Airlines with flights from Seattle to Chicago
There are two airlines with scheduled flights between SEA and MDW. Southwest is the only airline with non-stop flights from Seattle Airport to Midway International Airport and the flight time is 3 hours and 55 minutes.
Choose airline
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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24 flights per week
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Boeing 737-800 (winglets) Passenger/BBJ2Boeing 737MAX 8 Passenger
SEA
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
WN3483
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05:00
05:00
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----
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WN4407
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----
----
----
----
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05:15
WN2810
05:30
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----
05:30
05:30
06:15
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WN3081
11:45
10:45
10:45
11:45
11:45
10:30
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WN2304
23:05
23:05
23:05
23:05
23:05
23:05
23:05
The timetable & schedule information was updated at 2026-04-22
Via Saint Louis with Southwest Airlines
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Total flight time: 5h 35m - 9h 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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1 flights per week
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Boeing 737-800 (winglets) Passenger/BBJ2Boeing 737MAX 8 Passenger
SEA
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
WN5111
WN2468
WN2468
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----
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----
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08:10
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WN3632
WN556
WN556
09:00
09:30
09:30
09:00
09:00
----
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WN4619
WN3957
WN3957
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----
----
----
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12:00
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The timetable & schedule information was updated at 2026-04-22
Via Denver with Southwest Airlines
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Total flight time: 5h 40m - 10h 25m.
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Low-cost airline
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Chicago is a Southwest Airlines focus city (Operating base).
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120 flights per week
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Boeing 737-800 (winglets) Passenger/BBJ2Boeing 737MAX 8 Passenger
SEA
Via DEN
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
WN3615
WN2572
WN2572
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05:00
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WN3615
WN755
WN755
05:15
05:15
05:15
05:15
05:15
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05:30
WN4920
WN284
WN284
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07:35
07:35
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----
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WN3397
WN1601
WN1601
07:50
----
----
07:50
07:50
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WN3397
WN1603
WN1603
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----
----
----
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09:45
08:45
WN4231
WN1251
WN1251
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----
----
----
09:30
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WN3616
WN1604
WN1604
12:20
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12:20
12:20
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WN3617
WN223
WN223
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----
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13:30
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WN1049
WN1614
WN1614
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14:15
14:15
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WN1166
WN1614
WN1614
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----
----
----
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14:25
WN3617
WN1615
WN1615
14:35
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14:35
14:35
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----
The timetable & schedule information was updated at 2026-04-22
Via Detroit with Delta Air Lines
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Total flight time: 6h 07m - 8h 09m.
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Sky Team Alliance
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Seattle is a Delta Air Lines hub.
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36 flights per week
SEA
Via DTW
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
DL2324
DL4677
DL4677
09:45
09:45
09:45
09:45
09:45
09:45
09:45
DL810
DL4684
DL4684
23:10
23:10
23:10
23:10
23:10
23:10
23:10
The timetable & schedule information was updated at 2026-04-22
Via Minneapolis with Delta Air Lines
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Total flight time: 6h 25m - 7h 15m.
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Sky Team Alliance
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Seattle is a Delta Air Lines hub.
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48 flights per week
SEA
Via MSP
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
DL536
DL4714
DL4714
09:06
09:06
09:06
09:06
09:06
09:06
09:06
DL953
DL4712
DL4712
23:59
23:59
23:59
23:59
23:59
23:59
23:59
The timetable & schedule information was updated at 2026-04-22

There are two airlines with scheduled flights between SEA and MDW. Southwest is the only airline with non-stop flights from Seattle Airport to Midway International Airport and the flight time is 3 hours and 55 minutes.