Chicago/Midway (MDW) to San Diego (SAN) October 2025 Flight Schedule

Flight Midway(MDW) to San Diego(SAN)
CHANGE DIRECTION

Chicago Midway International Airport San Diego International Airport
MDW : Chicago , United States SAN : San Diego , United States
UTC-5(DST) UTC-7(DST)

Midway to San Diego Flight Schedule(October 2025)

Flight from Midway(MDW) to San Diego(SAN) is operated by 1 airline : Southwest Airlines (WN). You can check flight schedules, flight duration, and aircraft types.

Change Direction(SAN to MDW)

Chicago/Midway (MDW) to San Diego (SAN) Flight Schedule

LastUpdate : 2025/09/01 06:01

Flight Schedule on October 2025 , Direct flight departure from Midway with all airlines , flight number, flight duration, aircraft type.

October 2025
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  • Southwest Airlines [ Show / Hide ]
Change Direction(SAN to MDW)
Flight Number / Airline Departure Time Arrival Time Flight Duration Operating Days Aircraft Type Airfare / Tickets
WN3745
Southwest Airlines 		13:50 16:05 4h15m
-----S- (Oct 4, Oct 11, Oct 18, Oct 25)
737-800 (WL) Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
15:30 17:50 4h20m
M--TF-- (Oct 6, Oct 9–10, Oct 13, Oct 16–17, Oct 20, Oct 23–24)
737-800 (WL)
07:10 09:30 4h20m
-TW---- (Oct 7–8, Oct 14–15, Oct 21–22, Oct 28–29)
737-800 (WL)
15:30 17:50 4h20m
M--T--- (Oct 27, Oct 30)
737-800 (WL)
14:25 16:40 4h15m
----F-- (Oct 31)
737-8-MAX
WN3910
Southwest Airlines 		07:55 10:20 4h25m
------S (Oct 5, Oct 12, Oct 19, Oct 26)
737-8-MAX Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN3370
Southwest Airlines 		09:00 12:55 5h55m
1 Transfer
---TF-- (Oct 2–3)
Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
08:00 11:50 5h50m
1 Transfer
------S (Oct 5, Oct 12)
09:00 12:55 5h55m
1 Transfer
M--TF-- (Oct 6, Oct 9–10, Oct 13, Oct 16–17)
08:00 11:50 5h50m
1 Transfer
------S (Oct 19, Oct 26)
09:00 12:55 5h55m
1 Transfer
M--TF-- (Oct 20, Oct 23–24, Oct 27, Oct 30)
WN513
Southwest Airlines 		08:00 10:25 4h25m
M--TF-- (Oct 2–3, Oct 6, Oct 9–10, Oct 13, Oct 16–17, Oct 20, Oct 23–24, Oct 27, Oct 30)
737-8-MAX Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
08:15 10:40 4h25m
----F-- (Oct 31)
737-8-MAX
WN3236
Southwest Airlines 		08:20 10:30 4h10m
--W---- (Oct 1)
737-700 (WL) Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN978
Southwest Airlines 		08:25 10:50 4h25m
-----S- (Oct 4, Oct 11, Oct 18, Oct 25)
737-800 (WL) Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
20:50 23:10 4h20m
------S (Oct 5, Oct 12, Oct 19, Oct 26)
737-8-MAX
20:25 22:45 4h20m
-TW---- (Oct 7–8, Oct 14–15, Oct 21–22, Oct 28–29)
737-800 (WL)
WN1774
Southwest Airlines 		10:15 17:15 9h0m
2 Transfers
------S (Oct 5, Oct 12, Oct 19, Oct 26)
Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN3059
Southwest Airlines 		11:00 13:15 4h15m
M--TF-- (Oct 2–3, Oct 6, Oct 9–10, Oct 13, Oct 16–17, Oct 20, Oct 23–24, Oct 27, Oct 30)
737-800 (WL) Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN2079
Southwest Airlines 		12:50 15:05 4h15m
------S (Oct 5, Oct 12, Oct 19, Oct 26)
737-8-MAX Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
11:55 14:10 4h15m
-TW---- (Oct 7–8, Oct 14–15, Oct 21–22, Oct 28–29)
737-8-MAX
WN1624
Southwest Airlines 		13:35 15:45 4h10m
--W---- (Oct 1)
737-8-MAX Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN4399
Southwest Airlines 		14:20 18:10 5h50m
1 Transfer
-TW---- (Oct 7–8, Oct 14–15, Oct 21–22, Oct 28–29)
Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN3090
Southwest Airlines 		15:30 19:20 5h50m
1 Transfer
------S (Oct 5, Oct 12, Oct 19, Oct 26)
Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN3120
Southwest Airlines 		19:05 23:10 6h5m
1 Transfer
M--TF-- (Oct 2–3, Oct 6, Oct 9–10, Oct 13, Oct 16–17, Oct 20, Oct 23–24, Oct 27, Oct 30)
Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN446
Southwest Airlines 		19:05 21:20 4h15m
--W---- (Oct 1)
737-700 (WL) Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN3680
Southwest Airlines 		19:15 21:40 4h25m
----F-- (Oct 31)
737-8-MAX Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN1233
Southwest Airlines 		19:40 23:15 5h35m
1 Transfer
M--TF-- (Oct 2–3, Oct 6, Oct 9–10, Oct 13, Oct 16–17, Oct 20, Oct 23–24, Oct 27, Oct 30)
Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
Change Direction(SAN to MDW)
Flight schedules as of September 01, 2025, 06:01 AM(OAG data). Schedules may change without notice, so please check with airlines before booking. Refer to FlyTeam's terms of use before proceeding. Some airlines and flight numbers may not be displayed.

FAQ : Chicago/Midway to San Diego

How many airlines fly from Chicago to San Diego ?
As of October 2025, 1 airline operate direct flights from Chicago/Midway (MDW) to San Diego (SAN) : Southwest Airlines.
How far is it from Chicago to San Diego?
The distance between Chicago/Midway (MDW) to San Diego (SAN) is approximately 1,720 miles(2,780km) by air.
What is the time difference between Chicago to San Diego?
The time difference between Chicago Midway International Airport(Chicago) and San Diego International Airport(San Diego) is -2 hours. San Diego is 2 hours behind Chicago.Chicago is currently observing daylight saving time (DST) from March 9, 2025 to November 2, 2025.San Diego is currently observing daylight saving time (DST) from March 9, 2025 to November 2, 2025.