Find Cheap Flights from Chicago to Fort Myers (CHI - FMY)

Flights overview

Useful information for finding cheap flights from Chicago to Fort Myers and booking your next trip

Cheapest round-trip flights	$295	American Nonstop 3 hr Thu, Jun 4 — Mon, Jun 8	The cheapest round-trip flight from Chicago to Fort Myers is currently $295
Cheapest one-way flight	$146	American Nonstop 3 hr Wed, Jun 3	The cheapest one-way flight from Chicago to Fort Myers is currently $146
Last-minute weekend getaway	$231	Frontier Nonstop 4 hr Sat, May 9 — Mon, May 11	The cheapest last-minute weekend getaway from Chicago to Fort Myers is currently $231
Cheapest business class flights	$709	American Nonstop 3 hr Thu, Jul 9 — Mon, Jul 13	The cheapest business class round-trip flight from Chicago to Fort Myers is currently $709

Fastest flight	2 hr 40 min	The fastest nonstop flight from Chicago to Fort Myers takes 2 hr 40 min
Nonstop flights	Every day	There are direct flights on this route every day.

When is the cheapest time to fly?

The cheapest month to fly from Chicago to Fort Myers is typically January. The most expensive month to fly is typically May.

January Cheapest	Typical prices: $65–355
May Most expensive	Typical prices: $170–345

Popular airlines from Chicago to Fort Myers

Southwest

Nonstop

from $295

Typical price: $205–440

26 weekly nonstop flights

MDW, ORD - RSW Every day

1999 weekly connecting flights

MDW, ORD - RSW Every day
United

Nonstop

from $295

Typical price: $185–445

28 weekly nonstop flights

ORD - RSW Every day

249 weekly connecting flights

ORD - RSW Every day
American

Nonstop

from $295

Typical price: $185–465

21 weekly nonstop flights

ORD - RSW Every day

459 weekly connecting flights

ORD - RSW Every day
Delta

from $315

Typical price: $225–560

883 weekly connecting flights

MDW, ORD - RSW Every day
Frontier

Nonstop

from $241

Typical price: $155–560

2 weekly nonstop flights

ORD - RSW Every Sat, Sun

10 weekly connecting flights

MDW, ORD - RSW Every Mon, Wed, Fri, Sat, Sun
JetBlue

from $467

Typical price: $325–940

32 weekly connecting flights

ORD - RSW Every day

Popular airports near Chicago

Chicago O'Hare International Airport (ORD)

Chicago United States 26 min 16 mi
Chicago Midway International Airport (MDW)

Chicago United States 25 min 9 mi
Milwaukee Mitchell International Airport (MKE)

Milwaukee United States 1 hr 23 min 75 mi
Indianapolis International Airport (IND)

Indianapolis United States 2 hr 58 min 165 mi

Popular airports near Fort Myers

Southwest Florida International Airport (RSW)

Fort Myers United States 22 min 9 mi
Punta Gorda Airport (PGD)

Punta Gorda United States 35 min 21 mi
Miami International Airport (MIA)

Miami United States 2 hr 17 min 113 mi
Fort Lauderdale-Hollywood International Airport (FLL)

Fort Lauderdale United States 2 hr 6 min 112 mi

Frequently asked questions about flying from Chicago to Fort Myers

The cheapest flights from Chicago to Fort Myers are usually in January. Typical ticket prices in January range from $65 to $355.

The cheapest round-trip flight from Chicago to Fort Myers recently found on Google Flights was with American from $295. The cheapest one-way flight was with American from $146.

Some of the cheapest round-trip deals we found with different airlines:

The cheapest Southwest flight from Chicago to Fort Myers is $295, flying from Jul 9 to Jul 13.
The cheapest United flight from Chicago to Fort Myers is $295, flying from Jun 4 to Jun 8.
The cheapest American flight from Chicago to Fort Myers is $295, flying from Jun 4 to Jun 8.
The cheapest Delta flight from Chicago to Fort Myers is $315, flying from Jun 4 to Jun 8.
The cheapest Frontier flight from Chicago to Fort Myers is $241, flying from May 16 to May 18.
The cheapest JetBlue flight from Chicago to Fort Myers is $467, flying from Jul 24 to Jul 27.

The cheapest round-trip flight from Chicago to Fort Myers starts at $295 from Thu, Jun 4 to Mon, Jun 8. The cheapest one-way flight starts at $146 and departs on Wed, Jun 3.

2 hr 40 min is the shortest flight time from Chicago to Fort Myers.

It's easy to use Google Flights to find the cheapest days to fly from Chicago to Fort Myers.
Just click the Departure label near the top of the page to open the calendar. Choose a start date and a return date to see how the round-trip fare changes on those specific days.
Adjust the trip type to see one-way fares. The cheapest available flights are highlighted and easy to spot. Once you settle on dates, click the Search button to see flight options and book the deal.

You can also turn on price tracking to get alerts if the price changes for a route or flight.

