Travel with Axel, get the best price.

Route overview: Chicago to San Diego (SAN) flight deals

Chicago (MDW) to San Diego (SAN), Dec 11–13, 2026, return Dec 18–20, 2026: from $399 round trip

Chicago (MDW) to San Diego (SAN), Dec 11–13, 2026, return Dec 18–20, 2026: from $399 round trip on Axel, checked Oct 29, 2026. Lowest published fare: $399 round trip, Axel-exclusive, Southwest Airlines, 1 stop, Dec 11–18, 2026, 1 adult, economy, checked Oct 29, 2026.

MDW → SAN1 adulteconomyRound trip

72 flight options · 1 airline

Nonstop flights

Sun, Dec 13 – Sun, Dec 20

Southwest Airlines
3:15 pmMDW
4h 20m
Nonstop
5:35 pmSAN
Southwest Airlines
12:00 pmSAN
3h 55m
Nonstop
5:55 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sun, Dec 13 – Fri, Dec 18

Southwest Airlines
9:15 pmMDW
4h 40m
Nonstop
11:55 pmSAN
Southwest Airlines
11:45 amSAN
3h 55m
Nonstop
5:40 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sat, Dec 12 – Sun, Dec 20

Southwest Airlines
10:20 amMDW
4h 25m
Nonstop
12:45 pmSAN
Southwest Airlines
12:00 pmSAN
3h 55m
Nonstop
5:55 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Fri, Dec 11 – Sat, Dec 19

Southwest Airlines
3:45 pmMDW
4h 30m
Nonstop
6:15 pmSAN
Southwest Airlines
8:15 amSAN
4h
Nonstop
2:15 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sun, Dec 13 – Sat, Dec 19

Southwest Airlines
3:15 pmMDW
4h 20m
Nonstop
5:35 pmSAN
Southwest Airlines
8:15 amSAN
4h
Nonstop
2:15 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Fri, Dec 11 – Fri, Dec 18

Southwest Airlines
10:10 amMDW
4h 25m
Nonstop
12:35 pmSAN
Southwest Airlines
11:45 amSAN
3h 55m
Nonstop
5:40 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Fri, Dec 11 – Sun, Dec 20

Southwest Airlines
3:45 pmMDW
4h 30m
Nonstop
6:15 pmSAN
Southwest Airlines
12:00 pmSAN
3h 55m
Nonstop
5:55 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sat, Dec 12 – Fri, Dec 18

Southwest Airlines
10:20 amMDW
4h 25m
Nonstop
12:45 pmSAN
Southwest Airlines
11:45 amSAN
3h 55m
Nonstop
5:40 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sat, Dec 12 – Sat, Dec 19

Southwest Airlines
3:45 pmMDW
4h 30m
Nonstop
6:15 pmSAN
Southwest Airlines
8:15 amSAN
4h
Nonstop
2:15 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sat, Dec 12 – Sun, Dec 20

Southwest Airlines
3:45 pmMDW
4h 30m
Nonstop
6:15 pmSAN
Southwest Airlines
12:00 pmSAN
3h 55m
Nonstop
5:55 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sun, Dec 13 – Sat, Dec 19

Southwest Airlines
9:15 pmMDW
4h 40m
Nonstop
11:55 pmSAN
Southwest Airlines
8:15 amSAN
4h
Nonstop
2:15 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sun, Dec 13 – Sun, Dec 20

Southwest Airlines
9:15 pmMDW
4h 40m
Nonstop
11:55 pmSAN
Southwest Airlines
12:00 pmSAN
3h 55m
Nonstop
5:55 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sun, Dec 13 – Fri, Dec 18

Southwest Airlines
3:15 pmMDW
4h 20m
Nonstop
5:35 pmSAN
Southwest Airlines
11:45 amSAN
3h 55m
Nonstop
5:40 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Fri, Dec 11 – Sat, Dec 19

Southwest Airlines
10:10 amMDW
4h 25m
Nonstop
12:35 pmSAN
Southwest Airlines
8:15 amSAN
4h
Nonstop
2:15 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sat, Dec 12 – Fri, Dec 18

Southwest Airlines
3:45 pmMDW
4h 30m
Nonstop
6:15 pmSAN
Southwest Airlines
11:45 amSAN
3h 55m
Nonstop
5:40 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Fri, Dec 11 – Fri, Dec 18

Southwest Airlines
3:45 pmMDW
4h 30m
Nonstop
6:15 pmSAN
Southwest Airlines
11:45 amSAN
3h 55m
Nonstop
5:40 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Fri, Dec 11 – Sun, Dec 20

Southwest Airlines
10:10 amMDW
4h 25m
Nonstop
12:35 pmSAN
Southwest Airlines
12:00 pmSAN
3h 55m
Nonstop
5:55 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sat, Dec 12 – Sat, Dec 19

Southwest Airlines
10:20 amMDW
4h 25m
Nonstop
12:45 pmSAN
Southwest Airlines
8:15 amSAN
4h
Nonstop
2:15 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

One-stop flights

Fri, Dec 11 – Fri, Dec 18

Southwest Airlines
10:20 amMDW
4h 25m
Nonstop
12:45 pmSAN
Southwest Airlines
11:55 amSAN
6h 5m
STL · 1h 30m
8:00 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sun, Dec 13 – Fri, Dec 18

Southwest Airlines
8:55 pmMDW
4h 30m
Nonstop
11:25 pmSAN
Southwest Airlines
11:55 amSAN
6h 5m
STL · 1h 30m
8:00 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sat, Dec 12 – Fri, Dec 18

Southwest Airlines
10:10 amMDW
4h 25m
Nonstop
12:35 pmSAN
Southwest Airlines
11:55 amSAN
6h 5m
STL · 1h 30m
8:00 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sun, Dec 13 – Sat, Dec 19

Southwest Airlines
3:45 pmMDW
7h 5m
ABQ · 1h 55m
8:50 pmSAN
Southwest Airlines
8:15 amSAN
4h
Nonstop
2:15 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Fri, Dec 11 – Sun, Dec 20

Southwest Airlines
9:55 amMDW
7h
BNA · 1h
2:55 pmSAN
Southwest Airlines
12:00 pmSAN
3h 55m
Nonstop
5:55 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Fri, Dec 11 – Sat, Dec 19

Southwest Airlines
10:15 amMDW
7h 35m
HOU · 1h 35m
3:50 pmSAN
Southwest Airlines
8:15 amSAN
4h
Nonstop
2:15 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sun, Dec 13 – Sun, Dec 20

Southwest Airlines
2:35 pmMDW
6h 10m
DEN · 1h 10m
6:45 pmSAN
Southwest Airlines
12:00 pmSAN
3h 55m
Nonstop
5:55 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sun, Dec 13 – Sat, Dec 19

Southwest Airlines
10:15 amMDW
7h 35m
HOU · 1h 35m
3:50 pmSAN
Southwest Airlines
8:15 amSAN
4h
Nonstop
2:15 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sun, Dec 13 – Sat, Dec 19

Southwest Airlines
1:20 pmMDW
7h 15m
CMH · 1h 20m
6:35 pmSAN
Southwest Airlines
8:15 amSAN
4h
Nonstop
2:15 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sat, Dec 12 – Sat, Dec 19

Southwest Airlines
1:20 pmMDW
7h 15m
CMH · 1h 20m
6:35 pmSAN
Southwest Airlines
8:15 amSAN
4h
Nonstop
2:15 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Fri, Dec 11 – Sun, Dec 20

Southwest Airlines
5:05 amMDW
6h 35m
PHX · 1h 25m
9:40 amSAN
Southwest Airlines
12:00 pmSAN
3h 55m
Nonstop
5:55 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Fri, Dec 11 – Sat, Dec 19

Southwest Airlines
3:45 pmMDW
7h 5m
ABQ · 1h 55m
8:50 pmSAN
Southwest Airlines
8:15 amSAN
4h
Nonstop
2:15 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sat, Dec 12 – Fri, Dec 18

Southwest Airlines
1:20 pmMDW
7h 15m
CMH · 1h 20m
6:35 pmSAN
Southwest Airlines
11:45 amSAN
3h 55m
Nonstop
5:40 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sat, Dec 12 – Sun, Dec 20

Southwest Airlines
5:05 amMDW
6h 35m
PHX · 1h 25m
9:40 amSAN
Southwest Airlines
12:00 pmSAN
3h 55m
Nonstop
5:55 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sun, Dec 13 – Sat, Dec 19

Southwest Airlines
5:05 amMDW
6h 35m
PHX · 1h 25m
9:40 amSAN
Southwest Airlines
8:15 amSAN
4h
Nonstop
2:15 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sat, Dec 12 – Fri, Dec 18

Southwest Airlines
9:55 amMDW
7h
BNA · 1h
2:55 pmSAN
Southwest Airlines
11:45 amSAN
3h 55m
Nonstop
5:40 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sun, Dec 13 – Fri, Dec 18

Southwest Airlines
10:15 amMDW
7h 35m
HOU · 1h 35m
3:50 pmSAN
Southwest Airlines
11:45 amSAN
3h 55m
Nonstop
5:40 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sat, Dec 12 – Fri, Dec 18

Southwest Airlines
10:15 amMDW
7h 35m
HOU · 1h 35m
3:50 pmSAN
Southwest Airlines
11:45 amSAN
3h 55m
Nonstop
5:40 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Fri, Dec 11 – Fri, Dec 18

Southwest Airlines
5:05 amMDW
6h 35m
PHX · 1h 25m
9:40 amSAN
Southwest Airlines
11:45 amSAN
3h 55m
Nonstop
5:40 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sun, Dec 13 – Fri, Dec 18

Southwest Airlines
5:05 amMDW
6h 35m
PHX · 1h 25m
9:40 amSAN
Southwest Airlines
11:45 amSAN
3h 55m
Nonstop
5:40 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Fri, Dec 11 – Sat, Dec 19

Southwest Airlines
9:55 amMDW
7h
BNA · 1h
2:55 pmSAN
Southwest Airlines
8:15 amSAN
4h
Nonstop
2:15 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Fri, Dec 11 – Sat, Dec 19

Southwest Airlines
1:20 pmMDW
7h 15m
CMH · 1h 20m
6:35 pmSAN
Southwest Airlines
8:15 amSAN
4h
Nonstop
2:15 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sun, Dec 13 – Fri, Dec 18

Southwest Airlines
3:45 pmMDW
7h 5m
ABQ · 1h 55m
8:50 pmSAN
Southwest Airlines
11:45 amSAN
3h 55m
Nonstop
5:40 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sat, Dec 12 – Sun, Dec 20

