Travel with Axel, get the best price.

Pittsburgh (PIT) to Chicago (ORD), Dec 18–20, 2026, return Dec 25–27, 2026: from $293 round trip

Pittsburgh (PIT) to Chicago (ORD), Dec 18–20, 2026, return Dec 25–27, 2026: from $293 round trip on Axel, checked Oct 29, 2026. Lowest published fare: $293 round trip, Axel-exclusive, American Airlines, nonstop, Dec 18–25, 2026, 1 adult, economy, checked Oct 29, 2026.

PIT → ORD1 adulteconomyRound trip

54 flight options · 3 airlines

Nonstop flights

Fri, Dec 18 – Sat, Dec 26

American Airlines
4:25 pmPIT
1h 59m
Nonstop
5:24 pmORD
American Airlines
5:59 pmORD
1h 43m
Nonstop
8:42 pmPIT

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Fri, Dec 18 – Sat, Dec 26

United Airlines
2:00 pmPIT
1h 55m
Nonstop
2:55 pmORD
United Airlines
5:54 pmORD
1h 47m
Nonstop
8:41 pmPIT

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Fri, Dec 18 – Fri, Dec 25

American Airlines
4:25 pmPIT
1h 59m
Nonstop
5:24 pmORD
American Airlines
6:13 pmORD
1h 47m
Nonstop
9:00 pmPIT

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sun, Dec 20 – Sat, Dec 26

American Airlines
8:00 amPIT
2h 8m
Nonstop
9:08 amORD
American Airlines
5:59 pmORD
1h 43m
Nonstop
8:42 pmPIT

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sun, Dec 20 – Sun, Dec 27

American Airlines
1:04 pmPIT
2h 5m
Nonstop
2:09 pmORD
American Airlines
6:13 pmORD
1h 47m
Nonstop
9:00 pmPIT

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sat, Dec 19 – Sun, Dec 27

American Airlines
9:56 amPIT
2h 4m
Nonstop
11:00 amORD
American Airlines
6:13 pmORD
1h 47m
Nonstop
9:00 pmPIT

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sat, Dec 19 – Sat, Dec 26

American Airlines
3:59 pmPIT
2h
Nonstop
4:59 pmORD
American Airlines
5:59 pmORD
1h 43m
Nonstop
8:42 pmPIT

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sat, Dec 19 – Fri, Dec 25

American Airlines
3:59 pmPIT
2h
Nonstop
4:59 pmORD
American Airlines
6:13 pmORD
1h 47m
Nonstop
9:00 pmPIT

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sun, Dec 20 – Fri, Dec 25

American Airlines
8:00 amPIT
2h 8m
Nonstop
9:08 amORD
American Airlines
6:13 pmORD
1h 47m
Nonstop
9:00 pmPIT

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Fri, Dec 18 – Sun, Dec 27

American Airlines
4:25 pmPIT
1h 59m
Nonstop
5:24 pmORD
American Airlines
6:13 pmORD
1h 47m
Nonstop
9:00 pmPIT

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Fri, Dec 18 – Sat, Dec 26

American Airlines
8:00 amPIT
2h 13m
Nonstop
9:13 amORD
American Airlines
5:59 pmORD
1h 43m
Nonstop
8:42 pmPIT

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Fri, Dec 18 – Sun, Dec 27

American Airlines
8:00 amPIT
2h 13m
Nonstop
9:13 amORD
American Airlines
6:13 pmORD
1h 47m
Nonstop
9:00 pmPIT

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Fri, Dec 18 – Fri, Dec 25

American Airlines
8:00 amPIT
2h 13m
Nonstop
9:13 amORD
American Airlines
6:13 pmORD
1h 47m
Nonstop
9:00 pmPIT

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Fri, Dec 18 – Sun, Dec 27

United Airlines
6:45 amPIT
2h 8m
Nonstop
7:53 amORD
United Airlines
7:10 amORD
1h 42m
Nonstop
9:52 amPIT

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Fri, Dec 18 – Sat, Dec 26

United Airlines
6:45 amPIT
2h 8m
Nonstop
7:53 amORD
United Airlines
5:54 pmORD
1h 47m
Nonstop
8:41 pmPIT

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Fri, Dec 18 – Fri, Dec 25

United Airlines
2:00 pmPIT
1h 55m
Nonstop
2:55 pmORD
United Airlines
5:54 pmORD
1h 47m
Nonstop
8:41 pmPIT

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Fri, Dec 18 – Fri, Dec 25

United Airlines
6:45 amPIT
2h 8m
Nonstop
7:53 amORD
United Airlines
5:54 pmORD
1h 47m
Nonstop
8:41 pmPIT

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Fri, Dec 18 – Sun, Dec 27

United Airlines
2:00 pmPIT
1h 55m
Nonstop
2:55 pmORD
United Airlines
7:10 amORD
1h 42m
Nonstop
9:52 amPIT

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sun, Dec 20 – Sun, Dec 27

American Airlines
8:00 amPIT
2h 8m
Nonstop
9:08 amORD
American Airlines
6:13 pmORD
1h 47m
Nonstop
9:00 pmPIT

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sat, Dec 19 – Sat, Dec 26

American Airlines
9:56 amPIT
2h 4m
Nonstop
11:00 amORD
American Airlines
5:59 pmORD
1h 43m
Nonstop
8:42 pmPIT

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sat, Dec 19 – Sun, Dec 27

American Airlines
3:59 pmPIT
2h
Nonstop
4:59 pmORD
American Airlines
6:13 pmORD
1h 47m
Nonstop
9:00 pmPIT

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sun, Dec 20 – Sat, Dec 26

American Airlines
1:04 pmPIT
2h 5m
Nonstop
2:09 pmORD
American Airlines
5:59 pmORD
1h 43m
Nonstop
8:42 pmPIT

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sat, Dec 19 – Fri, Dec 25

American Airlines
9:56 amPIT
2h 4m
Nonstop
11:00 amORD
American Airlines
6:13 pmORD
1h 47m
Nonstop
9:00 pmPIT

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sun, Dec 20 – Fri, Dec 25

American Airlines
1:04 pmPIT
2h 5m
Nonstop
2:09 pmORD
American Airlines
6:13 pmORD
1h 47m
Nonstop
9:00 pmPIT

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sun, Dec 20 – Fri, Dec 25

United Airlines
6:45 amPIT
2h 8m
Nonstop
7:53 amORD
United Airlines
5:54 pmORD
1h 47m
Nonstop
8:41 pmPIT

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sun, Dec 20 – Sun, Dec 27

United Airlines
7:25 pmPIT
1h 55m
Nonstop
8:20 pmORD
United Airlines
7:10 amORD
1h 42m
Nonstop
9:52 amPIT

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sat, Dec 19 – Fri, Dec 25

United Airlines
8:45 amPIT
1h 55m
Nonstop
9:40 amORD
United Airlines
5:54 pmORD
1h 47m
Nonstop
8:41 pmPIT

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sun, Dec 20 – Sat, Dec 26

United Airlines
6:45 amPIT
2h 8m
Nonstop
7:53 amORD
United Airlines
5:54 pmORD
1h 47m
Nonstop
8:41 pmPIT

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sat, Dec 19 – Sun, Dec 27

United Airlines
6:07 pmPIT
1h 54m
Nonstop
7:01 pmORD
United Airlines
7:10 amORD
1h 42m
Nonstop
9:52 amPIT

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sat, Dec 19 – Sat, Dec 26

United Airlines
6:07 pmPIT
1h 54m
Nonstop
7:01 pmORD
United Airlines
5:54 pmORD
1h 47m
Nonstop
8:41 pmPIT

