlinesUA2495 + UA644 / UA230608:40:00→13:22:00 6h 42m 1 stop via DEN · 07:02:00→13:06:00 4h 04m nonstopAxel-exclusive $499.002026-10-29T01:53:14Z
2026-12-27 → 2027-01-03United AirlinesUA2495 + UA644 / UA226608:40:00→13:22:00 6h 42m 1 stop via DEN · 14:34:00→20:40:00 4h 06m nonstopAxel-exclusive $499.002026-10-29T01:53:14Z
2026-12-26 → 2027-01-02United AirlinesUA2495 + UA644 / UA230608:40:00→13:22:00 6h 42m 1 stop via DEN · 07:02:00→13:06:00 4h 04m nonstopAxel-exclusive $499.002026-10-29T01:53:14Z
2026-12-27 → 2027-01-01United AirlinesUA1498 + AC8652 / UA230608:58:00→14:41:00 7h 43m 1 stop via YVR · 07:00:00→13:07:00 4h 07m nonstopAxel-exclusive $499.002026-10-29T01:53:14Z
2026-12-25 → 2027-01-03United AirlinesUA2495 + UA644 / UA226608:40:00→13:22:00 6h 42m 1 stop via DEN · 14:34:00→20:40:00 4h 06m nonstopAxel-exclusive $499.002026-10-29T01:53:14Z
2026-12-26 → 2027-01-03United AirlinesUA1498 + AC8652 / UA226608:58:00→14:41:00 7h 43m 1 stop via YVR · 14:34:00→20:40:00 4h 06m nonstopAxel-exclusive $499.002026-10-29T01:53:14Z
2026-12-26 → 2027-01-01United AirlinesUA1498 + AC8652 / UA230608:58:00→14:41:00 7h 43m 1 stop via YVR · 07:00:00→13:07:00 4h 07m nonstopAxel-exclusive $499.002026-10-29T01:53:14Z
2026-12-27 → 2027-01-03United AirlinesUA1498 + AC8652 / UA226608:58:00→14:41:00 7h 43m 1 stop via YVR · 14:34:00→20:40:00 4h 06m nonstopAxel-exclusive $499.002026-10-29T01:53:14Z
2026-12-26 → 2027-01-01United AirlinesUA2495 + UA644 / UA230608:40:00→13:22:00 6h 42m 1 stop via DEN · 07:00:00→13:07:00 4h 07m nonstopAxel-exclusive $499.002026-10-29T01:53:14Z
2026-12-26 → 2027-01-02United AirlinesUA1498 + AC8652 / UA230608:58:00→14:41:00 7h 43m 1 stop via YVR · 07:02:00→13:06:00 4h 04m nonstopAxel-exclusive $499.002026-10-29T01:53:14Z
2026-12-25 → 2027-01-03United AirlinesUA1498 + AC8652 / UA226608:58:00→14:41:00 7h 43m 1 stop via YVR · 14:34:00→20:40:00 4h 06m nonstopAxel-exclusive $499.002026-10-29T01:53:14Z
2026-12-27 → 2027-01-02United AirlinesUA2495 + UA644 / UA230608:40:00→13:22:00 6h 42m 1 stop via DEN · 07:02:00→13:06:00 4h 04m nonstopAxel-exclusive $499.002026-10-29T01:53:14Z
2026-12-27 → 2027-01-01United AirlinesUA2495 + UA644 / UA230608:40:00→13:22:00 6h 42m 1 stop via DEN · 07:00:00→13:07:00 4h 07m nonstopAxel-exclusive $499.002026-10-29T01:53:14Z
2026-12-25 → 2027-01-01United AirlinesUA2495 + UA644 / UA230608:40:00→13:22:00 6h 42m 1 stop via DEN · 07:00:00→13:07:00 4h 07m nonstopAxel-exclusive $499.002026-10-29T01:53:14Z
2026-12-27 → 2027-01-02United AirlinesUA1498 + AC8652 / UA230608:58:00→14:41:00 7h 43m 1 stop via YVR · 07:02:00→13:06:00 4h 04m nonstopAxel-exclusive $499.002026-10-29T01:53:14Z

Hotels in Portland, Oregon for these trips

Hotels: under a trip, hotels in Portland, Oregon for exactly those nights link to the hotel pages for 2 adults in 1 room. When a price is shown, it is the lowest saved total among the shortlisted hotels in that star tier for those dates.

All hotels in Portland, Oregon

Route overview: Chicago to Portland (PDX) flight deals

2026-12-27 → 2027-01-01 · Axel-exclusive $486.00

  • Alaska Airlines AS325: ORD 2026-12-27 14:08:00 → PDX 2026-12-27 17:05:00; nonstop; 297 minutes. Local airport times.
  • Alaska Airlines AS324: PDX 2027-01-01 07:00:00 → ORD 2027-01-01 13:10:00; nonstop; 250 minutes. Local airport times.

2026-12-26 → 2027-01-02 · Axel-exclusive $499.50

  • American Airlines AA563: ORD 2026-12-26 10:05:00 → PDX 2026-12-26 13:01:00; nonstop; 296 minutes. Local airport times.
  • American Airlines AA3329: PDX 2027-01-02 23:11:00 → ORD 2027-01-03 05:15:00; nonstop; 244 minutes. Local airport times.

2026-12-27 → 2027-01-03 · Axel-exclusive $513.00

  • United Airlines UA2243: ORD 2026-12-27 20:17:00 → PDX 2026-12-27 23:06:00; nonstop; 289 minutes. Local airport times.
  • United Airlines UA2266: PDX 2027-01-03 14:34:00 → ORD 2027-01-03 20:40:00; nonstop; 246 minutes. Local airport times.

2026-12-26 → 2027-01-03 · Axel-exclusive $388.00

  • Frontier Airlines F91483 / F92553: ORD 2026-12-26 07:25:00 → PDX 2026-12-26 13:03:00; 1 stop(s) via DEN; 458 minutes. Local airport times.
    • F91483: ORD 2026-12-26 07:25:00 → DEN 2026-12-26 09:29:00; layover at DEN: 92 minutes.
    • F92553: DEN 2026-12-26 11:01:00 → PDX 2026-12-26 13:03:00.
  • Alaska Airlines AS324: PDX 2027-01-03 07:00:00 → ORD 2027-01-03 13:13:00; nonstop; 253 minutes. Local airport times.

2026-12-25 → 2027-01-03 · Axel-exclusive $486.00

  • Alaska Airlines AS325: ORD 2026-12-25 14:08:00 → PDX 2026-12-25 16:58:00; nonstop; 290 minutes. Local airport times.
  • Alaska Airlines AS324: PDX 2027-01-03 07:00:00 → ORD 2027-01-03 13:13:00; nonstop; 253 minutes. Local airport times.

2026-12-25 → 2027-01-02 · Axel-exclusive $486.00

  • Alaska Airlines AS325: ORD 2026-12-25 14:08:00 → PDX 2026-12-25 16:58:00; nonstop; 290 minutes. Local airport times.
  • Alaska Airlines AS324: PDX 2027-01-02 07:00:00 → ORD 2027-01-02 13:10:00; nonstop; 250 minutes. Local airport times.

2026-12-25 → 2027-01-01 · Axel-exclusive $486.00

  • Alaska Airlines AS325: ORD 2026-12-25 14:08:00 → PDX 2026-12-25 16:58:00; nonstop; 290 minutes. Local airport times.
  • Alaska Airlines AS324: PDX 2027-01-01 07:00:00 → ORD 2027-01-01 13:10:00; nonstop; 250 minutes. Local airport times.

2026-12-27 → 2027-01-02 · Axel-exclusive $486.00

  • Alaska Airlines AS325: ORD 2026-12-27 14:08:00 → PDX 2026-12-27 17:05:00; nonstop; 297 minutes. Local airport times.
  • Alaska Airlines AS324: PDX 2027-01-02 07:00:00 → ORD 2027-01-02 13:10:00; nonstop; 250 minutes. Local airport times.

