Cheap Flights from Chicago, IL to Fort Myers, FL from $48

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On Cheapflightsplus.com you will find 12 direct and 283 connecting flights from Chicago to Fort Myers. You can compare airfare deals from 6 airlines and multiple travel sites from $48, 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: $48 (one-way), $82 (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 $48. The fastest direct flight takes 2h 47m and the fastest connecting – 6h 7m.

Price	Departure	Arrival	Flight Duration	Airline	Flight
from $48 Find flight	08:55 Chicago O'Hare International	12:48 Fort Myers Southwest Florida Reg	2h 53m	Spirit Airlines	NK1871
from $48 Find flight	08:35 Chicago O'Hare International	12:35 Fort Myers Southwest Florida Reg	3h 0m	Spirit Airlines	NK2931
from $92 Find flight	18:08 Chicago O'Hare International	22:09 Fort Myers Southwest Florida Reg	3h 1m	United Airlines	UA2652
from $92 Find flight	07:11 Chicago O'Hare International	11:14 Fort Myers Southwest Florida Reg	3h 3m	United Airlines	UA1740
from $92 Find flight	10:40 Chicago O'Hare International	14:43 Fort Myers Southwest Florida Reg	3h 3m	United Airlines	UA2389
from $96 Find flight	16:20 Chicago O'Hare International	20:18 Fort Myers Southwest Florida Reg	2h 58m	United Airlines	UA2343
from $96 Find flight	09:20 Chicago O'Hare International	13:23 Fort Myers Southwest Florida Reg	3h 3m	United Airlines	UA1036
from $100 Find flight	18:00 Chicago O'Hare International	22:01 Fort Myers Southwest Florida Reg	3h 1m	United Airlines	UA793
from $113 Find flight	18:08 Chicago O'Hare International	22:09 Fort Myers Southwest Florida Reg	3h 1m	United Airlines	UA1681
from $4734 Find flight	06:45 Chicago O'Hare International	10:36 Fort Myers Southwest Florida Reg	2h 51m	Alaska Airlines	AS4742
from $90 Find flight	06:20 Chicago Midway	18:20 Fort Myers Southwest Florida Reg	11h 0m layover 7h 11m - Atlanta	Frontier Airlines	F92292 F92218
from $96 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 $102 Find flight	06:45 Chicago O'Hare International	00:18+1 день Fort Myers Southwest Florida Reg	16h 33m layover 11h 35m - Minneapolis	Sun Country Airlines	SY1630 SY389
from $117 Find flight	18:15 Chicago O'Hare International	10:36+1 день Fort Myers Southwest Florida Reg	15h 21m layover 10h 23m - Minneapolis	Sun Country Airlines	SY260 SY383
from $122 Find flight	17:10 Chicago O'Hare International	19:00+1 день Fort Myers Southwest Florida Reg	24h 50m layover 16h 26m - Newark 1h 27m - Detroit	Spirit Airlines	NK328 NK298 NK2335
from $123 Find flight	06:00 Chicago O'Hare International	19:00+1 день Fort Myers Southwest Florida Reg	36h 0m layover 21h 46m - Atlanta 7h 29m - Detroit	Spirit Airlines	NK1195 NK1156 NK2335

