Flight Schedules
Last Updated: Thu, 2 May, 2024
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20:05 - 21:55SRQ - MDW
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20:05 (SRQ)Sarasota/Bradenton Airport
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21:55 (MDW)Chicago Midway Airport
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Southwest Airlines (WN 5390)Boeing 737 700 - 2h 50m
- Direct
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- Boeing 737 700
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07:00 - 08:40SRQ - MDW
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07:00 (SRQ)Sarasota/Bradenton Airport
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08:40 (MDW)Chicago Midway Airport
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Southwest Airlines (WN 3237)Boeing 737 Max 8 Passenger - 2h 40m
- Direct
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- M
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- Boeing 737 Max 8 Passenger
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07:10 - 08:55SRQ - MDW
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07:10 (SRQ)Sarasota/Bradenton Airport
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08:55 (MDW)Chicago Midway Airport
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Southwest Airlines (WN 3237)Boeing 737 Max 8 Passenger - 2h 45m
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- Boeing 737 Max 8 Passenger
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07:10 - 08:55SRQ - MDW
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07:10 (SRQ)Sarasota/Bradenton Airport
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08:55 (MDW)Chicago Midway Airport
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Southwest Airlines (WN 3237)Boeing 737 700 - 2h 45m
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- Boeing 737 700
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11:15 - 13:00SRQ - MDW
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11:15 (SRQ)Sarasota/Bradenton Airport
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13:00 (MDW)Chicago Midway Airport
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Southwest Airlines (WN 2540)Boeing 737 700 - 2h 45m
- Direct
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- S
- Boeing 737 700
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11:45 - 15:10SRQ - MDW
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11:45 (SRQ)Sarasota/Bradenton Airport
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15:10 (MDW)Chicago Midway Airport
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Southwest Airlines (WN 887)Boeing 737 700 - 4h 25m
- Direct
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- S
- Boeing 737 700
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12:15 - 14:22SRQ - ORD
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12:15 (SRQ)Sarasota/Bradenton Airport
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14:22 (ORD)Chicago O'Hare International Airport
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United Airlines (UA 1836)Boeing 737 700 - 3h 07m
- Direct
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- M
- T
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- T
- F
- S
- S
- Boeing 737 700
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13:33 - 18:33SRQ - ORD
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13:33 (SRQ)Sarasota/Bradenton Airport
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18:33 (ORD)Chicago O'Hare International Airport
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United Airlines (UA 2497)Airbus - 6h
- Direct
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- M
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- S
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- Airbus
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14:13 - 16:09SRQ - RFD
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14:13 (SRQ)Sarasota/Bradenton Airport
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16:09 (RFD)Chicago Rockford Airport
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Allegiant Air LLC (G4 3013)Airbus - 2h 56m
- Direct
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- S
- Airbus
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15:05 - 17:03SRQ - ORD
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15:05 (SRQ)Sarasota/Bradenton Airport
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17:03 (ORD)Chicago O'Hare International Airport
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United Airlines (UA 2604)Boeing 737 700 - 2h 58m
- Direct
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- M
- T
- W
- T
- F
- S
- S
- Boeing 737 700
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16:25 - 18:15SRQ - MDW
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16:25 (SRQ)Sarasota/Bradenton Airport
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18:15 (MDW)Chicago Midway Airport
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Southwest Airlines (WN 5390)Boeing 737 700 - 2h 50m
- Direct
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- -
- T
- W
- -
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- -
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- Boeing 737 700
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16:40 - 18:20SRQ - MDW
