Cheap Flights from Fort Myers, FL to Chicago, IL from $64

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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 $64, 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: $64 (one-way), $110 (round-trip).

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Best Flights from Fort Myers to Chicago Today

Take a look at the list of non stop flights and flights with layovers from Fort Myers to Chicago with the lowest price of $64. The fastest direct flight takes 3h 9m and the fastest connecting – 5h 1m.

Price	Departure	Arrival	Flight Duration	Airline	Flight
from $64 Find flight	21:57 Fort Myers Southwest Florida Reg	00:07+1 день Chicago O'Hare International	3h 10m	Spirit Airlines	NK1872
from $64 Find flight	13:30 Fort Myers Southwest Florida Reg	15:43 Chicago O'Hare International	3h 13m	Spirit Airlines	NK2930
from $64 Find flight	13:38 Fort Myers Southwest Florida Reg	15:53 Chicago O'Hare International	3h 15m	Spirit Airlines	NK2607
from $72 Find flight	09:04 Fort Myers Southwest Florida Reg	11:13 Chicago O'Hare International	3h 9m	Spirit Airlines	NK2605
from $124 Find flight	12:26 Fort Myers Southwest Florida Reg	14:39 Chicago O'Hare International	3h 13m	United Airlines	UA310
from $124 Find flight	07:15 Fort Myers Southwest Florida Reg	09:29 Chicago O'Hare International	3h 14m	United Airlines	UA2189
from $124 Find flight	09:15 Fort Myers Southwest Florida Reg	11:30 Chicago O'Hare International	3h 15m	United Airlines	UA1811
from $124 Find flight	12:20 Fort Myers Southwest Florida Reg	14:35 Chicago O'Hare International	3h 15m	United Airlines	UA2494
from $124 Find flight	16:39 Fort Myers Southwest Florida Reg	18:55 Chicago O'Hare International	3h 16m	United Airlines	UA2211
from $149 Find flight	09:15 Fort Myers Southwest Florida Reg	11:30 Chicago O'Hare International	3h 15m	United Airlines	UA752
from $215 Find flight	16:39 Fort Myers Southwest Florida Reg	18:54 Chicago O'Hare International	3h 15m	United Airlines	UA2738
from $6325 Find flight	16:26 Fort Myers Southwest Florida Reg	18:41 Chicago O'Hare International	3h 15m	Alaska Airlines	AS6450
from $116 Find flight	19:16 Fort Myers Southwest Florida Reg	23:17 Chicago Midway	5h 1m layover 1h 4m - Atlanta	Frontier Airlines	F92217 F92779
from $147 Find flight	11:43 Fort Myers Southwest Florida Reg	20:39 Chicago O'Hare International	9h 56m layover 4h 42m - Minneapolis	Sun Country Airlines	SY384 SY1629
from $175 Find flight	09:00 Fort Myers Southwest Florida Reg	12:26+1 день Chicago O'Hare International	28h 26m layover 23h 13m - Minneapolis	Sun Country Airlines	SY390 SY1629
from $140 Find flight	17:09 Fort Myers Southwest Florida Reg	08:55+1 день Chicago O'Hare International	16h 46m layover 1h 5m - Detroit 8h 37m - Atlanta	Spirit Airlines	NK2495 NK2493 NK2707

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*Departure and arrival times - local. Prices indicated for one-way flights. Information updated on July 30, 2025

Flight Schedule Fort Myers (Florida) to Chicago (Illinois)