What counts as the best airline for your flights from Chicago to Fort Myers really depends on your individual needs. You may have a favorite carrier or a loyalty program you like, but price, convenience, and airports served also come into play. Flexibility and booking terms – Can you change flights if you want to stay longer or get a refund if you have to postpone your trip? – are also factors that help determine which airline is best to fly from Chicago to Fort Myers.

In terms of nonstop flights, United is the most popular. United offers 28 nonstop flights and 249 connecting flights per week. United flies from Chicago O'Hare International Airport (ORD) to Southwest Florida International Airport (RSW) .

In terms of flights, Southwest is the most popular. Southwest offers 26 nonstop flights and 1,999 connecting flights per week. Southwest flies from Chicago Midway International Airport (MDW) , Chicago O'Hare International Airport (ORD) to Southwest Florida International Airport (RSW) .

Other popular airlines flying from Chicago to Fort Myers are:

American offers 21 nonstop flights and 459 connecting flights per week. American flies from Chicago O'Hare International Airport (ORD) to Southwest Florida International Airport (RSW) .
Delta offers 883 connecting flights per week. Delta flies from Chicago Midway International Airport (MDW) , Chicago O'Hare International Airport (ORD) to Southwest Florida International Airport (RSW) .
Frontier offers 2 nonstop flights and 10 connecting flights per week. Frontier flies from Chicago Midway International Airport (MDW) , Chicago O'Hare International Airport (ORD) to Southwest Florida International Airport (RSW) .
JetBlue offers 32 connecting flights per week. JetBlue flies from Chicago O'Hare International Airport (ORD) to Southwest Florida International Airport (RSW) .

The number of connecting flights refers to distinct flights with at least one stop between Chicago and Fort Myers.

The cheapest round-trip flight from Chicago to Fort Myers recently found on Google Flights was with American from $295. The cheapest one-way flight was with American from $146.

Some of the cheapest round-trip deals we found with different airlines:

The cheapest Southwest flight from Chicago to Fort Myers is $295, flying from Jul 9 to Jul 13.
The cheapest United flight from Chicago to Fort Myers is $295, flying from Jun 4 to Jun 8.
The cheapest American flight from Chicago to Fort Myers is $295, flying from Jun 4 to Jun 8.
The cheapest Delta flight from Chicago to Fort Myers is $315, flying from Jun 4 to Jun 8.
The cheapest Frontier flight from Chicago to Fort Myers is $241, flying from May 16 to May 18.
The cheapest JetBlue flight from Chicago to Fort Myers is $467, flying from Jul 24 to Jul 27.

Southwest, United, American and Frontier fly direct from Chicago to Fort Myers.

There are 26 Southwest direct flights from Chicago to Fort Myers per week. Flights are available every day.
There are 28 United direct flights from Chicago to Fort Myers per week. Flights are available every day.
There are 21 American direct flights from Chicago to Fort Myers per week. Flights are available every day.
There are 2 Frontier direct flights from Chicago to Fort Myers per week. Flights are available on Saturday and Sunday.

Use the Stops filter while searching for flights, to see only nonstop options in your results.

The cheapest last-minute deal between Chicago and Fort Myers at price $231 is offered by Frontier from Sat, May 9 to Mon, May 11.

Southwest, United, American and Frontier fly direct from Chicago to Fort Myers.

There are 26 Southwest direct flights from Chicago to Fort Myers per week. Flights are available every day.
There are 28 United direct flights from Chicago to Fort Myers per week. Flights are available every day.
There are 21 American direct flights from Chicago to Fort Myers per week. Flights are available every day.
There are 2 Frontier direct flights from Chicago to Fort Myers per week. Flights are available on Saturday and Sunday.

Use the Stops filter while searching for flights, to see only nonstop options in your results.

There are direct flights from Chicago to Fort Myers on a daily basis.

The cheapest direct (nonstop) round-trip flights between Chicago and Fort Myers start at $295 from Thu, Jun 4 to Mon, Jun 8 with American.

It's easy to find nonstop flights with Google Flights! Once you've searched for flights from Chicago to Fort Myers, just select the nonstop flights only option in the 'Stops’ filter in the search form and view all available direct flights and their prices.

The cheapest business class round-trip flights between Chicago and Fort Myers start at $709 from Thu, Jul 9 to Mon, Jul 13 with American.

The cheapest economy class round-trip flights between Chicago and Fort Myers start at $295 from Thu, Jun 4 to Mon, Jun 8.

To book business class trips from Chicago to Fort Myers, look for the default Economy selection at the top, and change it to your desired cabin class such as Premium Economy, Business Class, or First Class. You can then select your departure and arrival dates, consider available options, and book your business travel.

You can also adjust the trip type to view one-way fares.

The best last-minute getaway deal for the next weekend between Chicago and Fort Myers starts at $231 from Sat, May 9 to Mon, May 11 with Frontier.

The cheapest last-minute deal between Chicago and Fort Myers at price $231 is offered by Frontier from Sat, May 9 to Mon, May 11.

To find last-minute flight deals from Chicago to Fort Myers, start by entering the city names, select the desired departure and return dates, and hit the Search button to view flight options.

You can check for last-minute flights for the same day or adjust the trip type to see one-way fares.