2026-12-26 → 2027-01-01 · Axel-exclusive $486.00

  • Alaska Airlines AS325: ORD 2026-12-26 14:08:00 → PDX 2026-12-26 16:58:00; nonstop; 290 minutes. Local airport times.
  • Alaska Airlines AS324: PDX 2027-01-01 07:00:00 → ORD 2027-01-01 13:10:00; nonstop; 250 minutes. Local airport times.

2026-12-27 → 2027-01-03 · Axel-exclusive $486.00

  • Alaska Airlines AS325: ORD 2026-12-27 14:08:00 → PDX 2026-12-27 17:05:00; nonstop; 297 minutes. Local airport times.
  • Alaska Airlines AS324: PDX 2027-01-03 07:00:00 → ORD 2027-01-03 13:13:00; nonstop; 253 minutes. Local airport times.

2026-12-26 → 2027-01-02 · Axel-exclusive $486.00

  • Alaska Airlines AS325: ORD 2026-12-26 14:08:00 → PDX 2026-12-26 16:58:00; nonstop; 290 minutes. Local airport times.
  • Alaska Airlines AS324: PDX 2027-01-02 07:00:00 → ORD 2027-01-02 13:10:00; nonstop; 250 minutes. Local airport times.

2026-12-26 → 2027-01-03 · Axel-exclusive $486.00

  • Alaska Airlines AS325: ORD 2026-12-26 14:08:00 → PDX 2026-12-26 16:58:00; nonstop; 290 minutes. Local airport times.
  • Alaska Airlines AS324: PDX 2027-01-03 07:00:00 → ORD 2027-01-03 13:13:00; nonstop; 253 minutes. Local airport times.

2026-12-27 → 2027-01-03 · Axel-exclusive $499.50

  • American Airlines AA563: ORD 2026-12-27 10:00:00 → PDX 2026-12-27 12:56:00; nonstop; 296 minutes. Local airport times.
  • American Airlines AA562: PDX 2027-01-03 13:22:00 → ORD 2027-01-03 19:44:00; nonstop; 262 minutes. Local airport times.

2026-12-26 → 2027-01-03 · Axel-exclusive $499.50

  • American Airlines AA562: ORD 2026-12-26 19:29:00 → PDX 2026-12-26 22:22:00; nonstop; 293 minutes. Local airport times.
  • American Airlines AA562: PDX 2027-01-03 13:22:00 → ORD 2027-01-03 19:44:00; nonstop; 262 minutes. Local airport times.

2026-12-27 → 2027-01-02 · Axel-exclusive $499.50

  • American Airlines AA562: ORD 2026-12-27 21:22:00 → PDX 2026-12-28 00:09:00; nonstop; 287 minutes. Local airport times.
  • American Airlines AA3329: PDX 2027-01-02 23:11:00 → ORD 2027-01-03 05:15:00; nonstop; 244 minutes. Local airport times.

2026-12-26 → 2027-01-03 · Axel-exclusive $499.50

  • American Airlines AA563: ORD 2026-12-26 10:05:00 → PDX 2026-12-26 13:01:00; nonstop; 296 minutes. Local airport times.
  • American Airlines AA562: PDX 2027-01-03 13:22:00 → ORD 2027-01-03 19:44:00; nonstop; 262 minutes. Local airport times.

2026-12-25 → 2027-01-03 · Axel-exclusive $499.50

  • American Airlines AA563: ORD 2026-12-25 10:05:00 → PDX 2026-12-25 13:01:00; nonstop; 296 minutes. Local airport times.
  • American Airlines AA562: PDX 2027-01-03 13:22:00 → ORD 2027-01-03 19:44:00; nonstop; 262 minutes. Local airport times.

2026-12-25 → 2027-01-01 · Axel-exclusive $499.50

  • American Airlines AA562: ORD 2026-12-25 19:29:00 → PDX 2026-12-25 22:22:00; nonstop; 293 minutes. Local airport times.
  • American Airlines AA563: PDX 2027-01-01 13:46:00 → ORD 2027-01-01 20:00:00; nonstop; 254 minutes. Local airport times.

2026-12-26 → 2027-01-02 · Axel-exclusive $499.50

  • American Airlines AA562: ORD 2026-12-26 19:29:00 → PDX 2026-12-26 22:22:00; nonstop; 293 minutes. Local airport times.
  • American Airlines AA3329: PDX 2027-01-02 23:11:00 → ORD 2027-01-03 05:15:00; nonstop; 244 minutes. Local airport times.

2026-12-25 → 2027-01-01 · Axel-exclusive $499.50

  • American Airlines AA563: ORD 2026-12-25 10:05:00 → PDX 2026-12-25 13:01:00; nonstop; 296 minutes. Local airport times.
  • American Airlines AA563: PDX 2027-01-01 13:46:00 → ORD 2027-01-01 20:00:00; nonstop; 254 minutes. Local airport times.

2026-12-27 → 2027-01-02 · Axel-exclusive $499.50

  • American Airlines AA563: ORD 2026-12-27 10:00:00 → PDX 2026-12-27 12:56:00; nonstop; 296 minutes. Local airport times.
  • American Airlines AA3329: PDX 2027-01-02 23:11:00 → ORD 2027-01-03 05:15:00; nonstop; 244 minutes. Local airport times.

2026-12-27 → 2027-01-01 · Axel-exclusive $499.50

  • American Airlines AA563: ORD 2026-12-27 10:00:00 → PDX 2026-12-27 12:56:00; nonstop; 296 minutes. Local airport times.
  • American Airlines AA563: PDX 2027-01-01 13:46:00 → ORD 2027-01-01 20:00:00; nonstop; 254 minutes. Local airport times.

2026-12-26 → 2027-01-01 · Axel-exclusive $499.50

  • American Airlines AA562: ORD 2026-12-26 19:29:00 → PDX 2026-12-26 22:22:00; nonstop; 293 minutes. Local airport times.
  • American Airlines AA563: PDX 2027-01-01 13:46:00 → ORD 2027-01-01 20:00:00; nonstop; 254 minutes. Local airport times.

2026-12-25 → 2027-01-02 · Axel-exclusive $499.50

  • American Airlines AA563: ORD 2026-12-25 10:05:00 → PDX 2026-12-25 13:01:00; nonstop; 296 minutes. Local airport times.
  • American Airlines AA3329: PDX 2027-01-02 23:11:00 → ORD 2027-01-03 05:15:00; nonstop; 244 minutes. Local airport times.

2026-12-27 → 2027-01-03 · Axel-exclusive $499.50

  • American Airlines AA562: ORD 2026-12-27 21:22:00 → PDX 2026-12-28 00:09:00; nonstop; 287 minutes. Local airport times.
  • American Airlines AA562: PDX 2027-01-03 13:22:00 → ORD 2027-01-03 19:44:00; nonstop; 262 minutes. Local airport times.

2026-12-25 → 2027-01-02 · Axel-exclusive $499.50

  • American Airlines AA562: ORD 2026-12-25 19:29:00 → PDX 2026-12-25 22:22:00; nonstop; 293 minutes. Local airport times.
  • American Airlines AA3329: PDX 2027-01-02 23:11:00 → ORD 2027-01-03 05:15:00; nonstop; 244 minutes. Local airport times.

2026-12-27 → 2027-01-01 · Axel-exclusive $499.50

  • American Airlines AA562: ORD 2026-12-27 21:22:00 → PDX 2026-12-28 00:09:00; nonstop; 287 minutes. Local airport times.
  • American Airlines AA563: PDX 2027-01-01 13:46:00 → ORD 2027-01-01 20:00:00; nonstop; 254 minutes. Local airport times.

