Airlines with flights from Sarasota to Chicago

There are two airlines with scheduled flights between SRQ and MDW. Southwest is the only airline with non-stop flights from Sarasota Bradenton International Airport to Midway International Airport and the flight time is 2 hours and 45 minutes.

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Direct

$Southwest Airlines from {( $airportFrom->city_name }} to Chicago$

Non-stop

2h 45min

Via Nashville

4h 10min

Via Saint Louis

4h 15min

Via Columbus

4h 15min

Via Atlanta

4h 18min

Via Orlando

4h 20min

Via Pittsburgh

4h 40min

Via Kansas City

4h 45min

Via Detroit

4h 58min

Via Baltimore

5h 5min

Via Cincinnati

8h 35min

Starts 06/06

Via Indianapolis

4h 15min

NEW Starts 07/06

Via Grand Rapids

7h 30min

NEW Starts 08/08

Via Milwaukee

5h 45min

Schedules

Non-stop with Southwest Airlines

Total flight time: 2 hours and 45 minutes
Low-cost airline
Chicago is a Southwest Airlines focus city (Operating base).

11 flights per week
Boeing 737-800 (winglets) Passenger/BBJ2

Boeing 737MAX 8 Passenger

Boeing 737-700 Passenger (Scimitar Winglets)

SRQ

Direct

MDW

Flight

Mon

Jun 15

Tue

Jun 16

Wed

Jun 17

Thu

Jun 18

Fri

Jun 19

Sat

Jun 20

Sun

Jun 21

WN3288

05:15

07:05

05:15

----

WN2713

----

07:10

WN3720

----

16:35

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WN3879

17:45

18:15

17:45

----

16:50

SHOW RETURN SCHEDULE

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CHECK PRICES FOR SRQ - MDW

The timetable & schedule information was updated at 2026-04-21

Via Nashville with Southwest Airlines

Total flight time: 4h 10m - 7h 25m.
Low-cost airline
Chicago is a Southwest Airlines focus city (Operating base).

80 flights per week
Boeing 737-800 (winglets) Passenger/BBJ2

Boeing 737MAX 8 Passenger

Boeing 737-700 Passenger (Scimitar Winglets)

SRQ

Via BNA

MDW

Flight

Mon

Jun 15

Tue

Jun 16

Wed

Jun 17

Thu

Jun 18

Fri

Jun 19

Sat

Jun 20

Sun

Jun 21

WN4425
WN4286

18:30

16:45

18:30

----

WN539
WN578

----

19:15

WN4425
WN578

----

20:00

----

SHOW RETURN SCHEDULE

CLOSE RETURN SCHEDULE

CHECK PRICES FOR SRQ - MDW

The timetable & schedule information was updated at 2026-04-21

Via Saint Louis with Southwest Airlines

Total flight time: 4h 15m - 6h 25m.
Low-cost airline
Chicago is a Southwest Airlines focus city (Operating base).

35 flights per week
Boeing 737-800 (winglets) Passenger/BBJ2

Boeing 737MAX 8 Passenger

Boeing 737-700 Passenger (Scimitar Winglets)

SRQ

Via STL

MDW

Flight

Mon

Jun 15

Tue

Jun 16

Wed

Jun 17

Thu

Jun 18

Fri

Jun 19

Sat

Jun 20

Sun

Jun 21

WN3880
WN2289

15:25

15:50

15:25

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WN2453
WN3957

----

18:35

----

WN3880
WN3957

----

18:50

SHOW RETURN SCHEDULE

CLOSE RETURN SCHEDULE

CHECK PRICES FOR SRQ - MDW

The timetable & schedule information was updated at 2026-04-21

Via Columbus with Southwest Airlines

Total flight time: 4h 15m - 6h 30m.
Low-cost airline
Chicago is a Southwest Airlines focus city (Operating base).

29 flights per week
Boeing 737-800 (winglets) Passenger/BBJ2

Boeing 737MAX 8 Passenger

Boeing 737-700 Passenger (Scimitar Winglets)

SRQ

Via CMH

MDW

Flight

Mon

Jun 15

Tue

Jun 16

Wed

Jun 17

Thu

Jun 18

Fri

Jun 19

Sat

Jun 20

Sun

Jun 21

WN4097
WN1982

----

12:35

----

SHOW RETURN SCHEDULE

CLOSE RETURN SCHEDULE

CHECK PRICES FOR SRQ - MDW

The timetable & schedule information was updated at 2026-04-21

Via Atlanta with Delta Air Lines

Total flight time: 4h 18m - 6h 45m.
Sky Team Alliance

107 flights per week

SRQ

Via ATL

MDW

Flight

Mon

Jun 15

Tue

Jun 16

Wed

Jun 17

Thu

Jun 18

Fri

Jun 19

Sat

Jun 20

Sun

Jun 21

DL1499
DL1063