Airlines with flights from Charleston to Chicago
There are two airlines with scheduled flights between CHS and MDW. Southwest is the only airline with non-stop flights from Charleston Afb International to Midway International Airport and the flight time is 2 hours and 15 minutes.
There are two airlines with scheduled flights between CHS and MDW. Southwest is the only airline with non-stop flights from Charleston Afb International to Midway International Airport and the flight time is 2 hours and 15 minutes. Choose airline
Direct
Non-stop
2h 15min
Via Nashville
3h 40min
Via Saint Louis
3h 45min
Via Atlanta
3h 55min
Via Baltimore
4h 15min
Via Detroit
5h 46min
Schedules
Non-stop with Southwest Airlines
-
Total flight time: 2 hours and 15 minutes
-
Low-cost airline
-
Chicago is a Southwest Airlines focus city (Operating base).
-
12 flights per week
-
Boeing 737-700 Passenger (Scimitar Winglets)Boeing 737-800 (winglets) Passenger/BBJ2Boeing 737MAX 8 Passenger
CHS
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
WN4167
08:00
06:10
06:10
08:00
08:00
05:30
07:35
WN4787
17:55
----
----
17:55
17:55
----
----
WN1962
----
----
----
----
----
18:20
----
WN2659
----
----
----
----
----
----
19:30
The timetable & schedule information was updated at 2026-04-21
Via Nashville with Southwest Airlines
-
Total flight time: 3h 40m - 7h 55m.
-
Low-cost airline
-
Chicago is a Southwest Airlines focus city (Operating base).
-
67 flights per week
-
Boeing 737-700 Passenger (Scimitar Winglets)Boeing 737-800 (winglets) Passenger/BBJ2Boeing 737MAX 8 Passenger
CHS
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
WN1141
WN1473
WN1473
----
06:35
06:35
----
----
----
----
WN237
WN478
WN478
----
----
----
----
----
----
13:05
WN899
WN2241
WN2241
13:55
14:10
14:10
13:55
13:55
----
----
WN1142
WN578
WN578
21:20
20:15
20:15
21:20
21:20
20:20
21:20
The timetable & schedule information was updated at 2026-04-21
Via Saint Louis with Southwest Airlines
-
Total flight time: 3h 45m - 6h 15m.
-
Low-cost airline
-
Chicago is a Southwest Airlines focus city (Operating base).
-
13 flights per week
-
Boeing 737-700 Passenger (Scimitar Winglets)Boeing 737-800 (winglets) Passenger/BBJ2Boeing 737MAX 8 Passenger
CHS
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
WN493
WN556
WN556
----
13:50
13:50
----
----
----
13:55
WN493
WN2289
WN2289
16:45
----
----
16:45
16:45
----
----
WN493
WN3957
WN3957
----
----
----
----
----
17:25
----
The timetable & schedule information was updated at 2026-04-21
Via Atlanta with Delta Air Lines
-
Total flight time: 3h 55m - 6h 17m.
-
Sky Team Alliance
-
151 flights per week
CHS
Via ATL
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
DL3055
DL1063
DL1063
05:10
05:10
05:10
05:10
05:10
06:00
05:10
DL2124
DL1063
DL1063
06:15
06:15
06:15
06:15
06:15
----
06:15
DL1664
DL1063
DL1063
----
----
----
----
----
07:05
----
DL1664
DL2417
DL2417
07:20
07:20
07:20
07:20
07:20
----
07:20
DL789
DL2417
DL2417
08:20
08:20
08:20
08:20
08:20
----
08:20
DL3091
DL2417
DL2417
----
----
----
----
----
10:37
----
DL3091
DL1728
DL1728
11:23
11:23
11:23
11:23
11:23
----
11:23
DL3107
DL1728
DL1728
13:11
13:11
13:11
13:11
13:11
----
13:11
DL1381
DL1076
DL1076
17:06
17:06
17:06
17:06
17:06
17:03
17:06
DL2174
DL1076
DL1076
18:24
18:24
18:24
18:24
18:24
18:24
18:24
The timetable & schedule information was updated at 2026-04-21
Via Baltimore with Southwest Airlines
-
Total flight time: 4h 15m - 8h 15m.
-
Low-cost airline
-
Chicago is a Southwest Airlines focus city (Operating base).
-
73 flights per week
-
Boeing 737-700 Passenger (Scimitar Winglets)Boeing 737-800 (winglets) Passenger/BBJ2Boeing 737MAX 8 Passenger
CHS
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
WN275
WN577
WN577
----
----
----
----
----
----
07:05
WN1090
WN4217
WN4217
07:15
----
----
07:15
07:15
----
----
WN275
WN2794
WN2794
----
----
----
----
----
07:20
----
WN1507
WN427
WN427
----
08:20
08:20
----
----
----
----
WN1143
WN164
WN164
10:35
----
----
10:35
10:35
----
----
WN894
WN655
WN655
----
----
----
----
----
----
11:00
WN1211
WN1539
WN1539
----
----
----
----
----
12:00
----
WN4349
WN2224
WN2224
----
15:00
15:00
----
----
----
----
WN470
WN768
WN768
----
----
----
----
----
----
15:25
WN470
WN998
WN998
16:10
----
----
16:10
16:10
----
----
WN1144
WN2730
WN2730
----
----
----
----
----
----
20:05
The timetable & schedule information was updated at 2026-04-21
