Fare Guide

Estimated lowest fares found within 7 days

Cheapest Airline Spirit Airlines

The cheapest airline(s) flying from Chicago to Fort Myers is Spirit Airlines.

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

Travel Period: December 2024 - November 2025

The cheapest month(s) to fly from Chicago to Fort Myers is April.

  • 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 Thursday

The cheapest day(s) of the week to fly from Chicago to Fort Myers is Thursday.

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

Flight Schedules

Last Updated: Sat, 2 Nov, 2024

  • Time Earliest
    • Earliest
    • Latest
  • Depart Earliest
    • Earliest
    • Latest
  • Arrive
    • Earliest
    • Latest
  • Duration
    • Shortest
    • Longest
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  • Availability
    • M
    • T
    • W
    • T
    • F
    • S
    • S
  • 18:50 MDW
    22:35 RSW
    2Hrs, 45m Direct
  • MDWChicago Midway Airport 18:50 - RSW 22:35 2h 45m Direct
  • MDWChicago Midway Airport 18:50
  • RSWSouthwest Florida International Airport 22:35
  • 2h 45m
  • Direct
  • Southwest Airlines (WN 1383)Boeing 737 800
  • Southwest Airlines (WN 1383)
    • M
    • T
    • W
    • -
    • -
    • -
    • -
  • Boeing 737 800
  • 19:50 MDW
    23:35 RSW
    2Hrs, 45m Direct
  • MDWChicago Midway Airport 19:50 - RSW 23:35 2h 45m Direct
  • MDWChicago Midway Airport 19:50
  • RSWSouthwest Florida International Airport 23:35
  • 2h 45m
  • Direct
  • Southwest Airlines (WN 1383)Boeing 737 700
  • Southwest Airlines (WN 1383)
    • -
    • -
    • -
    • T
    • F
    • -
    • S
  • Boeing 737 700
  • 05:40 MDW
    09:30 RSW
    2Hrs, 50m Direct
  • MDWChicago Midway Airport 05:40 - RSW 09:30 2h 50m Direct
  • MDWChicago Midway Airport 05:40
  • RSWSouthwest Florida International Airport 09:30
  • 2h 50m
  • Direct
  • Southwest Airlines (WN 813)Boeing 737 800
  • Southwest Airlines (WN 813)
    • -
    • -
    • -
    • T
    • F
    • -
    • S
  • Boeing 737 800
  • 06:25 MDW
    10:20 RSW
    2Hrs, 55m Direct
  • MDWChicago Midway Airport 06:25 - RSW 10:20 2h 55m Direct
  • MDWChicago Midway Airport 06:25
  • RSWSouthwest Florida International Airport 10:20
  • 2h 55m
  • Direct
  • Southwest Airlines (WN 813)Boeing 737 700
  • Southwest Airlines (WN 813)
    • -
    • -
    • -
    • -
    • -
    • S
    • -
  • Boeing 737 700
  • 06:45 MDW
    10:40 RSW
    2Hrs, 55m Direct
  • MDWChicago Midway Airport 06:45 - RSW 10:40 2h 55m Direct
  • MDWChicago Midway Airport 06:45
  • RSWSouthwest Florida International Airport 10:40
  • 2h 55m
  • Direct
  • Southwest Airlines (WN 813)Boeing 737 800
  • Southwest Airlines (WN 813)
    • -
    • T
    • -
    • -
    • -
    • -
    • -
  • Boeing 737 800
  • 06:55 MDW
    10:50 RSW
    2Hrs, 55m Direct
  • MDWChicago Midway Airport 06:55 - RSW 10:50 2h 55m Direct
  • MDWChicago Midway Airport 06:55
  • RSWSouthwest Florida International Airport 10:50
  • 2h 55m
  • Direct
  • Southwest Airlines (WN 813)Boeing 737 800
  • Southwest Airlines (WN 813)
    • M
    • -
    • W
    • -
    • -
    • -
    • -
  • Boeing 737 800
  • 07:25 ORD
    11:25 RSW
    3Hrs, 00m Direct
  • ORDChicago O'Hare International Airport 07:25 - RSW 11:25 3h Direct
  • ORDChicago O'Hare International Airport 07:25
  • RSWSouthwest Florida International Airport 11:25
  • 3h
  • Direct
  • United Airlines (UA 1740)Boeing 737 800