Southwest Airlines
3:45 pmMDW
7h 5m
ABQ · 1h 55m
8:50 pmSAN
Southwest Airlines
12:00 pmSAN
3h 55m
Nonstop
5:55 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sun, Dec 13 – Fri, Dec 18

Southwest Airlines
1:20 pmMDW
7h 15m
CMH · 1h 20m
6:35 pmSAN
Southwest Airlines
11:45 amSAN
3h 55m
Nonstop
5:40 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sat, Dec 12 – Sat, Dec 19

Southwest Airlines
2:35 pmMDW
6h 10m
DEN · 1h 10m
6:45 pmSAN
Southwest Airlines
8:15 amSAN
4h
Nonstop
2:15 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Fri, Dec 11 – Sun, Dec 20

Southwest Airlines
2:35 pmMDW
6h 10m
DEN · 1h 10m
6:45 pmSAN
Southwest Airlines
12:00 pmSAN
3h 55m
Nonstop
5:55 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sun, Dec 13 – Sat, Dec 19

Southwest Airlines
2:35 pmMDW
6h 10m
DEN · 1h 10m
6:45 pmSAN
Southwest Airlines
8:15 amSAN
4h
Nonstop
2:15 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sat, Dec 12 – Sat, Dec 19

Southwest Airlines
10:15 amMDW
7h 35m
HOU · 1h 35m
3:50 pmSAN
Southwest Airlines
8:15 amSAN
4h
Nonstop
2:15 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Fri, Dec 11 – Fri, Dec 18

Southwest Airlines
10:15 amMDW
7h 35m
HOU · 1h 35m
3:50 pmSAN
Southwest Airlines
11:45 amSAN
3h 55m
Nonstop
5:40 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Fri, Dec 11 – Sat, Dec 19

Southwest Airlines
2:35 pmMDW
6h 10m
DEN · 1h 10m
6:45 pmSAN
Southwest Airlines
8:15 amSAN
4h
Nonstop
2:15 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sun, Dec 13 – Sat, Dec 19

Southwest Airlines
9:55 amMDW
7h
BNA · 1h
2:55 pmSAN
Southwest Airlines
8:15 amSAN
4h
Nonstop
2:15 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sat, Dec 12 – Sun, Dec 20

Southwest Airlines
1:20 pmMDW
7h 15m
CMH · 1h 20m
6:35 pmSAN
Southwest Airlines
12:00 pmSAN
3h 55m
Nonstop
5:55 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Fri, Dec 11 – Sun, Dec 20

Southwest Airlines
3:45 pmMDW
7h 5m
ABQ · 1h 55m
8:50 pmSAN
Southwest Airlines
12:00 pmSAN
3h 55m
Nonstop
5:55 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sat, Dec 12 – Sat, Dec 19

Southwest Airlines
5:05 amMDW
6h 35m
PHX · 1h 25m
9:40 amSAN
Southwest Airlines
8:15 amSAN
4h
Nonstop
2:15 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sun, Dec 13 – Sun, Dec 20

Southwest Airlines
9:55 amMDW
7h
BNA · 1h
2:55 pmSAN
Southwest Airlines
12:00 pmSAN
3h 55m
Nonstop
5:55 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sat, Dec 12 – Sun, Dec 20

Southwest Airlines
10:15 amMDW
7h 35m
HOU · 1h 35m
3:50 pmSAN
Southwest Airlines
12:00 pmSAN
3h 55m
Nonstop
5:55 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sat, Dec 12 – Sat, Dec 19

Southwest Airlines
3:45 pmMDW
7h 5m
ABQ · 1h 55m
8:50 pmSAN
Southwest Airlines
8:15 amSAN
4h
Nonstop
2:15 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sat, Dec 12 – Sun, Dec 20

Southwest Airlines
2:35 pmMDW
6h 10m
DEN · 1h 10m
6:45 pmSAN
Southwest Airlines
12:00 pmSAN
3h 55m
Nonstop
5:55 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sun, Dec 13 – Sun, Dec 20

Southwest Airlines
3:45 pmMDW
7h 5m
ABQ · 1h 55m
8:50 pmSAN
Southwest Airlines
12:00 pmSAN
3h 55m
Nonstop
5:55 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Fri, Dec 11 – Sun, Dec 20

Southwest Airlines
1:20 pmMDW
7h 15m
CMH · 1h 20m
6:35 pmSAN
Southwest Airlines
12:00 pmSAN
3h 55m
Nonstop
5:55 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sat, Dec 12 – Fri, Dec 18

Southwest Airlines
3:45 pmMDW
7h 5m
ABQ · 1h 55m
8:50 pmSAN
Southwest Airlines
11:45 amSAN
3h 55m
Nonstop
5:40 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sat, Dec 12 – Sun, Dec 20

Southwest Airlines
9:55 amMDW
7h
BNA · 1h
2:55 pmSAN
Southwest Airlines
12:00 pmSAN
3h 55m
Nonstop
5:55 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sun, Dec 13 – Fri, Dec 18

Southwest Airlines
9:55 amMDW
7h
BNA · 1h
2:55 pmSAN
Southwest Airlines
11:45 amSAN
3h 55m
Nonstop
5:40 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Fri, Dec 11 – Fri, Dec 18

Southwest Airlines
1:20 pmMDW
7h 15m
CMH · 1h 20m
6:35 pmSAN
Southwest Airlines
11:45 amSAN
3h 55m
Nonstop
5:40 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sat, Dec 12 – Sat, Dec 19

Southwest Airlines
9:55 amMDW
7h
BNA · 1h
2:55 pmSAN
Southwest Airlines
8:15 amSAN
4h
Nonstop
2:15 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Fri, Dec 11 – Sun, Dec 20

Southwest Airlines
10:15 amMDW
7h 35m
HOU · 1h 35m
3:50 pmSAN
Southwest Airlines
12:00 pmSAN
3h 55m
Nonstop
5:55 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sat, Dec 12 – Fri, Dec 18

Southwest Airlines
5:05 amMDW
6h 35m
PHX · 1h 25m
9:40 amSAN
Southwest Airlines
11:45 amSAN
3h 55m
Nonstop
5:40 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Fri, Dec 11 – Fri, Dec 18

Southwest Airlines
3:45 pmMDW
7h 5m
ABQ · 1h 55m
8:50 pmSAN
Southwest Airlines
11:45 amSAN
3h 55m
Nonstop
5:40 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sun, Dec 13 – Sun, Dec 20

Southwest Airlines
5:05 amMDW
6h 35m
PHX · 1h 25m
9:40 amSAN
Southwest Airlines
12:00 pmSAN
3h 55m
Nonstop
5:55 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sun, Dec 13 – Sun, Dec 20

Southwest Airlines
1:20 pmMDW
7h 15m
CMH · 1h 20m
6:35 pmSAN
Southwest Airlines
12:00 pmSAN
3h 55m
Nonstop
5:55 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sun, Dec 13 – Sun, Dec 20

Southwest Airlines
10:15 amMDW
7h 35m
HOU · 1h 35m
3:50 pmSAN
Southwest Airlines
12:00 pmSAN
3h 55m
Nonstop
5:55 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Fri, Dec 11 – Sat, Dec 19

Southwest Airlines
5:05 amMDW
6h 35m
PHX · 1h 25m
9:40 amSAN
Southwest Airlines
8:15 amSAN
4h
Nonstop
2:15 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Fri, Dec 11 – Fri, Dec 18

Southwest Airlines
9:55 amMDW
7h
BNA · 1h
2:55 pmSAN
Southwest Airlines
11:45 amSAN
3h 55m
Nonstop
5:40 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Hotels for these nights (Dec 11–18, 2026 · 7 nights · 2 adults, 1 room): 3★ Holiday Inn Oceanside Camp Pendleton Area by IHG $997 · 4★ SpringHill Suites by Marriott Oceanside Beach $2,076

Hotels for these nights (Dec 11–19, 2026 · 8 nights · 2 adults, 1 room): 3★ Holiday Inn Oceanside Camp Pendleton Area by IHG $1,132 · 4★ SpringHill Suites by Marriott Oceanside Beach $2,413

Hotels for these nights (Dec 11–20, 2026 · 9 nights · 2 adults, 1 room): 3★ Holiday Inn Oceanside Camp Pendleton Area by IHG $1,272 · 4★ SpringHill Suites by Marriott Oceanside Beach $2,773

Hotels for these nights (Dec 12–18, 2026 · 6 nights · 2 adults, 1 room): 3★ Holiday Inn Oceanside Camp Pendleton Area by IHG $819 · 4★ SpringHill Suites by Marriott Oceanside Beach $1,705

Hotels for these nights (Dec 12–19, 2026 · 7 nights · 2 adults, 1 room): 3★ Holiday Inn Oceanside Camp Pendleton Area by IHG $954 · 4★ SpringHill Suites by Marriott Oceanside Beach $2,042

Hotels for these nights (Dec 12–20, 2026 · 8 nights · 2 adults, 1 room): 3★ Holiday Inn Oceanside Camp Pendleton Area by IHG $1,094 · 4★ SpringHill Suites by Marriott Oceanside Beach $2,402

Hotels for these nights (Dec 13–18, 2026 · 5 nights · 2 adults, 1 room): 3★ Holiday Inn Oceanside Camp Pendleton Area by IHG $631 · 4★ Carlsbad Inn Beach Resort $1,036

Hotels for these nights (Dec 13–19, 2026 · 6 nights · 2 adults, 1 room): 3★ Holiday Inn Oceanside Camp Pendleton Area by IHG $766 · 4★ Carlsbad Inn Beach Resort $1,326

Hotels for these nights (Dec 13–20, 2026 · 7 nights · 2 adults, 1 room): 3★ Holiday Inn Oceanside Camp Pendleton Area by IHG $906 · 4★ Carlsbad Inn Beach Resort $1,582