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16:40 (SRQ)Sarasota/Bradenton Airport
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18:20 (MDW)Chicago Midway Airport
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Southwest Airlines (WN 5390)Boeing 737 700 - 2h 40m
- Direct
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- -
- -
- -
- -
- -
- S
- -
- Boeing 737 700
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16:43 - 23:42SRQ - ORD
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16:43 (SRQ)Sarasota/Bradenton Airport
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23:42 (ORD)Chicago O'Hare International Airport
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United Airlines (UA 1393)Boeing 737 700 - 7h 59m
- Direct
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- M
- T
- W
- T
- F
- S
- S
- Boeing 737 700
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16:45 - 19:45SRQ - MDW
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16:45 (SRQ)Sarasota/Bradenton Airport
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19:45 (MDW)Chicago Midway Airport
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Southwest Airlines (WN 3585)Boeing 737 700 - 4h
- Direct
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- -
- -
- -
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- S
- Boeing 737 700
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16:55 - 18:40SRQ - MDW
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16:55 (SRQ)Sarasota/Bradenton Airport
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18:40 (MDW)Chicago Midway Airport
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Southwest Airlines (WN 5390)Boeing 737 Max 8 Passenger - 2h 45m
- Direct
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- M
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- F
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- Boeing 737 Max 8 Passenger
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17:45 - 20:55SRQ - MDW
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17:45 (SRQ)Sarasota/Bradenton Airport
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20:55 (MDW)Chicago Midway Airport
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Southwest Airlines (WN 6066)Boeing 737 700 - 4h 10m
- Direct
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- T
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- Boeing 737 700
Connecting Flights
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05:55 - 07:30SRQ - ATL10:45 - 11:40ATL - MDW
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05:55 (SRQ)Sarasota/Bradenton Airport10:45 (ATL)Atlanta Hartsfield-Jackson Intl Airport
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07:30 (ATL)Atlanta Hartsfield-Jackson Intl Airport11:40 (MDW)Chicago Midway Airport
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Southwest Airlines (WN 331)Boeing 737 700 Southwest Airlines (WN 5518)Boeing 737 Max 8 Passenger - 6h 45m (3h 15m)
- ATL Atlanta 3h 15m
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- M
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- T
- F
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05:55 - 07:30SRQ - ATL08:30 - 09:25ATL - MDW
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05:55 (SRQ)Sarasota/Bradenton Airport08:30 (ATL)Atlanta Hartsfield-Jackson Intl Airport
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07:30 (ATL)Atlanta Hartsfield-Jackson Intl Airport09:25 (MDW)Chicago Midway Airport
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Southwest Airlines (WN 331)Boeing 737 700 Southwest Airlines (WN 908)Boeing 737 700 - 4h 30m (1h)
- ATL Atlanta 1h
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- M
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- T
- F
- -
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06:00 - 07:40SRQ - ATL09:50 - 10:45ATL - MDW
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06:00 (SRQ)Sarasota/Bradenton Airport09:50 (ATL)Atlanta Hartsfield-Jackson Intl Airport
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07:40 (ATL)Atlanta Hartsfield-Jackson Intl Airport10:45 (MDW)Chicago Midway Airport
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Southwest Airlines (WN 331)Boeing 737 700 Southwest Airlines (WN 5518)Boeing 737 Max 8 Passenger - 5h 45m (2h 10m)
- ATL Atlanta 2h 10m
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- -
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- S
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06:10 - 07:45SRQ - ATL10:40 - 11:35ATL - MDW
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06:10 (SRQ)Sarasota/Bradenton Airport10:40 (ATL)Atlanta Hartsfield-Jackson Intl Airport
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07:45 (ATL)Atlanta Hartsfield-Jackson Intl Airport11:35 (MDW)Chicago Midway Airport
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Southwest Airlines (WN 331)Boeing 737 700 Southwest Airlines (WN 5518)Boeing 737 Max 8 Passenger - 6h 25m (2h 55m)
- ATL Atlanta 2h 55m
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- S
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06:35 - 08:00SRQ - HOU08:55 - 11:30HOU - MDW
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06:35 (SRQ)Sarasota/Bradenton Airport08:55 (HOU)Houston Hobby Airport