  • United Airlines (UA 1740)
    • M
    • T
    • W
    • T
    • F
    • -
    • -
  • Boeing 737 800
  • 07:25 ORD
    11:25 RSW
    3Hrs, 00m Direct
  • ORDChicago O'Hare International Airport 07:25 - RSW 11:25 3h Direct
  • ORDChicago O'Hare International Airport 07:25
  • RSWSouthwest Florida International Airport 11:25
  • 3h
  • Direct
  • United Airlines (UA 1740)Boeing 737 900
  • United Airlines (UA 1740)
    • -
    • -
    • -
    • -
    • -
    • S
    • S
  • Boeing 737 900
  • 07:44 ORD
    11:37 RSW
    2Hrs, 53m Direct
  • ORDChicago O'Hare International Airport 07:44 - RSW 11:37 2h 53m Direct
  • ORDChicago O'Hare International Airport 07:44
  • RSWSouthwest Florida International Airport 11:37
  • 2h 53m
  • Direct
  • Spirit Airlines (NK 487)Airbus Industrie A321 Sharklets
  • Spirit Airlines (NK 487)
    • -
    • -
    • -
    • T
    • -
    • S
    • S
  • Airbus Industrie A321 Sharklets
  • 08:05 ORD
    11:54 RSW
    2Hrs, 49m Direct
  • ORDChicago O'Hare International Airport 08:05 - RSW 11:54 2h 49m Direct
  • ORDChicago O'Hare International Airport 08:05
  • RSWSouthwest Florida International Airport 11:54
  • 2h 49m
  • Direct
  • American Airlines (AA 1929)Boeing 737 800
  • American Airlines (AA 1929)
    • -
    • -
    • -
    • T
    • -
    • -
    • S
  • Boeing 737 800
  • 08:15 ORD
    12:10 RSW
    2Hrs, 55m Direct
  • ORDChicago O'Hare International Airport 08:15 - RSW 12:10 2h 55m Direct
  • ORDChicago O'Hare International Airport 08:15
  • RSWSouthwest Florida International Airport 12:10
  • 2h 55m
  • Direct
  • American Airlines (AA 1929)Boeing 737 800
  • American Airlines (AA 1929)
    • M
    • -
    • -
    • -
    • -
    • -
    • -
  • Boeing 737 800
  • 08:25 ORD
    12:16 RSW
    2Hrs, 51m Direct
  • ORDChicago O'Hare International Airport 08:25 - RSW 12:16 2h 51m Direct
  • ORDChicago O'Hare International Airport 08:25
  • RSWSouthwest Florida International Airport 12:16
  • 2h 51m
  • Direct
  • American Airlines (AA 1929)Boeing 737 800
  • American Airlines (AA 1929)
    • -
    • -
    • -
    • -
    • F
    • -
    • -
  • Boeing 737 800
  • 08:25 ORD
    12:14 RSW
    2Hrs, 49m Direct
  • ORDChicago O'Hare International Airport 08:25 - RSW 12:14 2h 49m Direct
  • ORDChicago O'Hare International Airport 08:25
  • RSWSouthwest Florida International Airport 12:14
  • 2h 49m
  • Direct
  • American Airlines (AA 1929)Boeing 737 800
  • American Airlines (AA 1929)
    • -
    • -
    • W
    • -
    • -
    • S
    • -
  • Boeing 737 800
  • 09:15 ORD
    13:16 RSW
    3Hrs, 01m Direct
  • ORDChicago O'Hare International Airport 09:15 - RSW 13:16 3h 01m Direct
  • ORDChicago O'Hare International Airport 09:15
  • RSWSouthwest Florida International Airport 13:16
  • 3h 01m
  • Direct
  • United Airlines (UA 335)Boeing 737 900
  • United Airlines (UA 335)
    • -
    • T
    • -
    • -
    • -
    • S
    • -
  • Boeing 737 900
  • 09:15 ORD
    13:16 RSW
    3Hrs, 01m Direct
  • ORDChicago O'Hare International Airport 09:15 - RSW 13:16 3h 01m Direct
  • ORDChicago O'Hare International Airport 09:15
  • RSWSouthwest Florida International Airport 13:16
  • 3h 01m
  • Direct
  • United Airlines (UA 335)Airbus A321 Neo
  • United Airlines (UA 335)
    • M
    • -
    • W
    • T
    • F
    • -
    • S
  • Airbus A321 Neo
  • 09:21 ORD
    13:10 RSW
    2Hrs, 49m Direct
