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

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On Cheapflightsplus.com you will find 16 direct and 380 connecting flights from Chicago to Fort Myers. 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 CHI-RSW flight schedule to find best flight time, convenient departure and arrival airports.

Find One-Way and Round-Trip Chicago to Fort Myers 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 Chicago to Fort Myers Today

Take a look at the list of non stop flights and flights with layovers from Chicago to Fort Myers with the lowest price of $64. The fastest direct flight takes 2h 47m and the fastest connecting – 6h 7m.

Price	Departure	Arrival	Flight Duration	Airline	Flight
from $64 Find flight	08:35 Chicago O'Hare International	12:35 Fort Myers Southwest Florida Reg	3h 0m	Spirit Airlines	NK2931
from $85 Find flight	12:26 Chicago O'Hare International	16:13 Fort Myers Southwest Florida Reg	2h 47m	Spirit Airlines	NK2606
from $105 Find flight	08:55 Chicago O'Hare International	12:48 Fort Myers Southwest Florida Reg	2h 53m	Spirit Airlines	NK1871
from $123 Find flight	18:08 Chicago O'Hare International	22:09 Fort Myers Southwest Florida Reg	3h 1m	United Airlines	UA2652
from $123 Find flight	07:11 Chicago O'Hare International	11:14 Fort Myers Southwest Florida Reg	3h 3m	United Airlines	UA1740
from $123 Find flight	10:40 Chicago O'Hare International	14:43 Fort Myers Southwest Florida Reg	3h 3m	United Airlines	UA2389
from $129 Find flight	16:20 Chicago O'Hare International	20:18 Fort Myers Southwest Florida Reg	2h 58m	United Airlines	UA2343
from $129 Find flight	09:20 Chicago O'Hare International	13:23 Fort Myers Southwest Florida Reg	3h 3m	United Airlines	UA1036
from $135 Find flight	18:00 Chicago O'Hare International	22:01 Fort Myers Southwest Florida Reg	3h 1m	United Airlines	UA793
from $152 Find flight	18:08 Chicago O'Hare International	22:09 Fort Myers Southwest Florida Reg	3h 1m	United Airlines	UA1681
from $222 Find flight	14:00 Chicago O'Hare International	18:15 Fort Myers Southwest Florida Reg	3h 15m	United Airlines	UA376
from $6306 Find flight	12:51 Chicago O'Hare International	16:45 Fort Myers Southwest Florida Reg	2h 54m	Alaska Airlines	AS6450
from $129 Find flight	06:20 Chicago Midway	18:20 Fort Myers Southwest Florida Reg	11h 0m layover 7h 11m - Atlanta	Frontier Airlines	F92292 F92218
from $129 Find flight	08:24 Chicago O'Hare International	21:02 Fort Myers Southwest Florida Reg	11h 38m layover 6h 19m - Philadelphia	Frontier Airlines	F92112 F92025
from $112 Find flight	10:00 Chicago O'Hare International	16:03+1 день Fort Myers Southwest Florida Reg	29h 3m layover 16h 39m - Atlanta 5h 45m - Detroit	Spirit Airlines	NK2708 NK2488 NK2494
from $112 Find flight	10:00 Chicago O'Hare International	16:03+1 день Fort Myers Southwest Florida Reg	29h 3m layover 21h 37m - Atlanta 0h 42m - Detroit	Spirit Airlines	NK2708 NK2214 NK2494

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*Departure and arrival times - local. Prices indicated for one-way flights. Information updated on July 31, 2025

