Cheap Flights from Fort Myers, FL to Chicago, IL from $25

One way Round trip

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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 $25, 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: $25 (one-way), $43 (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 $25. The fastest direct flight takes 2h 45m and the fastest connecting – 4h 5m.

Price	Departure	Arrival	Flight Duration	Airline	Flight
from $25 Find flight	18:13 Fort Myers Southwest Florida Reg	20:28 Chicago O'Hare International	3h 15m	Spirit Airlines	NK124
from $34 Find flight	08:00 Fort Myers Southwest Florida Reg	10:00 Chicago O'Hare International	3h 0m	United Airlines	UA2434
from $34 Find flight	15:30 Fort Myers Southwest Florida Reg	17:37 Chicago O'Hare International	3h 7m	American Airlines	AA1313
from $34 Find flight	16:15 Fort Myers Southwest Florida Reg	18:22 Chicago O'Hare International	3h 7m	United Airlines	UA2454
from $44 Find flight	07:00 Fort Myers Southwest Florida Reg	08:45 Chicago Midway	2h 45m	Southwest Airlines	WN293
from $95 Find flight	09:25 Fort Myers Southwest Florida Reg	11:10 Chicago Midway	2h 45m	Southwest Airlines	WN3336
from $37 Find flight	14:15 Fort Myers Southwest Florida Reg	18:55 Chicago O'Hare International	5h 40m layover 1h 28m - Washington D.C.	United Airlines	UA617 UA210
from $37 Find flight	07:30 Fort Myers Southwest Florida Reg	12:35 Chicago O'Hare International	6h 5m layover 1h 36m - Washington D.C.	United Airlines	UA6192 UA484
from $37 Find flight	12:00 Fort Myers Southwest Florida Reg	17:06 Chicago O'Hare International	6h 6m layover 1h 1m - Houston	United Airlines	UA618 UA1899
from $37 Find flight	12:00 Fort Myers Southwest Florida Reg	18:36 Chicago O'Hare International	7h 36m layover 2h 31m - Houston	United Airlines	UA618 UA1637
from $70 Find flight	10:29 Fort Myers Southwest Florida Reg	14:14 Chicago O'Hare International	4h 45m layover 0h 50m - Charlotte	American Airlines	AA2349 AA1650
from $70 Find flight	08:24 Fort Myers Southwest Florida Reg	12:13 Chicago O'Hare International	4h 49m layover 0h 55m - Charlotte	American Airlines	AA1646 AA2408

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*Departure and arrival times - local. Prices indicated for one-way flights. Information updated on July 27, 2024

