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

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

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

San Diego to Midway Flight Schedule(October 2025)

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

Change Direction(MDW to SAN)

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

LastUpdate : 2025/09/01 06:01

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

October 2025
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  • Southwest Airlines [ Show / Hide ]
Change Direction(MDW to SAN)
Flight Number / Airline Departure Time Arrival Time Flight Duration Operating Days Aircraft Type Airfare / Tickets
WN3752
Southwest Airlines
06:35 12:40 4h5m
---TF-- (Oct 2–3)
737-800 (WL) Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
06:55 13:00 4h5m
-----S- (Oct 4, Oct 11, Oct 18, Oct 25)
737-800 (WL)
06:35 12:40 4h5m
------S (Oct 5, Oct 12, Oct 19, Oct 26)
737-8-MAX
06:35 12:40 4h5m
M--TF-- (Oct 6, Oct 9–10, Oct 13, Oct 16–17, Oct 20, Oct 23–24)
737-800 (WL)
06:30 12:35 4h5m
-TW---- (Oct 7–8, Oct 14–15, Oct 21–22, Oct 28–29)
737-800 (WL)
06:35 12:40 4h5m
M--T--- (Oct 27, Oct 30)
737-800 (WL)
06:40 12:45 4h5m
----F-- (Oct 31)
737-8-MAX
WN2989
Southwest Airlines
06:45 15:15 6h30m
1 Transfer
-----S- (Oct 4, Oct 11, Oct 18, Oct 25)
Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN594
Southwest Airlines
08:00 13:55 3h55m
--W---- (Oct 1)
737-8-MAX Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN541
Southwest Airlines
09:40 15:45 4h5m
----F-- (Oct 31)
737-700 (WL) Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN202
Southwest Airlines
10:40 16:40 4h0m
--W---- (Oct 1)
737-800 (WL) Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN1981
Southwest Airlines
11:00 17:10 4h10m
-TW---- (Oct 7–8, Oct 14–15, Oct 21–22, Oct 28–29)
737-8-MAX Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN3487
Southwest Airlines
11:05 20:55 7h50m
1 Transfer
-----S- (Oct 4, Oct 11, Oct 18, Oct 25)
Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN2872
Southwest Airlines
12:00 18:05 4h5m
M--TF-- (Oct 2–3, Oct 6, Oct 9–10, Oct 13, Oct 16–17, Oct 20, Oct 23–24, Oct 27, Oct 30)
737-700 (WL) Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN2139
Southwest Airlines
13:20 19:25 4h5m
------S (Oct 5, Oct 12, Oct 19, Oct 26)
737-8-MAX Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN700
Southwest Airlines
14:50 22:10 5h20m
1 Transfer
------S (Oct 19, Oct 26)
Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN457
Southwest Airlines
16:05 22:00 3h55m
--W---- (Oct 1)
737-8-MAX Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN478
Southwest Airlines
16:50 22:50 4h0m
-----S- (Oct 4, Oct 11, Oct 18, Oct 25)
737-800 (WL) Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
18:45 00:45(+1) 4h0m
------S (Oct 5, Oct 12, Oct 19, Oct 26)
737-800 (WL)
17:35 23:35 4h0m
----F-- (Oct 31)
737-8-MAX
WN925
Southwest Airlines
18:25 00:25(+1) 4h0m
-TW---- (Oct 7–8, Oct 14–15, Oct 21–22, Oct 28–29)
737-8-MAX Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN4234
Southwest Airlines
18:35 00:35(+1) 4h0m
M--TF-- (Oct 2–3, Oct 6, Oct 9–10, Oct 13, Oct 16–17, Oct 20, Oct 23–24, Oct 27, Oct 30)
737-700 (WL) Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
Change Direction(MDW to SAN)
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 : San Diego to Chicago/Midway

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