Make this trip yours

MDW ⇄ SAN

Economy

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Explore this route

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

Chicago (MDW) to San Diego (SAN), Dec 11–13, 2026, return Dec 18–20, 2026: from $399 round trip on Axel, checked Oct 29, 2026. Lowest published fare: $399 round trip, Axel-exclusive, Southwest Airlines, 1 stop, Dec 11–18, 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)
2026-12-13 → 2026-12-20Southwest AirlinesWN4415 / WN198115:15:00→17:35:00 4h 20m nonstop · 12:00:00→17:55:00 3h 55m nonstopAxel-exclusive $420.002026-10-29T01:29:13Z
2026-12-13 → 2026-12-18Southwest AirlinesWN1987 / WN115621:15:00→23:55:00 4h 40m nonstop · 11:45:00→17:40:00 3h 55m nonstopAxel-exclusive $420.002026-10-29T01:29:13Z
2026-12-12 → 2026-12-20Southwest AirlinesWN1456 / WN198110:20:00→12:45:00 4h 25m nonstop · 12:00:00→17:55:00 3h 55m nonstopAxel-exclusive $420.002026-10-29T01:29:13Z
2026-12-11 → 2026-12-19Southwest AirlinesWN1071 / WN63415:45:00→18:15:00 4h 30m nonstop · 08:15:00→14:15:00 4h 00m nonstopAxel-exclusive $420.002026-10-29T01:29:13Z
2026-12-13 → 2026-12-19Southwest AirlinesWN4415 / WN63415:15:00→17:35:00 4h 20m nonstop · 08:15:00→14:15:00 4h 00m nonstopAxel-exclusive $420.002026-10-29T01:29:13Z
2026-12-11 → 2026-12-18Southwest AirlinesWN1456 / WN115610:10:00→12:35:00 4h 25m nonstop · 11:45:00→17:40:00 3h 55m nonstopAxel-exclusive $420.002026-10-29T01:29:13Z
2026-12-11 → 2026-12-20Southwest AirlinesWN1071 / WN198115:45:00→18:15:00 4h 30m nonstop · 12:00:00→17:55:00 3h 55m nonstopAxel-exclusive $420.002026-10-29T01:29:13Z
2026-12-12 → 2026-12-18Southwest AirlinesWN1456 / WN115610:20:00→12:45:00 4h 25m nonstop · 11:45:00→17:40:00 3h 55m nonstopAxel-exclusive $420.002026-10-29T01:29:13Z
2026-12-12 → 2026-12-19Southwest AirlinesWN1071 / WN63415:45:00→18:15:00 4h 30m nonstop · 08:15:00→14:15:00 4h 00m nonstopAxel-exclusive $420.002026-10-29T01:29:13Z
2026-12-12 → 2026-12-20Southwest AirlinesWN1071 / WN198115:45:00→18:15:00 4h 30m nonstop · 12:00:00→17:55:00 3h 55m nonstopAxel-exclusive $420.002026-10-29T01:29:13Z
2026-12-13 → 2026-12-19Southwest AirlinesWN1987 / WN63421:15:00→23:55:00 4h 40m nonstop · 08:15:00→14:15:00 4h 00m nonstopAxel-exclusive $420.002026-10-29T01:29:13Z
2026-12-13 → 2026-12-20Southwest AirlinesWN1987 / WN198121:15:00→23:55:00 4h 40m nonstop · 12:00:00→17:55:00 3h 55m nonstopAxel-exclusive $420.002026-10-29T01:29:13Z
2026-12-13 → 2026-12-18Southwest AirlinesWN4415 / WN115615:15:00→17:35:00 4h 20m nonstop · 11:45:00→17:40:00 3h 55m nonstopAxel-exclusive $420.002026-10-29T01:29:13Z
2026-12-11 → 2026-12-19Southwest AirlinesWN1456 / WN63410:10:00→12:35:00 4h 25m nonstop · 08:15:00→14:15:00 4h 00m nonstopAxel-exclusive $420.002026-10-29T01:29:13Z
2026-12-12 → 2026-12-18Southwest AirlinesWN1071 / WN115615:45:00→18:15:00 4h 30m nonstop · 11:45:00→17:40:00 3h 55m nonstopAxel-exclusive $420.002026-10-29T01:29:13Z
2026-12-11 → 2026-12-18Southwest AirlinesWN1071 / WN115615:45:00→18:15:00 4h 30m nonstop · 11:45:00→17:40:00 3h 55m nonstopAxel-exclusive $420.002026-10-29T01:29:13Z
2026-12-11 → 2026-12-20Southwest AirlinesWN1456 / WN198110:10:00→12:35:00 4h 25m nonstop · 12:00:00→17:55:00 3h 55m nonstopAxel-exclusive $420.002026-10-29T01:29:13Z
2026-12-12 → 2026-12-19Southwest AirlinesWN1456 / WN63410:20:00→12:45:00 4h 25m nonstop · 08:15:00→14:15:00 4h 00m nonstopAxel-exclusive $420.002026-10-29T01:29:13Z
2026-12-11 → 2026-12-18Southwest AirlinesWN1456 / WN4711 + WN417510:20:00→12:45:00 4h 25m nonstop · 11:55:00→20:00:00 6h 05m 1 stop via STLAxel-exclusive $399.002026-10-29T01:29:13Z
2026-12-13 → 2026-12-18Southwest AirlinesWN1987 / WN4711 + WN417520:55:00→23:25:00 4h 30m nonstop · 11:55:00→20:00:00 6h 05m 1 stop via STLAxel-exclusive $399.002026-10-29T01:29:13Z
2026-12-12 → 2026-12-18Southwest AirlinesWN1456 / WN4711 + WN417510:10:00→12:35:00 4h 25m nonstop · 11:55:00→20:00:00 6h 05m 1 stop via STLAxel-exclusive $399.002026-10-29T01:29:13Z
2026-12-13 → 2026-12-19Southwest AirlinesWN153 + WN167 / WN63415:45:00→20:50:00 7h 05m 1 stop via ABQ · 08:15:00→14:15:00 4h 00m nonstopAxel-exclusive $405.002026-10-29T01:29:13Z
2026-12-11 → 2026-12-20Southwest AirlinesWN725 + WN1079 / WN198109:55:00→14:55:00 7h 00m 1 stop via BNA · 12:00:00→17:55:00 3h 55m nonstopAxel-exclusive $405.002026-10-29T01:29:13Z
2026-12-11 → 2026-12-19Southwest AirlinesWN4395 + WN3167 / WN63410:15:00→15:50:00 7h 35m 1 stop via HOU · 08:15:00→14:15:00 4h 00m nonstopAxel-exclusive $405.002026-10-29T01:29:13Z
2026-12-13 → 2026-12-20Southwest AirlinesWN4606 + WN1780 / WN198114:35:00→18:45:00 6h 10m 1 stop via DEN · 12:00:00→17:55:00 3h 55m nonstopAxel-exclusive $405.002026-10-29T01:29:13Z
2026-12-13 → 2026-12-19Southwest AirlinesWN4395 + WN3167 / WN63410:15:00→15:50:00 7h 35m 1 stop via HOU · 08:15:00→14:15:00 4h 00m nonstopAxel-exclusive $405.002026-10-29T01:29:13Z
2026-12-13 → 2026-12-19Southwest AirlinesWN1354 + WN225 / WN63413:20:00→18:35:00 7h 15m 1 stop via CMH · 08:15:00→14:15:00 4h 00m nonstopAxel-exclusive $405.002026-10-29T01:29:13Z
2026-12-12 → 2026-12-19Southwest AirlinesWN1354 + WN225 / WN63413:20:00→18:35:00 7h 15m 1 stop via CMH · 08:15:00→14:15:00 4h 00m nonstopAxel-exclusive $405.002026-10-29T01:29:13Z
2026-12-11 → 2026-12-20Southwest AirlinesWN2995 + WN2447 / WN198105:05:00→09:40:00 6h 35m 1 stop via PHX · 12:00:00→17:55:00 3h 55m nonstopAxel-exclusive $405.002026-10-29T01:29:13Z
2026-12-11 → 2026-12-19Southwest AirlinesWN153 + WN167 / WN63415:45:00→20:50:00 7h 05m 1 stop via ABQ · 08:15:00→14:15:00 4h 00m nonstopAxel-exclusive $405.002026-10-29T01:29:13Z
2026-12-12 → 2026-12-18Southwest AirlinesWN1354 + WN225 / WN115613:20:00→18:35:00 7h 15m 1 stop via CMH · 11:45:00→17:40:00 3h 55m nonstopAxel-exclusive $405.002026-10-29T01:29:13Z
2026-12-12 → 2026-12-20Southwest AirlinesWN2995 + WN2447 / WN198105:05:00→09:40:00 6h 35m 1 stop via PHX · 12:00:00→17:55:00 3h 55m nonstopAxel-exclusive $405.002026-10-29T01:29:13Z
2026-12-13 → 2026-12-19Southwest AirlinesWN2995 + WN2447 / WN63405:05:00→09:40:00 6h 35m 1 stop via PHX · 08:15:00→14:15:00 4h 00m nonstopAxel-exclusive $405.002026-10-29T01:29:13Z
2026-12-12 → 2026-12-18Southwest AirlinesWN725 + WN1079 / WN115609:55:00→14:55:00 7h 00m 1 stop via BNA · 11:45:00→17:40:00 3h 55m nonstopAxel-exclusive $405.002026-10-29T01:29:13Z
2026-12-13 → 2026-12-18Southwest AirlinesWN4395 + WN3167 / WN115610:15:00→15:50:00 7h 35m 1 stop via HOU · 11:45:00→17:40:00 3h 55m nonstopAxel-exclusive $405.002026-10-29T01:29:13Z
2026-12-12 → 2026-12-18Southwest AirlinesWN4395 + WN3167 / WN115610:15:00→15:50:00 7h 35m 1 stop via HOU · 11:45:00→17:40:00 3h 55m nonstopAxel-exclusive $405.002026-10-29T01:29:13Z
2026-12-11 → 2026-12-18Southwest AirlinesWN2995 + WN2447 / WN115605:05:00→09:40:00 6h 35m 1 stop via PHX · 11:45:00→17:40:00 3h 55m nonstopAxel-exclusive $405.002026-10-29T01:29:13Z
2026-12-13 → 2026-12-18Southwest AirlinesWN2995 + WN2447 / WN115605:05:00→09:40:00 6h 35m 1 stop via PHX · 11:45:00→17:40:00 3h 55m nonstopAxel-exclusive $405.002026-10-29T01:29:13Z
2026-12-11 → 2026-12-19Southwest AirlinesWN725 + WN1079 / WN63409:55:00→14:55:00 7h 00m 1 stop via BNA · 08:15:00→14:15:00 4h 00m nonstopAxel-exclusive $405.002026-10-29T01:29:13Z
2026-12-11 → 2026-12-19Southwest AirlinesWN1354 + WN225 / WN63413:20:00→18:35:00 7h 15m 1 stop via CMH · 08:15:00→14:15:00 4h 00m nonstopAxel-exclusive $405.002026-10-29T01:29:13Z
2026-12-13 → 2026-12-18Southwest AirlinesWN153 + WN167 / WN115615:45:00→20:50:00 7h 05m 1 stop via ABQ · 11:45:00→17:40:00 3h 55m nonstopAxel-exclusive $405.002026-10-29T01:29:13Z
2026-12-12 → 2026-12-20Southwest AirlinesWN153 + WN167 / WN198115:45:00→20:50:00 7h 05m 1 stop via ABQ · 12:00:00→17:55:00 3h 55m nonstopAxel-exclusive $405.002026-10-29T01:29:13Z
2026-12-13 → 2026-12-18Southwest AirlinesWN1354 + WN225 / WN115613:20:00→18:35:00 7h 15m 1 stop via CMH · 11:45:00→17:40:00 3h 55m nonstopAxel-exclusive $405.002026-10-29T01:29:13Z
2026-12-12 → 2026-12-19Southwest AirlinesWN4606 + WN1780 / WN63414:35:00→18:45:00 6h 10m 1 stop via DEN · 08:15:00→14:15:00 4h 00m nonstopAxel-exclusive $405.002026-10-29T01:29:13Z
2026-12-11 → 2026-12-20Southwest AirlinesWN4606 + WN1780 / WN198114:35:00→18:45:00 6h 10m 1 stop via DEN · 12:00:00→17:55:00 3h 55m nonstopAxel-exclusive $405.002026-10-29T01:29:13Z
2026-12-13 → 2026-12-19Southwest AirlinesWN4606 + WN1780 / WN63414:35:00→18:45:00 6h 10m 1 stop via DEN · 08:15:00→14:15:00 4h 00m nonstopAxel-exclusive $405.002026-10-29T01:29:13Z
2026-12-12 → 2026-12-19Southwest AirlinesWN4395 + WN3167 / WN63410:15:00→15:50:00 7h 35m 1 stop via HOU · 08:15:00→14:15:00 4h 00m nonstopAxel-exclusive $405.002026-10-29T01:29:13Z
2026-12-11 → 2026-12-18Southwest AirlinesWN4395 + WN3167 / WN115610:15:00→15:50:00 7h 35m 1 stop via HOU · 11:45:00→17:40:00 3h 55m nonstopAxel-exclusive $405.002026-10-29T01:29:13Z
2026-12-11 → 2026-12-19Southwest AirlinesWN4606 + WN1780 / WN63414:35:00→18:45:00 6h 10m 1 stop via DEN · 08:15:00→14:15:00 4h 00m nonstopAxel-exclusive $405.002026-10-29T01:29:13Z
2026-12-13 → 2026-12-19Southwest AirlinesWN725 + WN1079 / WN63409:55:00→14:55:00 7h 00m 1 stop via BNA · 08:15:00→14:15:00 4h 00m nonstopAxel-exclusive $405.002026-10-29T01:29:13Z
2026-12-12 → 2026-12-20Southwest AirlinesWN1354 + WN225 / WN198113:20:00→18:35:00 7h 15m 1 stop via CMH · 12:00:00→17:55:00 3h 55m nonstopAxel-exclusive $405.002026-10-29T01:29:13Z
2026-12-11 → 2026-12-20Southwest AirlinesWN153 + WN167 / WN198115:45:00→20:50:00 7h 05m 1 stop via ABQ · 12:00:00→17:55:00 3h 55m nonstopAxel-exclusive $405.002026-10-29T01:29:13Z
2026-12-12 → 2026-12-19Southwest AirlinesWN2995 + WN2447 / WN63405:05:00→09:40:00 6h 35m 1 stop via PHX · 08:15:00→14:15:00 4h 00m nonstopAxel-exclusive $405.002026-10-29T01:29:13Z
2026-12-13 → 2026-12-20Southwest AirlinesWN725 + WN1079 / WN198109:55:00→14:55:00 7h 00m 1 stop via BNA · 12:00:00→17:55:00 3h 55m nonstopAxel-exclusive $405.002026-10-29T01:29:13Z
2026-12-12 → 2026-12-20Southwest AirlinesWN4395 + WN3167 / WN198110:15:00→15:50:00 7h 35m 1 stop via HOU · 12:00:00→17:55:00 3h 55m nonstopAxel-exclusive $405.002026-10-29T01:29:13Z
2026-12-12 → 2026-12-19Southwest AirlinesWN153 + WN167 / WN63415:45:00→20:50:00 7h 05m 1 stop via ABQ · 08:15:00→14:15:00 4h 00m nonstopAxel-exclusive $405.002026-10-29T01:29:13Z
2026-12-12 → 2026-12-20Southwest AirlinesWN4606 + WN1780 / WN198114:35:00→18:45:00 6h 10m 1 stop via DEN · 12:00:00→17:55:00 3h 55m nonstopAxel-exclusive $405.002026-10-29T01:29:13Z
2026-12-13 → 2026-12-20Southwest AirlinesWN153 + WN167 / WN198115:45:00→20:50:00 7h 05m 1 stop via ABQ · 12:00:00→17:55:00 3h 55m nonstopAxel-exclusive $405.002026-10-29T01:29:13Z
2026-12-11 → 2026-12-20Southwest AirlinesWN1354 + WN225 / WN198113:20:00→18:35:00 7h 15m 1 stop via CMH · 12:00:00→17:55:00 3h 55m nonstopAxel-exclusive $405.002026-10-29T01:29:13Z
2026-12-12 → 2026-12-18Southwest AirlinesWN153 + WN167 / WN115615:45:00→20:50:00 7h 05m 1 stop via ABQ · 11:45:00→17:40:00 3h 55m nonstopAxel-exclusive $405.002026-10-29T01:29:13Z
2026-12-12 → 2026-12-20Southwest AirlinesWN725 + WN1079 / WN198109:55:00→14:55:00 7h 00m 1 stop via BNA · 12:00:00→17:55:00 3h 55m nonstopAxel-exclusive $405.002026-10-29T01:29:13Z
2026-12-13 → 2026-12-18Southwest AirlinesWN725 + WN1079 / WN115609:55:00→14:55:00 7h 00m 1 stop via BNA · 11:45:00→17:40:00 3h 55m nonstopAxel-exclusive $405.002026-10-29T01:29:13Z
2026-12-11 → 2026-12-18Southwest AirlinesWN1354 + WN225 / WN115613:20:00→18:35:00 7h 15m 1 stop via CMH · 11:45:00→17:40:00 3h 55m nonstopAxel-exclusive $405.002026-10-29T01:29:13Z
2026-12-12 → 2026-12-19Southwest AirlinesWN725 + WN1079 / WN63409:55:00→14:55:00 7h 00m 1 stop via BNA · 08:15:00→14:15:00 4h 00m nonstopAxel-exclusive $405.002026-10-29T01:29:13Z
2026-12-11 → 2026-12-20Southwest AirlinesWN4395 + WN3167 / WN198110:15:00→15:50:00 7h 35m 1 stop via HOU · 12:00:00→17:55:00 3h 55m nonstopAxel-exclusive $405.002026-10-29T01:29:13Z
2026-12-12 → 2026-12-18Southwest AirlinesWN2995 + WN2447 / WN115605:05:00→09:40:00 6h 35m 1 stop via PHX · 11:45:00→17:40:00 3h 55m nonstopAxel-exclusive $405.002026-10-29T01:29:13Z
2026-12-11 → 2026-12-18Southwest AirlinesWN153 + WN167 / WN115615:45:00→20:50:00 7h 05m 1 stop via ABQ · 11:45:00→17:40:00 3h 55m nonstopAxel-exclusive $405.002026-10-29T01:29:13Z
2026-12-13 → 2026-12-20Southwest AirlinesWN2995 + WN2447 / WN198105:05:00→09:40:00 6h 35m 1 stop via PHX · 12:00:00→17:55:00 3h 55m nonstopAxel-exclusive $405.002026-10-29T01:29:13Z
2026-12-13 → 2026-12-20Southwest AirlinesWN1354 + WN225 / WN198113:20:00→18:35:00 7h 15m 1 stop via CMH · 12:00:00→17:55:00 3h 55m nonstopAxel-exclusive $405.002026-10-29T01:29:13Z
2026-12-13 → 2026-12-20Southwest AirlinesWN4395 + WN3167 / WN198110:15:00→15:50:00 7h 35m 1 stop via HOU · 12:00:00→17:55:00 3h 55m nonstopAxel-exclusive $405.002026-10-29T01:29:13Z
2026-12-11 → 2026-12-19Southwest AirlinesWN2995 + WN2447 / WN63405:05:00→09:40:00 6h 35m 1 stop via PHX · 08:15:00→14:15:00 4h 00m nonstopAxel-exclusive $405.002026-10-29T01:29:13Z
2026-12-11 → 2026-12-18Southwest AirlinesWN725 + WN1079 / WN115609:55:00→14:55:00 7h 00m 1 stop via BNA · 11:45:00→17:40:00 3h 55m nonstopAxel-exclusive $405.002026-10-29T01:29:13Z

