Airlines with flights from San Diego to Chicago
Southwest is the only airline with non-stop flights from San Diego International Airport to Midway International Airport and the flight time is 3 hours and 55 minutes.
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Schedules
Non-stop with Southwest Airlines
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Total flight time: 3 hours and 55 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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15 flights per week
SAN
Direct
MDW
W1, Dec 30 - Jan 05
Flight
Mon
Jan 1
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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 30m - 10h 40m.
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Low-cost airline
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Chicago is a Southwest Airlines focus city (Operating base).
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56 flights per week
SAN
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 20m - 10h 05m.
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Low-cost airline
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Chicago is a Southwest Airlines focus city (Operating base).
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49 flights per week
SAN
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 20m - 10h 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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43 flights per week
SAN
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 Dallas with Southwest Airlines
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Total flight time: 5h 40m - 11h 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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26 flights per week
SAN
Via DAL
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