Airlines with flights from Chicago to Sarasota
There are two airlines with scheduled flights between MDW and SRQ. Southwest is the only airline with non-stop flights from Midway International Airport to Sarasota Bradenton International Airport and the flight time is 2 hours and 35 minutes.
There are two airlines with scheduled flights between MDW and SRQ. Southwest is the only airline with non-stop flights from Midway International Airport to Sarasota Bradenton International Airport and the flight time is 2 hours and 35 minutes. Choose airline
Direct
Non-stop
2h 35min
Via Indianapolis
4h 0min
Via Orlando
4h 5min
Via Nashville
4h 5min
Via Atlanta
4h 10min
Via Saint Louis
4h 15min
Via Pittsburgh
4h 25min
Via Baltimore
5h 5min
Via Columbus
5h 35min
Via Louisville
7h 10min
Starts 06/06
Via Kansas City
4h 50min
Starts 04/07
Via Washington
7h 40min
Schedules
Non-stop with Southwest Airlines
-
Total flight time: 2 hours and 35 minutes
-
Low-cost airline
-
Chicago is a Southwest Airlines focus city (Operating base).
-
16 flights per week
-
Boeing 737-700 Passenger (Scimitar Winglets)Boeing 737MAX 8 PassengerBoeing 737-800 (winglets) Passenger/BBJ2
MDW
Direct
SRQ
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
WN4653
07:50
07:55
07:55
07:50
07:50
09:25
10:05
WN249
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13:40
13:40
----
----
----
----
WN2899
14:10
----
----
14:10
14:10
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----
WN2848
----
----
----
----
----
----
18:55
The timetable & schedule information was updated at 2026-04-21
Via Indianapolis with Southwest Airlines
-
Total flight time: 4h 00m - 6h 10m.
-
Low-cost airline
-
Chicago is a Southwest Airlines focus city (Operating base).
-
9 flights per week
-
Boeing 737-700 Passenger (Scimitar Winglets)Boeing 737MAX 8 PassengerBoeing 737-800 (winglets) Passenger/BBJ2
MDW
Via IND
SRQ
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 Orlando with Southwest Airlines
-
Total flight time: 4h 05m - 9h 15m.
-
Low-cost airline
-
Chicago is a Southwest Airlines focus city (Operating base).
-
89 flights per week
-
Boeing 737-700 Passenger (Scimitar Winglets)Boeing 737MAX 8 PassengerBoeing 737-800 (winglets) Passenger/BBJ2
MDW
Via MCO
SRQ
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
WN435
WN2710
WN2710
----
----
----
----
----
----
12:00
WN3579
WN2710
WN2710
12:40
----
----
12:40
12:40
----
----
WN692
WN2721
WN2721
----
12:50
12:50
----
----
----
----
WN114
WN1426
WN1426
----
----
----
----
----
12:50
----
WN2877
WN2710
WN2710
13:20
----
----
13:20
13:20
----
----
WN692
WN2710
WN2710
13:30
----
----
13:30
13:30
----
----
WN160
WN2710
WN2710
----
----
----
----
----
----
13:35
WN1779
WN2710
WN2710
----
----
----
----
----
----
14:50
WN2819
WN2721
WN2721
----
14:50
14:50
----
----
----
----
WN496
WN2721
WN2721
----
15:00
15:00
----
----
----
----
WN2820
WN1426
WN1426
----
----
----
----
----
15:50
----
WN2817
WN2721
WN2721
----
16:35
16:35
----
----
----
----
WN2818
WN2710
WN2710
----
----
----
----
----
----
16:55
The timetable & schedule information was updated at 2026-04-21
Via Nashville with Southwest Airlines
-
Total flight time: 4h 05m - 7h 40m.
-
Low-cost airline
-
Chicago is a Southwest Airlines focus city (Operating base).
-
66 flights per week
-
Boeing 737-700 Passenger (Scimitar Winglets)Boeing 737MAX 8 PassengerBoeing 737-800 (winglets) Passenger/BBJ2
MDW
Via BNA
SRQ
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
WN1053
WN677
WN677
----
----
----
----
----
06:40
----
WN1708
WN677
WN677
----
07:45
07:45
----
----
----
----
WN2959
WN677
WN677
----
08:40
08:40
----
----
----
----
WN1257
WN677
WN677
09:00
----
----
09:00
09:00
----
----
WN533
WN677
WN677
----
----
----
----
----
----
11:50
WN3869
WN4615
WN4615
----
15:10
15:10
----
----
----
----
WN3869
WN678
WN678
17:05
----
----
17:05
17:05
----
----
The timetable & schedule information was updated at 2026-04-21
Via Atlanta with Delta Air Lines
-
Total flight time: 4h 10m - 6h 38m.
-
Sky Team Alliance
-
111 flights per week
MDW
Via ATL
SRQ
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
DL1285
DL3104
DL3104
06:05
06:05
06:05
06:05
06:05
06:05
06:05
DL1063
DL3115
DL3115
----
----
----
----
----
10:55
----
DL1063
DL3109
DL3109
11:05
11:05
11:05
11:05
11:05
----
11:05
DL2417
DL3115
DL3115
12:45
12:45
12:45
12:45
12:45
----
12:45
DL2417
DL2997
DL2997
----
----
----
----
----
16:25
----
DL1728
DL1057
DL1057
17:11
17:11
17:11
17:11
17:11
----
17:11
The timetable & schedule information was updated at 2026-04-21