Hotels in Oceanside, California for these trips

Hotels: under a trip, hotels in Oceanside, California 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 Oceanside, California

Route overview: Chicago to San Diego (SAN) flight deals

2026-12-13 → 2026-12-20 · Axel-exclusive $420.00

  • Southwest Airlines WN4415: MDW 2026-12-13 15:15:00 → SAN 2026-12-13 17:35:00; nonstop; 260 minutes. Local airport times.
  • Southwest Airlines WN1981: SAN 2026-12-20 12:00:00 → MDW 2026-12-20 17:55:00; nonstop; 235 minutes. Local airport times.

2026-12-13 → 2026-12-18 · Axel-exclusive $420.00

  • Southwest Airlines WN1987: MDW 2026-12-13 21:15:00 → SAN 2026-12-13 23:55:00; nonstop; 280 minutes. Local airport times.
  • Southwest Airlines WN1156: SAN 2026-12-18 11:45:00 → MDW 2026-12-18 17:40:00; nonstop; 235 minutes. Local airport times.

2026-12-12 → 2026-12-20 · Axel-exclusive $420.00

  • Southwest Airlines WN1456: MDW 2026-12-12 10:20:00 → SAN 2026-12-12 12:45:00; nonstop; 265 minutes. Local airport times.
  • Southwest Airlines WN1981: SAN 2026-12-20 12:00:00 → MDW 2026-12-20 17:55:00; nonstop; 235 minutes. Local airport times.

2026-12-11 → 2026-12-19 · Axel-exclusive $420.00

  • Southwest Airlines WN1071: MDW 2026-12-11 15:45:00 → SAN 2026-12-11 18:15:00; nonstop; 270 minutes. Local airport times.
  • Southwest Airlines WN634: SAN 2026-12-19 08:15:00 → MDW 2026-12-19 14:15:00; nonstop; 240 minutes. Local airport times.

2026-12-13 → 2026-12-19 · Axel-exclusive $420.00

  • Southwest Airlines WN4415: MDW 2026-12-13 15:15:00 → SAN 2026-12-13 17:35:00; nonstop; 260 minutes. Local airport times.
  • Southwest Airlines WN634: SAN 2026-12-19 08:15:00 → MDW 2026-12-19 14:15:00; nonstop; 240 minutes. Local airport times.

