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

Flight San Diego(SAN) to Midway(MDW)
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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(September 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 September 2025 , Direct flight departure from San Diego with all airlines , flight number, flight duration, aircraft type.

September 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
WN1147
Southwest Airlines
06:30 14:45 6h15m
1 Transfer
M--TF-- (Sep 1, Sep 4–5, Sep 8, Sep 11–12, Sep 15, Sep 18–19, Sep 22, Sep 25–26, Sep 29)
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WN202
Southwest Airlines
06:55 12:55 4h0m
M--TF-S (Sep 1, Sep 4–5, Sep 7–8, Sep 11–12, Sep 14–15, Sep 18–19, Sep 21–22, Sep 25–26, Sep 28)
737-8-MAX Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
10:40 16:40 4h0m
-TW---- (Sep 2–3, Sep 9–10, Sep 16–17, Sep 23–24, Sep 30)
737-800 (WL)
06:55 12:55 4h0m
M------ (Sep 29)
737-8-MAX
WN594
Southwest Airlines
08:00 13:55 3h55m
-TW---- (Sep 2–3, Sep 9–10, Sep 16–17, Sep 23–24, Sep 30)
737-8-MAX Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
07:30 13:30 4h0m
-----S- (Sep 6, Sep 13, Sep 20, Sep 27)
737-700 (WL)
WN2245
Southwest Airlines
09:20 17:25 6h5m
1 Transfer
M--TF-- (Sep 1, Sep 4–5, Sep 8, Sep 11–12, Sep 15, Sep 18–19, Sep 22, Sep 25–26, Sep 29)
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WN1786
Southwest Airlines
09:30 19:35 8h5m
2 Transfers
------S (Sep 7, Sep 14, Sep 21, Sep 28)
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WN457
Southwest Airlines
16:05 22:00 3h55m
-TW---- (Sep 2–3, Sep 9–10, Sep 16–17, Sep 23–24)
737-700 (WL) Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
10:45 16:45 4h0m
-----S- (Sep 6, Sep 13, Sep 20, Sep 27)
737-800 (WL)
13:55 19:55 4h0m
------S (Sep 7)
737-700 (WL)
13:50 19:50 4h0m
------S (Sep 14, Sep 21, Sep 28)
737-700 (WL)
16:05 22:00 3h55m
-T----- (Sep 30)
737-700 (WL)
WN1697
Southwest Airlines
11:00 17:00 4h0m
------S (Sep 7, Sep 14, Sep 21, Sep 28)
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WN2515
Southwest Airlines
11:20 19:40 6h20m
1 Transfer
------S (Sep 7, Sep 14, Sep 21, Sep 28)
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WN2206
Southwest Airlines
13:40 19:40 4h0m
M--TF-- (Sep 1, Sep 4–5, Sep 8, Sep 11–12, Sep 15, Sep 18–19, Sep 22, Sep 25–26, Sep 29)
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WN1915
Southwest Airlines
16:15 23:40 5h25m
1 Transfer
M--TF-- (Sep 1, Sep 4–5, Sep 8, Sep 11, Sep 15, Sep 18–19, Sep 22, Sep 25–26, Sep 29)
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WN690
Southwest Airlines
16:20 00:15(+1) 5h55m
1 Transfer
M--TF-- (Sep 1, Sep 4–5, Sep 8, Sep 11–12, Sep 15, Sep 18–19, Sep 22, Sep 25–26, Sep 29)
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WN2053
Southwest Airlines
18:30 00:30(+1) 4h0m
M--TF-- (Sep 1, Sep 4–5, Sep 8, Sep 11–12, Sep 15, Sep 18–19, Sep 22, Sep 25–26, Sep 29)
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 September 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.