Cheap Flights from Chicago (CHI) to Fort Myers Southwest Florida Reg (RSW)

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Flight deals from Chicago to Fort Myers Southwest Florida Reg

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Find the cheapest month to fly from Chicago to Fort Myers Southwest Florida Reg

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Chicago to Fort Myers Southwest Florida Reg flights are currently cheapest in May.

Direct flights from Chicago to Fort Myers Southwest Florida Reg

Chicago to Fort Myers Southwest Florida Reg: Alternative routes

Compare routes from Chicago to Fort Myers below. You may find an airport to fly into that's cheaper, faster, or easier than Fort Myers Southwest Florida Reg.

Chicago to Fort Myers: Flight information

The things to know before you go.
Cheapest flight found$64
Cheapest month to flyMay
Average flight time2 hrs, 51 mins
Most popular airlineSouthwest Airlines
Average flights per week167

Finding cheap flights from Chicago to Fort Myers Southwest Florida Reg: Frequently asked questions

The best price we found for a round-trip flight from Chicago to Fort Myers Southwest Florida Reg is $64. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.
2 hours and 51 minutes is the average flight time from Chicago to Fort Myers Southwest Florida Reg.
Southwest Airlines, American Airlines and United fly direct from Chicago to Fort Myers Southwest Florida Reg.
There are 188 flights per week flying from Chicago to Fort Myers Southwest Florida Reg, as of May 2024.
The cheapest month to fly from Chicago to Fort Myers Southwest Florida Reg is usually May.
After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Chicago to Fort Myers Southwest Florida Reg Airport on Thursday, May 30, 2024.
Yes – the average flight time is 2 hours and 51 minutes.
We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Fort Myers Southwest Florida Reg but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.
We crunched all the numbers in our flight calendar, and it looks like the cheapest time to book a flight to Fort Myers Southwest Florida Reg is around 40 days in advance, so don’t leave your flight to the last minute.
The cheapest airline that flies to Fort Myers Southwest Florida Reg is Spirit Airlines.

Flying out of Chicago

The Chicago area is primarily serviced by two major airports. Chicago O’Hare International Airport is located on the northwest side of the city of the Chicago just 17 miles north of the loop. O’Hare is listed as the second busiest airport in the U.S. and provides both domestic and international travel via a number of major airlines. The airport has many additional amenities including mother’s rooms, a yoga studio, on-site hotel, and even an aeroponic garden.

The other main airport in the Chicago area is Chicago Midway International Airport. Midway is located only seven miles from the loop and is primarily dominated by Southwest Airlines. Chicago Midway provides daily direct airline service to many locations, some of which include Atlanta, Boston, Cleveland, Detroit, Ft. Myers, Los Angeles, Houston, New Orleans, Punta Cana, Ontario, and Reno

Fort Myers Airport Options

The main airport servicing travel to Fort Myer, Florida is Southwest Florida International Airport. The airport is located in Lee County and is just southeast of the Fort Myers area. Southwest Florida International is decorated with an Art in Flight display that can be seen throughout the terminals. Shuttle, taxi, and bus service is available from the airport to local hotels. If you are using a car through your stay, you can rent one from the airport’s multiple rental car companies.

Tips for Traveling to Fort Myers

Fort Myers is a beach destination for those who want a little relaxation and some fun-in-the-sun. One of the most popular beach destinations is Sanibel Island, known for its sandy beaches and amazing shells.

If you like to learn about the history and culture of areas you visit, there are many stops to put on your Fort Myers itinerary. You will want to make a stop at the Edison & Ford Winter Estates, where you can tour special exhibits and a learn about two of the country’s most prominent inventors. You can also take a guided tour of the Koreshan State Historic Site and Mound Key State Architectural Site to learn more about the cultures of the Calusa Indians and the Koreshan Unity utopians.

For nature buffs, you can visit the J.N. “Ding” Darling National Wildlife Refuge to see more than 250 species of animals including a variety of birds, manatees, alligators and other wildlife local to the area. If you are more interested in sports that nature, you can spend your days watching baseball spring training for more than 15 of the major league baseball teams.


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Prices shown on this page are estimated lowest prices only. Found in the last 45 days.