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Flight Schedules

Last Updated: Thu, 2 May, 2024

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- M
- T
- W
- T
- F
- S
- S

20:05 - 21:55

SRQ - MDW
20:05 (SRQ)Sarasota/Bradenton Airport
21:55 (MDW)Chicago Midway Airport
Southwest Airlines (WN 5390)Boeing 737 700
2h 50m
Direct
- -
- -
- -
- -
- -
- -
- S
Boeing 737 700

07:00 - 08:40

SRQ - MDW
07:00 (SRQ)Sarasota/Bradenton Airport
08:40 (MDW)Chicago Midway Airport
Southwest Airlines (WN 3237)Boeing 737 Max 8 Passenger
2h 40m
Direct
- M
- -
- -
- T
- F
- -
- -
Boeing 737 Max 8 Passenger

07:10 - 08:55

SRQ - MDW
07:10 (SRQ)Sarasota/Bradenton Airport
08:55 (MDW)Chicago Midway Airport
Southwest Airlines (WN 3237)Boeing 737 Max 8 Passenger
2h 45m
Direct
- -
- -
- -
- -
- -
- S
- -
Boeing 737 Max 8 Passenger

07:10 - 08:55

SRQ - MDW
07:10 (SRQ)Sarasota/Bradenton Airport
08:55 (MDW)Chicago Midway Airport
Southwest Airlines (WN 3237)Boeing 737 700
2h 45m
Direct
- -
- T
- W
- -
- -
- -
- -
Boeing 737 700

11:15 - 13:00

SRQ - MDW
11:15 (SRQ)Sarasota/Bradenton Airport
13:00 (MDW)Chicago Midway Airport
Southwest Airlines (WN 2540)Boeing 737 700
2h 45m
Direct
- -
- -
- -
- -
- -
- -
- S
Boeing 737 700

11:45 - 15:10

SRQ - MDW
11:45 (SRQ)Sarasota/Bradenton Airport
15:10 (MDW)Chicago Midway Airport
Southwest Airlines (WN 887)Boeing 737 700
4h 25m
Direct
- -
- -
- -
- -
- -
- -
- S
Boeing 737 700

12:15 - 14:22

SRQ - ORD
12:15 (SRQ)Sarasota/Bradenton Airport
14:22 (ORD)Chicago O'Hare International Airport
United Airlines (UA 1836)Boeing 737 700
3h 07m
Direct
- M
- T
- W
- T
- F
- S
- S
Boeing 737 700

13:33 - 18:33

SRQ - ORD
13:33 (SRQ)Sarasota/Bradenton Airport
18:33 (ORD)Chicago O'Hare International Airport
United Airlines (UA 2497)Airbus
6h
Direct
- M
- T
- W
- T
- F
- S
- S
Airbus

14:13 - 16:09

SRQ - RFD
14:13 (SRQ)Sarasota/Bradenton Airport
16:09 (RFD)Chicago Rockford Airport
Allegiant Air LLC (G4 3013)Airbus
2h 56m
Direct
- -
- -
- -
- T
- -
- -
- S
Airbus

15:05 - 17:03

SRQ - ORD
15:05 (SRQ)Sarasota/Bradenton Airport
17:03 (ORD)Chicago O'Hare International Airport
United Airlines (UA 2604)Boeing 737 700
2h 58m
Direct
- M
- T
- W
- T
- F
- S
- S
Boeing 737 700

16:25 - 18:15

SRQ - MDW
16:25 (SRQ)Sarasota/Bradenton Airport
18:15 (MDW)Chicago Midway Airport
Southwest Airlines (WN 5390)Boeing 737 700
2h 50m
Direct
- -
- T
- W
- -
- -
- -
- -
Boeing 737 700

16:40 - 18:20

SRQ - MDW
16:40 (SRQ)Sarasota/Bradenton Airport
18:20 (MDW)Chicago Midway Airport
Southwest Airlines (WN 5390)Boeing 737 700
2h 40m
Direct
- -
- -
- -
- -
- -
- S
- -
Boeing 737 700