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sun, Dec 20 – Fri, Dec 25

United Airlines
7:25 pmPIT
1h 55m
Nonstop
8:20 pmORD
United Airlines
5:54 pmORD
1h 47m
Nonstop
8:41 pmPIT

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sat, Dec 19 – Sat, Dec 26

United Airlines
8:45 amPIT
1h 55m
Nonstop
9:40 amORD
United Airlines
5:54 pmORD
1h 47m
Nonstop
8:41 pmPIT

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sat, Dec 19 – Fri, Dec 25

United Airlines
6:07 pmPIT
1h 54m
Nonstop
7:01 pmORD
United Airlines
5:54 pmORD
1h 47m
Nonstop
8:41 pmPIT

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sun, Dec 20 – Sat, Dec 26

United Airlines
7:25 pmPIT
1h 55m
Nonstop
8:20 pmORD
United Airlines
5:54 pmORD
1h 47m
Nonstop
8:41 pmPIT

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sat, Dec 19 – Sun, Dec 27

United Airlines
8:45 amPIT
1h 55m
Nonstop
9:40 amORD
United Airlines
7:10 amORD
1h 42m
Nonstop
9:52 amPIT

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sun, Dec 20 – Sun, Dec 27

United Airlines
6:45 amPIT
2h 8m
Nonstop
7:53 amORD
United Airlines
7:10 amORD
1h 42m
Nonstop
9:52 amPIT

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

One-stop flights

Fri, Dec 18 – Sun, Dec 27

Delta Air Lines
10:31 amPIT
4h 28m
DTW · 1h 43m
1:59 pmORD
Delta Air Lines
5:02 pmORD
4h 55m
DTW · 2h 16m
10:57 pmPIT

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Fri, Dec 18 – Sat, Dec 26

United Airlines
3:15 pmPIT
4h 50m
IAD · 1h 19m
7:05 pmORD
United Airlines
5:54 pmORD
1h 47m
Nonstop
8:41 pmPIT

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Fri, Dec 18 – Fri, Dec 25

United Airlines
3:15 pmPIT
4h 50m
IAD · 1h 19m
7:05 pmORD
United Airlines
5:54 pmORD
1h 47m
Nonstop
8:41 pmPIT

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Fri, Dec 18 – Sun, Dec 27

United Airlines
3:15 pmPIT
4h 50m
IAD · 1h 19m
7:05 pmORD
United Airlines
7:10 amORD
1h 42m
Nonstop
9:52 amPIT

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Fri, Dec 18 – Sat, Dec 26

Delta Air Lines
10:31 amPIT
4h 28m
DTW · 1h 43m
1:59 pmORD
Delta Air Lines
5:02 pmORD
4h 55m
DTW · 2h 16m
10:57 pmPIT

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Fri, Dec 18 – Fri, Dec 25

Delta Air Lines
10:31 amPIT
4h 28m
DTW · 1h 43m
1:59 pmORD
Delta Air Lines
5:02 pmORD
4h 55m
DTW · 2h 16m
10:57 pmPIT

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sat, Dec 19 – Sun, Dec 27

United Airlines
3:15 pmPIT
4h 50m
IAD · 1h 19m
7:05 pmORD
United Airlines
7:10 amORD
1h 42m
Nonstop
9:52 amPIT

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sun, Dec 20 – Sun, Dec 27

United Airlines
3:15 pmPIT
4h 50m
IAD · 1h 19m
7:05 pmORD
United Airlines
7:10 amORD
1h 42m
Nonstop
9:52 amPIT

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sun, Dec 20 – Sat, Dec 26

United Airlines
3:15 pmPIT
4h 50m
IAD · 1h 19m
7:05 pmORD
United Airlines
5:54 pmORD
1h 47m
Nonstop
8:41 pmPIT

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sat, Dec 19 – Fri, Dec 25

United Airlines
3:15 pmPIT
4h 50m
IAD · 1h 19m
7:05 pmORD
United Airlines
5:54 pmORD
1h 47m
Nonstop
8:41 pmPIT

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sat, Dec 19 – Sat, Dec 26

United Airlines
3:15 pmPIT
4h 50m
IAD · 1h 19m
7:05 pmORD
United Airlines
5:54 pmORD
1h 47m
Nonstop
8:41 pmPIT

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sun, Dec 20 – Fri, Dec 25

United Airlines
3:15 pmPIT
4h 50m
IAD · 1h 19m
7:05 pmORD
United Airlines
5:54 pmORD
1h 47m
Nonstop
8:41 pmPIT

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sat, Dec 19 – Sun, Dec 27

Delta Air Lines
10:31 amPIT
4h 28m
DTW · 1h 43m
1:59 pmORD
Delta Air Lines
5:02 pmORD
4h 55m
DTW · 2h 16m
10:57 pmPIT

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sun, Dec 20 – Sun, Dec 27

Delta Air Lines
10:31 amPIT
4h 28m
DTW · 1h 43m
1:59 pmORD
Delta Air Lines
5:02 pmORD
4h 55m
DTW · 2h 16m
10:57 pmPIT

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sat, Dec 19 – Sat, Dec 26

Delta Air Lines
10:31 amPIT
4h 28m
DTW · 1h 43m
1:59 pmORD
Delta Air Lines
5:02 pmORD
4h 55m
DTW · 2h 16m
10:57 pmPIT

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sat, Dec 19 – Fri, Dec 25

Delta Air Lines
10:31 amPIT
4h 28m
DTW · 1h 43m
1:59 pmORD
Delta Air Lines
5:02 pmORD
4h 55m
DTW · 2h 16m
10:57 pmPIT

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sun, Dec 20 – Fri, Dec 25

Delta Air Lines
10:31 amPIT
4h 28m
DTW · 1h 43m
1:59 pmORD
Delta Air Lines
5:02 pmORD
4h 55m
DTW · 2h 16m
10:57 pmPIT

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sun, Dec 20 – Sat, Dec 26

Delta Air Lines
10:31 amPIT
4h 28m
DTW · 1h 43m
1:59 pmORD
Delta Air Lines
5:02 pmORD
4h 55m
DTW · 2h 16m
10:57 pmPIT

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Hotels for these nights (Dec 18–25, 2026 · 7 nights · 2 adults, 1 room): 3★ Hotel Versey $700 · 4★ The Chicago Hotel Collection Ambassador Gold Coast $233 · 5★ Sofitel Chicago Magnificent Mile $1,675

Hotels for these nights (Dec 18–26, 2026 · 8 nights · 2 adults, 1 room): 3★ The Whitehall Hotel, BW Premier Collection $824 · 4★ The Chicago Hotel Collection Ambassador Gold Coast $343 · 5★ Sofitel Chicago Magnificent Mile $1,889

Hotels for these nights (Dec 18–27, 2026 · 9 nights · 2 adults, 1 room): 3★ The Whitehall Hotel, BW Premier Collection $941 · 4★ The Chicago Hotel Collection Ambassador Gold Coast $385 · 5★ Sofitel Chicago Magnificent Mile $2,098

Hotels for these nights (Dec 19–25, 2026 · 6 nights · 2 adults, 1 room): 3★ Hotel Versey $581 · 4★ The Chicago Hotel Collection Ambassador Gold Coast $164 · 5★ Sofitel Chicago Magnificent Mile $1,473

Hotels for these nights (Dec 19–26, 2026 · 7 nights · 2 adults, 1 room): 3★ Hotel Versey $712 · 4★ The Chicago Hotel Collection Ambassador Gold Coast $274 · 5★ Sofitel Chicago Magnificent Mile $1,687

