Airlines with flights from Houston to Chicago
Southwest is the only airline with non-stop flights from Hobby Airport to Midway International Airport and the flight time is 2 hours and 25 minutes.
Southwest is the only airline with non-stop flights from Hobby Airport to Midway International Airport and the flight time is 2 hours and 25 minutes. Choose airline
Non-stop
2h 25min
Via Dallas
5h 30min
Via Nashville
6h 5min
Via Saint Louis
5h 5min
Via Atlanta
6h 0min
Via New Orleans
5h 5min
Via Atlanta
5h 26min
Via Kansas City
4h 45min
Via Austin
5h 35min
Via Columbus
7h 30min
Via Birmingham
4h 40min
Via Memphis
5h 0min
Via Omaha
4h 55min
Via Pittsburgh
5h 28min
Starts 10/04
Via Panama City
5h 15min
Via Tulsa
4h 55min
Via Oklahoma City
4h 50min
Via San Antonio
5h 35min
NEW
Via Harlingen
7h 20min
Via Charlotte
6h 40min
Starts 08/03
Via Savannah
7h 0min
Via Louisville
4h 55min
NEW
Via Amarillo
7h 50min
NEW
Starts 12/04
Via Pensacola
5h 20min
Schedules
Non-stop with Southwest Airlines
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Total flight time: 2 hours and 25 minutes
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Low-cost airline
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Houston and Chicago are both Southwest Airlines focus cities.
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33 flights per week
HOU
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 Dallas with Southwest Airlines
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Total flight time: 4h 00m - 9h 00m.
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Low-cost airline
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Houston and Chicago are both Southwest Airlines focus cities.
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61 flights per week
HOU
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
Via Nashville with Southwest Airlines
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Total flight time: 4h 05m - 8h 30m.
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Low-cost airline
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Houston and Chicago are both Southwest Airlines focus cities.
-
27 flights per week
HOU
Via BNA
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 Saint Louis with Southwest Airlines
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Total flight time: 3h 45m - 8h 15m.
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Low-cost airline
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Houston and Chicago are both Southwest Airlines focus cities.
-
20 flights per week
HOU
Via STL
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 Atlanta with Southwest Airlines
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Total flight time: 4h 30m - 8h 25m.
-
Low-cost airline
-
Houston and Chicago are both Southwest Airlines focus cities.
-
15 flights per week
HOU
Via ATL
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 Atlanta with Delta