16:43 - 23:42

SRQ - ORD
16:43 (SRQ)Sarasota/Bradenton Airport
23:42 (ORD)Chicago O'Hare International Airport
United Airlines (UA 1393)Boeing 737 700
7h 59m
Direct
- M
- T
- W
- T
- F
- S
- S
Boeing 737 700

16:45 - 19:45

SRQ - MDW
16:45 (SRQ)Sarasota/Bradenton Airport
19:45 (MDW)Chicago Midway Airport
Southwest Airlines (WN 3585)Boeing 737 700
4h
Direct
- -
- -
- -
- -
- -
- -
- S
Boeing 737 700

16:55 - 18:40

SRQ - MDW
16:55 (SRQ)Sarasota/Bradenton Airport
18:40 (MDW)Chicago Midway Airport
Southwest Airlines (WN 5390)Boeing 737 Max 8 Passenger
2h 45m
Direct
- M
- -
- -
- T
- F
- -
- -
Boeing 737 Max 8 Passenger

17:45 - 20:55

SRQ - MDW
17:45 (SRQ)Sarasota/Bradenton Airport
20:55 (MDW)Chicago Midway Airport
Southwest Airlines (WN 6066)Boeing 737 700
4h 10m
Direct
- -
- T
- W
- -
- -
- -
- -
Boeing 737 700

Connecting Flights

05:55 - 07:30

SRQ - ATL

10:45 - 11:40

ATL - MDW
05:55 (SRQ)Sarasota/Bradenton Airport

10:45 (ATL)Atlanta Hartsfield-Jackson Intl Airport
07:30 (ATL)Atlanta Hartsfield-Jackson Intl Airport

11:40 (MDW)Chicago Midway Airport
Southwest Airlines (WN 331)Boeing 737 700

Southwest Airlines (WN 5518)Boeing 737 Max 8 Passenger
6h 45m (3h 15m)
ATL Atlanta 3h 15m
- M
- -
- -
- T
- F
- -
- -

05:55 - 07:30

SRQ - ATL

08:30 - 09:25

ATL - MDW
05:55 (SRQ)Sarasota/Bradenton Airport

08:30 (ATL)Atlanta Hartsfield-Jackson Intl Airport
07:30 (ATL)Atlanta Hartsfield-Jackson Intl Airport

09:25 (MDW)Chicago Midway Airport
Southwest Airlines (WN 331)Boeing 737 700

Southwest Airlines (WN 908)Boeing 737 700
4h 30m (1h)
ATL Atlanta 1h
- M
- -
- -
- T
- F
- -
- -

06:00 - 07:40

SRQ - ATL

09:50 - 10:45

ATL - MDW
06:00 (SRQ)Sarasota/Bradenton Airport

09:50 (ATL)Atlanta Hartsfield-Jackson Intl Airport
07:40 (ATL)Atlanta Hartsfield-Jackson Intl Airport

10:45 (MDW)Chicago Midway Airport
Southwest Airlines (WN 331)Boeing 737 700

Southwest Airlines (WN 5518)Boeing 737 Max 8 Passenger
5h 45m (2h 10m)
ATL Atlanta 2h 10m
- -
- -
- -
- -
- -
- -
- S

06:10 - 07:45

SRQ - ATL

10:40 - 11:35

ATL - MDW
06:10 (SRQ)Sarasota/Bradenton Airport

10:40 (ATL)Atlanta Hartsfield-Jackson Intl Airport
07:45 (ATL)Atlanta Hartsfield-Jackson Intl Airport

11:35 (MDW)Chicago Midway Airport
Southwest Airlines (WN 331)Boeing 737 700

Southwest Airlines (WN 5518)Boeing 737 Max 8 Passenger
6h 25m (2h 55m)
ATL Atlanta 2h 55m
- -
- -
- -
- -
- -
- S
- -