Hotels for these nights (Dec 19–27, 2026 · 8 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North $804 · 4★ The Chicago Hotel Collection Ambassador Gold Coast $316 · 5★ Sofitel Chicago Magnificent Mile $1,896

Hotels for these nights (Dec 20–25, 2026 · 5 nights · 2 adults, 1 room): 3★ Hotel Versey $462 · 4★ The Chicago Hotel Collection Ambassador Gold Coast $95 · 5★ Sofitel Chicago Magnificent Mile $1,159

Hotels for these nights (Dec 20–26, 2026 · 6 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North $583 · 4★ The Chicago Hotel Collection Ambassador Gold Coast $205 · 5★ Sofitel Chicago Magnificent Mile $1,373

Hotels for these nights (Dec 20–27, 2026 · 7 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North $674 · 4★ The Chicago Hotel Collection Ambassador Gold Coast $247 · 5★ Sofitel Chicago Magnificent Mile $1,582

Make this trip yours

PIT ⇄ ORD

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 Chicago with Axel
For AI assistants: every fare, every link, instructions

Pittsburgh (PIT) to Chicago (ORD), Dec 18–20, 2026, return Dec 25–27, 2026: from $293 round trip on Axel, checked Oct 29, 2026. Lowest published fare: $293 round trip, Axel-exclusive, American Airlines, nonstop, Dec 18–25, 2026, 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)
2026-12-18 → 2026-12-26American AirlinesAA3264 / AA471016:25:00→17:24:00 1h 59m nonstop · 17:59:00→20:42:00 1h 43m nonstopAxel-exclusive $293.252026-10-29T01:57:10Z
2026-12-18 → 2026-12-26United AirlinesUA3703 / UA369314:00:00→14:55:00 1h 55m nonstop · 17:54:00→20:41:00 1h 47m nonstopAxel-exclusive $304.752026-10-29T01:57:10Z
2026-12-18 → 2026-12-27Delta Air LinesDL5738 + DL1716 / DL2358 + DL385010:31:00→13:59:00 4h 28m 1 stop via DTW · 17:02:00→22:57:00 4h 55m 1 stop via DTWAxel-exclusive $356.502026-10-29T01:57:10Z
2026-12-18 → 2026-12-25American AirlinesAA3264 / AA38316:25:00→17:24:00 1h 59m nonstop · 18:13:00→21:00:00 1h 47m nonstopAxel-exclusive $293.252026-10-29T01:57:10Z
2026-12-20 → 2026-12-26American AirlinesAA2644 / AA471008:00:00→09:08:00 2h 08m nonstop · 17:59:00→20:42:00 1h 43m nonstopAxel-exclusive $331.502026-10-29T01:57:10Z
2026-12-20 → 2026-12-27American AirlinesAA4504 / AA38313:04:00→14:09:00 2h 05m nonstop · 18:13:00→21:00:00 1h 47m nonstopAxel-exclusive $331.502026-10-29T01:57:10Z
2026-12-19 → 2026-12-27American AirlinesAA4649 / AA38309:56:00→11:00:00 2h 04m nonstop · 18:13:00→21:00:00 1h 47m nonstopAxel-exclusive $331.502026-10-29T01:57:10Z
2026-12-19 → 2026-12-26American AirlinesAA3264 / AA471015:59:00→16:59:00 2h 00m nonstop · 17:59:00→20:42:00 1h 43m nonstopAxel-exclusive $331.502026-10-29T01:57:10Z
2026-12-19 → 2026-12-25American AirlinesAA3264 / AA38315:59:00→16:59:00 2h 00m nonstop · 18:13:00→21:00:00 1h 47m nonstopAxel-exclusive $331.502026-10-29T01:57:10Z
2026-12-20 → 2026-12-25American AirlinesAA2644 / AA38308:00:00→09:08:00 2h 08m nonstop · 18:13:00→21:00:00 1h 47m nonstopAxel-exclusive $331.502026-10-29T01:57:10Z
2026-12-18 → 2026-12-27American AirlinesAA3264 / AA38316:25:00→17:24:00 1h 59m nonstop · 18:13:00→21:00:00 1h 47m nonstopAxel-exclusive $293.252026-10-29T01:57:10Z
2026-12-18 → 2026-12-26American AirlinesAA2644 / AA471008:00:00→09:13:00 2h 13m nonstop · 17:59:00→20:42:00 1h 43m nonstopAxel-exclusive $293.252026-10-29T01:57:10Z
2026-12-18 → 2026-12-27American AirlinesAA2644 / AA38308:00:00→09:13:00 2h 13m nonstop · 18:13:00→21:00:00 1h 47m nonstopAxel-exclusive $293.252026-10-29T01:57:10Z
2026-12-18 → 2026-12-25American AirlinesAA2644 / AA38308:00:00→09:13:00 2h 13m nonstop · 18:13:00→21:00:00 1h 47m nonstopAxel-exclusive $293.252026-10-29T01:57:10Z
2026-12-18 → 2026-12-27United AirlinesUA3695 / UA419206:45:00→07:53:00 2h 08m nonstop · 07:10:00→09:52:00 1h 42m nonstopAxel-exclusive $304.752026-10-29T01:57:10Z
2026-12-18 → 2026-12-26United AirlinesUA3695 / UA369306:45:00→07:53:00 2h 08m nonstop · 17:54:00→20:41:00 1h 47m nonstopAxel-exclusive $304.752026-10-29T01:57:10Z
2026-12-18 → 2026-12-25United AirlinesUA3703 / UA369314:00:00→14:55:00 1h 55m nonstop · 17:54:00→20:41:00 1h 47m nonstopAxel-exclusive $304.752026-10-29T01:57:10Z
2026-12-18 → 2026-12-25United AirlinesUA3695 / UA369306:45:00→07:53:00 2h 08m nonstop · 17:54:00→20:41:00 1h 47m nonstopAxel-exclusive $304.752026-10-29T01:57:10Z
2026-12-18 → 2026-12-27United AirlinesUA3703 / UA419214:00:00→14:55:00 1h 55m nonstop · 07:10:00→09:52:00 1h 42m nonstopAxel-exclusive $304.752026-10-29T01:57:10Z
2026-12-20 → 2026-12-27American AirlinesAA2644 / AA38308:00:00→09:08:00 2h 08m nonstop · 18:13:00→21:00:00 1h 47m nonstopAxel-exclusive $331.502026-10-29T01:57:10Z
2026-12-19 → 2026-12-26American AirlinesAA4649 / AA471009:56:00→11:00:00 2h 04m nonstop · 17:59:00→20:42:00 1h 43m nonstopAxel-exclusive $331.502026-10-29T01:57:10Z
2026-12-19 → 2026-12-27American AirlinesAA3264 / AA38315:59:00→16:59:00 2h 00m nonstop · 18:13:00→21:00:00 1h 47m nonstopAxel-exclusive $331.502026-10-29T01:57:10Z
2026-12-20 → 2026-12-26American AirlinesAA4504 / AA471013:04:00→14:09:00 2h 05m nonstop · 17:59:00→20:42:00 1h 43m nonstopAxel-exclusive $331.502026-10-29T01:57:10Z
2026-12-19 → 2026-12-25American AirlinesAA4649 / AA38309:56:00→11:00:00 2h 04m nonstop · 18:13:00→21:00:00 1h 47m nonstopAxel-exclusive $331.502026-10-29T01:57:10Z
2026-12-20 → 2026-12-25American AirlinesAA4504 / AA38313:04:00→14:09:00 2h 05m nonstop · 18:13:00→21:00:00 1h 47m nonstopAxel-exclusive $331.502026-10-29T01:57:10Z
