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

Prices were available within the past 7 days and start at for one-way flights and ¥70,420 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

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Find the cheapest month to fly from Chicago (MDW) to Fort Myers (RSW)

August is typically the cheapest month to fly

From ¥22,325 - ¥88,902 per traveler.

Frequently asked questions

How much is a flight from Midway Intl. Airport (MDW) to Southwest Florida Intl. Airport?
The lowest price advertised for a round-trip journey between Chicago Airport and RSW is ¥70,420. But you better get a move on. This price is taken from fares listed within the last 7 days on Expedia for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from MDW to Southwest Florida Intl. Airport (RSW)?
This varies between airlines, as each one has its own set of terms and conditions. Visit the Customer Service Portal, where there are easy-to-follow instructions on how to cancel your flight online.
How do I find cheap flights from Chicago Airport to RSW that have flexible change policies?
Many airlines offer the option to reschedule your flight without a change fee. All you pay is the difference between the original flight and the new flight. When you're searching for Midway Intl. Airport (MDW) to Southwest Florida Intl. Airport flights, you'll see a "no change fees" filter for you to select.
How many hours is the flight from Chicago Airport to Southwest Florida Intl. Airport?
The average flight time from MDW to Southwest Florida Intl. Airport is a comfortable 4 hours and 33 minutes. You'll be lucky to finish a whole movie before landing!
How far is the flight from Chicago Airport to Southwest Florida Intl. Airport (RSW)?
It's around 1,800 kilometers from Chicago to Fort Myers, so you'll be flying for a while. Keep yourself entertained by packing things like your e-reader or the latest bestseller.
Which airlines fly direct from MDW to Southwest Florida Intl. Airport?
There are no direct flights, so you'll need to make at least one stop between Midway Intl. Airport (MDW) and Southwest Florida Intl. Airport (RSW). Make the most of the layover time to stretch your legs and freshen up.
Are Midway Intl. Airport (MDW) to Southwest Florida Intl. Airport (RSW) flight tickets cheaper when they're purchased at the last minute?
It is possible to get an awesome last-minute deal from Chicago Airport to Southwest Florida Intl. Airport (RSW), but it's also possible to miss out altogether! As many airlines advertise prices up to a year in advance, it's worthwhile keeping an eye on fares early and being ready to book when you see a good bargain. Expedia compares carrier prices and updates flight deals regularly, so you can rest easy knowing you're always getting the latest offers.

Travel information

Origin airport
Midway Intl.
Destination airport
Southwest Florida Intl.
Roundtrip price
¥70,420
Distance
1772 km
Average flight time
3 hours 54 mins

Book with confidence

*Available to Expedia members.