Flights from Fort Myers to Chicago from $48

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Flights Chicago → Fort Myers
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Airfare Deals Fort Myers to Chicago

On HolidayPrice.com you will find 5 direct and 4 connecting flights from Fort Myers to Chicago at a price of from $48. You can compare airfare deals from airlines and multiple travel sites, book and save on cheap plane tickets and last minute offers. Also check out FMY - CHI flight schedule to find best flight time, convenient departure and arrival airports.

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The cost of airline tickets from Fort Myers to Chicago (United States) and back without transfers can be found with the help of the calendar. Specify the search parameters: one way or round-trip, payment currency, click on the month/day you need and we will search for flights to Chicago.

You might be interested in this:

Cheap flights from Fort Myers
Cheap flights to Chicago
Airline tickets to United States

One way flight from Fort Myers to Chicago

Below are the prices of tickets for direct one-way flights from Fort Myers to Chicago. The cheapest flight from Fort Myers to Chicago starts from $48 – the departure date for this flight is 06 June 2025.

Sort by: Departure dateCheap flightsFast flightsDirect flights
17.07.2025 Thursday
from $61 Bookmyairtravel
Economy Found 2025-05-29
Nonstop 3 hours 10 min
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16.07.2025 Wednesday
from $71
Economy Found today
Nonstop 0 hours 0 min
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15.07.2025 Tuesday
from $71
Economy Found today
Nonstop 0 hours 0 min
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14.07.2025 Monday
from $71
Economy Found today
Nonstop 0 hours 0 min
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13.07.2025 Sunday
from $71
Economy Found today
Nonstop 0 hours 0 min
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12.07.2025 Saturday
from $71
Economy Found today
Nonstop 0 hours 0 min
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11.07.2025 Friday
from $71
Economy Found today
Nonstop 0 hours 0 min
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10.07.2025 Thursday
from $71
Economy Found today
Nonstop 0 hours 0 min
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09.07.2025 Wednesday
from $71
Economy Found today
Nonstop 0 hours 0 min
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08.07.2025 Tuesday
from $71
Economy Found today
Nonstop 0 hours 0 min
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07.07.2025 Monday
from $71
Economy Found today
Nonstop 0 hours 0 min
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06.07.2025 Sunday
from $71
Economy Found today
Nonstop 0 hours 0 min
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05.07.2025 Saturday
from $71
Economy Found today
Nonstop 0 hours 0 min
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04.07.2025 Friday
from $78 Gotogate
Economy Found 2025-05-30
Nonstop 3 hours 9 min
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03.07.2025 Thursday
from $112 Trip.com
Economy Found 2025-05-30
Nonstop 3 hours 12 min
Find Flights
*Prices include: baggage, hand luggage, airline fees and charges.

Round trip from Fort Myers to Chicago

You can buy a round-trip ticket from Fort Myers to Chicago (United States) and back using the table below. The best offer starts from $95, the flight dates are: there on 06 June 2025 year and back on 13 June 2025 year.

*Prices include: baggage, hand luggage, airline fees and charges.
Not found promotions and sales.

Flight Schedule Fort Myers to Chicago 2025

The current flight schedule for the route from Fort Myers to Chicago for today, tomorrow and the next few days. This schedule will help you decide on the time of departure and arrival, the airline, the flight number and the day of the week.

More than 15 flights every day, from 3hours 0min. Local departure and arrival times are indicated.
05:00 → 07:00
Southwest Airlines WN1040 Southwest Airlines WN1040
RSW → MDW
- - - - - Sa -
Check price
06:00 → 08:20
Frontier Airlines F93799 Frontier Airlines F93799
RSW → ORD
- Tu - Th - Sa Su
Check price
06:05 → 08:20
American Airlines AA1041 American Airlines AA1041
RSW → ORD
Mo Tu We Th Fr Sa Su
Check price
06:15 → 08:15
Southwest Airlines WN1040 Southwest Airlines WN1040
RSW → MDW
Mo Tu We Th Fr - -
Check price
06:35 → 08:35
Southwest Airlines WN1040 Southwest Airlines WN1040
RSW → MDW
- - - - - - Su
Check price
07:00 → 09:19
United Airlines UA2189 United Airlines UA2189
RSW → ORD
Mo - - Th Fr Sa Su
Check price
08:55 → 10:55
Southwest Airlines WN2272 Southwest Airlines WN2272
RSW → MDW
- - - - - - Su
Check price
09:01 → 11:20
United Airlines UA561 United Airlines UA561
RSW → ORD
- - - Th - - -
Check price
09:15 → 11:34
United Airlines UA561 United Airlines UA561
RSW → ORD
Mo Tu - - Fr Sa Su
Check price
09:15 → 11:15
Southwest Airlines WN2272 Southwest Airlines WN2272
RSW → MDW
- - - - - Sa -
Check price
09:30 → 11:49
United Airlines UA561 United Airlines UA561
RSW → ORD
- - We - - - -
Check price
09:40 → 11:40
Southwest Airlines WN2272 Southwest Airlines WN2272
RSW → MDW
Mo - - Th Fr - -
Check price
Show all

*Schedule is indicated only for direct scheduled flights and low-cost airlines.