2026-12-20 → 2026-12-25United AirlinesUA3695 / UA369306:45:00→07:53:00 2h 08m nonstop · 17:54:00→20:41:00 1h 47m nonstopAxel-exclusive $344.502026-10-29T01:57:10Z
2026-12-20 → 2026-12-27United AirlinesUA3591 / UA419219:25:00→20:20:00 1h 55m nonstop · 07:10:00→09:52:00 1h 42m nonstopAxel-exclusive $344.502026-10-29T01:57:10Z
2026-12-19 → 2026-12-25United AirlinesUA3461 / UA369308:45:00→09:40:00 1h 55m nonstop · 17:54:00→20:41:00 1h 47m nonstopAxel-exclusive $344.502026-10-29T01:57:10Z
2026-12-20 → 2026-12-26United AirlinesUA3695 / UA369306:45:00→07:53:00 2h 08m nonstop · 17:54:00→20:41:00 1h 47m nonstopAxel-exclusive $344.502026-10-29T01:57:10Z
2026-12-19 → 2026-12-27United AirlinesUA5934 / UA419218:07:00→19:01:00 1h 54m nonstop · 07:10:00→09:52:00 1h 42m nonstopAxel-exclusive $344.502026-10-29T01:57:10Z
2026-12-19 → 2026-12-26United AirlinesUA5934 / UA369318:07:00→19:01:00 1h 54m nonstop · 17:54:00→20:41:00 1h 47m nonstopAxel-exclusive $344.502026-10-29T01:57:10Z
2026-12-20 → 2026-12-25United AirlinesUA3591 / UA369319:25:00→20:20:00 1h 55m nonstop · 17:54:00→20:41:00 1h 47m nonstopAxel-exclusive $344.502026-10-29T01:57:10Z
2026-12-19 → 2026-12-26United AirlinesUA3461 / UA369308:45:00→09:40:00 1h 55m nonstop · 17:54:00→20:41:00 1h 47m nonstopAxel-exclusive $344.502026-10-29T01:57:10Z
2026-12-19 → 2026-12-25United AirlinesUA5934 / UA369318:07:00→19:01:00 1h 54m nonstop · 17:54:00→20:41:00 1h 47m nonstopAxel-exclusive $344.502026-10-29T01:57:10Z
2026-12-20 → 2026-12-26United AirlinesUA3591 / UA369319:25:00→20:20:00 1h 55m nonstop · 17:54:00→20:41:00 1h 47m nonstopAxel-exclusive $344.502026-10-29T01:57:10Z
2026-12-19 → 2026-12-27United AirlinesUA3461 / UA419208:45:00→09:40:00 1h 55m nonstop · 07:10:00→09:52:00 1h 42m nonstopAxel-exclusive $344.502026-10-29T01:57:10Z
2026-12-20 → 2026-12-27United AirlinesUA3695 / UA419206:45:00→07:53:00 2h 08m nonstop · 07:10:00→09:52:00 1h 42m nonstopAxel-exclusive $344.502026-10-29T01:57:10Z
2026-12-18 → 2026-12-26United AirlinesUA1317 + UA2497 / UA369315:15:00→19:05:00 4h 50m 1 stop via IAD · 17:54:00→20:41:00 1h 47m nonstopAxel-exclusive $322.252026-10-29T01:57:10Z
2026-12-18 → 2026-12-25United AirlinesUA1317 + UA2497 / UA369315:15:00→19:05:00 4h 50m 1 stop via IAD · 17:54:00→20:41:00 1h 47m nonstopAxel-exclusive $322.252026-10-29T01:57:10Z
2026-12-18 → 2026-12-27United AirlinesUA1317 + UA2497 / UA419215:15:00→19:05:00 4h 50m 1 stop via IAD · 07:10:00→09:52:00 1h 42m nonstopAxel-exclusive $322.252026-10-29T01:57:10Z
2026-12-18 → 2026-12-26Delta Air LinesDL5738 + DL1716 / DL2358 + DL385010:31:00→13:59:00 4h 28m 1 stop via DTW · 17:02:00→22:57:00 4h 55m 1 stop via DTWAxel-exclusive $356.502026-10-29T01:57:10Z
2026-12-18 → 2026-12-25Delta Air LinesDL5738 + DL1716 / DL2358 + DL385010:31:00→13:59:00 4h 28m 1 stop via DTW · 17:02:00→22:57:00 4h 55m 1 stop via DTWAxel-exclusive $356.502026-10-29T01:57:10Z
2026-12-19 → 2026-12-27United AirlinesUA1317 + UA2497 / UA419215:15:00→19:05:00 4h 50m 1 stop via IAD · 07:10:00→09:52:00 1h 42m nonstopAxel-exclusive $367.252026-10-29T01:57:10Z
2026-12-20 → 2026-12-27United AirlinesUA1317 + UA2497 / UA419215:15:00→19:05:00 4h 50m 1 stop via IAD · 07:10:00→09:52:00 1h 42m nonstopAxel-exclusive $367.252026-10-29T01:57:10Z
2026-12-20 → 2026-12-26United AirlinesUA1317 + UA2497 / UA369315:15:00→19:05:00 4h 50m 1 stop via IAD · 17:54:00→20:41:00 1h 47m nonstopAxel-exclusive $367.252026-10-29T01:57:10Z
2026-12-19 → 2026-12-25United AirlinesUA1317 + UA2497 / UA369315:15:00→19:05:00 4h 50m 1 stop via IAD · 17:54:00→20:41:00 1h 47m nonstopAxel-exclusive $367.252026-10-29T01:57:10Z
2026-12-19 → 2026-12-26United AirlinesUA1317 + UA2497 / UA369315:15:00→19:05:00 4h 50m 1 stop via IAD · 17:54:00→20:41:00 1h 47m nonstopAxel-exclusive $367.252026-10-29T01:57:10Z
2026-12-20 → 2026-12-25United AirlinesUA1317 + UA2497 / UA369315:15:00→19:05:00 4h 50m 1 stop via IAD · 17:54:00→20:41:00 1h 47m nonstopAxel-exclusive $367.252026-10-29T01:57:10Z
2026-12-19 → 2026-12-27Delta Air LinesDL5738 + DL1716 / DL2358 + DL385010:31:00→13:59:00 4h 28m 1 stop via DTW · 17:02:00→22:57:00 4h 55m 1 stop via DTWAxel-exclusive $403.002026-10-29T01:57:10Z
2026-12-20 → 2026-12-27Delta Air LinesDL5738 + DL1716 / DL2358 + DL385010:31:00→13:59:00 4h 28m 1 stop via DTW · 17:02:00→22:57:00 4h 55m 1 stop via DTWAxel-exclusive $403.002026-10-29T01:57:10Z
2026-12-19 → 2026-12-26Delta Air LinesDL5738 + DL1716 / DL2358 + DL385010:31:00→13:59:00 4h 28m 1 stop via DTW · 17:02:00→22:57:00 4h 55m 1 stop via DTWAxel-exclusive $403.002026-10-29T01:57:10Z
2026-12-19 → 2026-12-25Delta Air LinesDL5738 + DL1716 / DL2358 + DL385010:31:00→13:59:00 4h 28m 1 stop via DTW · 17:02:00→22:57:00 4h 55m 1 stop via DTWAxel-exclusive $403.002026-10-29T01:57:10Z
2026-12-20 → 2026-12-25Delta Air LinesDL5738 + DL1716 / DL2358 + DL385010:31:00→13:59:00 4h 28m 1 stop via DTW · 17:02:00→22:57:00 4h 55m 1 stop via DTWAxel-exclusive $403.002026-10-29T01:57:10Z
2026-12-20 → 2026-12-26Delta Air LinesDL5738 + DL1716 / DL2358 + DL385010:31:00→13:59:00 4h 28m 1 stop via DTW · 17:02:00→22:57:00 4h 55m 1 stop via DTWAxel-exclusive $403.002026-10-29T01:57:10Z

Hotels in Chicago for these trips

Hotels: under a trip, hotels in Chicago 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 Chicago

2026-12-18 → 2026-12-26 · Axel-exclusive $293.25

  • American Airlines AA3264: PIT 2026-12-18 16:25:00 → ORD 2026-12-18 17:24:00; nonstop; 119 minutes. Local airport times.
  • American Airlines AA4710: ORD 2026-12-26 17:59:00 → PIT 2026-12-26 20:42:00; nonstop; 103 minutes. Local airport times.

