Cheap Flights from Fort Myers, FL to Chicago, IL from $67

One way Round trip

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On Cheapflightsplus.com you will find 24 direct and 277 connecting flights from Fort Myers to Chicago. You can compare airfare deals from 10 airlines and multiple travel sites from $67, 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: $67 (one-way), $115 (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 $67. The fastest direct flight takes 2h 57m and the fastest connecting – 5h 46m.

Price	Departure	Arrival	Flight Duration	Airline	Flight
from $67 Find flight	14:57 Fort Myers Southwest Florida Reg	17:10 Chicago O'Hare International	3h 13m	Frontier Airlines	F93799
from $68 Find flight	15:00 Fort Myers Southwest Florida Reg	17:02 Chicago O'Hare International	3h 2m	Spirit Airlines	NK2930
from $68 Find flight	10:34 Fort Myers Southwest Florida Reg	12:39 Chicago O'Hare International	3h 5m	Spirit Airlines	NK712
from $68 Find flight	08:30 Fort Myers Southwest Florida Reg	10:40 Chicago O'Hare International	3h 10m	Spirit Airlines	NK570
from $68 Find flight	13:20 Fort Myers Southwest Florida Reg	15:33 Chicago O'Hare International	3h 13m	Spirit Airlines	NK528
from $132 Find flight	22:45 Fort Myers Southwest Florida Reg	00:47+1 день Chicago O'Hare International	3h 2m	Spirit Airlines	NK1840
from $142 Find flight	07:20 Fort Myers Southwest Florida Reg	09:37 Chicago O'Hare International	3h 17m	United Airlines	UA1692
from $142 Find flight	09:05 Fort Myers Southwest Florida Reg	11:22 Chicago O'Hare International	3h 17m	United Airlines	UA1491
from $142 Find flight	16:35 Fort Myers Southwest Florida Reg	18:52 Chicago O'Hare International	3h 17m	United Airlines	UA2362
from $167 Find flight	09:45 Fort Myers Southwest Florida Reg	11:42 Chicago O'Hare International	2h 57m	Spirit Airlines	NK488
from $170 Find flight	19:27 Fort Myers Southwest Florida Reg	21:44 Chicago O'Hare International	3h 17m	United Airlines	UA678
from $202 Find flight	16:25 Fort Myers Southwest Florida Reg	18:35 Chicago O'Hare International	3h 10m	United Airlines	UA2289
from $298 Find flight	11:09 Fort Myers Southwest Florida Reg	13:25 Chicago O'Hare International	3h 16m	United Airlines	UA2315
from $71 Find flight	09:51 Fort Myers Southwest Florida Reg	18:12 Chicago Midway	9h 21m layover 4h 15m - Philadelphia	Frontier Airlines	F91578 F94367
from $130 Find flight	14:19 Fort Myers Southwest Florida Reg	22:55 Chicago O'Hare International	9h 36m layover 3h 56m - New York	Mexicana	MX768 NK225
from $151 Find flight	20:00 Fort Myers Southwest Florida Reg	10:55+1 день Chicago O'Hare International	15h 55m layover 10h 27m - Minneapolis	Sun Country Airlines	SY388 SY259

