Cheap Flights from Fort Myers, FL to Chicago, IL from $53

Return flight: Chicago – Fort Myers

On Cheapflightsplus.com you will find 8 direct and 150 connecting flights from Fort Myers to Chicago. You can compare airfare deals from 7 airlines and multiple travel sites from $35, 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.

Find One-Way and Round-Trip Fort Myers to Chicago Flight Deals

To find the cheapest one way airline ticket select the date with the lowest price on the calendar below and click «Find Flights». To search for round-trip flight deals click on the link «Check prices for return flights» and select the date of the return flight. Cheapest flights in November: $53 (one-way), $91 (round-trip).
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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 Arrival Flight Details Flight Duration Price
07:00 — 08:45
07:00 — 08:45 WN293 Southwest Airlines
Fort Myers — Chicago
2h 45m
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from$62
08:00 — 10:00
08:00 — 10:00 UA2434 United Airlines
Fort Myers — Chicago
3h
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from$49
09:25 — 11:10
09:25 — 11:10 WN3336 Southwest Airlines
Fort Myers — Chicago
2h 45m
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from$136
13:10 — 15:00
13:10 — 15:00 WN38 Southwest Airlines
Fort Myers — Chicago
2h 50m
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from$316
15:30 — 17:37
15:30 — 17:37 AA1313 American Airlines
Fort Myers — Chicago
3h 7m
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from$49
16:15 — 18:22
16:15 — 18:22 UA2454 United Airlines
Fort Myers — Chicago
3h 7m
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from$49
18:13 — 20:28
18:13 — 20:28 NK124 Spirit Airlines
Fort Myers — Chicago
3h 15m
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from$35
07:30 — 12:35
07:30 — 09:49 UA6192 United Airlines
Fort Myers — Washington D.C.
1h 36m stop
11:25 — 12:35 UA484 United Airlines
Washington D.C. — Chicago
6h 5m
including layover
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from$53
09:30 — 14:46
09:30 — 11:13 AA1281 American Airlines
Fort Myers — Dallas
1h 7m stop
12:20 — 14:46 AA1258 American Airlines
Dallas — Chicago
6h 16m
including layover
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from$101
12:00 — 17:06
12:00 — 13:29 UA618 United Airlines
Fort Myers — Houston
1h 1m stop
14:30 — 17:06 UA1899 United Airlines
Houston — Chicago
6h 6m
including layover
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from$53
14:15 — 18:55
14:15 — 16:21 UA617 United Airlines
Fort Myers — Washington D.C.
1h 28m stop
17:49 — 18:55 UA210 United Airlines
Washington D.C. — Chicago
5h 40m
including layover
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from$53
15:09 — 19:11
15:09 — 17:00 AA569 American Airlines
Fort Myers — Charlotte
1h stop
18:00 — 19:11 AA2488 American Airlines
Charlotte — Chicago
5h 2m
including layover
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from$99
16:00 — 21:32
16:00 — 17:47 AA1475 American Airlines
Fort Myers — Dallas
1h 13m stop
19:00 — 21:32 AA2585 American Airlines
Dallas — Chicago
6h 32m
including layover
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from$101
17:15 — 20:40
17:15 — 18:40 WN702 Southwest Airlines
Fort Myers — Lake Saint Louis
55m stop
19:35 — 20:40 WN493 Southwest Airlines
Lake Saint Louis — Chicago
4h 25m
including layover
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from$142
06:45 — 13:01
06:45 — 08:24 DL2028 Delta Air Lines Inc.
Fort Myers — Atlanta
1h 16m stop
09:40 — 11:31 DL95 Delta Air Lines Inc.
Atlanta — Detroit
1h 14m stop
12:45 — 13:01 DL3614 Delta Air Lines Inc.
Detroit — Chicago
7h 16m
including layover
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from$106
08:24 — 15:41
08:24 — 10:15 AA1646 American Airlines
Fort Myers — Charlotte
55m stop
11:10 — 12:40 AA1687 American Airlines
Charlotte — Philadelphia
1h 32m stop
14:12 — 15:41 AA2601 American Airlines
Philadelphia — Chicago
8h 17m
including layover
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from$98
10:29 — 17:41
10:29 — 12:16 AA2349 American Airlines
Fort Myers — Charlotte
54m stop
13:10 — 14:45 AA2573 American Airlines
Charlotte — Philadelphia
1h 15m stop
16:00 — 17:41 AA1941 American Airlines
Philadelphia — Chicago
8h 12m
including layover
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from$98
11:47 — 18:36
11:47 — 13:35 AA565 American Airlines
Fort Myers — Charlotte
1h 24m stop
14:59 — 16:24 AA443 American Airlines
Charlotte — Washington D.C.
46m stop
17:10 — 18:36 AA1486 American Airlines
Washington D.C. — Chicago
7h 49m
including layover
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from$100
18:21 — 09:35
+2 days
18:21 — 21:13 NK1012 Spirit Airlines
Fort Myers — Newark
8h 48m stop
06:01 — 08:57 NK521 Spirit Airlines
Newark — Miami
22h 16m stop
07:13 — 09:35 NK478 Spirit Airlines
Miami — Chicago
40h 14m
including layover
Find flight
from$94
*Departure and arrival times - local. Updated on February 3, 2023

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 06:45 to 21:07 from 2 Fort Myers airports and arrive 06:45 to 21:07 to 7 Chicago airports. Average flight time is 2h 55m.

  • The fastest flight 2h 45m
  • Average flight time 2h 55m
  • The earliest flight 06:45
  • The latest flight 21:07
  • Distance 1112 ml

What is the lowest airfare Fort Myers to Chicago?

The cheapest plane ticket found by our users is $35. This airfare is for economy class on one-way NK124 flight by Spirit Airlines for August 22, 2020 which leaves Southwest Florida Reg in Fort Myers at 18:13 am and arrives at Chicago O'Hare International at 20:28.

Economy class
$35
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Business class
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First class
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Popular Airlines on the Route

The flight Fort Myers — Chicago is served by 7 regular airlines and 4 low-cost airlines. Most of the flights on this route are operated by American Airlines - 53 departures per week at the price of from $ 49 . And the most expensive tickets are offered by American Airlines airline - from $ 1156.

Direct flights

There are 8 nonstop flights on the route. The fastest direct flight is WN293 by Southwest Airlines takes 2h 45m and the cheapest is NK124 by Spirit Airlines for $35.

  • AA - American Airlines
    from $49
    Find
  • WN - Southwest Airlines
    from $62
    Find
  • UA - United Airlines
    from $49
    Find
  • NK - Spirit Airlines
    from $35
    Find
See more direct flights

Connecting Flights

There are 150 flights with layovers on the route. The fastest connecting flight is WN2659 by Southwest Airlines takes 4h 5m and the cheapest is NK124 by Spirit Airlines for $53.

  • AA - American Airlines
    from $98
    Find
  • F9 - Frontier Airlines
    from $179
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  • B6 - JetBlue
    from $197
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  • WN - Southwest Airlines
    from $142
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  • DL - Delta Air Lines Inc.
    from $106
    Find
  • UA - United Airlines
    from $53
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  • NK - Spirit Airlines
    from $94
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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 $35
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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.

    To find a plane ticket, please select dates.

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