2026-12-11 → 2026-12-18 · Axel-exclusive $420.00

  • Southwest Airlines WN1456: MDW 2026-12-11 10:10:00 → SAN 2026-12-11 12:35:00; nonstop; 265 minutes. Local airport times.
  • Southwest Airlines WN1156: SAN 2026-12-18 11:45:00 → MDW 2026-12-18 17:40:00; nonstop; 235 minutes. Local airport times.

2026-12-11 → 2026-12-20 · Axel-exclusive $420.00

  • Southwest Airlines WN1071: MDW 2026-12-11 15:45:00 → SAN 2026-12-11 18:15:00; nonstop; 270 minutes. Local airport times.
  • Southwest Airlines WN1981: SAN 2026-12-20 12:00:00 → MDW 2026-12-20 17:55:00; nonstop; 235 minutes. Local airport times.

2026-12-12 → 2026-12-18 · Axel-exclusive $420.00

  • Southwest Airlines WN1456: MDW 2026-12-12 10:20:00 → SAN 2026-12-12 12:45:00; nonstop; 265 minutes. Local airport times.
  • Southwest Airlines WN1156: SAN 2026-12-18 11:45:00 → MDW 2026-12-18 17:40:00; nonstop; 235 minutes. Local airport times.

2026-12-12 → 2026-12-19 · Axel-exclusive $420.00

  • Southwest Airlines WN1071: MDW 2026-12-12 15:45:00 → SAN 2026-12-12 18:15:00; nonstop; 270 minutes. Local airport times.
  • Southwest Airlines WN634: SAN 2026-12-19 08:15:00 → MDW 2026-12-19 14:15:00; nonstop; 240 minutes. Local airport times.

2026-12-12 → 2026-12-20 · Axel-exclusive $420.00

  • Southwest Airlines WN1071: MDW 2026-12-12 15:45:00 → SAN 2026-12-12 18:15:00; nonstop; 270 minutes. Local airport times.
  • Southwest Airlines WN1981: SAN 2026-12-20 12:00:00 → MDW 2026-12-20 17:55:00; nonstop; 235 minutes. Local airport times.

2026-12-13 → 2026-12-19 · Axel-exclusive $420.00

  • Southwest Airlines WN1987: MDW 2026-12-13 21:15:00 → SAN 2026-12-13 23:55:00; nonstop; 280 minutes. Local airport times.
  • Southwest Airlines WN634: SAN 2026-12-19 08:15:00 → MDW 2026-12-19 14:15:00; nonstop; 240 minutes. Local airport times.

2026-12-13 → 2026-12-20 · Axel-exclusive $420.00

  • Southwest Airlines WN1987: MDW 2026-12-13 21:15:00 → SAN 2026-12-13 23:55:00; nonstop; 280 minutes. Local airport times.
  • Southwest Airlines WN1981: SAN 2026-12-20 12:00:00 → MDW 2026-12-20 17:55:00; nonstop; 235 minutes. Local airport times.

2026-12-13 → 2026-12-18 · Axel-exclusive $420.00

  • Southwest Airlines WN4415: MDW 2026-12-13 15:15:00 → SAN 2026-12-13 17:35:00; nonstop; 260 minutes. Local airport times.
  • Southwest Airlines WN1156: SAN 2026-12-18 11:45:00 → MDW 2026-12-18 17:40:00; nonstop; 235 minutes. Local airport times.

2026-12-11 → 2026-12-19 · Axel-exclusive $420.00

  • Southwest Airlines WN1456: MDW 2026-12-11 10:10:00 → SAN 2026-12-11 12:35:00; nonstop; 265 minutes. Local airport times.
  • Southwest Airlines WN634: SAN 2026-12-19 08:15:00 → MDW 2026-12-19 14:15:00; nonstop; 240 minutes. Local airport times.

2026-12-12 → 2026-12-18 · Axel-exclusive $420.00

  • Southwest Airlines WN1071: MDW 2026-12-12 15:45:00 → SAN 2026-12-12 18:15:00; nonstop; 270 minutes. Local airport times.
  • Southwest Airlines WN1156: SAN 2026-12-18 11:45:00 → MDW 2026-12-18 17:40:00; nonstop; 235 minutes. Local airport times.

2026-12-11 → 2026-12-18 · Axel-exclusive $420.00

  • Southwest Airlines WN1071: MDW 2026-12-11 15:45:00 → SAN 2026-12-11 18:15:00; nonstop; 270 minutes. Local airport times.
  • Southwest Airlines WN1156: SAN 2026-12-18 11:45:00 → MDW 2026-12-18 17:40:00; nonstop; 235 minutes. Local airport times.

2026-12-11 → 2026-12-20 · Axel-exclusive $420.00

  • Southwest Airlines WN1456: MDW 2026-12-11 10:10:00 → SAN 2026-12-11 12:35:00; nonstop; 265 minutes. Local airport times.
  • Southwest Airlines WN1981: SAN 2026-12-20 12:00:00 → MDW 2026-12-20 17:55:00; nonstop; 235 minutes. Local airport times.

2026-12-12 → 2026-12-19 · Axel-exclusive $420.00

  • Southwest Airlines WN1456: MDW 2026-12-12 10:20:00 → SAN 2026-12-12 12:45:00; nonstop; 265 minutes. Local airport times.
  • Southwest Airlines WN634: SAN 2026-12-19 08:15:00 → MDW 2026-12-19 14:15:00; nonstop; 240 minutes. Local airport times.

2026-12-11 → 2026-12-18 · Axel-exclusive $399.00

  • Southwest Airlines WN1456: MDW 2026-12-11 10:20:00 → SAN 2026-12-11 12:45:00; nonstop; 265 minutes. Local airport times.
  • Southwest Airlines WN4711 / WN4175: SAN 2026-12-18 11:55:00 → MDW 2026-12-18 20:00:00; 1 stop(s) via STL; 365 minutes. Local airport times.
    • WN4711: SAN 2026-12-18 11:55:00 → STL 2026-12-18 17:25:00; layover at STL: 90 minutes.
    • WN4175: STL 2026-12-18 18:55:00 → MDW 2026-12-18 20:00:00.

2026-12-13 → 2026-12-18 · Axel-exclusive $399.00

  • Southwest Airlines WN1987: MDW 2026-12-13 20:55:00 → SAN 2026-12-13 23:25:00; nonstop; 270 minutes. Local airport times.
  • Southwest Airlines WN4711 / WN4175: SAN 2026-12-18 11:55:00 → MDW 2026-12-18 20:00:00; 1 stop(s) via STL; 365 minutes. Local airport times.
    • WN4711: SAN 2026-12-18 11:55:00 → STL 2026-12-18 17:25:00; layover at STL: 90 minutes.
    • WN4175: STL 2026-12-18 18:55:00 → MDW 2026-12-18 20:00:00.

2026-12-12 → 2026-12-18 · Axel-exclusive $399.00

  • Southwest Airlines WN1456: MDW 2026-12-12 10:10:00 → SAN 2026-12-12 12:35:00; nonstop; 265 minutes. Local airport times.
  • Southwest Airlines WN4711 / WN4175: SAN 2026-12-18 11:55:00 → MDW 2026-12-18 20:00:00; 1 stop(s) via STL; 365 minutes. Local airport times.
    • WN4711: SAN 2026-12-18 11:55:00 → STL 2026-12-18 17:25:00; layover at STL: 90 minutes.
    • WN4175: STL 2026-12-18 18:55:00 → MDW 2026-12-18 20:00:00.

2026-12-13 → 2026-12-19 · Axel-exclusive $405.00

  • Southwest Airlines WN153 / WN167: MDW 2026-12-13 15:45:00 → SAN 2026-12-13 20:50:00; 1 stop(s) via ABQ; 425 minutes. Local airport times.
    • WN153: MDW 2026-12-13 15:45:00 → ABQ 2026-12-13 17:55:00; layover at ABQ: 115 minutes.
    • WN167: ABQ 2026-12-13 19:50:00 → SAN 2026-12-13 20:50:00.
  • Southwest Airlines WN634: SAN 2026-12-19 08:15:00 → MDW 2026-12-19 14:15:00; nonstop; 240 minutes. Local airport times.

2026-12-11 → 2026-12-20 · Axel-exclusive $405.00

  • Southwest Airlines WN725 / WN1079: MDW 2026-12-11 09:55:00 → SAN 2026-12-11 14:55:00; 1 stop(s) via BNA; 420 minutes. Local airport times.
    • WN725: MDW 2026-12-11 09:55:00 → BNA 2026-12-11 11:30:00; layover at BNA: 60 minutes.
    • WN1079: BNA 2026-12-11 12:30:00 → SAN 2026-12-11 14:55:00.
  • Southwest Airlines WN1981: SAN 2026-12-20 12:00:00 → MDW 2026-12-20 17:55:00; nonstop; 235 minutes. Local airport times.

2026-12-11 → 2026-12-19 · Axel-exclusive $405.00

  • Southwest Airlines WN4395 / WN3167: MDW 2026-12-11 10:15:00 → SAN 2026-12-11 15:50:00; 1 stop(s) via HOU; 455 minutes. Local airport times.
    • WN4395: MDW 2026-12-11 10:15:00 → HOU 2026-12-11 12:50:00; layover at HOU: 95 minutes.
    • WN3167: HOU 2026-12-11 14:25:00 → SAN 2026-12-11 15:50:00.
  • Southwest Airlines WN634: SAN 2026-12-19 08:15:00 → MDW 2026-12-19 14:15:00; nonstop; 240 minutes. Local airport times.

2026-12-13 → 2026-12-20 · Axel-exclusive $405.00

  • Southwest Airlines WN4606 / WN1780: MDW 2026-12-13 14:35:00 → SAN 2026-12-13 18:45:00; 1 stop(s) via DEN; 370 minutes. Local airport times.
    • WN4606: MDW 2026-12-13 14:35:00 → DEN 2026-12-13 16:15:00; layover at DEN: 70 minutes.
    • WN1780: DEN 2026-12-13 17:25:00 → SAN 2026-12-13 18:45:00.
  • Southwest Airlines WN1981: SAN 2026-12-20 12:00:00 → MDW 2026-12-20 17:55:00; nonstop; 235 minutes. Local airport times.

2026-12-13 → 2026-12-19 · Axel-exclusive $405.00

  • Southwest Airlines WN4395 / WN3167: MDW 2026-12-13 10:15:00 → SAN 2026-12-13 15:50:00; 1 stop(s) via HOU; 455 minutes. Local airport times.
    • WN4395: MDW 2026-12-13 10:15:00 → HOU 2026-12-13 12:50:00; layover at HOU: 95 minutes.
    • WN3167: HOU 2026-12-13 14:25:00 → SAN 2026-12-13 15:50:00.
  • Southwest Airlines WN634: SAN 2026-12-19 08:15:00 → MDW 2026-12-19 14:15:00; nonstop; 240 minutes. Local airport times.

