Cheap Flights from Fort Myers, FL to Chicago, IL from $61

Return flight: Chicago – Fort Myers

On Cheapflightsplus.com you will find 21 direct and 406 connecting flights from Fort Myers to Chicago. You can compare airfare deals from 6 airlines and multiple travel sites from $61, book and save on cheap plane tickets and last minute offers. Also check out RSW-CHI flight schedule to find best flight time, convenient departure and arrival airports.

Flight Information

Below we will explain in detail what the flights cost on the destination from Fort Myers to Chicago depends on and how to choose the most interesting flight option for you.

Distance between Fort Myers and Chicago is 1789 miles. Time difference between the cities is 1h. Airplanes depart 06:00 to 21:57 from 2 Fort Myers airports and arrive 06:00 to 21:57 to 7 Chicago airports. Average flight time is 3h 15m.

  • The fastest flight 3h 9m
  • Average flight time 3h 15m
  • The earliest flight 06:00
  • The latest flight 21:57
  • Distance 1112 ml

The cheapest months to travel to Chicago are july (from 61 $), june (from 61 $), august (from 61 $).

The most expensive months are may (from 80 $), october (from 68 $), september (from 64 $).

What is the lowest airfare Fort Myers to Chicago?

The cheapest plane ticket found by our users is $61. This airfare is for economy class on one-way NK2607 flight by Spirit Airlines for July 5, 2025 which leaves Southwest Florida Reg in Fort Myers at 13:38 am and arrives at Chicago O'Hare International at 15:53.

Economy class
$61
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Business class
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First class
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Flight Schedule Fort Myers (Florida) to Chicago (Illinois)

07:15 — 09:29
3h 14m flight time
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from$117
Fort Myers — Chicago
UA2189 United Airlines
08:30 — 10:43
3h 13m flight time
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from$5991
Fort Myers — Chicago
AS6294 Alaska Airlines
09:04 — 11:13
3h 9m flight time
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from$69
Fort Myers — Chicago
NK2605 Spirit Airlines
09:15 — 11:30
3h 15m flight time
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from$117
Fort Myers — Chicago
UA1811 United Airlines
09:15 — 11:30
3h 15m flight time
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from$141
Fort Myers — Chicago
UA752 United Airlines
11:26 — 13:42
3h 16m flight time
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from$5987
Fort Myers — Chicago
AS6756 Alaska Airlines
12:14 — 14:27
3h 13m flight time
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from$159
Fort Myers — Chicago
UA1863 United Airlines
12:20 — 14:35
3h 15m flight time
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from$117
Fort Myers — Chicago
UA2494 United Airlines
12:26 — 14:39
3h 13m flight time
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from$117
Fort Myers — Chicago
UA310 United Airlines
13:30 — 15:43
3h 13m flight time
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from$61
Fort Myers — Chicago
NK2930 Spirit Airlines
13:38 — 15:53
3h 15m flight time
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from$61
Fort Myers — Chicago
NK2607 Spirit Airlines
14:30 — 16:45
3h 15m flight time
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from$141
Fort Myers — Chicago
UA1967 United Airlines
16:39 — 18:55
3h 16m flight time
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from$117
Fort Myers — Chicago
UA2211 United Airlines
19:30 — 21:52
3h 22m flight time
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from$216
Fort Myers — Chicago
UA637 United Airlines
21:57 — 00:07+1day
3h 10m flight time
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from$61
Fort Myers — Chicago
NK1872 Spirit Airlines
Full flight schedule will help you in detecting at what time planes fly from Fort Myers to Chicago. You can also specify the concrete flights and airlines on the route and how long the flight actually is. Use the calendar for today, tomorrow or other specific date as some flights are available only on certain days of the week.
*Departure and arrival times - local. Updated on October 14, 2025.

Popular Airlines on the Route

The flight Fort Myers — Chicago is served by 6 regular airlines and 3 low-cost airlines. Most of the flights on this route are operated by Alaska Airlines - 6 departures per week at the price of from $ 5987 . And the most expensive tickets are offered by Alaska Airlines airline - from $ 6011.

Direct flights

There are 21 nonstop flights on the route. The fastest direct flight is NK2605 by Spirit Airlines takes 3h 9m and the cheapest is NK2607 by Spirit Airlines for $61.

  • AS - Alaska Airlines
    from $5987
    Find
  • UA - United Airlines
    from $117
    Find
  • NK - Spirit Airlines
    from $61
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See more direct flights

Connecting Flights

There are 406 flights with layovers on the route. The fastest connecting flight is F92217 by Frontier Airlines takes 5h 1m and the cheapest is NK2607 by Spirit Airlines for $110.

  • F9 - Frontier Airlines
    from $110
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  • SY - Sun Country Airlines
    from $139
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  • MX - Mexicana
    from $227
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  • UA - United Airlines
    from $204
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  • NK - Spirit Airlines
    from $133
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See more connecting flights

Airports

You can fly from Fort Myers to Chicago from 2 airports (Southwest Florida Reg, Page Field).

Fort Myers airports

  • Southwest Florida Reg-RSW
    from $61
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  • Page Field-FMY
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Chicago airports

  • O'Hare International-ORD
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  • Midway-MDW
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  • Dupage County-DPA
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  • Chicago FSS-CHI
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  • Merrill C Meigs (closed)-CGX
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  • Pal-Waukee-PWK
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  • Chicago NAS-NOH
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How to book a plane ticket yourself?

How to book an air ticket yourself?
  • Fill in the search parameters — cities of departure and destination, departure and return dates and click «Find flights»
  • Select the best flight that you like. Please, check the airports of departure and arrival. Select the best fare, but pay attention to the following flight details - airports of departure and arrival, flight duration and layovers. Please use filters and sort to find the best flight.
  • Click «Buy» when you are ready — our system will redirect you to the site that sells the selected flight ticket.
  • Fill in all passenger and payment information — passport and contact information, please double check all passengers’ names and make a payment for your itinerary.
  • That's it — you will receive an email with your e-ticket usually within 10 minutes after your flight is confirmed. Please, print the e-ticket and have it with you at the airport. You would need to have only a passport and/or a required form of ID to travel. Please, check your Visa requirements if you travel outside of the United States or Canada.

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