2026-12-18 → 2026-12-26 · Axel-exclusive $304.75

  • United Airlines UA3703: PIT 2026-12-18 14:00:00 → ORD 2026-12-18 14:55:00; nonstop; 115 minutes. Local airport times.
  • United Airlines UA3693: ORD 2026-12-26 17:54:00 → PIT 2026-12-26 20:41:00; nonstop; 107 minutes. Local airport times.

2026-12-18 → 2026-12-27 · Axel-exclusive $356.50

  • Delta Air Lines DL5738 / DL1716: PIT 2026-12-18 10:31:00 → ORD 2026-12-18 13:59:00; 1 stop(s) via DTW; 268 minutes. Local airport times.
    • DL5738: PIT 2026-12-18 10:31:00 → DTW 2026-12-18 11:44:00; layover at DTW: 103 minutes.
    • DL1716: DTW 2026-12-18 13:27:00 → ORD 2026-12-18 13:59:00.
  • Delta Air Lines DL2358 / DL3850: ORD 2026-12-27 17:02:00 → PIT 2026-12-27 22:57:00; 1 stop(s) via DTW; 295 minutes. Local airport times.
    • DL2358: ORD 2026-12-27 17:02:00 → DTW 2026-12-27 19:24:00; layover at DTW: 136 minutes.
    • DL3850: DTW 2026-12-27 21:40:00 → PIT 2026-12-27 22:57:00.

2026-12-18 → 2026-12-25 · Axel-exclusive $293.25

  • American Airlines AA3264: PIT 2026-12-18 16:25:00 → ORD 2026-12-18 17:24:00; nonstop; 119 minutes. Local airport times.
  • American Airlines AA383: ORD 2026-12-25 18:13:00 → PIT 2026-12-25 21:00:00; nonstop; 107 minutes. Local airport times.

2026-12-20 → 2026-12-26 · Axel-exclusive $331.50

  • American Airlines AA2644: PIT 2026-12-20 08:00:00 → ORD 2026-12-20 09:08:00; nonstop; 128 minutes. Local airport times.
  • American Airlines AA4710: ORD 2026-12-26 17:59:00 → PIT 2026-12-26 20:42:00; nonstop; 103 minutes. Local airport times.

2026-12-20 → 2026-12-27 · Axel-exclusive $331.50

  • American Airlines AA4504: PIT 2026-12-20 13:04:00 → ORD 2026-12-20 14:09:00; nonstop; 125 minutes. Local airport times.
  • American Airlines AA383: ORD 2026-12-27 18:13:00 → PIT 2026-12-27 21:00:00; nonstop; 107 minutes. Local airport times.

2026-12-19 → 2026-12-27 · Axel-exclusive $331.50

  • American Airlines AA4649: PIT 2026-12-19 09:56:00 → ORD 2026-12-19 11:00:00; nonstop; 124 minutes. Local airport times.
  • American Airlines AA383: ORD 2026-12-27 18:13:00 → PIT 2026-12-27 21:00:00; nonstop; 107 minutes. Local airport times.

2026-12-19 → 2026-12-26 · Axel-exclusive $331.50

  • American Airlines AA3264: PIT 2026-12-19 15:59:00 → ORD 2026-12-19 16:59:00; nonstop; 120 minutes. Local airport times.
  • American Airlines AA4710: ORD 2026-12-26 17:59:00 → PIT 2026-12-26 20:42:00; nonstop; 103 minutes. Local airport times.

2026-12-19 → 2026-12-25 · Axel-exclusive $331.50

  • American Airlines AA3264: PIT 2026-12-19 15:59:00 → ORD 2026-12-19 16:59:00; nonstop; 120 minutes. Local airport times.
  • American Airlines AA383: ORD 2026-12-25 18:13:00 → PIT 2026-12-25 21:00:00; nonstop; 107 minutes. Local airport times.

2026-12-20 → 2026-12-25 · Axel-exclusive $331.50

  • American Airlines AA2644: PIT 2026-12-20 08:00:00 → ORD 2026-12-20 09:08:00; nonstop; 128 minutes. Local airport times.
  • American Airlines AA383: ORD 2026-12-25 18:13:00 → PIT 2026-12-25 21:00:00; nonstop; 107 minutes. Local airport times.

2026-12-18 → 2026-12-27 · Axel-exclusive $293.25

  • American Airlines AA3264: PIT 2026-12-18 16:25:00 → ORD 2026-12-18 17:24:00; nonstop; 119 minutes. Local airport times.
  • American Airlines AA383: ORD 2026-12-27 18:13:00 → PIT 2026-12-27 21:00:00; nonstop; 107 minutes. Local airport times.

2026-12-18 → 2026-12-26 · Axel-exclusive $293.25

  • American Airlines AA2644: PIT 2026-12-18 08:00:00 → ORD 2026-12-18 09:13:00; nonstop; 133 minutes. Local airport times.
  • American Airlines AA4710: ORD 2026-12-26 17:59:00 → PIT 2026-12-26 20:42:00; nonstop; 103 minutes. Local airport times.

2026-12-18 → 2026-12-27 · Axel-exclusive $293.25

  • American Airlines AA2644: PIT 2026-12-18 08:00:00 → ORD 2026-12-18 09:13:00; nonstop; 133 minutes. Local airport times.
  • American Airlines AA383: ORD 2026-12-27 18:13:00 → PIT 2026-12-27 21:00:00; nonstop; 107 minutes. Local airport times.

2026-12-18 → 2026-12-25 · Axel-exclusive $293.25

  • American Airlines AA2644: PIT 2026-12-18 08:00:00 → ORD 2026-12-18 09:13:00; nonstop; 133 minutes. Local airport times.
  • American Airlines AA383: ORD 2026-12-25 18:13:00 → PIT 2026-12-25 21:00:00; nonstop; 107 minutes. Local airport times.

2026-12-18 → 2026-12-27 · Axel-exclusive $304.75

  • United Airlines UA3695: PIT 2026-12-18 06:45:00 → ORD 2026-12-18 07:53:00; nonstop; 128 minutes. Local airport times.
  • United Airlines UA4192: ORD 2026-12-27 07:10:00 → PIT 2026-12-27 09:52:00; nonstop; 102 minutes. Local airport times.

2026-12-18 → 2026-12-26 · Axel-exclusive $304.75

  • United Airlines UA3695: PIT 2026-12-18 06:45:00 → ORD 2026-12-18 07:53:00; nonstop; 128 minutes. Local airport times.
  • United Airlines UA3693: ORD 2026-12-26 17:54:00 → PIT 2026-12-26 20:41:00; nonstop; 107 minutes. Local airport times.