06:35 - 08:00

SRQ - HOU

08:55 - 11:30

HOU - MDW
06:35 (SRQ)Sarasota/Bradenton Airport

08:55 (HOU)Houston Hobby Airport
08:00 (HOU)Houston Hobby Airport

11:30 (MDW)Chicago Midway Airport
Southwest Airlines (WN 6083)Boeing 737 Max 8 Passenger

Southwest Airlines (WN 6128)Boeing 737 700
5h 55m (55m)
HOU Houston 55m
- -
- -
- -
- -
- -
- -
- S

06:50 - 09:10

SRQ - BWI

10:10 - 11:10

BWI - MDW
06:50 (SRQ)Sarasota/Bradenton Airport

10:10 (BWI)Baltimore Washington International Airport
09:10 (BWI)Baltimore Washington International Airport

11:10 (MDW)Chicago Midway Airport
Southwest Airlines (WN 5691)Boeing 737 Max 8 Passenger

Southwest Airlines (WN 1930)Boeing 737 Max 8 Passenger
5h 20m (1h)
BWI Baltimore 1h
- -
- T
- W
- -
- -
- -
- -

07:30 - 08:25

SRQ - BNA

11:00 - 12:45

BNA - ORD
07:30 (SRQ)Sarasota/Bradenton Airport

11:00 (BNA)Nashville Airport
08:25 (BNA)Nashville Airport

12:45 (ORD)Chicago O'Hare International Airport
Southwest Airlines (WN 3097)Boeing 737 700

Southwest Airlines (WN 3624)Boeing 737 800
6h 15m (2h 35m)
BNA Nashville 2h 35m
- -
- -
- -
- -
- -
- -
- S

07:30 - 08:25

SRQ - BNA

09:35 - 11:10

BNA - MDW
07:30 (SRQ)Sarasota/Bradenton Airport

09:35 (BNA)Nashville Airport
08:25 (BNA)Nashville Airport

11:10 (MDW)Chicago Midway Airport
Southwest Airlines (WN 3097)Boeing 737 700

Southwest Airlines (WN 2119)Boeing 737 700
4h 40m (1h 10m)
BNA Nashville 1h 10m
- -
- -
- -
- -
- -
- -
- S

08:35 - 09:35

SRQ - BNA

12:30 - 14:15

BNA - ORD
08:35 (SRQ)Sarasota/Bradenton Airport

12:30 (BNA)Nashville Airport
09:35 (BNA)Nashville Airport

14:15 (ORD)Chicago O'Hare International Airport
Southwest Airlines (WN 955)Boeing 737 700

Southwest Airlines (WN 3623)Boeing 737 700
6h 40m (2h 55m)
BNA Nashville 2h 55m
- M
- -
- -
- T
- F
- -
- -

09:20 - 11:40

SRQ - CMH

13:55 - 14:05

CMH - MDW
09:20 (SRQ)Sarasota/Bradenton Airport

13:55 (CMH)Columbus Port Columbus Intl Airport
11:40 (CMH)Columbus Port Columbus Intl Airport

14:05 (MDW)Chicago Midway Airport
Southwest Airlines (WN 2588)Boeing 737 700

Southwest Airlines (WN 6025)Boeing 737 700
5h 45m (2h 15m)
CMH Columbus 2h 15m
- -
- -
- -
- -
- -
- S
- -

10:20 - 13:00

SRQ - BUF

14:20 - 14:55

BUF - MDW
10:20 (SRQ)Sarasota/Bradenton Airport

14:20 (BUF)Buffalo Airport
13:00 (BUF)Buffalo Airport

14:55 (MDW)Chicago Midway Airport
Southwest Airlines (WN 5542)Boeing 737 700

Southwest Airlines (WN 523)Boeing 737 700
5h 35m (1h 20m)
BUF 1h 20m
- -
- -
- -
- -
- -
- S
- -