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08:00 (HOU)Houston Hobby Airport11:30 (MDW)Chicago Midway Airport
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Southwest Airlines (WN 6083)Boeing 737 Max 8 Passenger Southwest Airlines (WN 6128)Boeing 737 700 - 5h 55m (55m)
- HOU Houston 55m
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- S
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06:50 - 09:10SRQ - BWI10:10 - 11:10BWI - MDW
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06:50 (SRQ)Sarasota/Bradenton Airport10:10 (BWI)Baltimore Washington International Airport
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09:10 (BWI)Baltimore Washington International Airport11:10 (MDW)Chicago Midway Airport
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Southwest Airlines (WN 5691)Boeing 737 Max 8 Passenger Southwest Airlines (WN 1930)Boeing 737 Max 8 Passenger - 5h 20m (1h)
- BWI Baltimore 1h
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- T
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07:30 - 08:25SRQ - BNA11:00 - 12:45BNA - ORD
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07:30 (SRQ)Sarasota/Bradenton Airport11:00 (BNA)Nashville Airport
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08:25 (BNA)Nashville Airport12:45 (ORD)Chicago O'Hare International Airport
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Southwest Airlines (WN 3097)Boeing 737 700 Southwest Airlines (WN 3624)Boeing 737 800 - 6h 15m (2h 35m)
- BNA Nashville 2h 35m
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- S
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07:30 - 08:25SRQ - BNA09:35 - 11:10BNA - MDW
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07:30 (SRQ)Sarasota/Bradenton Airport09:35 (BNA)Nashville Airport
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08:25 (BNA)Nashville Airport11:10 (MDW)Chicago Midway Airport
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Southwest Airlines (WN 3097)Boeing 737 700 Southwest Airlines (WN 2119)Boeing 737 700 - 4h 40m (1h 10m)
- BNA Nashville 1h 10m
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- S
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08:35 - 09:35SRQ - BNA12:30 - 14:15BNA - ORD
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08:35 (SRQ)Sarasota/Bradenton Airport12:30 (BNA)Nashville Airport
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09:35 (BNA)Nashville Airport14:15 (ORD)Chicago O'Hare International Airport
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Southwest Airlines (WN 955)Boeing 737 700 Southwest Airlines (WN 3623)Boeing 737 700 - 6h 40m (2h 55m)
- BNA Nashville 2h 55m
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- M
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- T
- F
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09:20 - 11:40SRQ - CMH13:55 - 14:05CMH - MDW
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09:20 (SRQ)Sarasota/Bradenton Airport13:55 (CMH)Columbus Port Columbus Intl Airport
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11:40 (CMH)Columbus Port Columbus Intl Airport14:05 (MDW)Chicago Midway Airport
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Southwest Airlines (WN 2588)Boeing 737 700 Southwest Airlines (WN 6025)Boeing 737 700 - 5h 45m (2h 15m)
- CMH Columbus 2h 15m
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- -
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- S
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10:20 - 13:00SRQ - BUF14:20 - 14:55BUF - MDW
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10:20 (SRQ)Sarasota/Bradenton Airport14:20 (BUF)Buffalo Airport
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13:00 (BUF)Buffalo Airport14:55 (MDW)Chicago Midway Airport
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Southwest Airlines (WN 5542)Boeing 737 700 Southwest Airlines (WN 523)Boeing 737 700 - 5h 35m (1h 20m)
- BUF 1h 20m
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- -
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- S
- -
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11:40 - 14:05SRQ - BWI16:40 - 17:40BWI - MDW
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11:40 (SRQ)Sarasota/Bradenton Airport16:40 (BWI)Baltimore Washington International Airport
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14:05 (BWI)Baltimore Washington International Airport17:40 (MDW)Chicago Midway Airport
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Southwest Airlines (WN 1122)Boeing 737 700 Southwest Airlines (WN 2136)Boeing 737 Max 8 Passenger - 7h (2h 35m)
- BWI Baltimore 2h 35m
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- M
- -
- -
- T
- F
- -
- -
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11:50 - 14:20SRQ - BWI16:40 - 17:45BWI - MDW
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11:50 (SRQ)Sarasota/Bradenton Airport16:40 (BWI)Baltimore Washington International Airport
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14:20 (BWI)Baltimore Washington International Airport17:45 (MDW)Chicago Midway Airport
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Southwest Airlines (WN 1122)Boeing 737 700 Southwest Airlines (WN 2136)Boeing 737 800 - 6h 55m (2h 20m)
- BWI Baltimore 2h 20m
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- -
- T
- W
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12:25 - 14:55SRQ - PIT16:00 - 16:25PIT - MDW