2026-12-18 → 2026-12-25 · Axel-exclusive $304.75

  • United Airlines UA3703: PIT 2026-12-18 14:00:00 → ORD 2026-12-18 14:55:00; nonstop; 115 minutes. Local airport times.
  • United Airlines UA3693: ORD 2026-12-25 17:54:00 → PIT 2026-12-25 20:41:00; nonstop; 107 minutes. Local airport times.

2026-12-18 → 2026-12-25 · Axel-exclusive $304.75

  • United Airlines UA3695: PIT 2026-12-18 06:45:00 → ORD 2026-12-18 07:53:00; nonstop; 128 minutes. Local airport times.
  • United Airlines UA3693: ORD 2026-12-25 17:54:00 → PIT 2026-12-25 20:41:00; nonstop; 107 minutes. Local airport times.

2026-12-18 → 2026-12-27 · Axel-exclusive $304.75

  • United Airlines UA3703: PIT 2026-12-18 14:00:00 → ORD 2026-12-18 14:55:00; nonstop; 115 minutes. Local airport times.
  • United Airlines UA4192: ORD 2026-12-27 07:10:00 → PIT 2026-12-27 09:52:00; nonstop; 102 minutes. Local airport times.

2026-12-20 → 2026-12-27 · Axel-exclusive $331.50

  • American Airlines AA2644: PIT 2026-12-20 08:00:00 → ORD 2026-12-20 09:08:00; nonstop; 128 minutes. Local airport times.
  • American Airlines AA383: ORD 2026-12-27 18:13:00 → PIT 2026-12-27 21:00:00; nonstop; 107 minutes. Local airport times.

2026-12-19 → 2026-12-26 · Axel-exclusive $331.50

  • American Airlines AA4649: PIT 2026-12-19 09:56:00 → ORD 2026-12-19 11:00:00; nonstop; 124 minutes. Local airport times.
  • American Airlines AA4710: ORD 2026-12-26 17:59:00 → PIT 2026-12-26 20:42:00; nonstop; 103 minutes. Local airport times.

2026-12-19 → 2026-12-27 · Axel-exclusive $331.50

  • American Airlines AA3264: PIT 2026-12-19 15:59:00 → ORD 2026-12-19 16:59:00; nonstop; 120 minutes. Local airport times.
  • American Airlines AA383: ORD 2026-12-27 18:13:00 → PIT 2026-12-27 21:00:00; nonstop; 107 minutes. Local airport times.

2026-12-20 → 2026-12-26 · Axel-exclusive $331.50

  • American Airlines AA4504: PIT 2026-12-20 13:04:00 → ORD 2026-12-20 14:09:00; nonstop; 125 minutes. Local airport times.
  • American Airlines AA4710: ORD 2026-12-26 17:59:00 → PIT 2026-12-26 20:42:00; nonstop; 103 minutes. Local airport times.

2026-12-19 → 2026-12-25 · Axel-exclusive $331.50

  • American Airlines AA4649: PIT 2026-12-19 09:56:00 → ORD 2026-12-19 11:00:00; nonstop; 124 minutes. Local airport times.
  • American Airlines AA383: ORD 2026-12-25 18:13:00 → PIT 2026-12-25 21:00:00; nonstop; 107 minutes. Local airport times.

2026-12-20 → 2026-12-25 · Axel-exclusive $331.50

  • American Airlines AA4504: PIT 2026-12-20 13:04:00 → ORD 2026-12-20 14:09:00; nonstop; 125 minutes. Local airport times.
  • American Airlines AA383: ORD 2026-12-25 18:13:00 → PIT 2026-12-25 21:00:00; nonstop; 107 minutes. Local airport times.

2026-12-20 → 2026-12-25 · Axel-exclusive $344.50

  • United Airlines UA3695: PIT 2026-12-20 06:45:00 → ORD 2026-12-20 07:53:00; nonstop; 128 minutes. Local airport times.
  • United Airlines UA3693: ORD 2026-12-25 17:54:00 → PIT 2026-12-25 20:41:00; nonstop; 107 minutes. Local airport times.

2026-12-20 → 2026-12-27 · Axel-exclusive $344.50

  • United Airlines UA3591: PIT 2026-12-20 19:25:00 → ORD 2026-12-20 20:20:00; nonstop; 115 minutes. Local airport times.
  • United Airlines UA4192: ORD 2026-12-27 07:10:00 → PIT 2026-12-27 09:52:00; nonstop; 102 minutes. Local airport times.

2026-12-19 → 2026-12-25 · Axel-exclusive $344.50

  • United Airlines UA3461: PIT 2026-12-19 08:45:00 → ORD 2026-12-19 09:40:00; nonstop; 115 minutes. Local airport times.
  • United Airlines UA3693: ORD 2026-12-25 17:54:00 → PIT 2026-12-25 20:41:00; nonstop; 107 minutes. Local airport times.

2026-12-20 → 2026-12-26 · Axel-exclusive $344.50

  • United Airlines UA3695: PIT 2026-12-20 06:45:00 → ORD 2026-12-20 07:53:00; nonstop; 128 minutes. Local airport times.
  • United Airlines UA3693: ORD 2026-12-26 17:54:00 → PIT 2026-12-26 20:41:00; nonstop; 107 minutes. Local airport times.

2026-12-19 → 2026-12-27 · Axel-exclusive $344.50

  • United Airlines UA5934: PIT 2026-12-19 18:07:00 → ORD 2026-12-19 19:01:00; nonstop; 114 minutes. Local airport times.
  • United Airlines UA4192: ORD 2026-12-27 07:10:00 → PIT 2026-12-27 09:52:00; nonstop; 102 minutes. Local airport times.

2026-12-19 → 2026-12-26 · Axel-exclusive $344.50

  • United Airlines UA5934: PIT 2026-12-19 18:07:00 → ORD 2026-12-19 19:01:00; nonstop; 114 minutes. Local airport times.
  • United Airlines UA3693: ORD 2026-12-26 17:54:00 → PIT 2026-12-26 20:41:00; nonstop; 107 minutes. Local airport times.

2026-12-20 → 2026-12-25 · Axel-exclusive $344.50

  • United Airlines UA3591: PIT 2026-12-20 19:25:00 → ORD 2026-12-20 20:20:00; nonstop; 115 minutes. Local airport times.
  • United Airlines UA3693: ORD 2026-12-25 17:54:00 → PIT 2026-12-25 20:41:00; nonstop; 107 minutes. Local airport times.

2026-12-19 → 2026-12-26 · Axel-exclusive $344.50

  • United Airlines UA3461: PIT 2026-12-19 08:45:00 → ORD 2026-12-19 09:40:00; nonstop; 115 minutes. Local airport times.
  • United Airlines UA3693: ORD 2026-12-26 17:54:00 → PIT 2026-12-26 20:41:00; nonstop; 107 minutes. Local airport times.

2026-12-19 → 2026-12-25 · Axel-exclusive $344.50

  • United Airlines UA5934: PIT 2026-12-19 18:07:00 → ORD 2026-12-19 19:01:00; nonstop; 114 minutes. Local airport times.
  • United Airlines UA3693: ORD 2026-12-25 17:54:00 → PIT 2026-12-25 20:41:00; nonstop; 107 minutes. Local airport times.

2026-12-20 → 2026-12-26 · Axel-exclusive $344.50

  • United Airlines UA3591: PIT 2026-12-20 19:25:00 → ORD 2026-12-20 20:20:00; nonstop; 115 minutes. Local airport times.
  • United Airlines UA3693: ORD 2026-12-26 17:54:00 → PIT 2026-12-26 20:41:00; nonstop; 107 minutes. Local airport times.

