MDW to RSW (Chicago to Fort Myers) Flights

Last Minute Flights from MDW to RSW

Price found within the past 7 days for the specified period. Click for updated prices.

OriginDestinationTravel DatesFlights From*
MDWFort MyersSeptember 6 to September 11$263
*Prices include taxes and fees

Cheapest MDW to RSW Flights

Price found within the past 7 days for the specified period. Click for updated prices.

OriginDestinationTravel DatesFlights From*
MDWFort MyersOctober 26 to October 30$154
MDWFort MyersOctober 28 to November 6$156
MDWFort MyersOctober 27 to November 13$157
MDWFort MyersNovember 15 to December 6$157
*Prices include taxes and fees
MDW to RSW Flight Details
Origin airport
Midway Intl.
Origin airport IATA code
MDW
Destination airport
Southwest Florida Intl.
Destination airport IATA code
RSW
Distance
1107 mi

Frequently asked questions

What airlines fly direct from MDW to Southwest Florida Intl. Airport?
At the moment, you can't travel straight between these airports. You'll have to book a flight with at least one stop from Midway Intl. Airport (MDW) to RSW.
How many flights are there from MDW to RSW?
About 11 per day. If you're in a hurry to visit Fort Myers, see if you can grab a fabulous last-minute deal from Chicago, IL (MDW-Midway Intl.) to Fort Myers, FL (RSW-Southwest Florida Intl.) and then book it fast!
How long does it take to fly from Chicago, IL (MDW-Midway Intl.) to Fort Myers, FL (RSW-Southwest Florida Intl.)?
With a flight time of only 4 hours and 36 minutes, you'll be arriving at Fort Myers, FL (RSW-Southwest Florida Intl.) from Chicago, IL (MDW-Midway Intl.) in the twinkling of an eye. Catch an early flight and make the most of your day.
What is the flight distance from Chicago, IL (MDW-Midway Intl.) to Fort Myers, FL (RSW-Southwest Florida Intl.)?
Some 1,100 miles (1,800 1). If you travel regularly and have accrued a good number of air miles, this medium-haul trip may be the right time to use some for an upgrade.
How many morning flights are there from MDW to RSW?
There are about 37 morning flights traveling from MDW to RSW each week. Delta Air Lines (DL) has 34 weekly flights that are scheduled to leave before noon. If you'd like to start your day early, grab DL's first flight at 6:00AM.
How many afternoon flights are there from MDW to RSW?
Choose one of the 41 weekly afternoon and evening flights from MDW to RSW and have a sleep in. Popular carrier Delta Air Lines (DL) has 36 of these later flights which start at 12:00PM.
What is the earliest departure time out of Chicago to Fort Myers?
Set off from MDW at 5:45AM and touch down at RSW at 4:51PM. This is the earliest service you'll find on this route.
What is the latest departure time out of Chicago to Fort Myers?
The latest flight is scheduled to depart MDW at 8:15PM and lands at 4:51PM at RSW. You'll have adequate time to get ready for this journey.
What is the average price from Chicago to Fort Myers?
Round-trip fares for this route start from about $154. When you're ready book your trip, we're ready to help you score the hottest deal around. This price was available on Flights.com within the past 7 days, for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.

Chicago to Fort Myers Flights

Whether it’s for an obligation or the sake of your sanity, sometimes you need to get away. Maybe you need flights from Chicago to Fort Myers to attend your cousin’s wedding, to pitch a business idea to your boss, or simply treat yourself to a mini vacation. Regardless of the reasons behind packing your bags and needing to find our cheapest flights from MDW to RSW, we’ve got you covered here at Flights.com.

We present you with some of the most affordable deals on airfare, so stop that Google flights search. We want you to spend less on your flight from Chicago to Fort Myers, so you can spend more during your getaway. With Flights.com, you’ll find it simple to land airline tickets with itineraries matching your travel schedule. What’s more, we provide you with all the information you need to confidently make reservations on your family, business, or personal trip.