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*Departure and arrival times - local. Prices indicated for one-way flights. Information updated on June 24, 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$4734
06:55 — 10:42	06:55 — 10:42 AS4164 Alaska Airlines Chicago — Fort Myers	2h 47m	Find flight from$4772
07:11 — 11:14	07:11 — 11:14 UA1740 United Airlines Chicago — Fort Myers	3h 3m	Find flight from$92
08:35 — 12:35	08:35 — 12:35 NK2931 Spirit Airlines Chicago — Fort Myers	3h	Find flight from$48
08:55 — 12:48	08:55 — 12:48 NK1871 Spirit Airlines Chicago — Fort Myers	2h 53m	Find flight from$48
09:20 — 13:23	09:20 — 13:23 UA1036 United Airlines Chicago — Fort Myers	3h 3m	Find flight from$96
10:40 — 14:43	10:40 — 14:43 UA2389 United Airlines Chicago — Fort Myers	3h 3m	Find flight from$92
11:45 — 15:33	11:45 — 15:33 AS4174 Alaska Airlines Chicago — Fort Myers	2h 48m	Find flight from$4772
16:20 — 20:18	16:20 — 20:18 UA2343 United Airlines Chicago — Fort Myers	2h 58m	Find flight from$96
18:00 — 22:01	18:00 — 22:01 UA793 United Airlines Chicago — Fort Myers	3h 1m	Find flight from$100
18:08 — 22:09	18:08 — 22:09 UA2652 United Airlines Chicago — Fort Myers	3h 1m	Find flight from$92
18:08 — 22:09	18:08 — 22:09 UA1681 United Airlines Chicago — Fort Myers	3h 1m	Find flight from$113
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$90
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$102
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$142
05:05 — 19:00 +1 day	05:05 — 09:10 NK19 Spirit Airlines Chicago — Miami 23h 49m stop 08:59 — 11:58 NK380 Spirit Airlines Miami — Detroit 4h 13m stop 16:11 — 19:00 NK2335 Spirit Airlines Detroit — Fort Myers	36h 55m including layover	Find flight from$165
05:51 — 18:25 +1 day	05:51 — 09:00 NK1176 Spirit Airlines Chicago — New York 20h 59m stop 05:59 — 08:01 NK1190 Spirit Airlines New York — Detroit 7h 34m stop 15:35 — 18:25 NK1198 Spirit Airlines Detroit — Fort Myers	35h 34m including layover	Find flight from$171
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$141
10:43 — 22:42 +1 day	10:43 — 13:42 NK2708 Spirit Airlines Chicago — Atlanta 16h 33m stop 06:15 — 07:54 SY1628 Sun Country Airlines Atlanta — Minneapolis 10h 30m stop 18:24 — 22:42 SY389 Sun Country Airlines Minneapolis — Fort Myers	34h 59m including layover	Find flight from$156
11:50 — 22:42 +1 day	11:50 — 13:50 NK2620 Spirit Airlines Chicago — Las Vegas 4h 34m stop 18:24 — 23:33 SY108 Sun Country Airlines Las Vegas — Minneapolis 18h 51m stop 18:24 — 22:42 SY389 Sun Country Airlines Minneapolis — Fort Myers	33h 52m including layover	Find flight from$181
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$141
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$141
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$165
15:51 — 11:32 +1 day	15:51 — 17:52 NK1270 Spirit Airlines Chicago — Las Vegas 6h 7m stop 23:59 — 05:06 SY778 Sun Country Airlines Las Vegas — Minneapolis 2h 6m stop 07:12 — 11:32 SY383 Sun Country Airlines Minneapolis — Fort Myers	18h 41m including layover	Find flight from$186
16:30 — 20:45 +1 day	16:30 — 19:13 NK1339 Spirit Airlines Chicago — Houston 14h 27m stop 09:40 — 12:24 SY682 Sun Country Airlines Houston — Minneapolis 4h 6m stop 16:30 — 20:45 SY389 Sun Country Airlines Minneapolis — Fort Myers	27h 15m including layover	Find flight from$183
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$122
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$147
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$141
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$141
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$125
22:15 — 10:42 +2 days	22:15 — 00:19 NK2179 Spirit Airlines Chicago — Las Vegas 23h 40m stop 23:59 — 05:06 SY778 Sun Country Airlines Las Vegas — Minneapolis 1h 18m stop 06:24 — 10:42 SY383 Sun Country Airlines Minneapolis — Fort Myers	35h 27m including layover	Find flight from$185

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

*Departure and arrival times - local. Updated on June 24, 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 july (from 64 $), august (from 64 $), october (from 72 $).

The most expensive months are december (from 1 110 $), may (from 156 $), june (from 121 $).

What is the lowest airfare Chicago to Fort Myers?

The cheapest plane ticket found by our users is $48. 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

$48

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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 - 3 departures per week at the price of from $ 4734 . And the most expensive tickets are offered by Alaska Airlines airline - from $ 4772.

Direct flights

There are 12 nonstop flights on the route. The fastest direct flight is AS4164 by Alaska Airlines takes 2h 47m and the cheapest is NK2931 by Spirit Airlines for $48.

AS - Alaska Airlines

from $4734

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UA - United Airlines

from $92

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NK - Spirit Airlines

from $48

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Connecting Flights

There are 283 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 $90.

F9 - Frontier Airlines

from $90

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SY - Sun Country Airlines

from $102

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UA - United Airlines

from $173

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NK - Spirit Airlines

from $122

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G4 - Allegiant Air

from $195

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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 $48
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Midway-MDW

from $90
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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.

Chicago — Las Vegas

from $508

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Chicago — New York

from $74

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Chicago — Atlanta

from $76

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from $62

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Chicago — Miami

from $66

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Chicago — Dallas

from $70

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Chicago — Houston

from $66

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Chicago — Boston

from $61

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Chicago — Phoenix

from $65

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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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