  • ORDChicago O'Hare International Airport 09:21 - RSW 13:10 2h 49m Direct
  • ORDChicago O'Hare International Airport 09:21
  • RSWSouthwest Florida International Airport 13:10
  • 2h 49m
  • Direct
  • American Airlines (AA 1929)Boeing 737 800
  • American Airlines (AA 1929)
    • -
    • T
    • -
    • -
    • -
    • -
    • -
  • Boeing 737 800
  • 10:48 ORD
    14:48 RSW
    3Hrs, 00m Direct
  • ORDChicago O'Hare International Airport 10:48 - RSW 14:48 3h Direct
  • ORDChicago O'Hare International Airport 10:48
  • RSWSouthwest Florida International Airport 14:48
  • 3h
  • Direct
  • United Airlines (UA 1840)Boeing 737 900
  • United Airlines (UA 1840)
    • M
    • T
    • W
    • T
    • F
    • S
    • S
  • Boeing 737 900
  • 10:55 MDW
    14:45 RSW
    2Hrs, 50m Direct
  • MDWChicago Midway Airport 10:55 - RSW 14:45 2h 50m Direct
  • MDWChicago Midway Airport 10:55
  • RSWSouthwest Florida International Airport 14:45
  • 2h 50m
  • Direct
  • Southwest Airlines (WN 2534)Boeing 737 700
  • Southwest Airlines (WN 2534)
    • -
    • -
    • -
    • -
    • -
    • S
    • -
  • Boeing 737 700
  • 11:45 MDW
    15:30 RSW
    2Hrs, 45m Direct
  • MDWChicago Midway Airport 11:45 - RSW 15:30 2h 45m Direct
  • MDWChicago Midway Airport 11:45
  • RSWSouthwest Florida International Airport 15:30
  • 2h 45m
  • Direct
  • Southwest Airlines (WN 1351)Boeing 737 800
  • Southwest Airlines (WN 1351)
    • M
    • T
    • W
    • -
    • -
    • -
    • -
  • Boeing 737 800
  • 11:50 MDW
    15:35 RSW
    2Hrs, 45m Direct
  • MDWChicago Midway Airport 11:50 - RSW 15:35 2h 45m Direct
  • MDWChicago Midway Airport 11:50
  • RSWSouthwest Florida International Airport 15:35
  • 2h 45m
  • Direct
  • Southwest Airlines (WN 2726)Boeing 737 700
  • Southwest Airlines (WN 2726)
    • -
    • -
    • -
    • T
    • F
    • -
    • S
  • Boeing 737 700
  • 11:51 ORD
    19:46 RSW
    6Hrs, 55m Direct
  • ORDChicago O'Hare International Airport 11:51 - RSW 19:46 6h 55m Direct
  • ORDChicago O'Hare International Airport 11:51
  • RSWSouthwest Florida International Airport 19:46
  • 6h 55m
  • Direct
  • United Airlines (UA 2133)Boeing 737 900
  • United Airlines (UA 2133)
    • M
    • T
    • W
    • T
    • F
    • -
    • -
  • Boeing 737 900
  • 11:51 ORD
    19:46 RSW
    6Hrs, 55m Direct
  • ORDChicago O'Hare International Airport 11:51 - RSW 19:46 6h 55m Direct
  • ORDChicago O'Hare International Airport 11:51
  • RSWSouthwest Florida International Airport 19:46
  • 6h 55m
  • Direct
  • United Airlines (UA 2133)Boeing 737 Max 8 Passenger
  • United Airlines (UA 2133)
    • -
    • -
    • -
    • -
    • -
    • S
    • S
  • Boeing 737 Max 8 Passenger
  • 12:37 ORD
    16:28 RSW
    2Hrs, 51m Direct
  • ORDChicago O'Hare International Airport 12:37 - RSW 16:28 2h 51m Direct
  • ORDChicago O'Hare International Airport 12:37
  • RSWSouthwest Florida International Airport 16:28
  • 2h 51m
  • Direct
  • Spirit Airlines (NK 487)Airbus Industrie A320 Sharklets
  • Spirit Airlines (NK 487)
    • -
    • -
    • -
    • -
    • F
    • -
    • -
  • Airbus Industrie A320 Sharklets
  • 12:39 ORD
    16:26 RSW
    2Hrs, 47m Direct
  • ORDChicago O'Hare International Airport 12:39 - RSW 16:26 2h 47m Direct
  • ORDChicago O'Hare International Airport 12:39
  • RSWSouthwest Florida International Airport 16:26
  • 2h 47m
  • Direct
  • American Airlines (AA 1504)Boeing 737 800
  • American Airlines (AA 1504)