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

Full flight schedule will help you in detecting at what time planes fly from Chicago to Fort Myers. 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
06:45 — 10:36	06:45 — 10:36 AS4742 Alaska Airlines Chicago — Fort Myers	2h 51m	Find flight from$6340
06:55 — 10:42	06:55 — 10:42 AS4164 Alaska Airlines Chicago — Fort Myers	2h 47m	Find flight from$6343
07:11 — 11:14	07:11 — 11:14 UA1740 United Airlines Chicago — Fort Myers	3h 3m	Find flight from$123
08:35 — 12:35	08:35 — 12:35 NK2931 Spirit Airlines Chicago — Fort Myers	3h	Find flight from$64
08:55 — 12:48	08:55 — 12:48 NK1871 Spirit Airlines Chicago — Fort Myers	2h 53m	Find flight from$105
09:20 — 13:23	09:20 — 13:23 UA1036 United Airlines Chicago — Fort Myers	3h 3m	Find flight from$129
10:40 — 14:43	10:40 — 14:43 UA2389 United Airlines Chicago — Fort Myers	3h 3m	Find flight from$123
11:45 — 15:33	11:45 — 15:33 AS4174 Alaska Airlines Chicago — Fort Myers	2h 48m	Find flight from$6343
12:26 — 16:13	12:26 — 16:13 NK2606 Spirit Airlines Chicago — Fort Myers	2h 47m	Find flight from$85
12:51 — 16:45	12:51 — 16:45 AS6450 Alaska Airlines Chicago — Fort Myers	2h 54m	Find flight from$6306
14:00 — 18:15	14:00 — 18:15 UA376 United Airlines Chicago — Fort Myers	3h 15m	Find flight from$222
16:05 — 20:17	16:05 — 20:17 UA2004 United Airlines Chicago — Fort Myers	3h 12m	Find flight from$157
16:20 — 20:18	16:20 — 20:18 UA2343 United Airlines Chicago — Fort Myers	2h 58m	Find flight from$129
18:00 — 22:01	18:00 — 22:01 UA793 United Airlines Chicago — Fort Myers	3h 1m	Find flight from$135
18:08 — 22:09	18:08 — 22:09 UA2652 United Airlines Chicago — Fort Myers	3h 1m	Find flight from$123
18:08 — 22:09	18:08 — 22:09 UA1681 United Airlines Chicago — Fort Myers	3h 1m	Find flight from$152
06:20 — 18:20	06:20 — 09:29 F92292 Frontier Airlines Chicago — Atlanta 7h 11m stop 16:38 — 18:21 F92218 Frontier Airlines Atlanta — Fort Myers	11h including layover	Find flight from$129
06:45 — 00:18 +1 day	06:45 — 08:25 SY1630 Sun Country Airlines Chicago — Minneapolis 11h 35m stop 20:00 — 00:18 SY389 Sun Country Airlines Minneapolis — Fort Myers	16h 33m including layover	Find flight from$136
20:17 — 10:42 +1 day	18:18 — 20:02 SY262 Sun Country Airlines Chicago — Minneapolis 8h 27m stop 06:30 — 10:53 SY383 Sun Country Airlines Minneapolis — Fort Myers	13h 25m including layover	Find flight from$157
05:51 — 16:03 +1 day	05:51 — 09:00 NK2175 Spirit Airlines Chicago — New York 21h 30m stop 06:30 — 08:17 NK2140 Spirit Airlines New York — Detroit 5h 3m stop 13:20 — 16:03 NK2494 Spirit Airlines Detroit — Fort Myers	33h 12m including layover	Find flight from$183
05:51 — 16:03 +1 day	05:51 — 09:00 NK2175 Spirit Airlines Chicago — New York 12h 10m stop 21:10 — 23:02 NK2497 Spirit Airlines New York — Detroit 14h 18m stop 13:20 — 16:03 NK2494 Spirit Airlines Detroit — Fort Myers	33h 12m including layover	Find flight from$190
07:15 — 19:00 +1 day	07:15 — 11:03 NK3200 Spirit Airlines Chicago — Orlando 5h 47m stop 16:50 — 19:34 NK3783 Spirit Airlines Orlando — Detroit 20h 37m stop 16:11 — 19:00 NK2335 Spirit Airlines Detroit — Fort Myers	34h 45m including layover	Find flight from$189
10:00 — 16:03 +1 day	10:00 — 13:06 NK2708 Spirit Airlines Chicago — Atlanta 16h 39m stop 05:45 — 07:35 NK2488 Spirit Airlines Atlanta — Detroit 5h 45m stop 13:20 — 16:03 NK2494 Spirit Airlines Detroit — Fort Myers	29h 3m including layover	Find flight from$112
10:00 — 16:03 +1 day	10:00 — 13:06 NK2708 Spirit Airlines Chicago — Atlanta 21h 37m stop 10:43 — 12:38 NK2214 Spirit Airlines Atlanta — Detroit 42m stop 13:20 — 16:03 NK2494 Spirit Airlines Detroit — Fort Myers	29h 3m including layover	Find flight from$112
13:03 — 19:00 +1 day	13:03 — 16:51 NK1108 Spirit Airlines Chicago — Orlando 12h 34m stop 05:25 — 08:07 NK3785 Spirit Airlines Orlando — Detroit 8h 4m stop 16:11 — 19:00 NK2335 Spirit Airlines Detroit — Fort Myers	28h 57m including layover	Find flight from$189
13:03 — 19:00 +1 day	13:03 — 16:51 NK1108 Spirit Airlines Chicago — Orlando 16h 45m stop 09:36 — 12:18 NK3781 Spirit Airlines Orlando — Detroit 3h 53m stop 16:11 — 19:00 NK2335 Spirit Airlines Detroit — Fort Myers	28h 57m including layover	Find flight from$189
15:29 — 19:00 +1 day	15:29 — 19:39 NK867 Spirit Airlines Chicago — Miami 13h 20m stop 08:59 — 11:58 NK380 Spirit Airlines Miami — Detroit 4h 13m stop 16:11 — 19:00 NK2335 Spirit Airlines Detroit — Fort Myers	26h 31m including layover	Find flight from$221
17:10 — 19:00 +1 day	17:10 — 20:28 NK328 Spirit Airlines Chicago — Newark 16h 26m stop 12:54 — 14:44 NK298 Spirit Airlines Newark — Detroit 1h 27m stop 16:11 — 19:00 NK2335 Spirit Airlines Detroit — Fort Myers	24h 50m including layover	Find flight from$163
17:10 — 19:00 +1 day	17:10 — 20:28 NK328 Spirit Airlines Chicago — New York 16h 27m stop 12:55 — 14:56 NK382 Spirit Airlines New York — Detroit 1h 15m stop 16:11 — 19:00 NK2335 Spirit Airlines Detroit — Fort Myers	24h 50m including layover	Find flight from$197
19:39 — 19:00 +1 day	19:39 — 23:32 NK507 Spirit Airlines Chicago — Orlando 10h 4m stop 09:36 — 12:18 NK3781 Spirit Airlines Orlando — Detroit 3h 53m stop 16:11 — 19:00 NK2335 Spirit Airlines Detroit — Fort Myers	22h 21m including layover	Find flight from$189
19:39 — 19:00 +1 day	19:39 — 23:32 NK507 Spirit Airlines Chicago — Orlando 5h 53m stop 05:25 — 08:07 NK3785 Spirit Airlines Orlando — Detroit 8h 4m stop 16:11 — 19:00 NK2335 Spirit Airlines Detroit — Fort Myers	22h 21m including layover	Find flight from$189
20:12 — 19:00 +1 day	20:12 — 23:31 NK919 Spirit Airlines Chicago — Newark 13h 23m stop 12:54 — 14:44 NK298 Spirit Airlines Newark — Detroit 1h 27m stop 16:11 — 19:00 NK2335 Spirit Airlines Detroit — Fort Myers	21h 48m including layover	Find flight from$168
21:08 — 16:03 +1 day	21:08 — 00:29 NK2542 Spirit Airlines Chicago — New York 6h 1m stop 06:30 — 08:17 NK2140 Spirit Airlines New York — Detroit 5h 3m stop 13:20 — 16:03 NK2494 Spirit Airlines Detroit — Fort Myers	17h 55m including layover	Find flight from$179
21:08 — 19:04 +1 day	15:01 — 17:31 NK2430 Spirit Airlines Chicago — New Orleans 8h 19m stop 08:15 — 11:43 NK2566 Spirit Airlines New Orleans — Detroit 4h 56m stop 13:20 — 16:03 NK2494 Spirit Airlines Detroit — Fort Myers	20h 56m including layover	Find flight from$226