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	Flight Details	Flight Duration	Price
07:15 — 09:29	07:15 — 09:29 UA2189 United Airlines Fort Myers — Chicago	3h 14m	Find flight from$124
08:30 — 10:43	08:30 — 10:43 AS6294 Alaska Airlines Fort Myers — Chicago	3h 13m	Find flight from$6330
09:04 — 11:13	09:04 — 11:13 NK2605 Spirit Airlines Fort Myers — Chicago	3h 9m	Find flight from$72
09:15 — 11:30	09:15 — 11:30 UA1811 United Airlines Fort Myers — Chicago	3h 15m	Find flight from$124
09:15 — 11:30	09:15 — 11:30 UA752 United Airlines Fort Myers — Chicago	3h 15m	Find flight from$149
09:30 — 11:44	09:30 — 11:44 UA1864 United Airlines Fort Myers — Chicago	3h 14m	Find flight from$228
11:26 — 13:42	11:26 — 13:42 AS6756 Alaska Airlines Fort Myers — Chicago	3h 16m	Find flight from$6325
11:26 — 13:42	11:26 — 13:42 AS4363 Alaska Airlines Fort Myers — Chicago	3h 16m	Find flight from$6340
12:14 — 14:27	12:14 — 14:27 UA1863 United Airlines Fort Myers — Chicago	3h 13m	Find flight from$168
12:20 — 14:35	12:20 — 14:35 UA2494 United Airlines Fort Myers — Chicago	3h 15m	Find flight from$124
12:26 — 14:39	12:26 — 14:39 UA310 United Airlines Fort Myers — Chicago	3h 13m	Find flight from$124
13:10 — 15:22	13:10 — 15:22 AS6706 Alaska Airlines Fort Myers — Chicago	3h 12m	Find flight from$6343
13:30 — 15:43	13:30 — 15:43 NK2930 Spirit Airlines Fort Myers — Chicago	3h 13m	Find flight from$64
13:38 — 15:53	13:38 — 15:53 NK2607 Spirit Airlines Fort Myers — Chicago	3h 15m	Find flight from$64
14:30 — 16:45	14:30 — 16:45 UA1967 United Airlines Fort Myers — Chicago	3h 15m	Find flight from$149
16:26 — 18:41	16:26 — 18:41 AS6450 Alaska Airlines Fort Myers — Chicago	3h 15m	Find flight from$6325
16:30 — 18:43	16:30 — 18:43 AS6817 Alaska Airlines Fort Myers — Chicago	3h 13m	Find flight from$6351
16:39 — 18:55	16:39 — 18:55 UA2211 United Airlines Fort Myers — Chicago	3h 16m	Find flight from$124
16:39 — 18:54	16:39 — 18:54 UA2738 United Airlines Fort Myers — Chicago	3h 15m	Find flight from$215
19:30 — 21:52	19:30 — 21:52 UA637 United Airlines Fort Myers — Chicago	3h 22m	Find flight from$228
21:57 — 00:07 +1 day	21:57 — 00:07 NK1872 Spirit Airlines Fort Myers — Chicago	3h 10m	Find flight from$64
06:30 — 11:58	06:00 — 08:54 UA1254 United Airlines Fort Myers — Newark 54m stop 10:26 — 12:05 UA1525 United Airlines Newark — Chicago	6h 28m including layover	Find flight from$235
11:43 — 20:39	12:03 — 14:49 SY384 Sun Country Airlines Fort Myers — Minneapolis 4h 42m stop 10:48 — 12:27 SY1629 Sun Country Airlines Minneapolis — Chicago	9h 56m including layover	Find flight from$147
11:43 — 17:15	11:49 — 14:24 SY384 Sun Country Airlines Fort Myers — Minneapolis 1h 18m stop 15:42 — 17:21 SY259 Sun Country Airlines Minneapolis — Chicago	6h 32m including layover	Find flight from$168
18:25 — 23:15	18:25 — 20:50 UA1361 United Airlines Fort Myers — Washington D.C. 1h 20m stop 22:10 — 23:15 UA1738 United Airlines Washington D.C. — Chicago	5h 50m including layover	Find flight from$232
18:50 — 17:33 +1 day	18:50 — 21:26 SY1982 Sun Country Airlines Fort Myers — Minneapolis 18h 28m stop 15:54 — 17:33 SY261 Sun Country Airlines Minneapolis — Chicago	23h 43m including layover	Find flight from$196
19:16 — 23:17	19:16 — 21:11 F92217 Frontier Airlines Fort Myers — Atlanta 1h 4m stop 22:15 — 23:18 F92779 Frontier Airlines Atlanta — Chicago	5h 1m including layover	Find flight from$116
19:16 — 00:14 +1 day	19:16 — 21:11 F92217 Frontier Airlines Fort Myers — Atlanta 1h 47m stop 22:58 — 00:14 F93397 Frontier Airlines Atlanta — Chicago	5h 58m including layover	Find flight from$116
06:00 — 09:41 +1 day	06:00 — 08:35 SY390 Sun Country Airlines Fort Myers — Minneapolis 11h 15m stop 19:50 — 23:08 G4246 Allegiant Air Minneapolis — Fletcher 9h 52m stop 09:00 — 09:41 G41848 Allegiant Air Fletcher — Chicago	28h 41m including layover	Find flight from$220
07:05 — 20:48	07:05 — 09:06 MX744 Mexicana Fort Myers — Raleigh 6h 20m stop 15:26 — 16:38 NK1592 Spirit Airlines Raleigh — Baltimore 2h 47m stop 19:25 — 20:48 NK1187 Spirit Airlines Baltimore — Chicago	14h 43m including layover	Find flight from$240
17:09 — 08:55 +1 day	17:09 — 20:04 NK2495 Spirit Airlines Fort Myers — Detroit 1h 5m stop 21:09 — 23:11 NK2493 Spirit Airlines Detroit — Atlanta 8h 37m stop 07:48 — 08:55 NK2707 Spirit Airlines Atlanta — Chicago	16h 46m including layover	Find flight from$140
17:09 — 20:03 +1 day	17:09 — 20:04 NK2495 Spirit Airlines Fort Myers — Detroit 14h 23m stop 10:27 — 13:03 NK2739 Spirit Airlines Detroit — Orlando 4h 52m stop 17:55 — 20:03 NK2541 Spirit Airlines Orlando — Chicago	27h 54m including layover	Find flight from$183
20:09 — 09:38 +1 day	20:09 — 23:02 NK2495 Spirit Airlines Fort Myers — Detroit 6h 13m stop 05:15 — 07:22 NK2350 Spirit Airlines Detroit — Atlanta 1h 8m stop 08:30 — 09:38 NK2707 Spirit Airlines Atlanta — Chicago	14h 29m including layover	Find flight from$155
20:09 — 20:05 +1 day	17:09 — 20:04 NK2495 Spirit Airlines Fort Myers — Detroit 7h 8m stop 06:00 — 07:40 NK2496 Spirit Airlines Detroit — New York 10h 40m stop 18:30 — 20:07 NK2178 Spirit Airlines New York — Chicago	24h 56m including layover	Find flight from$190