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 — 08:45	07:00 — 08:45 WN293 Southwest Airlines Fort Myers — Chicago	2h 45m	Find flight from$44
08:00 — 10:00	08:00 — 10:00 UA2434 United Airlines Fort Myers — Chicago	3h	Find flight from$34
09:25 — 11:10	09:25 — 11:10 WN3336 Southwest Airlines Fort Myers — Chicago	2h 45m	Find flight from$95
13:10 — 15:00	13:10 — 15:00 WN38 Southwest Airlines Fort Myers — Chicago	2h 50m	Find flight from$222
15:30 — 17:37	15:30 — 17:37 AA1313 American Airlines Fort Myers — Chicago	3h 7m	Find flight from$34
16:15 — 18:22	16:15 — 18:22 UA2454 United Airlines Fort Myers — Chicago	3h 7m	Find flight from$34
16:30 — 18:15	16:30 — 18:15 WN776 Southwest Airlines Fort Myers — Chicago	2h 45m	Find flight from$222
18:13 — 20:28	18:13 — 20:28 NK124 Spirit Airlines Fort Myers — Chicago	3h 15m	Find flight from$25
06:45 — 12:30	06:45 — 08:24 DL2028 Delta Air Lines Inc. Fort Myers — Atlanta 3h 6m stop 11:30 — 12:30 DL3083 Delta Air Lines Inc. Atlanta — Chicago	6h 45m including layover	Find flight from$79
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	Find flight from$37
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	Find flight from$71
09:30 — 15:45	09:30 — 11:13 AA1281 American Airlines Fort Myers — Dallas 2h 1m stop 13:14 — 15:45 AA2429 American Airlines Dallas — Chicago	7h 15m including layover	Find flight from$71
11:47 — 15:55	11:47 — 13:35 AA565 American Airlines Fort Myers — Charlotte 1h 10m stop 14:45 — 15:55 AA1883 American Airlines Charlotte — Chicago	5h 8m including layover	Find flight from$71
11:47 — 17:24	11:47 — 13:35 AA565 American Airlines Fort Myers — Charlotte 2h 39m stop 16:14 — 17:24 AA1017 American Airlines Charlotte — Chicago	6h 37m including layover	Find flight from$71
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	Find flight from$37
12:00 — 18:36	12:00 — 13:29 UA618 United Airlines Fort Myers — Houston 2h 31m stop 16:00 — 18:36 UA1637 United Airlines Houston — Chicago	7h 36m including layover	Find flight from$37
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	Find flight from$37
14:25 — 19:41	14:25 — 17:09 AA1670 American Airlines Fort Myers — Philadelphia 51m stop 18:00 — 19:41 AA490 American Airlines Philadelphia — Chicago	6h 16m including layover	Find flight from$71
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	Find flight from$70
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	Find flight from$71
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	Find flight from$99
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	Find flight from$75
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	Find flight from$69
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	Find flight from$69
10:29 — 18:36	10:29 — 12:16 AA2349 American Airlines Fort Myers — Charlotte 53m stop 13:09 — 14:29 AA1815 American Airlines Charlotte — Washington D.C. 2h 41m stop 17:10 — 18:36 AA1486 American Airlines Washington D.C. — Chicago	9h 7m including layover	Find flight from$69
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$66

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

*Departure and arrival times - local. Updated on July 27, 2024

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 $25. 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

$25

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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 $ 34 . And the most expensive tickets are offered by American Airlines airline - from $ 810.

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 $25.

AA - American Airlines

from $34

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WN - Southwest Airlines

from $44

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UA - United Airlines

from $34

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NK - Spirit Airlines

from $25

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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 $37.

AA - American Airlines

from $69

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F9 - Frontier Airlines

from $125

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B6 - JetBlue

from $138

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WN - Southwest Airlines

from $99

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DL - Delta Air Lines Inc.

from $75

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UA - United Airlines

from $37

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NK - Spirit Airlines

from $66

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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 $25
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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 7 airlines that use 8 aircraft brands. They range from huge modern airplanes to small-sized.

Airbus A319

from $34

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Boeing 737-700

from $37

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Boeing 737-800

from $69

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Airbus A321

from $69

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Airbus A321-100/200

from $70

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Airbus A320

from $70

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Airbus A320-100/200

from $71

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Embraer 175 (winglets)

from $154

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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 — Philadelphia

from $78

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Fort Myers — Pittsburgh

from $70

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Fort Myers — Dallas

from $70

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Fort Myers — Las Vegas

from $70

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Fort Myers — Syracuse

from $73

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Fort Myers — Baltimore

from $76

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Fort Myers — Louisville

from $67

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Fort Myers — Boston

from $77

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Fort Myers — Cleveland

from $65

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Fort Myers — Austin

from $66

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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 — Manchester

from $57

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Fort Myers — Albany

from $62

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Fort Myers — San Juan

from $74

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Fort Myers — Panama City

from $78

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Fort Myers — Cancun

from $68

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Fort Myers — Dublin

from $60

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Fort Myers — Montreal

from $76

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Fort Myers — London

from $70

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Fort Myers — Edinburgh

from $62

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All flights from Fort Myers | All flights to Chicago

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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