    • -
    • -
    • W
    • -
    • F
    • -
    • -
  • Boeing 737 800
  • 12:45 ORD
    16:34 RSW
    2Hrs, 49m Direct
  • ORDChicago O'Hare International Airport 12:45 - RSW 16:34 2h 49m Direct
  • ORDChicago O'Hare International Airport 12:45
  • RSWSouthwest Florida International Airport 16:34
  • 2h 49m
  • Direct
  • American Airlines (AA 1504)Boeing 737 800
  • American Airlines (AA 1504)
    • -
    • T
    • -
    • -
    • -
    • -
    • -
  • Boeing 737 800
  • 12:46 ORD
    16:35 RSW
    2Hrs, 49m Direct
  • ORDChicago O'Hare International Airport 12:46 - RSW 16:35 2h 49m Direct
  • ORDChicago O'Hare International Airport 12:46
  • RSWSouthwest Florida International Airport 16:35
  • 2h 49m
  • Direct
  • American Airlines (AA 1504)Boeing 737 800
  • American Airlines (AA 1504)
    • -
    • -
    • -
    • -
    • -
    • S
    • -
  • Boeing 737 800
  • 12:50 ORD
    16:38 RSW
    2Hrs, 48m Direct
  • ORDChicago O'Hare International Airport 12:50 - RSW 16:38 2h 48m Direct
  • ORDChicago O'Hare International Airport 12:50
  • RSWSouthwest Florida International Airport 16:38
  • 2h 48m
  • Direct
  • American Airlines (AA 1504)Boeing 737 800
  • American Airlines (AA 1504)
    • -
    • -
    • -
    • T
    • -
    • -
    • S
  • Boeing 737 800
  • 16:05 MDW
    19:55 RSW
    2Hrs, 50m Direct
  • MDWChicago Midway Airport 16:05 - RSW 19:55 2h 50m Direct
  • MDWChicago Midway Airport 16:05
  • RSWSouthwest Florida International Airport 19:55
  • 2h 50m
  • Direct
  • Southwest Airlines (WN 1286)Boeing 737 Max 8 Passenger
  • Southwest Airlines (WN 1286)
    • -
    • -
    • -
    • -
    • -
    • S
    • -
  • Boeing 737 Max 8 Passenger
  • 17:50 ORD
    21:50 RSW
    3Hrs, 00m Direct
  • ORDChicago O'Hare International Airport 17:50 - RSW 21:50 3h Direct
  • ORDChicago O'Hare International Airport 17:50
  • RSWSouthwest Florida International Airport 21:50
  • 3h
  • Direct
  • United Airlines (UA 396)Boeing 737 900
  • United Airlines (UA 396)
    • -
    • -
    • -
    • T
    • -
    • -
    • -
  • Boeing 737 900
  • 17:55 ORD
    21:55 RSW
    3Hrs, 00m Direct
  • ORDChicago O'Hare International Airport 17:55 - RSW 21:55 3h Direct
  • ORDChicago O'Hare International Airport 17:55
  • RSWSouthwest Florida International Airport 21:55
  • 3h
  • Direct
  • United Airlines (UA 396)Boeing 737 900
  • United Airlines (UA 396)
    • M
    • T
    • W
    • -
    • F
    • S
    • S
  • Boeing 737 900
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What’s the fastest flight time from Chicago to Fort Myers?

The fastest flight time for direct flights from Chicago to Fort Myers is 2 hours 45 minutes. Check latest flight schedules & prices on Wego.

What’s the most popular airline flying from Chicago to Fort Myers?

The most popular airline flying from Chicago to Fort Myers is American Airlines. Find the latest flight deals on Wego.

How far is Fort Myers from Chicago?

The flight distance between Chicago and Fort Myers is 1774km. Check all available flights on Wego.

When is the earliest and latest flight of the day?

The earliest flight of the day departs at 05:40. The last flight of the day departs at 18:50. See the full list of flight times on Wego.

How many airlines offer direct flights from Chicago to Fort Myers?

There are 4 airlines that offer direct flights from Chicago to Fort Myers. Find out the list of airlines on Wego.