Departure	Arrival	Flight Details	Flight Time	Price
		stop stop	including layover	Find flight from$

*Departure and arrival times - local. Updated on July 30, 2025

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 64 $), june (from 64 $), august (from 64 $).

The most expensive months are may (from 85 $), october (from 72 $), september (from 68 $).

What is the lowest airfare Fort Myers to Chicago?

The cheapest plane ticket found by our users is $64. 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

$64

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First class

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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 $ 6325 . And the most expensive tickets are offered by Alaska Airlines airline - from $ 6351.

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 $64.

AS - Alaska Airlines

from $6325

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UA - United Airlines

from $124

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NK - Spirit Airlines

from $64

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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 $116.

F9 - Frontier Airlines

from $116

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SY - Sun Country Airlines

from $147

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MX - Mexicana

from $240

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UA - United Airlines

from $215

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NK - Spirit Airlines

from $140

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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 $64
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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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Airplanes

There are flights to Chicago from Fort Myers by 6 airlines that use 0 aircraft brands. They range from huge modern airplanes to small-sized.

Top Domestic Destinations from Fort Myers

You may also consider searching for discounted plane tickets to some other popular places from Fort Myers within United States.

Fort Myers — Boston

from $77

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Fort Myers — New York

from $71

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Fort Myers — Key West

from $75

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Fort Myers — Orlando

from $75

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Fort Myers — Denver

from $61

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Fort Myers — Cleveland

from $65

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Fort Myers — Nashville

from $65

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Fort Myers — Chicago

from $53

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Fort Myers — Las Vegas

from $70

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Fort Myers — Dallas

from $70

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Top International Destinations from Fort Myers

Our state-of-the art metasearch will definitely provide you with the best airfare on international flights. We’re proud to partner with many reliable travel suppliers located outside the US what gives us an opportunity to offer the most competitive prices on far destinations.

Fort Myers — Toronto

from $58

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Fort Myers — Cancun

from $68

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Fort Myers — Albany

from $62

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How to book a plane 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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