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*Departure and arrival times - local. Prices indicated for one-way flights. Information updated on May 09, 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
07:00 — 09:17	07:00 — 09:17 UA1097 United Airlines Fort Myers — Chicago	3h 17m	Find flight from$298
07:20 — 09:37	07:20 — 09:37 UA1692 United Airlines Fort Myers — Chicago	3h 17m	Find flight from$142
08:30 — 10:40	08:30 — 10:40 NK570 Spirit Airlines Fort Myers — Chicago	3h 10m	Find flight from$68
09:05 — 11:22	09:05 — 11:22 UA1491 United Airlines Fort Myers — Chicago	3h 17m	Find flight from$142
09:40 — 11:48	09:40 — 11:48 UA2624 United Airlines Fort Myers — Chicago	3h 8m	Find flight from$177
09:45 — 11:42	09:45 — 11:42 NK488 Spirit Airlines Fort Myers — Chicago	2h 57m	Find flight from$167
10:34 — 12:39	10:34 — 12:39 NK712 Spirit Airlines Fort Myers — Chicago	3h 5m	Find flight from$68
10:55 — 13:14	10:55 — 13:14 UA1588 United Airlines Fort Myers — Chicago	3h 19m	Find flight from$170
11:09 — 13:25	11:09 — 13:25 UA2315 United Airlines Fort Myers — Chicago	3h 16m	Find flight from$298
12:40 — 14:51	12:40 — 14:51 UA511 United Airlines Fort Myers — Chicago	3h 11m	Find flight from$177
12:40 — 14:51	12:40 — 14:51 UA2856 United Airlines Fort Myers — Chicago	3h 11m	Find flight from$202
13:20 — 15:33	13:20 — 15:33 NK528 Spirit Airlines Fort Myers — Chicago	3h 13m	Find flight from$68
14:29 — 16:41	14:29 — 16:41 UA1967 United Airlines Fort Myers — Chicago	3h 12m	Find flight from$177
14:29 — 16:41	14:29 — 16:41 UA2605 United Airlines Fort Myers — Chicago	3h 12m	Find flight from$202
14:57 — 17:10	14:57 — 17:10 F93799 Frontier Airlines Fort Myers — Chicago	3h 13m	Find flight from$67
15:00 — 17:02	15:00 — 17:02 NK2930 Spirit Airlines Fort Myers — Chicago	3h 2m	Find flight from$68
16:25 — 18:35	16:25 — 18:35 UA2289 United Airlines Fort Myers — Chicago	3h 10m	Find flight from$202
16:30 — 18:40	16:30 — 18:40 UA767 United Airlines Fort Myers — Chicago	3h 10m	Find flight from$177
16:32 — 18:52	16:32 — 18:52 UA602 United Airlines Fort Myers — Chicago	3h 20m	Find flight from$170
16:35 — 18:52	16:35 — 18:52 UA2362 United Airlines Fort Myers — Chicago	3h 17m	Find flight from$142
18:05 — 20:22	18:05 — 20:22 UA1342 United Airlines Fort Myers — Chicago	3h 17m	Find flight from$179
19:27 — 21:44	19:27 — 21:44 UA678 United Airlines Fort Myers — Chicago	3h 17m	Find flight from$170
19:35 — 21:53	19:35 — 21:53 UA2376 United Airlines Fort Myers — Chicago	3h 18m	Find flight from$298
22:45 — 00:47 +1 day	22:45 — 00:47 NK1840 Spirit Airlines Fort Myers — Chicago	3h 2m	Find flight from$132
06:00 — 14:34	06:00 — 08:51 UA2679 United Airlines Fort Myers — Newark 4h 9m stop 13:00 — 14:34 UA1579 United Airlines Newark — Chicago	9h 34m including layover	Find flight from$278
06:00 — 15:54	06:00 — 08:51 UA2679 United Airlines Fort Myers — Newark 5h 29m stop 14:20 — 15:54 UA323 United Airlines Newark — Chicago	10h 54m including layover	Find flight from$278
09:51 — 18:12	09:51 — 12:35 F91578 Frontier Airlines Fort Myers — Philadelphia 4h 15m stop 16:50 — 18:12 F94367 Frontier Airlines Philadelphia — Chicago	9h 21m including layover	Find flight from$71
11:01 — 16:56	11:01 — 13:47 UA357 United Airlines Fort Myers — Cleveland 2h 33m stop 16:20 — 16:56 UA357 United Airlines Cleveland — Chicago	6h 55m including layover	Find flight from$176
12:04 — 18:54	12:04 — 14:59 UA661 United Airlines Fort Myers — Newark 2h 9m stop 17:08 — 18:54 UA661 United Airlines Newark — Chicago	7h 50m including layover	Find flight from$174
13:55 — 18:55	13:55 — 16:21 UA688 United Airlines Fort Myers — Washington D.C. 1h 15m stop 17:36 — 18:55 UA1117 United Airlines Washington D.C. — Chicago	6h including layover	Find flight from$257
14:19 — 22:55	14:19 — 17:19 MX768 Mexicana Fort Myers — New York 3h 56m stop 21:15 — 22:55 NK225 Spirit Airlines New York — Chicago	9h 36m including layover	Find flight from$130
18:29 — 23:15	18:29 — 20:55 UA1361 United Airlines Fort Myers — Washington D.C. 1h 14m stop 22:09 — 23:15 UA1738 United Airlines Washington D.C. — Chicago	5h 46m including layover	Find flight from$180
19:10 — 11:35 +1 day	19:10 — 21:50 SY386 Sun Country Airlines Fort Myers — Minneapolis 11h 57m stop 09:47 — 11:35 SY259 Sun Country Airlines Minneapolis — Chicago	17h 25m including layover	Find flight from$151
19:30 — 10:55 +1 day	19:30 — 22:10 SY390 Sun Country Airlines Fort Myers — Minneapolis 10h 57m stop 09:07 — 10:55 SY259 Sun Country Airlines Minneapolis — Chicago	16h 25m including layover	Find flight from$151
20:00 — 10:55 +1 day	20:00 — 22:40 SY388 Sun Country Airlines Fort Myers — Minneapolis 10h 27m stop 09:07 — 10:55 SY259 Sun Country Airlines Minneapolis — Chicago	15h 55m including layover	Find flight from$151
22:16 — 10:09 +1 day	22:16 — 01:08 F91578 Frontier Airlines Fort Myers — Philadelphia 7h 48m stop 08:56 — 10:09 F91617 Frontier Airlines Philadelphia — Chicago	12h 53m including layover	Find flight from$104
08:00 — 23:07	08:00 — 10:33 MX742 Mexicana Fort Myers — Columbus 3h 12m stop 13:45 — 15:35 NK2022 Spirit Airlines Columbus — New York 5h 54m stop 21:29 — 23:07 NK3386 Spirit Airlines New York — Chicago	16h 7m including layover	Find flight from$233
20:35 — 16:06 +1 day	20:35 — 23:42 NK1577 Spirit Airlines Fort Myers — Boston 5h 18m stop 05:00 — 08:29 NK296 Spirit Airlines Boston — Miami 5h 14m stop 13:43 — 16:06 NK157 Spirit Airlines Miami — Chicago	20h 31m including layover	Find flight from$156

