Fare Guide

Estimated lowest fares found within 7 days

Cheapest Airline Frontier Airlines

The cheapest airline(s) flying from Sarasota to Chicago is Frontier Airlines.

  • Frontier Airlines Frontier Airlines
  • Sun Country Airlines Sun Country Airlines
  • Southwest Airlines Southwest Airlines
  • American Airlines American Airlines
  • United Airlines United Airlines
  • JetBlue Airways JetBlue Airways
Cheapest Month December

Travel Period: December 2024 - November 2025

The cheapest month(s) to fly from Sarasota to Chicago is December.

  • Dec 2024
  • Jan 2025
  • Feb 2025
  • Mar 2025
  • Apr 2025
  • May 2025
  • Jun 2025
  • Jul 2025
  • Aug 2025
  • Sep 2025
  • Oct 2025
  • Nov 2025
Cheapest Day of the Week Friday

The cheapest day(s) of the week to fly from Sarasota to Chicago is Friday.

  • Sun Sunday
  • Mon Monday
  • Tue Tuesday
  • Wed Wednesday
  • Thu Thursday
  • Fri Friday
  • Sat Saturday

Flight Schedules

Last Updated: Sat, 2 Nov, 2024

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    • Airline Filter by Airline
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      • Availability
        • M
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        • S
      • 06:55 SRQ
        08:40 MDW
        2Hrs, 45m Direct
      • SRQSarasota/Bradenton Airport 06:55 - MDW 08:40 2h 45m Direct
      • SRQSarasota/Bradenton Airport 06:55
      • MDWChicago Midway Airport 08:40
      • 2h 45m
      • Direct
      • Southwest Airlines (WN 1347)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 1347)
        • M
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        • -
        • -
        • -
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      • Boeing 737 Max 8 Passenger
      • 07:31 SRQ
        09:23 RFD
        2Hrs, 52m Direct
      • SRQSarasota/Bradenton Airport 07:31 - RFD 09:23 2h 52m Direct
      • SRQSarasota/Bradenton Airport 07:31
      • RFDChicago Rockford Airport 09:23
      • 2h 52m
      • Direct
      • Allegiant Air LLC (G4 3013)Airbus
      • Allegiant Air LLC (G4 3013)
        • -
        • -
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        • -
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      • Airbus
      • 12:15 SRQ
        14:29 ORD
        3Hrs, 14m Direct
      • SRQSarasota/Bradenton Airport 12:15 - ORD 14:29 3h 14m Direct
      • SRQSarasota/Bradenton Airport 12:15
      • ORDChicago O'Hare International Airport 14:29
      • 3h 14m
      • Direct
      • United Airlines (UA 5930)Embraer 175
      • United Airlines (UA 5930)
        • -
        • -
        • -
        • T
        • F
        • S
        • S
      • Embraer 175
      • 14:05 SRQ
        15:55 MDW
        2Hrs, 50m Direct
      • SRQSarasota/Bradenton Airport 14:05 - MDW 15:55 2h 50m Direct
      • SRQSarasota/Bradenton Airport 14:05
      • MDWChicago Midway Airport 15:55
      • 2h 50m
      • Direct
      • Southwest Airlines (WN 1347)Boeing 737 800
      • Southwest Airlines (WN 1347)
        • -
        • -
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        • -
        • -
        • S
        • -
      • Boeing 737 800
      • 16:33 SRQ
        18:35 ORD
        3Hrs, 02m Direct
      • SRQSarasota/Bradenton Airport 16:33 - ORD 18:35 3h 02m Direct
      • SRQSarasota/Bradenton Airport 16:33
      • ORDChicago O'Hare International Airport 18:35
      • 3h 02m
      • Direct
      • United Airlines (UA 572)Boeing 737 800
      • United Airlines (UA 572)
        • M
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        • T
        • F
        • -
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      • Boeing 737 800
      • 16:33 SRQ
        18:35 ORD
        3Hrs, 02m Direct
      • SRQSarasota/Bradenton Airport 16:33 - ORD 18:35 3h 02m Direct
      • SRQSarasota/Bradenton Airport 16:33
      • ORDChicago O'Hare International Airport 18:35
      • 3h 02m
      • Direct
      • United Airlines (UA 572)Boeing 737 700
      • United Airlines (UA 572)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • Boeing 737 700
      • 17:05 SRQ
        18:55 MDW
        2Hrs, 50m Direct
      • SRQSarasota/Bradenton Airport 17:05 - MDW 18:55 2h 50m Direct
      • SRQSarasota/Bradenton Airport 17:05
      • MDWChicago Midway Airport 18:55
      • 2h 50m
      • Direct
      • Southwest Airlines (WN 1347)Boeing 737 800
      • Southwest Airlines (WN 1347)
        • -
        • -
        • -
        • T
        • F
        • -
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      • Boeing 737 800
      No Schedules 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 45 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 06:55. The last flight of the day departs at 06:55. 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

      Sarasota/Bradenton Airport SRQ

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