Flight Information

Flying to Chicago from Fort Myers takes 02:53 minutes (excluding transfers). The distance between Fort Myers and Chicago is 1100 miles (1771 kilometers). Planes depart from Fort Myers between 00:00 and 23:50. The fastest flight from the company Southwest Airlines with flight number WN 5142. Flies for just 02:45 minutes with departure from and arrival in Chicago Midway.

time

Average flight time

02:53 min

distance

Distance

1100 mi

The earliest flight

The earliest flight

00:00

The latest flight

The latest flight

23:50

Airplane

The fastest flight

02:45

Airlines

Direct flight

There are 5 airlines that fly directly from Fort Myers to Chicago. The most popular company carrying out non-stop flights is Southwest Airlines.

*Flight number

Flights with Transfers

Flights with transfers from Fort Myers to Chicago can be bought from 4 airlines:

  • Sun Country Airlines: Saint Paul Island
  • Southwest Airlines: Baltimore, Milwaukee, Dallas
  • Air Canada: Hamilton
  • JetBlue Airways: Boston
  • : Milwaukee

*Transit cities

Airports

Airports serving the air communication between Fort Myers and Chicago. You can fly to Chicago from 1 Fort Myers airports. Planes arrive at 2 airport in Chicago.

Fort Myers airports:

 ~ km*

Chicago airports:

Chicago Midway  ~ 14 km* from $ 104O'Hare  ~ 25 km* from $ 47

*Distance from the airport to the city center

Aircraft

You can fly from Fort Myers to Chicago on board of 5 airlines that utilize 8 aircraft models.

  • Airbus A319
  • Airbus A320
  • Airbus A321
  • Boeing 737
  • Boeing 737-700
  • Boeing 737-800
  • Boeing 737-900
  • Embraer 175

Connecting cities

The list of cities on transfer flights to Chicago from Fort Myers. The best options are to fly through: Saint Paul Island, Baltimore, Dallas, Hamilton, Boston.

Saint Paul Island
Baltimore
Dallas
Hamilton
Boston

Cheap airline tickets from Fort Myers to United States

Here is a list of flights from Fort Myers to United States purchased on HolidayPrice.com in the past 48 hours. If you find an interesting offer for cheap tickets, do not delay your purchase, prices change every 15 minutes.

Fort Myers - New York DL 2755 Delta Air Lines Airbus A319
20:34
in a way 2 hours 26 min Direct
23:00 LaGuardia
Flights
from $67 04 June 2025
Fort Myers - Los Angeles WN 649 Southwest Airlines Boeing 737-800
16:40
in a way 7 hours 35 min Direct
00:15 Los Angeles
Flights
from $168 10 June 2025
Fort Myers - Miami WN 2432 Southwest Airlines Boeing 737-700
19:50
in a way 7 hours 10 min Direct
03:00 Palm Beach
Flights
from $150 10 June 2025
Fort Myers - Chicago WN 5142 Southwest Airlines Boeing 737-800
12:25
in a way 2 hours 45 min Direct
15:10 Chicago Midway
Flights
from $48 06 June 2025
Fort Myers - San Francisco WN 5520 Southwest Airlines Boeing 737
18:25
in a way 7 hours 30 min Direct
01:55 Norman Y. Mineta San Jose
Flights
from $138 10 June 2025

All flights from Fort Myers

Flights from United States to Chicago

Here are the cheapest flight bookings from United States to Chicago made by users of our website. If you didn’t find your flight destination, use the search bar at the top of the page.

New York - Chicago UA 761 United Airlines Boeing 737-800
13:00 LaGuardia
in a way 2 hours 0 min Direct
15:00 O'Hare
Flights
from $34 05 June 2025
Los Angeles - Chicago UA 910 United Airlines Boeing 737-800
10:23 Los Angeles
in a way 3 hours 37 min Direct
14:00 O'Hare
Flights
from $49 10 June 2025
Miami - Chicago AA 2796 American Airlines Boeing 767-300
17:05 Miami
in a way 2 hours 55 min Direct
20:00 O'Hare
Flights
from $37 04 June 2025
Miami - Chicago WN 1626 Southwest Airlines Boeing 737
13:35 Fort Lauderdale Executive Airport
in a way 3 hours 0 min Direct
16:35 Chicago Midway
Flights
from $37 04 June 2025
San Francisco - Chicago UA 1800 United Airlines Airbus A319
04:15 San Francisco
in a way 3 hours 45 min Direct
08:00 O'Hare
Flights
from $84 05 June 2025

All flights to Chicago

Tips for buying a ticket

Fort Myers – Chicago – Fort Myers round-trip route are always cheaper than tickets purchased there and back separately.

Cheap flights from Fort Myers to Chicago
Chicago city

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