Airlines with flights from San Jose to Chicago
Southwest is the only airline with non-stop flights from Norman Y Mineta San Jose International to Midway International Airport and the flight time is 4 hours and 5 minutes.
Southwest is the only airline with non-stop flights from Norman Y Mineta San Jose International to Midway International Airport and the flight time is 4 hours and 5 minutes. Choose airline
Non-stop
4h 5min
Via Las Vegas
7h 35min
Via Denver
7h 45min
Via Phoenix
7h 40min
Via San Diego
7h 25min
Via Los Angeles
7h 15min
Via Dallas
8h 25min
Via Long Beach
6h 35min
Via Nashville
8h 25min
Via Santa Ana
9h 25min
Via Kansas City
8h 40min
Via Burbank
7h 10min
Via Ontario
7h 10min
Via Salt Lake City
6h 45min
Via Saint Louis
5h 45min
Via Portland
7h 35min
NEW
Via Denver
6h 39min
NEW
Via Phoenix
6h 45min
Starts 13/02
Via Omaha
8h 5min
NEW
Starts 07/01
Via Las Vegas
6h 13min
NEW
Starts 15/02
Via Detroit
9h 5min
Schedules
Non-stop with Southwest Airlines
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Total flight time: 4 hours and 5 minutes
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Low-cost airline
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Chicago is a Southwest Airlines focus city (Operating base).
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7 flights per week
SJC
Direct
MDW
W1, Dec 30 - Jan 05
Flight
Mon
Jan 1
Tue
Jan 2
Wed
Jan 3
Thu
Jan 4
Fri
Jan 5
Sat
Jan 6
Sun
Jan 7
Sorry. We could not find any flights for this week.
The timetable & schedule information was updated at 2024-12-13
Via Las Vegas with Southwest Airlines
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Total flight time: 5h 40m - 10h 30m.
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Low-cost airline
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Chicago is a Southwest Airlines focus city (Operating base).
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48 flights per week
SJC
Via LAS
MDW
W1, Dec 30 - Jan 05
Flight
Mon
Jan 1
Tue
Jan 2
Wed
Jan 3
Thu
Jan 4
Fri
Jan 5
Sat
Jan 6
Sun
Jan 7
Sorry. We could not find any flights for this week.
The timetable & schedule information was updated at 2024-12-13
Via Denver with Southwest Airlines
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Total flight time: 5h 30m - 11h 00m.
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Low-cost airline
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Chicago is a Southwest Airlines focus city (Operating base).
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45 flights per week
SJC
Via DEN
MDW
W1, Dec 30 - Jan 05
Flight
Mon
Jan 1
Tue
Jan 2
Wed
Jan 3
Thu
Jan 4
Fri
Jan 5
Sat
Jan 6
Sun
Jan 7
Sorry. We could not find any flights for this week.
The timetable & schedule information was updated at 2024-12-13
Via Phoenix with Southwest Airlines
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Total flight time: 5h 45m - 10h 35m.
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Low-cost airline
-
Chicago is a Southwest Airlines focus city (Operating base).
-
45 flights per week
SJC
Via PHX
MDW
W1, Dec 30 - Jan 05
Flight
Mon
Jan 1
Tue
Jan 2
Wed
Jan 3
Thu
Jan 4
Fri
Jan 5
Sat
Jan 6
Sun
Jan 7
Sorry. We could not find any flights for this week.
The timetable & schedule information was updated at 2024-12-13
Via San Diego with Southwest Airlines
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Total flight time: 6h 20m - 10h 20m.
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Low-cost airline
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Chicago is a Southwest Airlines focus city (Operating base).
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18 flights per week
SJC
Via SAN
MDW
W1, Dec 30 - Jan 05
Flight
Mon
Jan 1
Tue
Jan 2
Wed
Jan 3
Thu
Jan 4
Fri
Jan 5
Sat
Jan 6
Sun
Jan 7
Sorry. We could not find any flights for this week.
The timetable & schedule information was updated at 2024-12-13
Via Denver with Frontier Airlines