11:40 - 14:05

SRQ - BWI

16:40 - 17:40

BWI - MDW
11:40 (SRQ)Sarasota/Bradenton Airport

16:40 (BWI)Baltimore Washington International Airport
14:05 (BWI)Baltimore Washington International Airport

17:40 (MDW)Chicago Midway Airport
Southwest Airlines (WN 1122)Boeing 737 700

Southwest Airlines (WN 2136)Boeing 737 Max 8 Passenger
7h (2h 35m)
BWI Baltimore 2h 35m
- M
- -
- -
- T
- F
- -
- -

11:50 - 14:20

SRQ - BWI

16:40 - 17:45

BWI - MDW
11:50 (SRQ)Sarasota/Bradenton Airport

16:40 (BWI)Baltimore Washington International Airport
14:20 (BWI)Baltimore Washington International Airport

17:45 (MDW)Chicago Midway Airport
Southwest Airlines (WN 1122)Boeing 737 700

Southwest Airlines (WN 2136)Boeing 737 800
6h 55m (2h 20m)
BWI Baltimore 2h 20m
- -
- T
- W
- -
- -
- -
- -

12:25 - 14:55

SRQ - PIT

16:00 - 16:25

PIT - MDW
12:25 (SRQ)Sarasota/Bradenton Airport

16:00 (PIT)Pittsburgh International Airport
14:55 (PIT)Pittsburgh International Airport

16:25 (MDW)Chicago Midway Airport
Southwest Airlines (WN 4369)Boeing 737 700

Southwest Airlines (WN 3207)Boeing 737 700
5h (1h 05m)
PIT 1h 05m
- -
- -
- -
- -
- -
- S
- -

13:00 - 14:30

SRQ - STL

17:25 - 18:30

STL - MDW
13:00 (SRQ)Sarasota/Bradenton Airport

17:25 (STL)St Louis Lambert Intl Airport
14:30 (STL)St Louis Lambert Intl Airport

18:30 (MDW)Chicago Midway Airport
Southwest Airlines (WN 5942)Boeing 737 800

Southwest Airlines (WN 5687)Boeing 737 800
6h 30m (2h 55m)
STL Saint Louis 2h 55m
- -
- T
- W
- -
- -
- -
- -

13:05 - 14:35

SRQ - STL

17:35 - 18:40

STL - MDW
13:05 (SRQ)Sarasota/Bradenton Airport

17:35 (STL)St Louis Lambert Intl Airport
14:35 (STL)St Louis Lambert Intl Airport

18:40 (MDW)Chicago Midway Airport
Southwest Airlines (WN 5942)Boeing 737 700

Southwest Airlines (WN 5687)Boeing 737 800
6h 35m (3h)
STL Saint Louis 3h
- M
- -
- -
- T
- F
- -
- -

13:05 - 14:35

SRQ - STL

15:50 - 16:55

STL - MDW
13:05 (SRQ)Sarasota/Bradenton Airport

15:50 (STL)St Louis Lambert Intl Airport
14:35 (STL)St Louis Lambert Intl Airport

16:55 (MDW)Chicago Midway Airport
Southwest Airlines (WN 5942)Boeing 737 700

Southwest Airlines (WN 3242)Boeing 737 700
4h 50m (1h 15m)
STL Saint Louis 1h 15m
- M
- -
- -
- T
- F
- -
- -

13:55 - 16:20

SRQ - BWI

18:15 - 19:15

BWI - MDW
13:55 (SRQ)Sarasota/Bradenton Airport

18:15 (BWI)Baltimore Washington International Airport
16:20 (BWI)Baltimore Washington International Airport

19:15 (MDW)Chicago Midway Airport
Southwest Airlines (WN 1123)Boeing 737 Max 8 Passenger

Southwest Airlines (WN 1789)Boeing 737 Max 8 Passenger
6h 20m (1h 55m)
BWI Baltimore 1h 55m
- -
- T
- W
- -
- -
- -
- -