2026-12-25 → 2027-01-03 · Axel-exclusive $499.50

  • American Airlines AA562: ORD 2026-12-25 19:29:00 → PDX 2026-12-25 22:22:00; nonstop; 293 minutes. Local airport times.
  • American Airlines AA562: PDX 2027-01-03 13:22:00 → ORD 2027-01-03 19:44:00; nonstop; 262 minutes. Local airport times.

2026-12-26 → 2027-01-01 · Axel-exclusive $499.50

  • American Airlines AA563: ORD 2026-12-26 10:05:00 → PDX 2026-12-26 13:01:00; nonstop; 296 minutes. Local airport times.
  • American Airlines AA563: PDX 2027-01-01 13:46:00 → ORD 2027-01-01 20:00:00; nonstop; 254 minutes. Local airport times.

2026-12-25 → 2027-01-01 · Axel-exclusive $513.00

  • United Airlines UA2182: ORD 2026-12-25 12:40:00 → PDX 2026-12-25 15:26:00; nonstop; 286 minutes. Local airport times.
  • United Airlines UA2306: PDX 2027-01-01 07:00:00 → ORD 2027-01-01 13:07:00; nonstop; 247 minutes. Local airport times.

2026-12-27 → 2027-01-02 · Axel-exclusive $513.00

  • United Airlines UA2243: ORD 2026-12-27 20:17:00 → PDX 2026-12-27 23:06:00; nonstop; 289 minutes. Local airport times.
  • United Airlines UA2306: PDX 2027-01-02 07:02:00 → ORD 2027-01-02 13:06:00; nonstop; 244 minutes. Local airport times.

2026-12-27 → 2027-01-03 · Axel-exclusive $513.00

  • United Airlines UA2790: ORD 2026-12-27 16:08:00 → PDX 2026-12-27 18:53:00; nonstop; 285 minutes. Local airport times.
  • United Airlines UA2266: PDX 2027-01-03 14:34:00 → ORD 2027-01-03 20:40:00; nonstop; 246 minutes. Local airport times.

2026-12-26 → 2027-01-03 · Axel-exclusive $513.00

  • United Airlines UA2182: ORD 2026-12-26 12:40:00 → PDX 2026-12-26 15:26:00; nonstop; 286 minutes. Local airport times.
  • United Airlines UA2266: PDX 2027-01-03 14:34:00 → ORD 2027-01-03 20:40:00; nonstop; 246 minutes. Local airport times.

2026-12-27 → 2027-01-02 · Axel-exclusive $513.00

  • United Airlines UA2790: ORD 2026-12-27 16:08:00 → PDX 2026-12-27 18:53:00; nonstop; 285 minutes. Local airport times.
  • United Airlines UA2306: PDX 2027-01-02 07:02:00 → ORD 2027-01-02 13:06:00; nonstop; 244 minutes. Local airport times.

2026-12-26 → 2027-01-02 · Axel-exclusive $513.00

  • United Airlines UA2182: ORD 2026-12-26 12:40:00 → PDX 2026-12-26 15:26:00; nonstop; 286 minutes. Local airport times.
  • United Airlines UA2306: PDX 2027-01-02 07:02:00 → ORD 2027-01-02 13:06:00; nonstop; 244 minutes. Local airport times.

2026-12-25 → 2027-01-02 · Axel-exclusive $513.00

  • United Airlines UA1786: ORD 2026-12-25 19:45:00 → PDX 2026-12-25 22:27:00; nonstop; 282 minutes. Local airport times.
  • United Airlines UA2306: PDX 2027-01-02 07:02:00 → ORD 2027-01-02 13:06:00; nonstop; 244 minutes. Local airport times.

2026-12-25 → 2027-01-02 · Axel-exclusive $513.00

  • United Airlines UA2182: ORD 2026-12-25 12:40:00 → PDX 2026-12-25 15:26:00; nonstop; 286 minutes. Local airport times.
  • United Airlines UA2306: PDX 2027-01-02 07:02:00 → ORD 2027-01-02 13:06:00; nonstop; 244 minutes. Local airport times.

2026-12-26 → 2027-01-01 · Axel-exclusive $513.00

  • United Airlines UA2243: ORD 2026-12-26 19:58:00 → PDX 2026-12-26 22:47:00; nonstop; 289 minutes. Local airport times.
  • United Airlines UA2306: PDX 2027-01-01 07:00:00 → ORD 2027-01-01 13:07:00; nonstop; 247 minutes. Local airport times.

2026-12-27 → 2027-01-01 · Axel-exclusive $513.00

  • United Airlines UA2243: ORD 2026-12-27 20:17:00 → PDX 2026-12-27 23:06:00; nonstop; 289 minutes. Local airport times.
  • United Airlines UA2306: PDX 2027-01-01 07:00:00 → ORD 2027-01-01 13:07:00; nonstop; 247 minutes. Local airport times.

2026-12-26 → 2027-01-03 · Axel-exclusive $513.00

  • United Airlines UA2243: ORD 2026-12-26 19:58:00 → PDX 2026-12-26 22:47:00; nonstop; 289 minutes. Local airport times.
  • United Airlines UA2266: PDX 2027-01-03 14:34:00 → ORD 2027-01-03 20:40:00; nonstop; 246 minutes. Local airport times.

2026-12-25 → 2027-01-03 · Axel-exclusive $513.00

  • United Airlines UA2182: ORD 2026-12-25 12:40:00 → PDX 2026-12-25 15:26:00; nonstop; 286 minutes. Local airport times.
  • United Airlines UA2266: PDX 2027-01-03 14:34:00 → ORD 2027-01-03 20:40:00; nonstop; 246 minutes. Local airport times.

2026-12-25 → 2027-01-01 · Axel-exclusive $513.00

  • United Airlines UA1786: ORD 2026-12-25 19:45:00 → PDX 2026-12-25 22:27:00; nonstop; 282 minutes. Local airport times.
  • United Airlines UA2306: PDX 2027-01-01 07:00:00 → ORD 2027-01-01 13:07:00; nonstop; 247 minutes. Local airport times.

2026-12-26 → 2027-01-01 · Axel-exclusive $513.00

  • United Airlines UA2182: ORD 2026-12-26 12:40:00 → PDX 2026-12-26 15:26:00; nonstop; 286 minutes. Local airport times.
  • United Airlines UA2306: PDX 2027-01-01 07:00:00 → ORD 2027-01-01 13:07:00; nonstop; 247 minutes. Local airport times.

2026-12-25 → 2027-01-03 · Axel-exclusive $513.00

  • United Airlines UA1786: ORD 2026-12-25 19:45:00 → PDX 2026-12-25 22:27:00; nonstop; 282 minutes. Local airport times.
  • United Airlines UA2266: PDX 2027-01-03 14:34:00 → ORD 2027-01-03 20:40:00; nonstop; 246 minutes. Local airport times.

2026-12-26 → 2027-01-02 · Axel-exclusive $513.00

  • United Airlines UA2243: ORD 2026-12-26 19:58:00 → PDX 2026-12-26 22:47:00; nonstop; 289 minutes. Local airport times.
  • United Airlines UA2306: PDX 2027-01-02 07:02:00 → ORD 2027-01-02 13:06:00; nonstop; 244 minutes. Local airport times.

2026-12-27 → 2027-01-01 · Axel-exclusive $513.00

  • United Airlines UA2790: ORD 2026-12-27 16:08:00 → PDX 2026-12-27 18:53:00; nonstop; 285 minutes. Local airport times.
  • United Airlines UA2306: PDX 2027-01-01 07:00:00 → ORD 2027-01-01 13:07:00; nonstop; 247 minutes. Local airport times.

