Cheap Flight Tickets from Chicago (MDW) to Fort Myers (RSW), Starting at $231

Good to Know: Cheapest and Fastest MDW - RSW Flights

Useful information for finding best airline tickets from Chicago Midway International to Southwest Florida International on your next trip.

Cheapest Round Trip Flight

$231

WN Southwest Airlines • nonstop • 4h 5m

Nov 12 – Nov 12

The cheapest round trip flight from Chicago to Fort Myers (MDW-RSW-MDW) is currently $231

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Cheapest Direct Flight

$231

WN Southwest Airlines • nonstop • 4h 5m

Nov 12

The cheapest nonstop flight from Chicago to Fort Myers (MDW-RSW) is currently $231

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Fastest Flight

4h

The fastest nonstop flight from Chicago to Fort Myers (MDW-RSW) takes 4h

Latest Flight Deals from Chicago (MDW) to Fort Myers (RSW)

Compare and book low fare round-trip air tickets from Chicago to Fort Myers. Ideal for travelers with confirmed return itineraries.

Nov 12 - Nov 12, Economy
WN
Chicago → Fort Myers
4h 5m
5:05 AM - 8:50 AM • nonstop
WN
Chicago → Fort Myers
5h
9:05 PM - 11:05 PM • nonstop
$231
Southwest Airlines
Nov 12 - Nov 12, Economy
WN
Chicago → Fort Myers
7h 15m
8:45 AM - 2:20 PM • 1 stop
WN
Chicago → Fort Myers
5h
9:05 PM - 11:05 PM • nonstop
$405
Southwest Airlines
Nov 12 - Nov 12, Economy
WN
Chicago → Fort Myers
10h 50m
6:30 AM - 2:20 PM • 1 stop
WN
Chicago → Fort Myers
5h
9:05 PM - 11:05 PM • nonstop
$405
Southwest Airlines
Nov 12 - Nov 12, Economy
WN
Chicago → Fort Myers
8h 55m
5:10 AM - 11:45 AM • 1 stop
WN
Chicago → Fort Myers
5h
9:05 PM - 11:05 PM • nonstop
$405
Southwest Airlines
Nov 12 - Nov 12, Economy
WN
Chicago → Fort Myers
10h 55m
8:00 AM - 3:55 PM • 1 stop
WN
Chicago → Fort Myers
18h 50m
8:05 PM - 6:35 AM • 1 stop
$480
Southwest Airlines
Nov 12 - Nov 12, Economy
DL
Chicago → Fort Myers
7h 36m
6:00 AM - 11:56 AM • 1 stop
DL
Chicago → Fort Myers
8h 51m
6:23 PM - 10:54 PM • 1 stop
$598
Delta Airlines

Fly from Chicago to Fort Myers with the Best Airfare Deals on FareLeaders

Looking for a cheap last-minute deal or the best round-trip flight from Chicago to Fort Myers? Find the biggest savings on one-way and round-trip tickets right here.

FAQs on Chicago to Fort Myers Flights

What are the airports in Chicago?
ORD,MDW
What’s the most popular airline flying from MDW to RSW?
The most popular airline flying from Chicago to Fort Myers are
Can I fly from MDW to RSW non-stop?
Yes, you can fly MDW to RSW non-stop on
Which airlines fly nonstop between Chicago and Fort Myers?
The non-stop flights between Chicago and Fort Myers are .
What’s the earliest departure time from MDW to RSW Airport?
The earliest flight leaves MDW at 5:05 am and lands in RSW - Southwest Florida International
What are the airports in Fort Myers?
RSW
Can I make changes to my Chicago to Fort Myers flight tickets or cancel them on FareLeaders.com?
No. We are an airfare comparison site. All the tickets are booked by the travel agent offering the flight deal and any changes or cancellations to be made are directly done directly by them or the airlines.
Can I cancel my flight tickets from MDW to RSW?
Read the fare rules of the Chicago to Fort Myers air tickets booked. Some airlines allow you to cancel the tickets within a stipulated time period with a cancellation fee.
Which airline alliances offer flights from Chicago and Fort Myers?
operate flights between Chicago and Fort Myers
How long does a flight from Chicago to Fort Myers take?
It takes approximately 3 hour to fly non-stop from MDW to RSW, which is 1105.1 miles by air.
Which airlines provide the cheapest flights from Chicago (MDW) to Fort Myers (RSW) ?
In the past couple of days, the cheapest tickets to RSW from MDW were found on WN : USD 405
Do I need a passport to fly between MDW and RSW?
No
What’s the latest departure time from MDW to RSW ?
The last flight leaves MDW at 6:4000 pm

Chicago (MDW) to Fort Myers (RSW): Airport Information

Origin Airport Chicago Midway International , Chicago, US
Destination Airport Southwest Florida International , Fort Myers, US
Distance 1105 miles

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