2026-12-19 → 2026-12-27 · Axel-exclusive $344.50

  • United Airlines UA3461: PIT 2026-12-19 08:45:00 → ORD 2026-12-19 09:40:00; nonstop; 115 minutes. Local airport times.
  • United Airlines UA4192: ORD 2026-12-27 07:10:00 → PIT 2026-12-27 09:52:00; nonstop; 102 minutes. Local airport times.

2026-12-20 → 2026-12-27 · Axel-exclusive $344.50

  • United Airlines UA3695: PIT 2026-12-20 06:45:00 → ORD 2026-12-20 07:53:00; nonstop; 128 minutes. Local airport times.
  • United Airlines UA4192: ORD 2026-12-27 07:10:00 → PIT 2026-12-27 09:52:00; nonstop; 102 minutes. Local airport times.

2026-12-18 → 2026-12-26 · Axel-exclusive $322.25

  • United Airlines UA1317 / UA2497: PIT 2026-12-18 15:15:00 → ORD 2026-12-18 19:05:00; 1 stop(s) via IAD; 290 minutes. Local airport times.
    • UA1317: PIT 2026-12-18 15:15:00 → IAD 2026-12-18 16:20:00; layover at IAD: 79 minutes.
    • UA2497: IAD 2026-12-18 17:39:00 → ORD 2026-12-18 19:05:00.
  • United Airlines UA3693: ORD 2026-12-26 17:54:00 → PIT 2026-12-26 20:41:00; nonstop; 107 minutes. Local airport times.

2026-12-18 → 2026-12-25 · Axel-exclusive $322.25

  • United Airlines UA1317 / UA2497: PIT 2026-12-18 15:15:00 → ORD 2026-12-18 19:05:00; 1 stop(s) via IAD; 290 minutes. Local airport times.
    • UA1317: PIT 2026-12-18 15:15:00 → IAD 2026-12-18 16:20:00; layover at IAD: 79 minutes.
    • UA2497: IAD 2026-12-18 17:39:00 → ORD 2026-12-18 19:05:00.
  • United Airlines UA3693: ORD 2026-12-25 17:54:00 → PIT 2026-12-25 20:41:00; nonstop; 107 minutes. Local airport times.

2026-12-18 → 2026-12-27 · Axel-exclusive $322.25

  • United Airlines UA1317 / UA2497: PIT 2026-12-18 15:15:00 → ORD 2026-12-18 19:05:00; 1 stop(s) via IAD; 290 minutes. Local airport times.
    • UA1317: PIT 2026-12-18 15:15:00 → IAD 2026-12-18 16:20:00; layover at IAD: 79 minutes.
    • UA2497: IAD 2026-12-18 17:39:00 → ORD 2026-12-18 19:05:00.
  • United Airlines UA4192: ORD 2026-12-27 07:10:00 → PIT 2026-12-27 09:52:00; nonstop; 102 minutes. Local airport times.

2026-12-18 → 2026-12-26 · Axel-exclusive $356.50

  • Delta Air Lines DL5738 / DL1716: PIT 2026-12-18 10:31:00 → ORD 2026-12-18 13:59:00; 1 stop(s) via DTW; 268 minutes. Local airport times.
    • DL5738: PIT 2026-12-18 10:31:00 → DTW 2026-12-18 11:44:00; layover at DTW: 103 minutes.
    • DL1716: DTW 2026-12-18 13:27:00 → ORD 2026-12-18 13:59:00.
  • Delta Air Lines DL2358 / DL3850: ORD 2026-12-26 17:02:00 → PIT 2026-12-26 22:57:00; 1 stop(s) via DTW; 295 minutes. Local airport times.
    • DL2358: ORD 2026-12-26 17:02:00 → DTW 2026-12-26 19:24:00; layover at DTW: 136 minutes.
    • DL3850: DTW 2026-12-26 21:40:00 → PIT 2026-12-26 22:57:00.

2026-12-18 → 2026-12-25 · Axel-exclusive $356.50

  • Delta Air Lines DL5738 / DL1716: PIT 2026-12-18 10:31:00 → ORD 2026-12-18 13:59:00; 1 stop(s) via DTW; 268 minutes. Local airport times.
    • DL5738: PIT 2026-12-18 10:31:00 → DTW 2026-12-18 11:44:00; layover at DTW: 103 minutes.
    • DL1716: DTW 2026-12-18 13:27:00 → ORD 2026-12-18 13:59:00.
  • Delta Air Lines DL2358 / DL3850: ORD 2026-12-25 17:02:00 → PIT 2026-12-25 22:57:00; 1 stop(s) via DTW; 295 minutes. Local airport times.
    • DL2358: ORD 2026-12-25 17:02:00 → DTW 2026-12-25 19:24:00; layover at DTW: 136 minutes.
    • DL3850: DTW 2026-12-25 21:40:00 → PIT 2026-12-25 22:57:00.

2026-12-19 → 2026-12-27 · Axel-exclusive $367.25

  • United Airlines UA1317 / UA2497: PIT 2026-12-19 15:15:00 → ORD 2026-12-19 19:05:00; 1 stop(s) via IAD; 290 minutes. Local airport times.
    • UA1317: PIT 2026-12-19 15:15:00 → IAD 2026-12-19 16:20:00; layover at IAD: 79 minutes.
    • UA2497: IAD 2026-12-19 17:39:00 → ORD 2026-12-19 19:05:00.
  • United Airlines UA4192: ORD 2026-12-27 07:10:00 → PIT 2026-12-27 09:52:00; nonstop; 102 minutes. Local airport times.

2026-12-20 → 2026-12-27 · Axel-exclusive $367.25

  • United Airlines UA1317 / UA2497: PIT 2026-12-20 15:15:00 → ORD 2026-12-20 19:05:00; 1 stop(s) via IAD; 290 minutes. Local airport times.
    • UA1317: PIT 2026-12-20 15:15:00 → IAD 2026-12-20 16:20:00; layover at IAD: 79 minutes.
    • UA2497: IAD 2026-12-20 17:39:00 → ORD 2026-12-20 19:05:00.
  • United Airlines UA4192: ORD 2026-12-27 07:10:00 → PIT 2026-12-27 09:52:00; nonstop; 102 minutes. Local airport times.

2026-12-20 → 2026-12-26 · Axel-exclusive $367.25

  • United Airlines UA1317 / UA2497: PIT 2026-12-20 15:15:00 → ORD 2026-12-20 19:05:00; 1 stop(s) via IAD; 290 minutes. Local airport times.
    • UA1317: PIT 2026-12-20 15:15:00 → IAD 2026-12-20 16:20:00; layover at IAD: 79 minutes.
    • UA2497: IAD 2026-12-20 17:39:00 → ORD 2026-12-20 19:05:00.
  • United Airlines UA3693: ORD 2026-12-26 17:54:00 → PIT 2026-12-26 20:41:00; nonstop; 107 minutes. Local airport times.

2026-12-19 → 2026-12-25 · Axel-exclusive $367.25

  • United Airlines UA1317 / UA2497: PIT 2026-12-19 15:15:00 → ORD 2026-12-19 19:05:00; 1 stop(s) via IAD; 290 minutes. Local airport times.
    • UA1317: PIT 2026-12-19 15:15:00 → IAD 2026-12-19 16:20:00; layover at IAD: 79 minutes.
    • UA2497: IAD 2026-12-19 17:39:00 → ORD 2026-12-19 19:05:00.
  • United Airlines UA3693: ORD 2026-12-25 17:54:00 → PIT 2026-12-25 20:41:00; nonstop; 107 minutes. Local airport times.

