Chicago/Midway (MDW) to San Jose (SJC) August 2025 Flight Schedule

Flight Midway(MDW) to San Jose(SJC)
CHANGE DIRECTION

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

Midway to San Jose Flight Schedule(August 2025)

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

Change Direction(SJC to MDW)

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

LastUpdate : 2025/09/01 06:06

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

August 2025
  • Southwest Airlines [ Show / Hide ]
Change Direction(SJC to MDW)
Flight Number / Airline Departure Time Arrival Time Flight Duration Operating Days Aircraft Type Airfare / Tickets
WN899
Southwest Airlines
06:40 10:50 6h10m
1 Transfer
M--TF-- (Aug 7–8, Aug 11, Aug 14–15, Aug 18, Aug 21–22, Aug 25, Aug 28–29)
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WN4429
Southwest Airlines
08:00 10:30 4h30m
M--TF-- (Aug 7–8, Aug 11, Aug 14–15, Aug 18, Aug 21–22, Aug 25, Aug 28–29)
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WN2008
Southwest Airlines
08:25 10:55 4h30m
-TW---- (Aug 5–6, Aug 12–13, Aug 19–20, Aug 26–27)
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15:35 18:05 4h30m
-----S- (Aug 9, Aug 16, Aug 23, Aug 30)
737-8-MAX
19:50 22:20 4h30m
------S (Aug 10, Aug 17, Aug 24)
737-8-MAX
10:00 12:30 4h30m
------S (Aug 31)
737-8-MAX
WN1652
Southwest Airlines
09:00 13:15 6h15m
1 Transfer
------S (Aug 31)
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WN3917
Southwest Airlines
10:25 12:55 4h30m
M------ (Aug 4)
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WN3895
Southwest Airlines
13:10 17:15 6h5m
1 Transfer
M------ (Aug 4)
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WN446
Southwest Airlines
13:55 18:10 6h15m
1 Transfer
------S (Aug 10, Aug 17, Aug 24)
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WN241
Southwest Airlines
14:05 18:05 6h0m
1 Transfer
------S (Aug 31)
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WN786
Southwest Airlines
14:25 19:10 6h45m
1 Transfer
M------ (Aug 4)
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WN801
Southwest Airlines
14:50 20:50 8h0m
2 Transfers
------S (Aug 31)
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WN1454
Southwest Airlines
15:55 18:30 4h35m
M------ (Aug 4)
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WN1437
Southwest Airlines
16:45 22:05 7h20m
1 Transfer
M------ (Aug 4)
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WN3762
Southwest Airlines
17:40 20:10 4h30m
-TW---- (Aug 5–6, Aug 12–13, Aug 19–20, Aug 26–27)
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19:55 22:25 4h30m
M--TF-- (Aug 7–8, Aug 11, Aug 14–15, Aug 18, Aug 21–22, Aug 25, Aug 28–29)
737-8-MAX
WN3919
Southwest Airlines
20:05 22:40 4h35m
M------ (Aug 4)
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Change Direction(SJC to MDW)
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 : Chicago/Midway to San Jose

How many airlines fly from Chicago to San Jose ?
As of August 2025, 1 airline operate direct flights from Chicago/Midway (MDW) to San Jose (SJC) : Southwest Airlines.
How far is it from Chicago to San Jose?
The distance between Chicago/Midway (MDW) to San Jose (SJC) is approximately 1,830 miles(2,950km) by air.
What is the time difference between Chicago to San Jose?
The time difference between Chicago Midway International Airport(Chicago) and Norman Y. Mineta San Jose International Airport(San Jose) is -2 hours. San Jose is 2 hours behind Chicago.Chicago is currently observing daylight saving time (DST) from March 9, 2025 to November 2, 2025.San Jose is currently observing daylight saving time (DST) from March 9, 2025 to November 2, 2025.