2026-12-13 → 2026-12-19 · Axel-exclusive $405.00

  • Southwest Airlines WN1354 / WN225: MDW 2026-12-13 13:20:00 → SAN 2026-12-13 18:35:00; 1 stop(s) via CMH; 435 minutes. Local airport times.
    • WN1354: MDW 2026-12-13 13:20:00 → CMH 2026-12-13 15:25:00; layover at CMH: 80 minutes.
    • WN225: CMH 2026-12-13 16:45:00 → SAN 2026-12-13 18:35:00.
  • Southwest Airlines WN634: SAN 2026-12-19 08:15:00 → MDW 2026-12-19 14:15:00; nonstop; 240 minutes. Local airport times.

2026-12-12 → 2026-12-19 · Axel-exclusive $405.00

  • Southwest Airlines WN1354 / WN225: MDW 2026-12-12 13:20:00 → SAN 2026-12-12 18:35:00; 1 stop(s) via CMH; 435 minutes. Local airport times.
    • WN1354: MDW 2026-12-12 13:20:00 → CMH 2026-12-12 15:25:00; layover at CMH: 80 minutes.
    • WN225: CMH 2026-12-12 16:45:00 → SAN 2026-12-12 18:35:00.
  • Southwest Airlines WN634: SAN 2026-12-19 08:15:00 → MDW 2026-12-19 14:15:00; nonstop; 240 minutes. Local airport times.

2026-12-11 → 2026-12-20 · Axel-exclusive $405.00

  • Southwest Airlines WN2995 / WN2447: MDW 2026-12-11 05:05:00 → SAN 2026-12-11 09:40:00; 1 stop(s) via PHX; 395 minutes. Local airport times.
    • WN2995: MDW 2026-12-11 05:05:00 → PHX 2026-12-11 07:55:00; layover at PHX: 85 minutes.
    • WN2447: PHX 2026-12-11 09:20:00 → SAN 2026-12-11 09:40:00.
  • Southwest Airlines WN1981: SAN 2026-12-20 12:00:00 → MDW 2026-12-20 17:55:00; nonstop; 235 minutes. Local airport times.

2026-12-11 → 2026-12-19 · Axel-exclusive $405.00

  • Southwest Airlines WN153 / WN167: MDW 2026-12-11 15:45:00 → SAN 2026-12-11 20:50:00; 1 stop(s) via ABQ; 425 minutes. Local airport times.
    • WN153: MDW 2026-12-11 15:45:00 → ABQ 2026-12-11 17:55:00; layover at ABQ: 115 minutes.
    • WN167: ABQ 2026-12-11 19:50:00 → SAN 2026-12-11 20:50:00.
  • Southwest Airlines WN634: SAN 2026-12-19 08:15:00 → MDW 2026-12-19 14:15:00; nonstop; 240 minutes. Local airport times.

2026-12-12 → 2026-12-18 · Axel-exclusive $405.00

  • Southwest Airlines WN1354 / WN225: MDW 2026-12-12 13:20:00 → SAN 2026-12-12 18:35:00; 1 stop(s) via CMH; 435 minutes. Local airport times.
    • WN1354: MDW 2026-12-12 13:20:00 → CMH 2026-12-12 15:25:00; layover at CMH: 80 minutes.
    • WN225: CMH 2026-12-12 16:45:00 → SAN 2026-12-12 18:35:00.
  • Southwest Airlines WN1156: SAN 2026-12-18 11:45:00 → MDW 2026-12-18 17:40:00; nonstop; 235 minutes. Local airport times.

2026-12-12 → 2026-12-20 · Axel-exclusive $405.00

  • Southwest Airlines WN2995 / WN2447: MDW 2026-12-12 05:05:00 → SAN 2026-12-12 09:40:00; 1 stop(s) via PHX; 395 minutes. Local airport times.
    • WN2995: MDW 2026-12-12 05:05:00 → PHX 2026-12-12 07:55:00; layover at PHX: 85 minutes.
    • WN2447: PHX 2026-12-12 09:20:00 → SAN 2026-12-12 09:40:00.
  • Southwest Airlines WN1981: SAN 2026-12-20 12:00:00 → MDW 2026-12-20 17:55:00; nonstop; 235 minutes. Local airport times.

2026-12-13 → 2026-12-19 · Axel-exclusive $405.00

  • Southwest Airlines WN2995 / WN2447: MDW 2026-12-13 05:05:00 → SAN 2026-12-13 09:40:00; 1 stop(s) via PHX; 395 minutes. Local airport times.
    • WN2995: MDW 2026-12-13 05:05:00 → PHX 2026-12-13 07:55:00; layover at PHX: 85 minutes.
    • WN2447: PHX 2026-12-13 09:20:00 → SAN 2026-12-13 09:40:00.
  • Southwest Airlines WN634: SAN 2026-12-19 08:15:00 → MDW 2026-12-19 14:15:00; nonstop; 240 minutes. Local airport times.

2026-12-12 → 2026-12-18 · Axel-exclusive $405.00

  • Southwest Airlines WN725 / WN1079: MDW 2026-12-12 09:55:00 → SAN 2026-12-12 14:55:00; 1 stop(s) via BNA; 420 minutes. Local airport times.
    • WN725: MDW 2026-12-12 09:55:00 → BNA 2026-12-12 11:30:00; layover at BNA: 60 minutes.
    • WN1079: BNA 2026-12-12 12:30:00 → SAN 2026-12-12 14:55:00.
  • Southwest Airlines WN1156: SAN 2026-12-18 11:45:00 → MDW 2026-12-18 17:40:00; nonstop; 235 minutes. Local airport times.

2026-12-13 → 2026-12-18 · Axel-exclusive $405.00

  • Southwest Airlines WN4395 / WN3167: MDW 2026-12-13 10:15:00 → SAN 2026-12-13 15:50:00; 1 stop(s) via HOU; 455 minutes. Local airport times.
    • WN4395: MDW 2026-12-13 10:15:00 → HOU 2026-12-13 12:50:00; layover at HOU: 95 minutes.
    • WN3167: HOU 2026-12-13 14:25:00 → SAN 2026-12-13 15:50:00.
  • Southwest Airlines WN1156: SAN 2026-12-18 11:45:00 → MDW 2026-12-18 17:40:00; nonstop; 235 minutes. Local airport times.

2026-12-12 → 2026-12-18 · Axel-exclusive $405.00

  • Southwest Airlines WN4395 / WN3167: MDW 2026-12-12 10:15:00 → SAN 2026-12-12 15:50:00; 1 stop(s) via HOU; 455 minutes. Local airport times.
    • WN4395: MDW 2026-12-12 10:15:00 → HOU 2026-12-12 12:50:00; layover at HOU: 95 minutes.
    • WN3167: HOU 2026-12-12 14:25:00 → SAN 2026-12-12 15:50:00.
  • Southwest Airlines WN1156: SAN 2026-12-18 11:45:00 → MDW 2026-12-18 17:40:00; nonstop; 235 minutes. Local airport times.

2026-12-11 → 2026-12-18 · Axel-exclusive $405.00

  • Southwest Airlines WN2995 / WN2447: MDW 2026-12-11 05:05:00 → SAN 2026-12-11 09:40:00; 1 stop(s) via PHX; 395 minutes. Local airport times.
    • WN2995: MDW 2026-12-11 05:05:00 → PHX 2026-12-11 07:55:00; layover at PHX: 85 minutes.
    • WN2447: PHX 2026-12-11 09:20:00 → SAN 2026-12-11 09:40:00.
  • Southwest Airlines WN1156: SAN 2026-12-18 11:45:00 → MDW 2026-12-18 17:40:00; nonstop; 235 minutes. Local airport times.

2026-12-13 → 2026-12-18 · Axel-exclusive $405.00

  • Southwest Airlines WN2995 / WN2447: MDW 2026-12-13 05:05:00 → SAN 2026-12-13 09:40:00; 1 stop(s) via PHX; 395 minutes. Local airport times.
    • WN2995: MDW 2026-12-13 05:05:00 → PHX 2026-12-13 07:55:00; layover at PHX: 85 minutes.
    • WN2447: PHX 2026-12-13 09:20:00 → SAN 2026-12-13 09:40:00.
  • Southwest Airlines WN1156: SAN 2026-12-18 11:45:00 → MDW 2026-12-18 17:40:00; nonstop; 235 minutes. Local airport times.

2026-12-11 → 2026-12-19 · Axel-exclusive $405.00

  • Southwest Airlines WN725 / WN1079: MDW 2026-12-11 09:55:00 → SAN 2026-12-11 14:55:00; 1 stop(s) via BNA; 420 minutes. Local airport times.
    • WN725: MDW 2026-12-11 09:55:00 → BNA 2026-12-11 11:30:00; layover at BNA: 60 minutes.
    • WN1079: BNA 2026-12-11 12:30:00 → SAN 2026-12-11 14:55:00.
  • Southwest Airlines WN634: SAN 2026-12-19 08:15:00 → MDW 2026-12-19 14:15:00; nonstop; 240 minutes. Local airport times.

2026-12-11 → 2026-12-19 · Axel-exclusive $405.00

  • Southwest Airlines WN1354 / WN225: MDW 2026-12-11 13:20:00 → SAN 2026-12-11 18:35:00; 1 stop(s) via CMH; 435 minutes. Local airport times.
    • WN1354: MDW 2026-12-11 13:20:00 → CMH 2026-12-11 15:25:00; layover at CMH: 80 minutes.
    • WN225: CMH 2026-12-11 16:45:00 → SAN 2026-12-11 18:35:00.
  • Southwest Airlines WN634: SAN 2026-12-19 08:15:00 → MDW 2026-12-19 14:15:00; nonstop; 240 minutes. Local airport times.

2026-12-13 → 2026-12-18 · Axel-exclusive $405.00

  • Southwest Airlines WN153 / WN167: MDW 2026-12-13 15:45:00 → SAN 2026-12-13 20:50:00; 1 stop(s) via ABQ; 425 minutes. Local airport times.
    • WN153: MDW 2026-12-13 15:45:00 → ABQ 2026-12-13 17:55:00; layover at ABQ: 115 minutes.
    • WN167: ABQ 2026-12-13 19:50:00 → SAN 2026-12-13 20:50:00.
  • Southwest Airlines WN1156: SAN 2026-12-18 11:45:00 → MDW 2026-12-18 17:40:00; nonstop; 235 minutes. Local airport times.