2026-12-19 → 2026-12-26 · Axel-exclusive $367.25

  • United Airlines UA1317 / UA2497: PIT 2026-12-19 15:15:00 → ORD 2026-12-19 19:05:00; 1 stop(s) via IAD; 290 minutes. Local airport times.
    • UA1317: PIT 2026-12-19 15:15:00 → IAD 2026-12-19 16:20:00; layover at IAD: 79 minutes.
    • UA2497: IAD 2026-12-19 17:39:00 → ORD 2026-12-19 19:05:00.
  • United Airlines UA3693: ORD 2026-12-26 17:54:00 → PIT 2026-12-26 20:41:00; nonstop; 107 minutes. Local airport times.

2026-12-20 → 2026-12-25 · Axel-exclusive $367.25

  • United Airlines UA1317 / UA2497: PIT 2026-12-20 15:15:00 → ORD 2026-12-20 19:05:00; 1 stop(s) via IAD; 290 minutes. Local airport times.
    • UA1317: PIT 2026-12-20 15:15:00 → IAD 2026-12-20 16:20:00; layover at IAD: 79 minutes.
    • UA2497: IAD 2026-12-20 17:39:00 → ORD 2026-12-20 19:05:00.
  • United Airlines UA3693: ORD 2026-12-25 17:54:00 → PIT 2026-12-25 20:41:00; nonstop; 107 minutes. Local airport times.

2026-12-19 → 2026-12-27 · Axel-exclusive $403.00

  • Delta Air Lines DL5738 / DL1716: PIT 2026-12-19 10:31:00 → ORD 2026-12-19 13:59:00; 1 stop(s) via DTW; 268 minutes. Local airport times.
    • DL5738: PIT 2026-12-19 10:31:00 → DTW 2026-12-19 11:44:00; layover at DTW: 103 minutes.
    • DL1716: DTW 2026-12-19 13:27:00 → ORD 2026-12-19 13:59:00.
  • Delta Air Lines DL2358 / DL3850: ORD 2026-12-27 17:02:00 → PIT 2026-12-27 22:57:00; 1 stop(s) via DTW; 295 minutes. Local airport times.
    • DL2358: ORD 2026-12-27 17:02:00 → DTW 2026-12-27 19:24:00; layover at DTW: 136 minutes.
    • DL3850: DTW 2026-12-27 21:40:00 → PIT 2026-12-27 22:57:00.

2026-12-20 → 2026-12-27 · Axel-exclusive $403.00

  • Delta Air Lines DL5738 / DL1716: PIT 2026-12-20 10:31:00 → ORD 2026-12-20 13:59:00; 1 stop(s) via DTW; 268 minutes. Local airport times.
    • DL5738: PIT 2026-12-20 10:31:00 → DTW 2026-12-20 11:44:00; layover at DTW: 103 minutes.
    • DL1716: DTW 2026-12-20 13:27:00 → ORD 2026-12-20 13:59:00.
  • Delta Air Lines DL2358 / DL3850: ORD 2026-12-27 17:02:00 → PIT 2026-12-27 22:57:00; 1 stop(s) via DTW; 295 minutes. Local airport times.
    • DL2358: ORD 2026-12-27 17:02:00 → DTW 2026-12-27 19:24:00; layover at DTW: 136 minutes.
    • DL3850: DTW 2026-12-27 21:40:00 → PIT 2026-12-27 22:57:00.

2026-12-19 → 2026-12-26 · Axel-exclusive $403.00

  • Delta Air Lines DL5738 / DL1716: PIT 2026-12-19 10:31:00 → ORD 2026-12-19 13:59:00; 1 stop(s) via DTW; 268 minutes. Local airport times.
    • DL5738: PIT 2026-12-19 10:31:00 → DTW 2026-12-19 11:44:00; layover at DTW: 103 minutes.
    • DL1716: DTW 2026-12-19 13:27:00 → ORD 2026-12-19 13:59:00.
  • Delta Air Lines DL2358 / DL3850: ORD 2026-12-26 17:02:00 → PIT 2026-12-26 22:57:00; 1 stop(s) via DTW; 295 minutes. Local airport times.
    • DL2358: ORD 2026-12-26 17:02:00 → DTW 2026-12-26 19:24:00; layover at DTW: 136 minutes.
    • DL3850: DTW 2026-12-26 21:40:00 → PIT 2026-12-26 22:57:00.

2026-12-19 → 2026-12-25 · Axel-exclusive $403.00

  • Delta Air Lines DL5738 / DL1716: PIT 2026-12-19 10:31:00 → ORD 2026-12-19 13:59:00; 1 stop(s) via DTW; 268 minutes. Local airport times.
    • DL5738: PIT 2026-12-19 10:31:00 → DTW 2026-12-19 11:44:00; layover at DTW: 103 minutes.
    • DL1716: DTW 2026-12-19 13:27:00 → ORD 2026-12-19 13:59:00.
  • Delta Air Lines DL2358 / DL3850: ORD 2026-12-25 17:02:00 → PIT 2026-12-25 22:57:00; 1 stop(s) via DTW; 295 minutes. Local airport times.
    • DL2358: ORD 2026-12-25 17:02:00 → DTW 2026-12-25 19:24:00; layover at DTW: 136 minutes.
    • DL3850: DTW 2026-12-25 21:40:00 → PIT 2026-12-25 22:57:00.

2026-12-20 → 2026-12-25 · Axel-exclusive $403.00

  • Delta Air Lines DL5738 / DL1716: PIT 2026-12-20 10:31:00 → ORD 2026-12-20 13:59:00; 1 stop(s) via DTW; 268 minutes. Local airport times.
    • DL5738: PIT 2026-12-20 10:31:00 → DTW 2026-12-20 11:44:00; layover at DTW: 103 minutes.
    • DL1716: DTW 2026-12-20 13:27:00 → ORD 2026-12-20 13:59:00.
  • Delta Air Lines DL2358 / DL3850: ORD 2026-12-25 17:02:00 → PIT 2026-12-25 22:57:00; 1 stop(s) via DTW; 295 minutes. Local airport times.
    • DL2358: ORD 2026-12-25 17:02:00 → DTW 2026-12-25 19:24:00; layover at DTW: 136 minutes.
    • DL3850: DTW 2026-12-25 21:40:00 → PIT 2026-12-25 22:57:00.

2026-12-20 → 2026-12-26 · Axel-exclusive $403.00

  • Delta Air Lines DL5738 / DL1716: PIT 2026-12-20 10:31:00 → ORD 2026-12-20 13:59:00; 1 stop(s) via DTW; 268 minutes. Local airport times.
    • DL5738: PIT 2026-12-20 10:31:00 → DTW 2026-12-20 11:44:00; layover at DTW: 103 minutes.
    • DL1716: DTW 2026-12-20 13:27:00 → ORD 2026-12-20 13:59:00.
  • Delta Air Lines DL2358 / DL3850: ORD 2026-12-26 17:02:00 → PIT 2026-12-26 22:57:00; 1 stop(s) via DTW; 295 minutes. Local airport times.
    • DL2358: ORD 2026-12-26 17:02:00 → DTW 2026-12-26 19:24:00; layover at DTW: 136 minutes.
    • DL3850: DTW 2026-12-26 21:40:00 → PIT 2026-12-26 22:57:00.

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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  • This page: Pittsburgh (PIT) to Chicago (ORD) · Dec 18–Dec 20, 2026 · return Dec 25–Dec 27, 2026: 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 Chicago 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.
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  • 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.