14:05 - 15:45

SRQ - ATL

17:05 - 18:00

ATL - MDW
14:05 (SRQ)Sarasota/Bradenton Airport

17:05 (ATL)Atlanta Hartsfield-Jackson Intl Airport
15:45 (ATL)Atlanta Hartsfield-Jackson Intl Airport

18:00 (MDW)Chicago Midway Airport
Southwest Airlines (WN 5204)Boeing 737 700

Southwest Airlines (WN 5042)Boeing 737 Max 8 Passenger
4h 55m (1h 20m)
ATL Atlanta 1h 20m
- -
- -
- -
- -
- -
- S
- -

15:05 - 17:35

SRQ - BWI

18:45 - 19:45

BWI - MDW
15:05 (SRQ)Sarasota/Bradenton Airport

18:45 (BWI)Baltimore Washington International Airport
17:35 (BWI)Baltimore Washington International Airport

19:45 (MDW)Chicago Midway Airport
Southwest Airlines (WN 297)Boeing 737 Max 8 Passenger

Southwest Airlines (WN 1789)Boeing 737 Max 8 Passenger
5h 40m (1h 10m)
BWI Baltimore 1h 10m
- -
- -
- -
- -
- -
- S
- -

15:15 - 16:55

SRQ - DAL

18:50 - 20:55

DAL - MDW
15:15 (SRQ)Sarasota/Bradenton Airport

18:50 (DAL)Dallas/Fort Worth Love Field Airport
16:55 (DAL)Dallas/Fort Worth Love Field Airport

20:55 (MDW)Chicago Midway Airport
Southwest Airlines (WN 3790)Boeing 737 800

Southwest Airlines (WN 2885)Boeing 737 800
6h 40m (1h 55m)
DAL Dallas 1h 55m
- -
- -
- -
- -
- -
- S
- -

15:15 - 16:55

SRQ - DAL

17:40 - 20:00

DAL - ORD
15:15 (SRQ)Sarasota/Bradenton Airport

17:40 (DAL)Dallas/Fort Worth Love Field Airport
16:55 (DAL)Dallas/Fort Worth Love Field Airport

20:00 (ORD)Chicago O'Hare International Airport
Southwest Airlines (WN 3790)Boeing 737 800

Southwest Airlines (WN 3633)Boeing 737 700
5h 45m (45m)
DAL Dallas 45m
- -
- -
- -
- -
- -
- S
- -

15:40 - 17:10

SRQ - STL

18:25 - 19:30

STL - MDW
15:40 (SRQ)Sarasota/Bradenton Airport

18:25 (STL)St Louis Lambert Intl Airport
17:10 (STL)St Louis Lambert Intl Airport

19:30 (MDW)Chicago Midway Airport
Southwest Airlines (WN 5942)Boeing 737 700

Southwest Airlines (WN 5687)Boeing 737 800
4h 50m (1h 15m)
STL Saint Louis 1h 15m
- -
- -
- -
- -
- -
- -
- S

16:00 - 17:00

SRQ - BNA

19:45 - 21:30

BNA - ORD
16:00 (SRQ)Sarasota/Bradenton Airport

19:45 (BNA)Nashville Airport
17:00 (BNA)Nashville Airport

21:30 (ORD)Chicago O'Hare International Airport
Southwest Airlines (WN 6066)Boeing 737 Max 8 Passenger

Southwest Airlines (WN 3625)Boeing 737 800
6h 30m (2h 45m)
BNA Nashville 2h 45m
- M
- -
- -
- T
- F
- -
- -

17:15 - 18:50

SRQ - ATL

19:40 - 20:35

ATL - MDW
17:15 (SRQ)Sarasota/Bradenton Airport

19:40 (ATL)Atlanta Hartsfield-Jackson Intl Airport
18:50 (ATL)Atlanta Hartsfield-Jackson Intl Airport