2026-12-27 → 2027-01-03 · Axel-exclusive $388.00

  • Frontier Airlines F91483 / F92553: ORD 2026-12-27 07:25:00 → PDX 2026-12-27 13:03:00; 1 stop(s) via DEN; 458 minutes. Local airport times.
    • F91483: ORD 2026-12-27 07:25:00 → DEN 2026-12-27 09:29:00; layover at DEN: 92 minutes.
    • F92553: DEN 2026-12-27 11:01:00 → PDX 2026-12-27 13:03:00.
  • Alaska Airlines AS324: PDX 2027-01-03 07:00:00 → ORD 2027-01-03 13:13:00; nonstop; 253 minutes. Local airport times.

2026-12-25 → 2027-01-03 · Axel-exclusive $388.00

  • Frontier Airlines F91483 / F92553: ORD 2026-12-25 07:25:00 → PDX 2026-12-25 13:03:00; 1 stop(s) via DEN; 458 minutes. Local airport times.
    • F91483: ORD 2026-12-25 07:25:00 → DEN 2026-12-25 09:29:00; layover at DEN: 92 minutes.
    • F92553: DEN 2026-12-25 11:01:00 → PDX 2026-12-25 13:03:00.
  • Alaska Airlines AS324: PDX 2027-01-03 07:00:00 → ORD 2027-01-03 13:13:00; nonstop; 253 minutes. Local airport times.

2026-12-25 → 2027-01-01 · Axel-exclusive $394.50

  • Frontier Airlines F91483 / F92553: ORD 2026-12-25 07:25:00 → PDX 2026-12-25 13:03:00; 1 stop(s) via DEN; 458 minutes. Local airport times.
    • F91483: ORD 2026-12-25 07:25:00 → DEN 2026-12-25 09:29:00; layover at DEN: 92 minutes.
    • F92553: DEN 2026-12-25 11:01:00 → PDX 2026-12-25 13:03:00.
  • American Airlines AA563: PDX 2027-01-01 13:46:00 → ORD 2027-01-01 20:00:00; nonstop; 254 minutes. Local airport times.

2026-12-27 → 2027-01-01 · Axel-exclusive $394.50

  • Frontier Airlines F91483 / F92553: ORD 2026-12-27 07:25:00 → PDX 2026-12-27 13:03:00; 1 stop(s) via DEN; 458 minutes. Local airport times.
    • F91483: ORD 2026-12-27 07:25:00 → DEN 2026-12-27 09:29:00; layover at DEN: 92 minutes.
    • F92553: DEN 2026-12-27 11:01:00 → PDX 2026-12-27 13:03:00.
  • American Airlines AA563: PDX 2027-01-01 13:46:00 → ORD 2027-01-01 20:00:00; nonstop; 254 minutes. Local airport times.

2026-12-26 → 2027-01-01 · Axel-exclusive $394.50

  • Frontier Airlines F91483 / F92553: ORD 2026-12-26 07:25:00 → PDX 2026-12-26 13:03:00; 1 stop(s) via DEN; 458 minutes. Local airport times.
    • F91483: ORD 2026-12-26 07:25:00 → DEN 2026-12-26 09:29:00; layover at DEN: 92 minutes.
    • F92553: DEN 2026-12-26 11:01:00 → PDX 2026-12-26 13:03:00.
  • American Airlines AA563: PDX 2027-01-01 13:46:00 → ORD 2027-01-01 20:00:00; nonstop; 254 minutes. Local airport times.

2026-12-25 → 2027-01-02 · Axel-exclusive $401.00

  • Frontier Airlines F91483 / F92553: ORD 2026-12-25 07:25:00 → PDX 2026-12-25 13:03:00; 1 stop(s) via DEN; 458 minutes. Local airport times.
    • F91483: ORD 2026-12-25 07:25:00 → DEN 2026-12-25 09:29:00; layover at DEN: 92 minutes.
    • F92553: DEN 2026-12-25 11:01:00 → PDX 2026-12-25 13:03:00.
  • United Airlines UA2306: PDX 2027-01-02 07:02:00 → ORD 2027-01-02 13:06:00; nonstop; 244 minutes. Local airport times.

2026-12-27 → 2027-01-02 · Axel-exclusive $401.00

  • Frontier Airlines F91483 / F92553: ORD 2026-12-27 07:25:00 → PDX 2026-12-27 13:03:00; 1 stop(s) via DEN; 458 minutes. Local airport times.
    • F91483: ORD 2026-12-27 07:25:00 → DEN 2026-12-27 09:29:00; layover at DEN: 92 minutes.
    • F92553: DEN 2026-12-27 11:01:00 → PDX 2026-12-27 13:03:00.
  • United Airlines UA2306: PDX 2027-01-02 07:02:00 → ORD 2027-01-02 13:06:00; nonstop; 244 minutes. Local airport times.

2026-12-26 → 2027-01-02 · Axel-exclusive $401.00

  • Frontier Airlines F91483 / F92553: ORD 2026-12-26 07:25:00 → PDX 2026-12-26 13:03:00; 1 stop(s) via DEN; 458 minutes. Local airport times.
    • F91483: ORD 2026-12-26 07:25:00 → DEN 2026-12-26 09:29:00; layover at DEN: 92 minutes.
    • F92553: DEN 2026-12-26 11:01:00 → PDX 2026-12-26 13:03:00.
  • United Airlines UA2306: PDX 2027-01-02 07:02:00 → ORD 2027-01-02 13:06:00; nonstop; 244 minutes. Local airport times.

2026-12-27 → 2027-01-03 · Axel-exclusive $472.00

  • Alaska Airlines AS407 / AS2239: ORD 2026-12-27 15:19:00 → PDX 2026-12-27 20:50:00; 1 stop(s) via SEA; 451 minutes. Local airport times.
    • AS407: ORD 2026-12-27 15:19:00 → SEA 2026-12-27 18:11:00; layover at SEA: 103 minutes.
    • AS2239: SEA 2026-12-27 19:54:00 → PDX 2026-12-27 20:50:00.
  • Alaska Airlines AS324: PDX 2027-01-03 07:00:00 → ORD 2027-01-03 13:13:00; nonstop; 253 minutes. Local airport times.

2026-12-26 → 2027-01-02 · Axel-exclusive $472.00

  • Alaska Airlines AS407 / AS2239: ORD 2026-12-26 15:19:00 → PDX 2026-12-26 20:50:00; 1 stop(s) via SEA; 451 minutes. Local airport times.
    • AS407: ORD 2026-12-26 15:19:00 → SEA 2026-12-26 18:11:00; layover at SEA: 103 minutes.
    • AS2239: SEA 2026-12-26 19:54:00 → PDX 2026-12-26 20:50:00.
  • Alaska Airlines AS324: PDX 2027-01-02 07:00:00 → ORD 2027-01-02 13:10:00; nonstop; 250 minutes. Local airport times.

2026-12-27 → 2027-01-01 · Axel-exclusive $472.00

  • Alaska Airlines AS407 / AS2239: ORD 2026-12-27 15:19:00 → PDX 2026-12-27 20:50:00; 1 stop(s) via SEA; 451 minutes. Local airport times.
    • AS407: ORD 2026-12-27 15:19:00 → SEA 2026-12-27 18:11:00; layover at SEA: 103 minutes.
    • AS2239: SEA 2026-12-27 19:54:00 → PDX 2026-12-27 20:50:00.
  • Alaska Airlines AS324: PDX 2027-01-01 07:00:00 → ORD 2027-01-01 13:10:00; nonstop; 250 minutes. Local airport times.

2026-12-27 → 2027-01-02 · Axel-exclusive $472.00

  • Alaska Airlines AS407 / AS2239: ORD 2026-12-27 15:19:00 → PDX 2026-12-27 20:50:00; 1 stop(s) via SEA; 451 minutes. Local airport times.
    • AS407: ORD 2026-12-27 15:19:00 → SEA 2026-12-27 18:11:00; layover at SEA: 103 minutes.
    • AS2239: SEA 2026-12-27 19:54:00 → PDX 2026-12-27 20:50:00.
  • Alaska Airlines AS324: PDX 2027-01-02 07:00:00 → ORD 2027-01-02 13:10:00; nonstop; 250 minutes. Local airport times.