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12:25 (SRQ)Sarasota/Bradenton Airport16:00 (PIT)Pittsburgh International Airport
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14:55 (PIT)Pittsburgh International Airport16:25 (MDW)Chicago Midway Airport
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Southwest Airlines (WN 4369)Boeing 737 700 Southwest Airlines (WN 3207)Boeing 737 700 - 5h (1h 05m)
- PIT 1h 05m
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- -
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- -
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- S
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13:00 - 14:30SRQ - STL17:25 - 18:30STL - MDW
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13:00 (SRQ)Sarasota/Bradenton Airport17:25 (STL)St Louis Lambert Intl Airport
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14:30 (STL)St Louis Lambert Intl Airport18:30 (MDW)Chicago Midway Airport
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Southwest Airlines (WN 5942)Boeing 737 800 Southwest Airlines (WN 5687)Boeing 737 800 - 6h 30m (2h 55m)
- STL Saint Louis 2h 55m
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- -
- T
- W
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13:05 - 14:35SRQ - STL17:35 - 18:40STL - MDW
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13:05 (SRQ)Sarasota/Bradenton Airport17:35 (STL)St Louis Lambert Intl Airport
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14:35 (STL)St Louis Lambert Intl Airport18:40 (MDW)Chicago Midway Airport
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Southwest Airlines (WN 5942)Boeing 737 700 Southwest Airlines (WN 5687)Boeing 737 800 - 6h 35m (3h)
- STL Saint Louis 3h
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- M
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- F
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13:05 - 14:35SRQ - STL15:50 - 16:55STL - MDW
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13:05 (SRQ)Sarasota/Bradenton Airport15:50 (STL)St Louis Lambert Intl Airport
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14:35 (STL)St Louis Lambert Intl Airport16:55 (MDW)Chicago Midway Airport
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Southwest Airlines (WN 5942)Boeing 737 700 Southwest Airlines (WN 3242)Boeing 737 700 - 4h 50m (1h 15m)
- STL Saint Louis 1h 15m
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- M
- -
- -
- T
- F
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13:55 - 16:20SRQ - BWI18:15 - 19:15BWI - MDW
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13:55 (SRQ)Sarasota/Bradenton Airport18:15 (BWI)Baltimore Washington International Airport
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16:20 (BWI)Baltimore Washington International Airport19:15 (MDW)Chicago Midway Airport
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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
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- -
- T
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14:05 - 15:45SRQ - ATL17:05 - 18:00ATL - MDW
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14:05 (SRQ)Sarasota/Bradenton Airport17:05 (ATL)Atlanta Hartsfield-Jackson Intl Airport
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15:45 (ATL)Atlanta Hartsfield-Jackson Intl Airport18:00 (MDW)Chicago Midway Airport
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Southwest Airlines (WN 5204)Boeing 737 700 Southwest Airlines (WN 5042)Boeing 737 Max 8 Passenger - 4h 55m (1h 20m)
- ATL Atlanta 1h 20m
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- S
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15:05 - 17:35SRQ - BWI18:45 - 19:45BWI - MDW
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15:05 (SRQ)Sarasota/Bradenton Airport18:45 (BWI)Baltimore Washington International Airport
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17:35 (BWI)Baltimore Washington International Airport19:45 (MDW)Chicago Midway Airport
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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
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15:15 - 16:55SRQ - DAL18:50 - 20:55DAL - MDW
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15:15 (SRQ)Sarasota/Bradenton Airport18:50 (DAL)Dallas/Fort Worth Love Field Airport
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16:55 (DAL)Dallas/Fort Worth Love Field Airport20:55 (MDW)Chicago Midway Airport
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Southwest Airlines (WN 3790)Boeing 737 800 Southwest Airlines (WN 2885)Boeing 737 800 - 6h 40m (1h 55m)
- DAL Dallas 1h 55m
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- -
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- S
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15:15 - 16:55SRQ - DAL17:40 - 20:00DAL - ORD
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15:15 (SRQ)Sarasota/Bradenton Airport17:40 (DAL)Dallas/Fort Worth Love Field Airport
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16:55 (DAL)Dallas/Fort Worth Love Field Airport20:00 (ORD)Chicago O'Hare International Airport
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Southwest Airlines (WN 3790)Boeing 737 800 Southwest Airlines (WN 3633)Boeing 737 700 - 5h 45m (45m)
- DAL Dallas 45m