2026-12-12 → 2026-12-20 · Axel-exclusive $405.00

  • Southwest Airlines WN153 / WN167: MDW 2026-12-12 15:45:00 → SAN 2026-12-12 20:50:00; 1 stop(s) via ABQ; 425 minutes. Local airport times.
    • WN153: MDW 2026-12-12 15:45:00 → ABQ 2026-12-12 17:55:00; layover at ABQ: 115 minutes.
    • WN167: ABQ 2026-12-12 19:50:00 → SAN 2026-12-12 20:50:00.
  • Southwest Airlines WN1981: SAN 2026-12-20 12:00:00 → MDW 2026-12-20 17:55:00; nonstop; 235 minutes. Local airport times.

2026-12-13 → 2026-12-18 · Axel-exclusive $405.00

  • Southwest Airlines WN1354 / WN225: MDW 2026-12-13 13:20:00 → SAN 2026-12-13 18:35:00; 1 stop(s) via CMH; 435 minutes. Local airport times.
    • WN1354: MDW 2026-12-13 13:20:00 → CMH 2026-12-13 15:25:00; layover at CMH: 80 minutes.
    • WN225: CMH 2026-12-13 16:45:00 → SAN 2026-12-13 18:35:00.
  • Southwest Airlines WN1156: SAN 2026-12-18 11:45:00 → MDW 2026-12-18 17:40:00; nonstop; 235 minutes. Local airport times.

2026-12-12 → 2026-12-19 · Axel-exclusive $405.00

  • Southwest Airlines WN4606 / WN1780: MDW 2026-12-12 14:35:00 → SAN 2026-12-12 18:45:00; 1 stop(s) via DEN; 370 minutes. Local airport times.
    • WN4606: MDW 2026-12-12 14:35:00 → DEN 2026-12-12 16:15:00; layover at DEN: 70 minutes.
    • WN1780: DEN 2026-12-12 17:25:00 → SAN 2026-12-12 18:45:00.
  • Southwest Airlines WN634: SAN 2026-12-19 08:15:00 → MDW 2026-12-19 14:15:00; nonstop; 240 minutes. Local airport times.

2026-12-11 → 2026-12-20 · Axel-exclusive $405.00

  • Southwest Airlines WN4606 / WN1780: MDW 2026-12-11 14:35:00 → SAN 2026-12-11 18:45:00; 1 stop(s) via DEN; 370 minutes. Local airport times.
    • WN4606: MDW 2026-12-11 14:35:00 → DEN 2026-12-11 16:15:00; layover at DEN: 70 minutes.
    • WN1780: DEN 2026-12-11 17:25:00 → SAN 2026-12-11 18:45:00.
  • Southwest Airlines WN1981: SAN 2026-12-20 12:00:00 → MDW 2026-12-20 17:55:00; nonstop; 235 minutes. Local airport times.

2026-12-13 → 2026-12-19 · Axel-exclusive $405.00

  • Southwest Airlines WN4606 / WN1780: MDW 2026-12-13 14:35:00 → SAN 2026-12-13 18:45:00; 1 stop(s) via DEN; 370 minutes. Local airport times.
    • WN4606: MDW 2026-12-13 14:35:00 → DEN 2026-12-13 16:15:00; layover at DEN: 70 minutes.
    • WN1780: DEN 2026-12-13 17:25:00 → SAN 2026-12-13 18:45:00.
  • Southwest Airlines WN634: SAN 2026-12-19 08:15:00 → MDW 2026-12-19 14:15:00; nonstop; 240 minutes. Local airport times.

2026-12-12 → 2026-12-19 · Axel-exclusive $405.00

  • Southwest Airlines WN4395 / WN3167: MDW 2026-12-12 10:15:00 → SAN 2026-12-12 15:50:00; 1 stop(s) via HOU; 455 minutes. Local airport times.
    • WN4395: MDW 2026-12-12 10:15:00 → HOU 2026-12-12 12:50:00; layover at HOU: 95 minutes.
    • WN3167: HOU 2026-12-12 14:25:00 → SAN 2026-12-12 15:50:00.
  • Southwest Airlines WN634: SAN 2026-12-19 08:15:00 → MDW 2026-12-19 14:15:00; nonstop; 240 minutes. Local airport times.

2026-12-11 → 2026-12-18 · Axel-exclusive $405.00

  • Southwest Airlines WN4395 / WN3167: MDW 2026-12-11 10:15:00 → SAN 2026-12-11 15:50:00; 1 stop(s) via HOU; 455 minutes. Local airport times.
    • WN4395: MDW 2026-12-11 10:15:00 → HOU 2026-12-11 12:50:00; layover at HOU: 95 minutes.
    • WN3167: HOU 2026-12-11 14:25:00 → SAN 2026-12-11 15:50:00.
  • Southwest Airlines WN1156: SAN 2026-12-18 11:45:00 → MDW 2026-12-18 17:40:00; nonstop; 235 minutes. Local airport times.

2026-12-11 → 2026-12-19 · Axel-exclusive $405.00

  • Southwest Airlines WN4606 / WN1780: MDW 2026-12-11 14:35:00 → SAN 2026-12-11 18:45:00; 1 stop(s) via DEN; 370 minutes. Local airport times.
    • WN4606: MDW 2026-12-11 14:35:00 → DEN 2026-12-11 16:15:00; layover at DEN: 70 minutes.
    • WN1780: DEN 2026-12-11 17:25:00 → SAN 2026-12-11 18:45:00.
  • Southwest Airlines WN634: SAN 2026-12-19 08:15:00 → MDW 2026-12-19 14:15:00; nonstop; 240 minutes. Local airport times.

2026-12-13 → 2026-12-19 · Axel-exclusive $405.00

  • Southwest Airlines WN725 / WN1079: MDW 2026-12-13 09:55:00 → SAN 2026-12-13 14:55:00; 1 stop(s) via BNA; 420 minutes. Local airport times.
    • WN725: MDW 2026-12-13 09:55:00 → BNA 2026-12-13 11:30:00; layover at BNA: 60 minutes.
    • WN1079: BNA 2026-12-13 12:30:00 → SAN 2026-12-13 14:55:00.
  • Southwest Airlines WN634: SAN 2026-12-19 08:15:00 → MDW 2026-12-19 14:15:00; nonstop; 240 minutes. Local airport times.

2026-12-12 → 2026-12-20 · Axel-exclusive $405.00

  • Southwest Airlines WN1354 / WN225: MDW 2026-12-12 13:20:00 → SAN 2026-12-12 18:35:00; 1 stop(s) via CMH; 435 minutes. Local airport times.
    • WN1354: MDW 2026-12-12 13:20:00 → CMH 2026-12-12 15:25:00; layover at CMH: 80 minutes.
    • WN225: CMH 2026-12-12 16:45:00 → SAN 2026-12-12 18:35:00.
  • Southwest Airlines WN1981: SAN 2026-12-20 12:00:00 → MDW 2026-12-20 17:55:00; nonstop; 235 minutes. Local airport times.

2026-12-11 → 2026-12-20 · Axel-exclusive $405.00

  • Southwest Airlines WN153 / WN167: MDW 2026-12-11 15:45:00 → SAN 2026-12-11 20:50:00; 1 stop(s) via ABQ; 425 minutes. Local airport times.
    • WN153: MDW 2026-12-11 15:45:00 → ABQ 2026-12-11 17:55:00; layover at ABQ: 115 minutes.
    • WN167: ABQ 2026-12-11 19:50:00 → SAN 2026-12-11 20:50:00.
  • Southwest Airlines WN1981: SAN 2026-12-20 12:00:00 → MDW 2026-12-20 17:55:00; nonstop; 235 minutes. Local airport times.

2026-12-12 → 2026-12-19 · Axel-exclusive $405.00

  • Southwest Airlines WN2995 / WN2447: MDW 2026-12-12 05:05:00 → SAN 2026-12-12 09:40:00; 1 stop(s) via PHX; 395 minutes. Local airport times.
    • WN2995: MDW 2026-12-12 05:05:00 → PHX 2026-12-12 07:55:00; layover at PHX: 85 minutes.
    • WN2447: PHX 2026-12-12 09:20:00 → SAN 2026-12-12 09:40:00.
  • Southwest Airlines WN634: SAN 2026-12-19 08:15:00 → MDW 2026-12-19 14:15:00; nonstop; 240 minutes. Local airport times.

2026-12-13 → 2026-12-20 · Axel-exclusive $405.00

  • Southwest Airlines WN725 / WN1079: MDW 2026-12-13 09:55:00 → SAN 2026-12-13 14:55:00; 1 stop(s) via BNA; 420 minutes. Local airport times.
    • WN725: MDW 2026-12-13 09:55:00 → BNA 2026-12-13 11:30:00; layover at BNA: 60 minutes.
    • WN1079: BNA 2026-12-13 12:30:00 → SAN 2026-12-13 14:55:00.
  • Southwest Airlines WN1981: SAN 2026-12-20 12:00:00 → MDW 2026-12-20 17:55:00; nonstop; 235 minutes. Local airport times.

2026-12-12 → 2026-12-20 · Axel-exclusive $405.00

  • Southwest Airlines WN4395 / WN3167: MDW 2026-12-12 10:15:00 → SAN 2026-12-12 15:50:00; 1 stop(s) via HOU; 455 minutes. Local airport times.
    • WN4395: MDW 2026-12-12 10:15:00 → HOU 2026-12-12 12:50:00; layover at HOU: 95 minutes.
    • WN3167: HOU 2026-12-12 14:25:00 → SAN 2026-12-12 15:50:00.
  • Southwest Airlines WN1981: SAN 2026-12-20 12:00:00 → MDW 2026-12-20 17:55:00; nonstop; 235 minutes. Local airport times.

2026-12-12 → 2026-12-19 · Axel-exclusive $405.00

  • Southwest Airlines WN153 / WN167: MDW 2026-12-12 15:45:00 → SAN 2026-12-12 20:50:00; 1 stop(s) via ABQ; 425 minutes. Local airport times.
    • WN153: MDW 2026-12-12 15:45:00 → ABQ 2026-12-12 17:55:00; layover at ABQ: 115 minutes.
    • WN167: ABQ 2026-12-12 19:50:00 → SAN 2026-12-12 20:50:00.
  • Southwest Airlines WN634: SAN 2026-12-19 08:15:00 → MDW 2026-12-19 14:15:00; nonstop; 240 minutes. Local airport times.

2026-12-12 → 2026-12-20 · Axel-exclusive $405.00

  • Southwest Airlines WN4606 / WN1780: MDW 2026-12-12 14:35:00 → SAN 2026-12-12 18:45:00; 1 stop(s) via DEN; 370 minutes. Local airport times.
    • WN4606: MDW 2026-12-12 14:35:00 → DEN 2026-12-12 16:15:00; layover at DEN: 70 minutes.
    • WN1780: DEN 2026-12-12 17:25:00 → SAN 2026-12-12 18:45:00.
  • Southwest Airlines WN1981: SAN 2026-12-20 12:00:00 → MDW 2026-12-20 17:55:00; nonstop; 235 minutes. Local airport times.