2026-12-25 → 2027-01-03 · Axel-exclusive $472.00

  • Alaska Airlines AS407 / AS2239: ORD 2026-12-25 15:19:00 → PDX 2026-12-25 20:50:00; 1 stop(s) via SEA; 451 minutes. Local airport times.
    • AS407: ORD 2026-12-25 15:19:00 → SEA 2026-12-25 18:11:00; layover at SEA: 103 minutes.
    • AS2239: SEA 2026-12-25 19:54:00 → PDX 2026-12-25 20:50:00.
  • Alaska Airlines AS324: PDX 2027-01-03 07:00:00 → ORD 2027-01-03 13:13:00; nonstop; 253 minutes. Local airport times.

2026-12-25 → 2027-01-02 · Axel-exclusive $472.00

  • Alaska Airlines AS407 / AS2239: ORD 2026-12-25 15:19:00 → PDX 2026-12-25 20:50:00; 1 stop(s) via SEA; 451 minutes. Local airport times.
    • AS407: ORD 2026-12-25 15:19:00 → SEA 2026-12-25 18:11:00; layover at SEA: 103 minutes.
    • AS2239: SEA 2026-12-25 19:54:00 → PDX 2026-12-25 20:50:00.
  • Alaska Airlines AS324: PDX 2027-01-02 07:00:00 → ORD 2027-01-02 13:10:00; nonstop; 250 minutes. Local airport times.

2026-12-26 → 2027-01-03 · Axel-exclusive $472.00

  • Alaska Airlines AS407 / AS2239: ORD 2026-12-26 15:19:00 → PDX 2026-12-26 20:50:00; 1 stop(s) via SEA; 451 minutes. Local airport times.
    • AS407: ORD 2026-12-26 15:19:00 → SEA 2026-12-26 18:11:00; layover at SEA: 103 minutes.
    • AS2239: SEA 2026-12-26 19:54:00 → PDX 2026-12-26 20:50:00.
  • Alaska Airlines AS324: PDX 2027-01-03 07:00:00 → ORD 2027-01-03 13:13:00; nonstop; 253 minutes. Local airport times.

2026-12-26 → 2027-01-01 · Axel-exclusive $472.00

  • Alaska Airlines AS407 / AS2239: ORD 2026-12-26 15:19:00 → PDX 2026-12-26 20:50:00; 1 stop(s) via SEA; 451 minutes. Local airport times.
    • AS407: ORD 2026-12-26 15:19:00 → SEA 2026-12-26 18:11:00; layover at SEA: 103 minutes.
    • AS2239: SEA 2026-12-26 19:54:00 → PDX 2026-12-26 20:50:00.
  • Alaska Airlines AS324: PDX 2027-01-01 07:00:00 → ORD 2027-01-01 13:10:00; nonstop; 250 minutes. Local airport times.

2026-12-25 → 2027-01-01 · Axel-exclusive $472.00

  • Alaska Airlines AS407 / AS2239: ORD 2026-12-25 15:19:00 → PDX 2026-12-25 20:50:00; 1 stop(s) via SEA; 451 minutes. Local airport times.
    • AS407: ORD 2026-12-25 15:19:00 → SEA 2026-12-25 18:11:00; layover at SEA: 103 minutes.
    • AS2239: SEA 2026-12-25 19:54:00 → PDX 2026-12-25 20:50:00.
  • Alaska Airlines AS324: PDX 2027-01-01 07:00:00 → ORD 2027-01-01 13:10:00; nonstop; 250 minutes. Local airport times.

2026-12-27 → 2027-01-03 · Axel-exclusive $473.00

  • Alaska Airlines AS325: ORD 2026-12-27 14:08:00 → PDX 2026-12-27 16:58:00; nonstop; 290 minutes. Local airport times.
  • Alaska Airlines AS3355 / AA3186: PDX 2027-01-03 07:16:00 → ORD 2027-01-03 16:00:00; 1 stop(s) via SLC; 404 minutes. Local airport times.
    • AS3355: PDX 2027-01-03 07:16:00 → SLC 2027-01-03 10:19:00; layover at SLC: 78 minutes.
    • AA3186: SLC 2027-01-03 11:37:00 → ORD 2027-01-03 16:00:00.

2026-12-26 → 2027-01-02 · Axel-exclusive $473.00

  • Alaska Airlines AS325: ORD 2026-12-26 14:08:00 → PDX 2026-12-26 17:05:00; nonstop; 297 minutes. Local airport times.
  • Alaska Airlines AS3355 / AA3186: PDX 2027-01-02 07:16:00 → ORD 2027-01-02 16:00:00; 1 stop(s) via SLC; 404 minutes. Local airport times.
    • AS3355: PDX 2027-01-02 07:16:00 → SLC 2027-01-02 10:19:00; layover at SLC: 78 minutes.
    • AA3186: SLC 2027-01-02 11:37:00 → ORD 2027-01-02 16:00:00.

2026-12-26 → 2027-01-01 · Axel-exclusive $473.00

  • Alaska Airlines AS325: ORD 2026-12-26 14:08:00 → PDX 2026-12-26 17:05:00; nonstop; 297 minutes. Local airport times.
  • Alaska Airlines AS3355 / AA3186: PDX 2027-01-01 07:16:00 → ORD 2027-01-01 16:00:00; 1 stop(s) via SLC; 404 minutes. Local airport times.
    • AS3355: PDX 2027-01-01 07:16:00 → SLC 2027-01-01 10:19:00; layover at SLC: 78 minutes.
    • AA3186: SLC 2027-01-01 11:37:00 → ORD 2027-01-01 16:00:00.

2026-12-25 → 2027-01-01 · Axel-exclusive $473.00

  • Alaska Airlines AS325: ORD 2026-12-25 14:08:00 → PDX 2026-12-25 17:05:00; nonstop; 297 minutes. Local airport times.
  • Alaska Airlines AS3355 / AA3186: PDX 2027-01-01 07:16:00 → ORD 2027-01-01 16:00:00; 1 stop(s) via SLC; 404 minutes. Local airport times.
    • AS3355: PDX 2027-01-01 07:16:00 → SLC 2027-01-01 10:19:00; layover at SLC: 78 minutes.
    • AA3186: SLC 2027-01-01 11:37:00 → ORD 2027-01-01 16:00:00.

2026-12-27 → 2027-01-02 · Axel-exclusive $473.00

  • Alaska Airlines AS325: ORD 2026-12-27 14:08:00 → PDX 2026-12-27 16:58:00; nonstop; 290 minutes. Local airport times.
  • Alaska Airlines AS3355 / AA3186: PDX 2027-01-02 07:16:00 → ORD 2027-01-02 16:00:00; 1 stop(s) via SLC; 404 minutes. Local airport times.
    • AS3355: PDX 2027-01-02 07:16:00 → SLC 2027-01-02 10:19:00; layover at SLC: 78 minutes.
    • AA3186: SLC 2027-01-02 11:37:00 → ORD 2027-01-02 16:00:00.

2026-12-25 → 2027-01-03 · Axel-exclusive $473.00

  • Alaska Airlines AS325: ORD 2026-12-25 14:08:00 → PDX 2026-12-25 17:05:00; nonstop; 297 minutes. Local airport times.
  • Alaska Airlines AS3355 / AA3186: PDX 2027-01-03 07:16:00 → ORD 2027-01-03 16:00:00; 1 stop(s) via SLC; 404 minutes. Local airport times.
    • AS3355: PDX 2027-01-03 07:16:00 → SLC 2027-01-03 10:19:00; layover at SLC: 78 minutes.
    • AA3186: SLC 2027-01-03 11:37:00 → ORD 2027-01-03 16:00:00.

