$113 Cheap Flights from Chicago to Fort Myers

Feel at ease with free flight cancellations within 24 hours of booking

Change your flight without a fee on select flights

Find The Best Dates To Fly from Midway Intl. to Southwest Florida Intl.

Amazing MDW to RSW Flight Deals

The cheapest flights to Southwest Florida Intl. found within the past 7 days were $276 round trip and $113 one way. Prices and availability subject to change. Additional terms may apply.

Best Southwest Florida Intl. Flight and Hotel Packages

Southwest Florida Intl. flight + hotel packages - economy flights

Hyatt Residence Club Bonita Springs, Coconut Plantation
Pink Shell Beach Resort and Marina
Candlewood Suites Fort Myers Sanibel Gateway, an IHG Hotel
Lovers Key in Bonita Springs
Holiday Court 12 - Eagles Nest
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Frequently asked questions

 

Traveling From Midway Intl.
Traveling To Southwest Florida Intl.
Shortest Flight Time 2 hours 40 mins
Earliest Departure Time 7:30AM CDT
Latest Departure Time 8:05PM CDT
Lowest Flight Price $276

Route Info

Flight path for flights from Chicago Midway International Airport to Southwest Florida International Airport.

Distance:
1,113.00 miles

Discover our best flights from Chicago MDW to Fort Myers RSW. 

With 20 airlines to choose from on Travelocity, you can easily find the best option for you. Use our filters to sort by price, compare airlines, and find the most convenient flight times. 

 

Find our best return flights from Chicago MDW to Fort Myers RSW at the right price  

Airfares to Fort Myers RSW from Chicago MDW currently cost between $276 and $355. It’s usually cheaper to book a round trip than two separate one-way flights. Prices and availability subject to change. Additional terms may apply. 

 

Book one-way flights from Chicago MDW to Fort Myers RSW 

If you want to be flexible about when you return, or keep your travel options open ended, a one-way flight could be just the ticket! You’ll find one-way airfares from Chicago MDW to Fort Myers RSW on Travelocity starting at $113. Prices and availability subject to change. Additional terms may apply. 

 

Get to Fort Myers RSW from Chicago MDW quicker with direct flights. 

Get to Fort Myers faster, without the hassle of changing planes and moving baggage, by booking a direct flight. Expect your direct flight to RSW from MDW to take around 2 hour(s) 40 min(s).  

 

Find our cheapest airfares for flights from Chicago MDW to Fort Myers RSW

Find cheap flight deals by using our search filters to sort results starting with the lowest price airfares to RSW from MDW. Our Price Match Promise means if you find a lower rate on Travelocity.com or on another US-based website within 24 hours of booking, we’ll credit or refund the difference.  

 

Get our best airfare deals for your flight from Chicago MDW to Fort Myers RSW today 

If you’re flexible about when you travel, August is usually the cheapest month to fly from Chicago MDW to Fort Myers RSW. If you need to be more specific, search by date and arrival and departure times.Then, compare prices across different airlines, and sort results by lowest price first. 

 

Book flexible airline tickets for flights to Fort Myers RSW from Chicago MDW 

Some airlines let you change your travel dates without charging a fee. Use our ‘no change fee’ filter to see which flights to RSW from MDW have this option.  

 

Travel with confidence when you book flights to Fort Myers RSW from Chicago MDW with Travelocity 

We’ve secured fantastic deals with all the main airline carriers and it’s easy to compare, choose, and book with Travelocity. With 24/7 customer service and our free 'App', we’ll always keep you moving. 

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.