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

*Departure and arrival times - local. Updated on May 9, 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 22:45 from 2 Fort Myers airports and arrive 06:00 to 22:45 to 7 Chicago airports. Average flight time is 3h 13m.

The fastest flight 2h 57m
Average flight time 3h 13m
The earliest flight 06:00
The latest flight 22:45
Distance 1112 ml

The cheapest months to travel to Chicago are january (from 67 $), february (from 68 $), december (from 71 $).

The most expensive months are november (from 167 $), december (from 71 $), february (from 68 $).

What is the lowest airfare Fort Myers to Chicago?

The cheapest plane ticket found by our users is $67. This airfare is for economy class on one-way F93799 flight by Frontier Airlines for February 1, 2025 which leaves Southwest Florida Reg in Fort Myers at 14:57 am and arrives at Chicago O'Hare International at 17:10.

Economy class

$67

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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 10 regular airlines and 6 low-cost airlines. Most of the flights on this route are operated by Alaska Airlines - 12 departures per week at the price of from $ 297 . And the most expensive tickets are offered by Spirit Airlines airline - from $ 722.

Direct flights

There are 24 nonstop flights on the route. The fastest direct flight is NK488 by Spirit Airlines takes 2h 57m and the cheapest is F93799 by Frontier Airlines for $67.

F9 - Frontier Airlines

from $67

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UA - United Airlines

from $142

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NK - Spirit Airlines

from $68

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Connecting Flights

There are 277 flights with layovers on the route. The fastest connecting flight is UA1361 by United Airlines takes 5h 46m and the cheapest is F93799 by Frontier Airlines for $71.

AS - Alaska Airlines

from $297

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F9 - Frontier Airlines

from $71

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PD - Porter Airlines

from $351

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SY - Sun Country Airlines

from $151

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XP - Casino Express

from $240

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MX - Mexicana

from $130

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UA - United Airlines

from $174

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WS - WestJet

from $359

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NK - Spirit Airlines

from $156

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TS - Air Transat

from $412

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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 $67
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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 10 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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