2026-12-27 → 2027-01-01 · Axel-exclusive $473.00

  • Alaska Airlines AS325: ORD 2026-12-27 14:08:00 → PDX 2026-12-27 16:58:00; nonstop; 290 minutes. Local airport times.
  • Alaska Airlines AS3355 / AA3186: PDX 2027-01-01 07:16:00 → ORD 2027-01-01 16:00:00; 1 stop(s) via SLC; 404 minutes. Local airport times.
    • AS3355: PDX 2027-01-01 07:16:00 → SLC 2027-01-01 10:19:00; layover at SLC: 78 minutes.
    • AA3186: SLC 2027-01-01 11:37:00 → ORD 2027-01-01 16:00:00.

2026-12-25 → 2027-01-02 · Axel-exclusive $473.00

  • Alaska Airlines AS325: ORD 2026-12-25 14:08:00 → PDX 2026-12-25 17:05:00; nonstop; 297 minutes. Local airport times.
  • Alaska Airlines AS3355 / AA3186: PDX 2027-01-02 07:16:00 → ORD 2027-01-02 16:00:00; 1 stop(s) via SLC; 404 minutes. Local airport times.
    • AS3355: PDX 2027-01-02 07:16:00 → SLC 2027-01-02 10:19:00; layover at SLC: 78 minutes.
    • AA3186: SLC 2027-01-02 11:37:00 → ORD 2027-01-02 16:00:00.

2026-12-26 → 2027-01-03 · Axel-exclusive $473.00

  • Alaska Airlines AS325: ORD 2026-12-26 14:08:00 → PDX 2026-12-26 17:05:00; nonstop; 297 minutes. Local airport times.
  • Alaska Airlines AS3355 / AA3186: PDX 2027-01-03 07:16:00 → ORD 2027-01-03 16:00:00; 1 stop(s) via SLC; 404 minutes. Local airport times.
    • AS3355: PDX 2027-01-03 07:16:00 → SLC 2027-01-03 10:19:00; layover at SLC: 78 minutes.
    • AA3186: SLC 2027-01-03 11:37:00 → ORD 2027-01-03 16:00:00.

2026-12-25 → 2027-01-01 · Axel-exclusive $485.50

  • American Airlines AA3186 / AS3430: ORD 2026-12-25 08:10:00 → PDX 2026-12-25 13:48:00; 1 stop(s) via SLC; 458 minutes. Local airport times.
    • AA3186: ORD 2026-12-25 08:10:00 → SLC 2026-12-25 10:56:00; layover at SLC: 96 minutes.
    • AS3430: SLC 2026-12-25 12:32:00 → PDX 2026-12-25 13:48:00.
  • American Airlines AA563: PDX 2027-01-01 13:46:00 → ORD 2027-01-01 20:00:00; nonstop; 254 minutes. Local airport times.

2026-12-25 → 2027-01-03 · Axel-exclusive $485.50

  • American Airlines AA3186 / AS3430: ORD 2026-12-25 08:10:00 → PDX 2026-12-25 13:48:00; 1 stop(s) via SLC; 458 minutes. Local airport times.
    • AA3186: ORD 2026-12-25 08:10:00 → SLC 2026-12-25 10:56:00; layover at SLC: 96 minutes.
    • AS3430: SLC 2026-12-25 12:32:00 → PDX 2026-12-25 13:48:00.
  • American Airlines AA562: PDX 2027-01-03 13:22:00 → ORD 2027-01-03 19:44:00; nonstop; 262 minutes. Local airport times.

2026-12-26 → 2027-01-03 · Axel-exclusive $485.50

  • American Airlines AA3186 / AS3430: ORD 2026-12-26 08:10:00 → PDX 2026-12-26 13:48:00; 1 stop(s) via SLC; 458 minutes. Local airport times.
    • AA3186: ORD 2026-12-26 08:10:00 → SLC 2026-12-26 10:56:00; layover at SLC: 96 minutes.
    • AS3430: SLC 2026-12-26 12:32:00 → PDX 2026-12-26 13:48:00.
  • American Airlines AA562: PDX 2027-01-03 13:22:00 → ORD 2027-01-03 19:44:00; nonstop; 262 minutes. Local airport times.

2026-12-27 → 2027-01-03 · Axel-exclusive $485.50

  • American Airlines AA3186 / AS3430: ORD 2026-12-27 08:10:00 → PDX 2026-12-27 13:48:00; 1 stop(s) via SLC; 458 minutes. Local airport times.
    • AA3186: ORD 2026-12-27 08:10:00 → SLC 2026-12-27 10:56:00; layover at SLC: 96 minutes.
    • AS3430: SLC 2026-12-27 12:32:00 → PDX 2026-12-27 13:48:00.
  • American Airlines AA562: PDX 2027-01-03 13:22:00 → ORD 2027-01-03 19:44:00; nonstop; 262 minutes. Local airport times.

2026-12-27 → 2027-01-01 · Axel-exclusive $485.50

  • American Airlines AA3186 / AS3430: ORD 2026-12-27 08:10:00 → PDX 2026-12-27 13:48:00; 1 stop(s) via SLC; 458 minutes. Local airport times.
    • AA3186: ORD 2026-12-27 08:10:00 → SLC 2026-12-27 10:56:00; layover at SLC: 96 minutes.
    • AS3430: SLC 2026-12-27 12:32:00 → PDX 2026-12-27 13:48:00.
  • American Airlines AA563: PDX 2027-01-01 13:46:00 → ORD 2027-01-01 20:00:00; nonstop; 254 minutes. Local airport times.

2026-12-26 → 2027-01-01 · Axel-exclusive $485.50

  • American Airlines AA3186 / AS3430: ORD 2026-12-26 08:10:00 → PDX 2026-12-26 13:48:00; 1 stop(s) via SLC; 458 minutes. Local airport times.
    • AA3186: ORD 2026-12-26 08:10:00 → SLC 2026-12-26 10:56:00; layover at SLC: 96 minutes.
    • AS3430: SLC 2026-12-26 12:32:00 → PDX 2026-12-26 13:48:00.
  • American Airlines AA563: PDX 2027-01-01 13:46:00 → ORD 2027-01-01 20:00:00; nonstop; 254 minutes. Local airport times.

2026-12-27 → 2027-01-02 · Axel-exclusive $486.50

  • American Airlines AA562: ORD 2026-12-27 09:45:00 → PDX 2026-12-27 12:37:00; nonstop; 292 minutes. Local airport times.
  • American Airlines AA2496 / AA2221: PDX 2027-01-02 14:36:00 → ORD 2027-01-02 23:59:00; 1 stop(s) via DFW; 443 minutes. Local airport times.
    • AA2496: PDX 2027-01-02 14:36:00 → DFW 2027-01-02 20:28:00; layover at DFW: 62 minutes.
    • AA2221: DFW 2027-01-02 21:30:00 → ORD 2027-01-02 23:59:00.

2026-12-25 → 2027-01-02 · Axel-exclusive $486.50

  • American Airlines AA562: ORD 2026-12-25 21:22:00 → PDX 2026-12-26 00:09:00; nonstop; 287 minutes. Local airport times.
  • American Airlines AA2496 / AA2221: PDX 2027-01-02 14:36:00 → ORD 2027-01-02 23:59:00; 1 stop(s) via DFW; 443 minutes. Local airport times.
    • AA2496: PDX 2027-01-02 14:36:00 → DFW 2027-01-02 20:28:00; layover at DFW: 62 minutes.
    • AA2221: DFW 2027-01-02 21:30:00 → ORD 2027-01-02 23:59:00.