2026-12-13 → 2026-12-20 · Axel-exclusive $405.00

  • Southwest Airlines WN153 / WN167: MDW 2026-12-13 15:45:00 → SAN 2026-12-13 20:50:00; 1 stop(s) via ABQ; 425 minutes. Local airport times.
    • WN153: MDW 2026-12-13 15:45:00 → ABQ 2026-12-13 17:55:00; layover at ABQ: 115 minutes.
    • WN167: ABQ 2026-12-13 19:50:00 → SAN 2026-12-13 20:50:00.
  • Southwest Airlines WN1981: SAN 2026-12-20 12:00:00 → MDW 2026-12-20 17:55:00; nonstop; 235 minutes. Local airport times.

2026-12-11 → 2026-12-20 · Axel-exclusive $405.00

  • Southwest Airlines WN1354 / WN225: MDW 2026-12-11 13:20:00 → SAN 2026-12-11 18:35:00; 1 stop(s) via CMH; 435 minutes. Local airport times.
    • WN1354: MDW 2026-12-11 13:20:00 → CMH 2026-12-11 15:25:00; layover at CMH: 80 minutes.
    • WN225: CMH 2026-12-11 16:45:00 → SAN 2026-12-11 18:35:00.
  • Southwest Airlines WN1981: SAN 2026-12-20 12:00:00 → MDW 2026-12-20 17:55:00; nonstop; 235 minutes. Local airport times.

2026-12-12 → 2026-12-18 · Axel-exclusive $405.00

  • Southwest Airlines WN153 / WN167: MDW 2026-12-12 15:45:00 → SAN 2026-12-12 20:50:00; 1 stop(s) via ABQ; 425 minutes. Local airport times.
    • WN153: MDW 2026-12-12 15:45:00 → ABQ 2026-12-12 17:55:00; layover at ABQ: 115 minutes.
    • WN167: ABQ 2026-12-12 19:50:00 → SAN 2026-12-12 20:50:00.
  • Southwest Airlines WN1156: SAN 2026-12-18 11:45:00 → MDW 2026-12-18 17:40:00; nonstop; 235 minutes. Local airport times.

2026-12-12 → 2026-12-20 · Axel-exclusive $405.00

  • Southwest Airlines WN725 / WN1079: MDW 2026-12-12 09:55:00 → SAN 2026-12-12 14:55:00; 1 stop(s) via BNA; 420 minutes. Local airport times.
    • WN725: MDW 2026-12-12 09:55:00 → BNA 2026-12-12 11:30:00; layover at BNA: 60 minutes.
    • WN1079: BNA 2026-12-12 12:30:00 → SAN 2026-12-12 14:55:00.
  • Southwest Airlines WN1981: SAN 2026-12-20 12:00:00 → MDW 2026-12-20 17:55:00; nonstop; 235 minutes. Local airport times.

2026-12-13 → 2026-12-18 · Axel-exclusive $405.00

  • Southwest Airlines WN725 / WN1079: MDW 2026-12-13 09:55:00 → SAN 2026-12-13 14:55:00; 1 stop(s) via BNA; 420 minutes. Local airport times.
    • WN725: MDW 2026-12-13 09:55:00 → BNA 2026-12-13 11:30:00; layover at BNA: 60 minutes.
    • WN1079: BNA 2026-12-13 12:30:00 → SAN 2026-12-13 14:55:00.
  • Southwest Airlines WN1156: SAN 2026-12-18 11:45:00 → MDW 2026-12-18 17:40:00; nonstop; 235 minutes. Local airport times.

2026-12-11 → 2026-12-18 · Axel-exclusive $405.00

  • Southwest Airlines WN1354 / WN225: MDW 2026-12-11 13:20:00 → SAN 2026-12-11 18:35:00; 1 stop(s) via CMH; 435 minutes. Local airport times.
    • WN1354: MDW 2026-12-11 13:20:00 → CMH 2026-12-11 15:25:00; layover at CMH: 80 minutes.
    • WN225: CMH 2026-12-11 16:45:00 → SAN 2026-12-11 18:35:00.
  • Southwest Airlines WN1156: SAN 2026-12-18 11:45:00 → MDW 2026-12-18 17:40:00; nonstop; 235 minutes. Local airport times.

2026-12-12 → 2026-12-19 · Axel-exclusive $405.00

  • Southwest Airlines WN725 / WN1079: MDW 2026-12-12 09:55:00 → SAN 2026-12-12 14:55:00; 1 stop(s) via BNA; 420 minutes. Local airport times.
    • WN725: MDW 2026-12-12 09:55:00 → BNA 2026-12-12 11:30:00; layover at BNA: 60 minutes.
    • WN1079: BNA 2026-12-12 12:30:00 → SAN 2026-12-12 14:55:00.
  • Southwest Airlines WN634: SAN 2026-12-19 08:15:00 → MDW 2026-12-19 14:15:00; nonstop; 240 minutes. Local airport times.

2026-12-11 → 2026-12-20 · Axel-exclusive $405.00

  • Southwest Airlines WN4395 / WN3167: MDW 2026-12-11 10:15:00 → SAN 2026-12-11 15:50:00; 1 stop(s) via HOU; 455 minutes. Local airport times.
    • WN4395: MDW 2026-12-11 10:15:00 → HOU 2026-12-11 12:50:00; layover at HOU: 95 minutes.
    • WN3167: HOU 2026-12-11 14:25:00 → SAN 2026-12-11 15:50:00.
  • Southwest Airlines WN1981: SAN 2026-12-20 12:00:00 → MDW 2026-12-20 17:55:00; nonstop; 235 minutes. Local airport times.

2026-12-12 → 2026-12-18 · Axel-exclusive $405.00

  • Southwest Airlines WN2995 / WN2447: MDW 2026-12-12 05:05:00 → SAN 2026-12-12 09:40:00; 1 stop(s) via PHX; 395 minutes. Local airport times.
    • WN2995: MDW 2026-12-12 05:05:00 → PHX 2026-12-12 07:55:00; layover at PHX: 85 minutes.
    • WN2447: PHX 2026-12-12 09:20:00 → SAN 2026-12-12 09:40:00.
  • Southwest Airlines WN1156: SAN 2026-12-18 11:45:00 → MDW 2026-12-18 17:40:00; nonstop; 235 minutes. Local airport times.

2026-12-11 → 2026-12-18 · Axel-exclusive $405.00

  • Southwest Airlines WN153 / WN167: MDW 2026-12-11 15:45:00 → SAN 2026-12-11 20:50:00; 1 stop(s) via ABQ; 425 minutes. Local airport times.
    • WN153: MDW 2026-12-11 15:45:00 → ABQ 2026-12-11 17:55:00; layover at ABQ: 115 minutes.
    • WN167: ABQ 2026-12-11 19:50:00 → SAN 2026-12-11 20:50:00.
  • Southwest Airlines WN1156: SAN 2026-12-18 11:45:00 → MDW 2026-12-18 17:40:00; nonstop; 235 minutes. Local airport times.

2026-12-13 → 2026-12-20 · Axel-exclusive $405.00

  • Southwest Airlines WN2995 / WN2447: MDW 2026-12-13 05:05:00 → SAN 2026-12-13 09:40:00; 1 stop(s) via PHX; 395 minutes. Local airport times.
    • WN2995: MDW 2026-12-13 05:05:00 → PHX 2026-12-13 07:55:00; layover at PHX: 85 minutes.
    • WN2447: PHX 2026-12-13 09:20:00 → SAN 2026-12-13 09:40:00.
  • Southwest Airlines WN1981: SAN 2026-12-20 12:00:00 → MDW 2026-12-20 17:55:00; nonstop; 235 minutes. Local airport times.

2026-12-13 → 2026-12-20 · Axel-exclusive $405.00

  • Southwest Airlines WN1354 / WN225: MDW 2026-12-13 13:20:00 → SAN 2026-12-13 18:35:00; 1 stop(s) via CMH; 435 minutes. Local airport times.
    • WN1354: MDW 2026-12-13 13:20:00 → CMH 2026-12-13 15:25:00; layover at CMH: 80 minutes.
    • WN225: CMH 2026-12-13 16:45:00 → SAN 2026-12-13 18:35:00.
  • Southwest Airlines WN1981: SAN 2026-12-20 12:00:00 → MDW 2026-12-20 17:55:00; nonstop; 235 minutes. Local airport times.

2026-12-13 → 2026-12-20 · Axel-exclusive $405.00

  • Southwest Airlines WN4395 / WN3167: MDW 2026-12-13 10:15:00 → SAN 2026-12-13 15:50:00; 1 stop(s) via HOU; 455 minutes. Local airport times.
    • WN4395: MDW 2026-12-13 10:15:00 → HOU 2026-12-13 12:50:00; layover at HOU: 95 minutes.
    • WN3167: HOU 2026-12-13 14:25:00 → SAN 2026-12-13 15:50:00.
  • Southwest Airlines WN1981: SAN 2026-12-20 12:00:00 → MDW 2026-12-20 17:55:00; nonstop; 235 minutes. Local airport times.

2026-12-11 → 2026-12-19 · Axel-exclusive $405.00

  • Southwest Airlines WN2995 / WN2447: MDW 2026-12-11 05:05:00 → SAN 2026-12-11 09:40:00; 1 stop(s) via PHX; 395 minutes. Local airport times.
    • WN2995: MDW 2026-12-11 05:05:00 → PHX 2026-12-11 07:55:00; layover at PHX: 85 minutes.
    • WN2447: PHX 2026-12-11 09:20:00 → SAN 2026-12-11 09:40:00.
  • Southwest Airlines WN634: SAN 2026-12-19 08:15:00 → MDW 2026-12-19 14:15:00; nonstop; 240 minutes. Local airport times.

2026-12-11 → 2026-12-18 · Axel-exclusive $405.00

  • Southwest Airlines WN725 / WN1079: MDW 2026-12-11 09:55:00 → SAN 2026-12-11 14:55:00; 1 stop(s) via BNA; 420 minutes. Local airport times.
    • WN725: MDW 2026-12-11 09:55:00 → BNA 2026-12-11 11:30:00; layover at BNA: 60 minutes.
    • WN1079: BNA 2026-12-11 12:30:00 → SAN 2026-12-11 14:55:00.
  • Southwest Airlines WN1156: SAN 2026-12-18 11:45:00 → MDW 2026-12-18 17:40:00; nonstop; 235 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 (MDW) to San Diego (SAN) · Dec 11–Dec 13, 2026 · return Dec 18–Dec 20, 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 Oceanside, California 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 San Diego (SAN) 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.