Airlines with flights from Raleigh/Durham to Chicago
There are three airlines with scheduled flights between RDU and MDW. Southwest is the only airline with non-stop flights from Raleigh–Durham Airport to Midway International Airport and the flight time is 2 hours.
There are three airlines with scheduled flights between RDU and MDW. Southwest is the only airline with non-stop flights from Raleigh–Durham Airport to Midway International Airport and the flight time is 2 hours. Choose airline
Direct
Non-stop
2h 0min
Via Detroit
3h 35min
Via Nashville
3h 45min
Via Baltimore
3h 50min
Via Saint Louis
3h 50min
Via Atlanta
4h 9min
Via Atlanta
4h 42min
NEW
Starts 09/08
Via Milwaukee
6h 10min
Schedules
Non-stop with Southwest Airlines
-
Total flight time: 2 hours
-
Low-cost airline
-
Chicago is a Southwest Airlines focus city (Operating base).
-
25 flights per week
-
Boeing 737-700 Passenger (Scimitar Winglets)Boeing 737MAX 8 PassengerBoeing 737-800 (winglets) Passenger/BBJ2
RDU
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
WN2531
----
----
----
----
----
----
07:15
WN2946
----
07:40
07:40
----
----
----
----
WN3432
08:05
----
----
08:05
08:05
08:35
----
WN3357
----
----
----
----
----
----
13:20
WN4516
13:40
13:30
13:30
13:40
13:40
----
----
WN800
----
----
----
----
----
14:00
----
WN2837
----
----
----
----
----
18:35
----
WN3766
19:35
19:00
19:00
19:35
19:35
----
19:20
The timetable & schedule information was updated at 2026-04-21
Via Detroit with Delta Air Lines
-
Total flight time: 3h 35m - 5h 58m.
-
Sky Team Alliance
-
Raleigh/Durham is a Delta Air Lines focus city.
-
78 flights per week
RDU
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
DL1388
DL4684
DL4684
05:33
05:33
05:33
05:33
05:33
05:33
05:33
DL1427
DL4688
DL4688
09:54
09:54
09:54
09:54
09:54
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09:54
The timetable & schedule information was updated at 2026-04-21
Via Nashville with Southwest Airlines
-
Total flight time: 3h 45m - 7h 50m.
-
Low-cost airline
-
Chicago is a Southwest Airlines focus city (Operating base).
-
115 flights per week
-
Boeing 737-700 Passenger (Scimitar Winglets)Boeing 737MAX 8 PassengerBoeing 737-800 (winglets) Passenger/BBJ2
RDU
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
WN3418
WN1473
WN1473
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06:45
06:45
----
----
----
----
WN684
WN1430
WN1430
----
10:25
10:25
----
----
----
----
WN1059
WN2241
WN2241
----
11:15
11:15
----
----
----
----
WN2506
WN1009
WN1009
----
----
----
----
----
----
11:20
WN294
WN4286
WN4286
----
16:10
16:10
----
----
----
----
WN4141
WN578
WN578
----
----
----
----
----
20:20
----
WN3421
WN578
WN578
21:15
20:20
20:20
21:15
21:15
----
21:15
The timetable & schedule information was updated at 2026-04-21
Via Baltimore with Southwest Airlines
-
Total flight time: 3h 50m - 8h 25m.
-
Low-cost airline
-
Chicago is a Southwest Airlines focus city (Operating base).
-
156 flights per week
-
Boeing 737-700 Passenger (Scimitar Winglets)Boeing 737MAX 8 PassengerBoeing 737-800 (winglets) Passenger/BBJ2
RDU
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
WN3422
WN1139
WN1139
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06:00
06:00
----
----
----
----
WN3422
WN4217
WN4217
06:10
----
----
06:10
06:10
----
----
WN3422
WN2794
WN2794
----
----
----
----
----
06:15
----
WN4550
WN427
WN427
08:40
08:25
08:25
08:40
08:40
----
----
WN1059
WN655
WN655
----
----
----
----
----
----
10:20
WN1059
WN766
WN766
----
11:15
11:15
----
----
----
----
WN1059
WN164
WN164
11:20
----
----
11:20
11:20
----
----
WN2968
WN961
WN961
13:20
----
----
13:20
13:20
----
----
WN2968
WN914
WN914
----
----
----
----
----
----
13:40
WN3901
WN2693
WN2693
----
----
----
----
----
13:45
----
WN1063
WN998
WN998
----
16:25
16:25
----
----
----
----
WN1063
WN999
WN999
17:40
----
----
17:40
17:40
----
----
WN3425
WN999
WN999
----
18:20
18:20
----
----
----
----
WN3425
WN2730
WN2730
----
----
----
----
----
----
20:25
The timetable & schedule information was updated at 2026-04-21
Via Saint Louis with Southwest Airlines
-
Total flight time: 3h 50m - 6h 00m.
-
Low-cost airline
-
Chicago is a Southwest Airlines focus city (Operating base).
-
34 flights per week
-
Boeing 737-700 Passenger (Scimitar Winglets)Boeing 737MAX 8 PassengerBoeing 737-800 (winglets) Passenger/BBJ2
RDU
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
WN3435
WN2570
WN2570
06:25
----
----
06:25
06:25
----
06:25
WN3435
WN2665
WN2665
----
06:35
06:35
----
----
----
----
WN3457
WN3957
WN3957
19:55
19:25
19:25
19:55
19:55
18:15
19:50
The timetable & schedule information was updated at 2026-04-21
Via Atlanta with Frontier