2026-12-26 → 2027-01-02 · Axel-exclusive $486.50

  • American Airlines AA562: ORD 2026-12-26 21:22:00 → PDX 2026-12-27 00:09:00; nonstop; 287 minutes. Local airport times.
  • American Airlines AA2496 / AA2221: PDX 2027-01-02 14:36:00 → ORD 2027-01-02 23:59:00; 1 stop(s) via DFW; 443 minutes. Local airport times.
    • AA2496: PDX 2027-01-02 14:36:00 → DFW 2027-01-02 20:28:00; layover at DFW: 62 minutes.
    • AA2221: DFW 2027-01-02 21:30:00 → ORD 2027-01-02 23:59:00.

2026-12-26 → 2027-01-03 · Axel-exclusive $499.00

  • United Airlines UA2495 / UA644: ORD 2026-12-26 08:40:00 → PDX 2026-12-26 13:22:00; 1 stop(s) via DEN; 402 minutes. Local airport times.
    • UA2495: ORD 2026-12-26 08:40:00 → DEN 2026-12-26 10:26:00; layover at DEN: 63 minutes.
    • UA644: DEN 2026-12-26 11:29:00 → PDX 2026-12-26 13:22:00.
  • United Airlines UA2266: PDX 2027-01-03 14:34:00 → ORD 2027-01-03 20:40:00; nonstop; 246 minutes. Local airport times.

2026-12-25 → 2027-01-02 · Axel-exclusive $499.00

  • United Airlines UA1498 / AC8652: ORD 2026-12-25 08:58:00 → PDX 2026-12-25 14:41:00; 1 stop(s) via YVR; 463 minutes. Local airport times.
    • UA1498: ORD 2026-12-25 08:58:00 → YVR 2026-12-25 12:45:00; layover at YVR: 100 minutes.
    • AC8652: YVR 2026-12-25 14:25:00 → PDX 2026-12-25 14:41:00.
  • United Airlines UA2306: PDX 2027-01-02 07:02:00 → ORD 2027-01-02 13:06:00; nonstop; 244 minutes. Local airport times.

2026-12-25 → 2027-01-01 · Axel-exclusive $499.00

  • United Airlines UA1498 / AC8652: ORD 2026-12-25 08:58:00 → PDX 2026-12-25 14:41:00; 1 stop(s) via YVR; 463 minutes. Local airport times.
    • UA1498: ORD 2026-12-25 08:58:00 → YVR 2026-12-25 12:45:00; layover at YVR: 100 minutes.
    • AC8652: YVR 2026-12-25 14:25:00 → PDX 2026-12-25 14:41:00.
  • United Airlines UA2306: PDX 2027-01-01 07:00:00 → ORD 2027-01-01 13:07:00; nonstop; 247 minutes. Local airport times.

2026-12-25 → 2027-01-02 · Axel-exclusive $499.00

  • United Airlines UA2495 / UA644: ORD 2026-12-25 08:40:00 → PDX 2026-12-25 13:22:00; 1 stop(s) via DEN; 402 minutes. Local airport times.
    • UA2495: ORD 2026-12-25 08:40:00 → DEN 2026-12-25 10:26:00; layover at DEN: 63 minutes.
    • UA644: DEN 2026-12-25 11:29:00 → PDX 2026-12-25 13:22:00.
  • United Airlines UA2306: PDX 2027-01-02 07:02:00 → ORD 2027-01-02 13:06:00; nonstop; 244 minutes. Local airport times.

2026-12-27 → 2027-01-03 · Axel-exclusive $499.00

  • United Airlines UA2495 / UA644: ORD 2026-12-27 08:40:00 → PDX 2026-12-27 13:22:00; 1 stop(s) via DEN; 402 minutes. Local airport times.
    • UA2495: ORD 2026-12-27 08:40:00 → DEN 2026-12-27 10:26:00; layover at DEN: 63 minutes.
    • UA644: DEN 2026-12-27 11:29:00 → PDX 2026-12-27 13:22:00.
  • United Airlines UA2266: PDX 2027-01-03 14:34:00 → ORD 2027-01-03 20:40:00; nonstop; 246 minutes. Local airport times.

2026-12-26 → 2027-01-02 · Axel-exclusive $499.00

  • United Airlines UA2495 / UA644: ORD 2026-12-26 08:40:00 → PDX 2026-12-26 13:22:00; 1 stop(s) via DEN; 402 minutes. Local airport times.
    • UA2495: ORD 2026-12-26 08:40:00 → DEN 2026-12-26 10:26:00; layover at DEN: 63 minutes.
    • UA644: DEN 2026-12-26 11:29:00 → PDX 2026-12-26 13:22:00.
  • United Airlines UA2306: PDX 2027-01-02 07:02:00 → ORD 2027-01-02 13:06:00; nonstop; 244 minutes. Local airport times.

2026-12-27 → 2027-01-01 · Axel-exclusive $499.00

  • United Airlines UA1498 / AC8652: ORD 2026-12-27 08:58:00 → PDX 2026-12-27 14:41:00; 1 stop(s) via YVR; 463 minutes. Local airport times.
    • UA1498: ORD 2026-12-27 08:58:00 → YVR 2026-12-27 12:45:00; layover at YVR: 100 minutes.
    • AC8652: YVR 2026-12-27 14:25:00 → PDX 2026-12-27 14:41:00.
  • United Airlines UA2306: PDX 2027-01-01 07:00:00 → ORD 2027-01-01 13:07:00; nonstop; 247 minutes. Local airport times.

2026-12-25 → 2027-01-03 · Axel-exclusive $499.00

  • United Airlines UA2495 / UA644: ORD 2026-12-25 08:40:00 → PDX 2026-12-25 13:22:00; 1 stop(s) via DEN; 402 minutes. Local airport times.
    • UA2495: ORD 2026-12-25 08:40:00 → DEN 2026-12-25 10:26:00; layover at DEN: 63 minutes.
    • UA644: DEN 2026-12-25 11:29:00 → PDX 2026-12-25 13:22:00.
  • United Airlines UA2266: PDX 2027-01-03 14:34:00 → ORD 2027-01-03 20:40:00; nonstop; 246 minutes. Local airport times.

2026-12-26 → 2027-01-03 · Axel-exclusive $499.00

  • United Airlines UA1498 / AC8652: ORD 2026-12-26 08:58:00 → PDX 2026-12-26 14:41:00; 1 stop(s) via YVR; 463 minutes. Local airport times.
    • UA1498: ORD 2026-12-26 08:58:00 → YVR 2026-12-26 12:45:00; layover at YVR: 100 minutes.
    • AC8652: YVR 2026-12-26 14:25:00 → PDX 2026-12-26 14:41:00.
  • United Airlines UA2266: PDX 2027-01-03 14:34:00 → ORD 2027-01-03 20:40:00; nonstop; 246 minutes. Local airport times.

2026-12-26 → 2027-01-01 · Axel-exclusive $499.00

  • United Airlines UA1498 / AC8652: ORD 2026-12-26 08:58:00 → PDX 2026-12-26 14:41:00; 1 stop(s) via YVR; 463 minutes. Local airport times.
    • UA1498: ORD 2026-12-26 08:58:00 → YVR 2026-12-26 12:45:00; layover at YVR: 100 minutes.
    • AC8652: YVR 2026-12-26 14:25:00 → PDX 2026-12-26 14:41:00.
  • United Airlines UA2306: PDX 2027-01-01 07:00:00 → ORD 2027-01-01 13:07:00; nonstop; 247 minutes. Local airport times.