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

*Departure and arrival times - local. Updated on July 31, 2025

Flight Information

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

Distance between Chicago and Fort Myers is 1789 miles. Time difference between the cities is 1h. Airplanes depart 05:00 to 22:15 from 7 Chicago airports and arrive 05:00 to 22:15 to 2 Fort Myers airports. Average flight time is 3h 1m.

The fastest flight 2h 47m
Average flight time 3h 1m
The earliest flight 05:00
The latest flight 22:15
Distance 1112 ml

The cheapest months to travel to Fort Myers are august (from 64 $), july (from 65 $), october (from 72 $).

The most expensive months are december (from 1 114 $), june (from 85 $), may (from 85 $).

What is the lowest airfare Chicago to Fort Myers?

The cheapest plane ticket found by our users is $64. This airfare is for economy class on one-way NK2931 flight by Spirit Airlines for August 27, 2025 which leaves O'Hare International in Chicago at 08:35 am and arrives at Fort Myers Southwest Florida Reg at 12:35.

Economy class

$64

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Business class

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First class

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Popular Airlines on the Route

The flight Chicago — Fort Myers is served by 6 regular airlines and 4 low-cost airlines. Most of the flights on this route are operated by Alaska Airlines - 4 departures per week at the price of from $ 6306 . And the most expensive tickets are offered by Alaska Airlines airline - from $ 6343.

Direct flights

There are 16 nonstop flights on the route. The fastest direct flight is NK2606 by Spirit Airlines takes 2h 47m and the cheapest is NK2931 by Spirit Airlines for $64.

AS - Alaska Airlines

from $6306

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UA - United Airlines

from $123

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NK - Spirit Airlines

from $64

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Connecting Flights

There are 380 flights with layovers on the route. The fastest connecting flight is UA2029 by United Airlines takes 6h 7m and the cheapest is NK2931 by Spirit Airlines for $112.

F9 - Frontier Airlines

from $129

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SY - Sun Country Airlines

from $136

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UA - United Airlines

from $232

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NK - Spirit Airlines

from $112

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G4 - Allegiant Air

from $262

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Airports

You can fly from Chicago to Fort Myers from 7 airports (O'Hare International, Midway, Dupage County, Chicago FSS, Merrill C Meigs (closed), Pal-Waukee, Chicago NAS).

Chicago airports

O'Hare International-ORD

from $64
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Midway-MDW

from $129
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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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Fort Myers airports

Southwest Florida Reg-RSW

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Page Field-FMY

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Airplanes

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

Top Domestic Destinations from Chicago

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

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from $508

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from $70

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Chicago — Boston

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Chicago — Phoenix

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Chicago — Denver

from $61

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Top International Destinations from Chicago

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.

Chicago — London

from $60

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Chicago — Cancun

from $72

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Chicago — Toronto

from $73

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Chicago — Paris

from $61

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Chicago — Rome

from $79

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Chicago — Hyderabad

from $73

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Chicago — Mexico City

from $76

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Chicago — Tokyo

from $60

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Chicago — Dublin

from $59

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Chicago — Mumbai

from $74

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How to book a plane ticket yourself?

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