20:35 (MDW)Chicago Midway Airport
Southwest Airlines (WN 5204)Boeing 737 800

Southwest Airlines (WN 5960)Boeing 737 800
4h 20m (50m)
ATL Atlanta 50m
- -
- T
- W
- -
- -
- -
- -

17:30 - 19:05

SRQ - ATL

20:35 - 21:30

ATL - MDW
17:30 (SRQ)Sarasota/Bradenton Airport

20:35 (ATL)Atlanta Hartsfield-Jackson Intl Airport
19:05 (ATL)Atlanta Hartsfield-Jackson Intl Airport

21:30 (MDW)Chicago Midway Airport
Southwest Airlines (WN 5204)Boeing 737 800

Southwest Airlines (WN 5960)Boeing 737 800
5h (1h 30m)
ATL Atlanta 1h 30m
- M
- -
- -
- T
- F
- -
- -

17:45 - 18:45

SRQ - BNA

19:45 - 21:30

BNA - ORD
17:45 (SRQ)Sarasota/Bradenton Airport

19:45 (BNA)Nashville Airport
18:45 (BNA)Nashville Airport

21:30 (ORD)Chicago O'Hare International Airport
Southwest Airlines (WN 6066)Boeing 737 700

Southwest Airlines (WN 3625)Boeing 737 Max 8 Passenger
4h 45m (1h)
BNA Nashville 1h
- -
- T
- W
- -
- -
- -
- -

17:45 - 18:45

SRQ - BNA

21:30 - 23:00

BNA - MDW
17:45 (SRQ)Sarasota/Bradenton Airport

21:30 (BNA)Nashville Airport
18:45 (BNA)Nashville Airport

23:00 (MDW)Chicago Midway Airport
Southwest Airlines (WN 6066)Boeing 737 700

Southwest Airlines (WN 3046)Boeing 737 Max 8 Passenger
6h 15m (2h 45m)
BNA Nashville 2h 45m
- -
- T
- W
- -
- -
- -
- -

17:50 - 18:50

SRQ - BNA

20:35 - 22:10

BNA - MDW
17:50 (SRQ)Sarasota/Bradenton Airport

20:35 (BNA)Nashville Airport
18:50 (BNA)Nashville Airport

22:10 (MDW)Chicago Midway Airport
Southwest Airlines (WN 6066)Boeing 737 800

Southwest Airlines (WN 3046)Boeing 737 800
5h 20m (1h 45m)
BNA Nashville 1h 45m
- -
- -
- -
- -
- -
- -
- S

17:50 - 18:50+ 1

SRQ - BNA

22:40 - 00:10+ 1

BNA - MDW
17:50 (SRQ)Sarasota/Bradenton Airport

22:40 (BNA)Nashville Airport
18:50 (BNA)Nashville Airport + 1

00:10 (MDW)Chicago Midway Airport
Southwest Airlines (WN 6066)Boeing 737 800

Southwest Airlines (WN 5212)Boeing 737 700
7h 20m (3h 50m)
BNA Nashville 3h 50m
- -
- -
- -
- -
- -
- -
- S

Sorry, there are no schedules matching your filters. Try removing one. reset

What’s the fastest flight time from Sarasota to Chicago?

The fastest flight time for direct flights from Sarasota to Chicago is 2 hours 40 minutes. Check latest flight schedules & prices on Wego.

How far is Chicago from Sarasota?

The flight distance between Sarasota and Chicago is 1682km. Check all available flights on Wego.

When is the earliest and latest flight of the day?

The earliest flight of the day departs at 05:55. The last flight of the day departs at 20:05. See the full list of flight times on Wego.

How many airlines offer direct flights from Sarasota to Chicago?

There are 3 airlines that offer direct flights from Sarasota to Chicago. Find out the list of airlines on Wego.

Popular destinations from Chicago

Popular destinations from Sarasota

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