San Jose (SJC) to Chicago/Midway (MDW) Flight Schedule

Flight San Jose(SJC) to Midway(MDW)
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Norman Y. Mineta San Jose International Airport Chicago Midway International Airport
SJC : San Jose , United States MDW : Chicago , United States
UTC-7(DST) UTC-5(DST)

San Jose to Midway Flight Schedule(September 2025)

Flight from San Jose(SJC) 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 SJC)

San Jose (SJC) to Chicago/Midway (MDW) Flight Schedule

LastUpdate : 2025/09/01 06:06

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

September 2025
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  • Southwest Airlines [ Show / Hide ]
Change Direction(MDW to SJC)
Flight Number / Airline Departure Time Arrival Time Flight Duration Operating Days Aircraft Type Airfare / Tickets
WN2546
Southwest Airlines
11:10 17:20 4h10m
M--TF-- (Sep 1, Sep 4–5, Sep 8, Sep 11–12, Sep 15, Sep 18–19, Sep 22, Sep 25–26)
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06:35 12:45 4h10m
-TW---- (Sep 2–3, Sep 9–10, Sep 16–17, Sep 23–24, Sep 30)
737-700 (WL)
WN1760
Southwest Airlines
06:40 17:25 8h45m
2 Transfers
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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WN3803
Southwest Airlines
08:00 14:05 4h5m
M--TF-- (Sep 1, Sep 4–5, Sep 8, Sep 11–12, Sep 15, Sep 18–19, Sep 22, Sep 25–26)
737-8-MAX Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
10:40 16:50 4h10m
-TW---- (Sep 2–3)
737-700 (WL)
08:35 14:45 4h10m
-----S- (Sep 6, Sep 13, Sep 20)
737-700 (WL)
07:00 13:05 4h5m
------S (Sep 7, Sep 14, Sep 21, Sep 28)
737-8-MAX
10:40 16:50 4h10m
-TW---- (Sep 9–10, Sep 16–17, Sep 23–24, Sep 30)
737-800 (WL)
08:00 14:05 4h5m
M------ (Sep 29)
737-8-MAX
WN4289
Southwest Airlines
07:00 16:40 7h40m
2 Transfers
-----S- (Sep 6, Sep 13, Sep 20, Sep 27)
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WN2149
Southwest Airlines
11:00 19:35 6h35m
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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08:05 16:35 6h30m
1 Transfer
-----S- (Sep 6, Sep 13, Sep 20, Sep 27)
11:00 19:35 6h35m
1 Transfer
M------ (Sep 29)
WN2120
Southwest Airlines
08:20 17:30 7h10m
2 Transfers
M--TF-- (Sep 1, Sep 4–5, Sep 8, Sep 11–12, Sep 15, Sep 18–19, Sep 22, Sep 25–26)
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WN1697
Southwest Airlines
08:50 17:00 6h10m
1 Transfer
------S (Sep 7, Sep 14, Sep 21, Sep 28)
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WN2830
Southwest Airlines
10:00 19:45 7h45m
2 Transfers
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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WN2206
Southwest Airlines
11:30 19:40 6h10m
1 Transfer
M------ (Sep 29)
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Change Direction(MDW to SJC)
Flight schedules as of September 01, 2025, 06:06 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 Jose to Chicago/Midway

How many airlines fly from San Jose to Chicago ?
As of September 2025, 1 airline operate direct flights from San Jose (SJC) to Chicago/Midway (MDW) : Southwest Airlines.
How far is it from San Jose to Chicago?
The distance between San Jose (SJC) to Chicago/Midway (MDW) is approximately 1,830 miles(2,950km) by air.
What is the time difference between San Jose to Chicago?
The time difference between Norman Y. Mineta San Jose International Airport(San Jose) and Chicago Midway International Airport(Chicago) is +2 hours. Chicago is 2 hours ahead of San Jose.San Jose 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.