Airlines with flights from Manchester to Chicago
Southwest is the only airline with non-stop flights from Manchester to Midway International Airport and the flight time is 2 hours and 30 minutes.
Choose airline
Schedules
Non-stop with Southwest Airlines
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Total flight time: 2 hours and 30 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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16 flights per week
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Boeing 737-700 Passenger (Scimitar Winglets)Boeing 737MAX 8 PassengerBoeing 737-800 (winglets) Passenger/BBJ2
MHT
Direct
MDW
W25, Jun 15 - Jun 21
Flight
Mon
Jun 15
Tue
Jun 16
Wed
Jun 17
Thu
Jun 18
Fri
Jun 19
Sat
Jun 20
Sun
Jun 21
WN2732
06:00
06:55
06:55
06:00
06:00
07:15
06:40
WN2920
19:00
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19:00
19:00
18:15
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WN3778
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18:15
18:15
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WN1444
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19:10
The timetable & schedule information was updated at 2026-04-21
Via Baltimore with Southwest Airlines
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Total flight time: 4h 20m - 9h 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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127 flights per week
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Boeing 737-700 Passenger (Scimitar Winglets)Boeing 737MAX 8 PassengerBoeing 737-800 (winglets) Passenger/BBJ2
MHT
Via BWI
MDW
W25, Jun 15 - Jun 21
Flight
Mon
Jun 15
Tue
Jun 16
Wed
Jun 17
Thu
Jun 18
Fri
Jun 19
Sat
Jun 20
Sun
Jun 21
WN4657
WN4217
WN4217
05:35
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05:35
05:35
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WN4657
WN2794
WN2794
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05:35
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WN4657
WN1139
WN1139
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05:45
05:45
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WN956
WN938
WN938
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08:50
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WN2918
WN914
WN914
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09:10
09:10
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WN2918
WN435
WN435
09:10
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09:10
09:10
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WN1121
WN1107
WN1107
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11:25
11:25
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WN1121
WN961
WN961
11:30
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11:30
11:30
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WN1250
WN1539
WN1539
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11:30
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WN2355
WN5047
WN5047
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12:35
WN1100
WN428
WN428
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13:00
13:00
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WN3647
WN997
WN997
13:30
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13:30
13:30
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WN938
WN267
WN267
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15:40
WN1827
WN998
WN998
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15:55
15:55
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WN3019
WN999
WN999
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17:05
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WN976
WN999
WN999
17:10
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17:10
17:10
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WN1677
WN375
WN375
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17:15
The timetable & schedule information was updated at 2026-04-21
Via Nashville with Southwest Airlines
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Total flight time: 5h 50m - 8h 35m.
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Low-cost airline
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Chicago is a Southwest Airlines focus city (Operating base).
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Boeing 737-700 Passenger (Scimitar Winglets)Boeing 737MAX 8 PassengerBoeing 737-800 (winglets) Passenger/BBJ2
MHT
Via BNA
MDW
W25, Jun 15 - Jun 21
Flight
Mon
Jun 15
Tue
Jun 16
Wed
Jun 17
Thu
Jun 18
Fri
Jun 19
Sat
Jun 20
Sun
Jun 21
Sorry. We could not find any flights for this week.
The timetable & schedule information was updated at 2026-04-21
Via Saint Louis with Southwest Airlines
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Total flight time: 6h 45m - 6h 45m.
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Low-cost airline
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Chicago is a Southwest Airlines focus city (Operating base).
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Boeing 737-700 Passenger (Scimitar Winglets)Boeing 737MAX 8 PassengerBoeing 737-800 (winglets) Passenger/BBJ2
MHT
Via STL
MDW
W25, Jun 15 - Jun 21
Flight
Mon
Jun 15
Tue
Jun 16
Wed
Jun 17
Thu
Jun 18
Fri
Jun 19
Sat
Jun 20
Sun
Jun 21
Sorry. We could not find any flights for this week.
The timetable & schedule information was updated at 2026-04-21

Southwest is the only airline with non-stop flights from Manchester to Midway International Airport and the flight time is 2 hours and 30 minutes.