Cheap Flight Tickets from Chicago (MDW) to Fort Myers (RSW), Starting at $223

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

$223

DL Delta Airlines • 1 stop • 6h 57m

Nov 02 – Nov 06

The cheapest round trip flight from Chicago to Fort Myers (MDW-RSW-MDW) is currently $223

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Cheapest Direct Flight

$223

WN Southwest Airlines • nonstop • 4h 5m

Nov 02

The cheapest nonstop flight from Chicago to Fort Myers (MDW-RSW) is currently $223

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Fastest Flight

4h

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

Top Airlines Flying from Chicago to Fort Myers

Southwest Airlines-WN

Southwest Airlines

Delta Airline, DL

Delta Airlines

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 02 - Nov 06, Economy
DL
Chicago → Fort Myers
6h 57m
4:19 PM - 9:36 PM • 1 stop
DL
Chicago → Fort Myers
10h 19m
7:40 AM - 12:59 PM • 1 stop
$223
Delta Airlines
Nov 02 - Nov 06, Economy
WN
Chicago → Fort Myers
4h 5m
7:45 AM - 11:30 AM • nonstop
WN
Chicago → Fort Myers
7h
10:50 AM - 2:10 PM • 1 stop
$227
Southwest Airlines
Nov 02 - Nov 06, Economy
WN
Chicago → Fort Myers
10h 20m
2:40 PM - 10:00 PM • 1 stop
WN
Chicago → Fort Myers
4h 15m
9:05 PM - 11:00 PM • nonstop
$230
Southwest Airlines
Nov 02 - Nov 06, Economy
WN
Chicago → Fort Myers
10h 50m
6:30 AM - 2:20 PM • 1 stop
WN
Chicago → Fort Myers
4h 15m
7:10 AM - 9:05 AM • nonstop
$230
Southwest Airlines
Nov 02 - Nov 06, Economy
WN
Chicago → Fort Myers
12h 5m
7:45 AM - 4:10 PM • 1 stop
WN
Chicago → Fort Myers
4h 15m
9:05 PM - 11:00 PM • nonstop
$230
Southwest Airlines
Nov 02 - Nov 06, Economy
WN
Chicago → Fort Myers
8h 55m
5:10 AM - 11:45 AM • 1 stop
WN
Chicago → Fort Myers
4h 15m
4:35 PM - 6:30 PM • nonstop
$230
Southwest 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 5:00 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 230
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 6:40 pm

Essential Information for Booking Flights from Chicago (MDW) - AI Insights

What's the cheapest airline from mdw to rsw?
You can find the cheapest airline from Chicago Midway International Airport (mdw) to Southwest Florida International Airport (rsw) on our website. For a round-trip economy flight, consider booking with Southwest Airlines (WN), which operates flights with two stops. To secure Low Fares, it's recommended to book at least 4 days in advance. You can search for Budget-friendly airfares on our platform and compare prices from various airlines.
What's the popular airline to fly from mdw to rsw?
You can fly from Chicago Midway International Airport (mdw) to Southwest Florida International Airport (rsw) on Southwest Airlines. This route offers a budget-friendly option with two stops. For round-trip flights, consider booking at least 4 days in advance to secure the best Low Fares.
What's the cheapest day of the week to fly from mdw to rsw?
The cheapest day to fly from Chicago Midway International Airport (mdw) to Southwest Florida International Airport (rsw) is Saturday. Flying on Saturdays can result in budget-friendly flights, making it a great option for travelers looking for cheap airline tickets.
What's the cheapest month to fly from mdw to rsw?
The cheapest month to fly from Chicago Midway International Airport (mdw) to Southwest Florida International Airport (rsw) is October. You can find budget-friendly flights during this time, which may offer savings on airfares.
Which airline/airlines fly from mdw to rsw?
The airlines that fly from Chicago Midway International Airport (mdw) to Southwest Florida International Airport (rsw) include Aeromexico, Allegiant, Frontier Airlines, United Airlines, WestJet Airlines, Porter Airline, Delta Airlines, Southwest Airlines, Volaris Airline, and American Airlines. You can find the most up-to-date flight information on airline websites or through airfare comparison platforms like fareleaders.com.
What is the cheapest airline to fly from Chicago Midway International Airport (mdw) to Southwest Florida International Airport (rsw)?
Southwest Airlines (WN)
How far in advance should I book my flight for a round trip ticket?
It is recommended to book your flight at least 4 days in advance for the best option.
Can I find airfare deals on fareleaders.com for flights to Milwaukee?
No, fareleaders.com only provides information and comparison services for flights within the United States.
What are some popular airlines that operate flights from airport to destination airport?
Some of the popular airlines that operate flights from Chicago Midway International Airport (mdw) to Southwest Florida International Airport (rsw) include Southwest Airlines (WN), Aeromexico (AM), and United Airlines (UA).
Is it possible to book a one-way ticket or do I need to buy a return journey?
Yes, you can book a one-way ticket on fareleaders.com.
How can I use fareleaders.com to compare airfares and find the best option for my travel dates in July?
You can search for flights on fareleaders.com using your preferred travel dates in July and compare airfares from different airlines.
Can I search for flights on fareleaders.com using Spanish keywords like 'muy' or 'busco'?
No, fareleaders.com only supports English language searches.
What is the average cost of an airfare from airport to destination airport during the month of December?
The average cost of an airfare from Chicago Midway International Airport (mdw) to Southwest Florida International Airport (rsw) in December varies depending on the airline and travel dates.

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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