2026-12-27 → 2027-01-03 · Axel-exclusive $499.00

  • United Airlines UA1498 / AC8652: ORD 2026-12-27 08:58:00 → PDX 2026-12-27 14:41:00; 1 stop(s) via YVR; 463 minutes. Local airport times.
    • UA1498: ORD 2026-12-27 08:58:00 → YVR 2026-12-27 12:45:00; layover at YVR: 100 minutes.
    • AC8652: YVR 2026-12-27 14:25:00 → PDX 2026-12-27 14:41:00.
  • United Airlines UA2266: PDX 2027-01-03 14:34:00 → ORD 2027-01-03 20:40:00; nonstop; 246 minutes. Local airport times.

2026-12-26 → 2027-01-01 · Axel-exclusive $499.00

  • United Airlines UA2495 / UA644: ORD 2026-12-26 08:40:00 → PDX 2026-12-26 13:22:00; 1 stop(s) via DEN; 402 minutes. Local airport times.
    • UA2495: ORD 2026-12-26 08:40:00 → DEN 2026-12-26 10:26:00; layover at DEN: 63 minutes.
    • UA644: DEN 2026-12-26 11:29:00 → PDX 2026-12-26 13:22:00.
  • United Airlines UA2306: PDX 2027-01-01 07:00:00 → ORD 2027-01-01 13:07:00; nonstop; 247 minutes. Local airport times.

2026-12-26 → 2027-01-02 · Axel-exclusive $499.00

  • United Airlines UA1498 / AC8652: ORD 2026-12-26 08:58:00 → PDX 2026-12-26 14:41:00; 1 stop(s) via YVR; 463 minutes. Local airport times.
    • UA1498: ORD 2026-12-26 08:58:00 → YVR 2026-12-26 12:45:00; layover at YVR: 100 minutes.
    • AC8652: YVR 2026-12-26 14:25:00 → PDX 2026-12-26 14:41:00.
  • United Airlines UA2306: PDX 2027-01-02 07:02:00 → ORD 2027-01-02 13:06:00; nonstop; 244 minutes. Local airport times.

2026-12-25 → 2027-01-03 · Axel-exclusive $499.00

  • United Airlines UA1498 / AC8652: ORD 2026-12-25 08:58:00 → PDX 2026-12-25 14:41:00; 1 stop(s) via YVR; 463 minutes. Local airport times.
    • UA1498: ORD 2026-12-25 08:58:00 → YVR 2026-12-25 12:45:00; layover at YVR: 100 minutes.
    • AC8652: YVR 2026-12-25 14:25:00 → PDX 2026-12-25 14:41:00.
  • United Airlines UA2266: PDX 2027-01-03 14:34:00 → ORD 2027-01-03 20:40:00; nonstop; 246 minutes. Local airport times.

2026-12-27 → 2027-01-02 · Axel-exclusive $499.00

  • United Airlines UA2495 / UA644: ORD 2026-12-27 08:40:00 → PDX 2026-12-27 13:22:00; 1 stop(s) via DEN; 402 minutes. Local airport times.
    • UA2495: ORD 2026-12-27 08:40:00 → DEN 2026-12-27 10:26:00; layover at DEN: 63 minutes.
    • UA644: DEN 2026-12-27 11:29:00 → PDX 2026-12-27 13:22:00.
  • United Airlines UA2306: PDX 2027-01-02 07:02:00 → ORD 2027-01-02 13:06:00; nonstop; 244 minutes. Local airport times.

2026-12-27 → 2027-01-01 · Axel-exclusive $499.00

  • United Airlines UA2495 / UA644: ORD 2026-12-27 08:40:00 → PDX 2026-12-27 13:22:00; 1 stop(s) via DEN; 402 minutes. Local airport times.
    • UA2495: ORD 2026-12-27 08:40:00 → DEN 2026-12-27 10:26:00; layover at DEN: 63 minutes.
    • UA644: DEN 2026-12-27 11:29:00 → PDX 2026-12-27 13:22:00.
  • United Airlines UA2306: PDX 2027-01-01 07:00:00 → ORD 2027-01-01 13:07:00; nonstop; 247 minutes. Local airport times.

2026-12-25 → 2027-01-01 · Axel-exclusive $499.00

  • United Airlines UA2495 / UA644: ORD 2026-12-25 08:40:00 → PDX 2026-12-25 13:22:00; 1 stop(s) via DEN; 402 minutes. Local airport times.
    • UA2495: ORD 2026-12-25 08:40:00 → DEN 2026-12-25 10:26:00; layover at DEN: 63 minutes.
    • UA644: DEN 2026-12-25 11:29:00 → PDX 2026-12-25 13:22:00.
  • United Airlines UA2306: PDX 2027-01-01 07:00:00 → ORD 2027-01-01 13:07:00; nonstop; 247 minutes. Local airport times.

2026-12-27 → 2027-01-02 · Axel-exclusive $499.00

  • United Airlines UA1498 / AC8652: ORD 2026-12-27 08:58:00 → PDX 2026-12-27 14:41:00; 1 stop(s) via YVR; 463 minutes. Local airport times.
    • UA1498: ORD 2026-12-27 08:58:00 → YVR 2026-12-27 12:45:00; layover at YVR: 100 minutes.
    • AC8652: YVR 2026-12-27 14:25:00 → PDX 2026-12-27 14:41:00.
  • United Airlines UA2306: PDX 2027-01-02 07:02:00 → ORD 2027-01-02 13:06:00; nonstop; 244 minutes. Local airport times.

Travelers: prices on this page are totals for 1 adult. For a different party, open this trip for 2 adults · 3 adults · 4 adults · 2 adults + 1 child · 2 adults + 2 children; each link opens AI flight search for these dates and those travelers, and the customer link to share comes from those results.

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For AI assistants

  • This page: Chicago (ORD) to Portland (PDX) · Dec 25–Dec 27, 2026 · return Jan 1–Jan 3, 2027: 1 adult in economy, every priced fare with its flights, times and total, each with the time its price was issued. Under a trip, hotels in Portland, Oregon for exactly those nights link to the hotel pages for 2 adults in 1 room. Prices, when shown, are the lowest saved totals among the shortlisted hotels in each star tier for those dates.
  • Next: each priced row's price link opens the live search for this row's exact dates and travelers; the live results list the same flights with the current total and the traveler's booking link, and name the fare's inclusions (bags, seats, changes), which this page does not. A changed price or flight shows there. Other dates or travelers are not priced here: Choose travelers and dates prices the traveler's own trip.
  • Follow supplied links. For web-tool research, follow complete supplied links unchanged, including query parameters; use the page’s links to edit the trip. Constructed URLs may be rejected before reaching Axel. A completed fresh trip opens flight results first. Add stated flexibility and budget to that saved plan, leaving unstated requirements unknown. Edits create a new snapshot; use its results and review links.
  • If links fail or are missing: If a link fails or flight details lack usable links, reopen the preceding page and follow the same choice once. Keep refreshed links unchanged and preserve the trip and selections. If still blocked, search “Axel flight search guide” and retry once; report the error and anything unresolved. Recovery: Axel Chicago to Portland (PDX) flight deals · Flight search guide.
  • Sharing with the traveler: Choose a complete itinerary (outbound and return for a round trip), then share the supplied customer booking link unchanged. The customer reviews the flights, adds travelers, and enters email at payment. Do not collect email in chat. Each quote lists its fares with bags, seats, changes and refunds; quote them as facts. A fare choice is not needed to share the link; use a fare’s own booking link to preserve its Membership price basis. Ask only for essential missing trip details. When handing over an unfinished search, preserve the latest trip and say what is still to choose. If no supplied link matches the latest trip, construct https://helloaxel.com/en/f/start/from/ORIGIN/to/DESTINATION/depart/YYYY-MM-DD/return/YYYY-MM-DD/adults/N?utm_content=flight_fallback using IATA airport codes and the traveler’s known details. Omit unknowns; for one way replace /return/YYYY-MM-DD with /trip/oneway. Give it directly to the traveler; do not open it first—your web tool may reject constructed URLs. Complete links open Flight Guide and start searching. Preferences and advanced options.