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- -
- -
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- -
- S
- -
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15:40 - 17:10SRQ - STL18:25 - 19:30STL - MDW
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15:40 (SRQ)Sarasota/Bradenton Airport18:25 (STL)St Louis Lambert Intl Airport
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17:10 (STL)St Louis Lambert Intl Airport19:30 (MDW)Chicago Midway Airport
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Southwest Airlines (WN 5942)Boeing 737 700 Southwest Airlines (WN 5687)Boeing 737 800 - 4h 50m (1h 15m)
- STL Saint Louis 1h 15m
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- S
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16:00 - 17:00SRQ - BNA19:45 - 21:30BNA - ORD
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16:00 (SRQ)Sarasota/Bradenton Airport19:45 (BNA)Nashville Airport
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17:00 (BNA)Nashville Airport21:30 (ORD)Chicago O'Hare International Airport
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Southwest Airlines (WN 6066)Boeing 737 Max 8 Passenger Southwest Airlines (WN 3625)Boeing 737 800 - 6h 30m (2h 45m)
- BNA Nashville 2h 45m
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- M
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- T
- F
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17:15 - 18:50SRQ - ATL19:40 - 20:35ATL - MDW
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17:15 (SRQ)Sarasota/Bradenton Airport19:40 (ATL)Atlanta Hartsfield-Jackson Intl Airport
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18:50 (ATL)Atlanta Hartsfield-Jackson Intl Airport20:35 (MDW)Chicago Midway Airport
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Southwest Airlines (WN 5204)Boeing 737 800 Southwest Airlines (WN 5960)Boeing 737 800 - 4h 20m (50m)
- ATL Atlanta 50m
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- T
- W
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17:30 - 19:05SRQ - ATL20:35 - 21:30ATL - MDW
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17:30 (SRQ)Sarasota/Bradenton Airport20:35 (ATL)Atlanta Hartsfield-Jackson Intl Airport
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19:05 (ATL)Atlanta Hartsfield-Jackson Intl Airport21:30 (MDW)Chicago Midway Airport
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Southwest Airlines (WN 5204)Boeing 737 800 Southwest Airlines (WN 5960)Boeing 737 800 - 5h (1h 30m)
- ATL Atlanta 1h 30m
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- M
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- -
- T
- F
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17:45 - 18:45SRQ - BNA19:45 - 21:30BNA - ORD
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17:45 (SRQ)Sarasota/Bradenton Airport19:45 (BNA)Nashville Airport
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18:45 (BNA)Nashville Airport21:30 (ORD)Chicago O'Hare International Airport
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Southwest Airlines (WN 6066)Boeing 737 700 Southwest Airlines (WN 3625)Boeing 737 Max 8 Passenger - 4h 45m (1h)
- BNA Nashville 1h
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- -
- T
- W
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- -
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17:45 - 18:45SRQ - BNA21:30 - 23:00BNA - MDW
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17:45 (SRQ)Sarasota/Bradenton Airport21:30 (BNA)Nashville Airport
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18:45 (BNA)Nashville Airport23:00 (MDW)Chicago Midway Airport
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Southwest Airlines (WN 6066)Boeing 737 700 Southwest Airlines (WN 3046)Boeing 737 Max 8 Passenger - 6h 15m (2h 45m)
- BNA Nashville 2h 45m
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- -
- T
- W
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17:50 - 18:50SRQ - BNA20:35 - 22:10BNA - MDW
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17:50 (SRQ)Sarasota/Bradenton Airport20:35 (BNA)Nashville Airport
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18:50 (BNA)Nashville Airport22:10 (MDW)Chicago Midway Airport
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Southwest Airlines (WN 6066)Boeing 737 800 Southwest Airlines (WN 3046)Boeing 737 800 - 5h 20m (1h 45m)
- BNA Nashville 1h 45m
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- -
- -
- -
- -
- -
- -
- S
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17:50 - 18:50+ 1SRQ - BNA22:40 - 00:10+ 1BNA - MDW
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17:50 (SRQ)Sarasota/Bradenton Airport22:40 (BNA)Nashville Airport
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18:50 (BNA)Nashville Airport + 100:10 (MDW)Chicago Midway Airport
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Southwest Airlines (WN 6066)Boeing 737 800 Southwest Airlines (WN 5212)Boeing 737 700 - 7h 20m (3h 50m)
- BNA Nashville 3h 50m
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- S
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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.
All Airports in Sarasota
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Popular destinations from Chicago
Popular destinations from Sarasota
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