Cheap Flights from Chicago (MDW) to Fort Myers (RSW)

Popular airlines from Chicago Midway Airport (MDW) to Southwest Florida Intl. Airport (RSW)

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Flights from Chicago (MDW) to Fort Myers (RSW)
Origin airport
Midway Intl.
Destination airport
Southwest Florida Intl.
Distance
1772 km
Average flight time
4 hours 32 mins

Chicago to Fort Myers Flights

Whether you’re looking for a grand adventure or just want to get away for a last-minute break, flights from Chicago to Fort Myers offer the perfect respite. Not only does exploring Fort Myers provide the chance to make some magical memories, dip into delectable dishes, and tour the local landmarks, but the cheap airfare means you won’t bust your budget. So no matter whether your ideal itinerary involves flying one way, non-stop, or round trip, you’re bound to find flights that match your schedule on Expedia, and at prices that won’t shock your wallet.

Bagging a cheap flight from Chicago to Fort Myers may mean more dollars to spend on for one-of-a-kind souvenirs when you arrive, but it doesn’t mean you have to skimp on your travel experience, as Expedia offers a sizzling selection of cheap airlines that’ll put you in your happy place on their planes, whether that’s getting lost in a hair-raising airport thriller, dreaming on the passing landscape over a glass of bubbly, or jotting down your vacation bucket list at 38,000 feet. There’s also bound to be plenty of opportunities to snap a few photos of the high life that will make your friends green with envy. After all, enjoying the journey is part of the fun.

With so many affordable flights and so many wonderful adventures awaiting you, there’s no reason to put off booking a fantastic flight from to today. So don’t leave it to the last minute to make your dream trip a reality: pack your bags with your go-to travel accessories, put together your list of must-see attractions and can’t-miss activities, and get ready to broaden your horizons – with Expedia, the wonders of Fort Myers are only a plane trip away. Book your travel arrangements with us today!

If you would like to book flights to Fort Myers more flexibly many prefer to purchase one-way tickets with options to take different airlines. A one way ticket to Fort Myers is now!

Frequently asked questions

Is it cheaper to buy a plane ticket from Midway Intl. Airport (MDW) to RSW last minute?
Booking your journey from Chicago Airport to Southwest Florida Intl. Airport at the last minute could save you a nice sum if you're lucky to find a real bargain. However, fares usually don't come down in price as the date of departure nears. If you procrastinate, flights could also be booked out or the best seats taken. If you'd rather err on the side of caution, book well in advance of the date you want to leave. In fact, you can find some of the biggest deals up to a year in advance. If your preferred airline hasn't released its airfares yet, check back regularly as deals are updated on Expedia constantly.
What airports do you fly into for Fort Myers from Chicago?
With Southwest Florida Intl. Airport (RSW), Naples Municipal Airport (APF) and Charlotte County Airport (PGD) to choose from, making your way from Chicago to Fort Myers is a piece of cake. The city's busiest terminal, Southwest Florida Intl. Airport (RSW), is about 18 kilometers southeast of the downtown area. Apart from ticket costs, consider things like transportation options from the airport and the distance to your hotel before making your decision. Get your Fort Myers adventure off to a superb start by discovering Terry Park Ball Field and Centennial Park.
Can I change the date of my flight from MDW to RSW?
You can make changes to your Chicago Airport to RSW trip through the Expedia Trips portal. But before you begin, check the fare conditions in your itinerary to see what you're able to do and whether fees apply. Some carriers have a change fee per person, on top of any difference in prices. However, if you booked in the last 24 hours, you may be able to cancel for free and book new flights. You can also visit our Customer Service portal for further details and to chat with our Virtual Agent.

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