Cheap Flight Tickets from Chicago (CHI) to Fort Myers (RSW), Starting at $71

Good to Know: Cheapest and Fastest CHI - RSW Flights

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

Cheapest Round Trip Flight

$71

WN Southwest Airlines • nonstop • 4h 5m

Aug 10 – Aug 15

The cheapest round trip flight from Chicago to Fort Myers (CHI-RSW-CHI) is currently $71

🔍 Search Flights

Cheapest One way Flight

$163

WN Southwest Airlines • 1 stop • 8h 35m

Aug 02

The cheapest one way flight from Chicago to Fort Myers (CHI-RSW) is currently $163

🔍 Search Flights

Cheapest Direct Flight

$550

AA American Airlines • nonstop • 4h 12m

Aug 11

The cheapest nonstop flight from Chicago to Fort Myers (CHI-RSW) is currently $550

🔍 Search Flights

Fastest Flight

4h 5m

The fastest nonstop flight from Chicago to Fort Myers (CHI-RSW) takes 4h 5m

Top Airlines Flying from Chicago to Fort Myers

Southwest Airlines-WN

Southwest Airlines

Delta Airline, DL

Delta Airlines

United Airlines, UA

United Airlines

American Airlines, AA

American Airlines

Latest Flight Deals from Chicago (CHI) 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.

Aug 10 - Aug 15, Economy
WN
Chicago → Fort Myers
4h 5m
6:15 PM - 10:00 PM • nonstop
WN
Chicago → Fort Myers
13h 20m
7:20 AM - 2:20 PM • 2 stops
$71
Southwest Airlines
Aug 10 - Aug 15, Economy
DL
Chicago → Fort Myers
8h 28m
6:05 AM - 12:13 PM • 1 stop
DL
Chicago → Fort Myers
8h 55m
5:35 AM - 10:10 AM • 1 stop
$553
Delta Airlines
Aug 10 - Aug 15, Economy
UA
Chicago → Fort Myers
5h 9m
7:05 AM - 11:14 AM • nonstop
UA
Chicago → Fort Myers
11h 52m
5:14 PM - 11:26 PM • 1 stop
$557
United Airlines
Aug 10 - Aug 15, Economy
AA
Chicago → Fort Myers
4h 15m
11:54 AM - 3:49 PM • nonstop
AA
Chicago → Fort Myers
9h 13m
11:04 AM - 3:57 PM • 1 stop
$557
American Airlines
Aug 10 - Aug 15, Economy
AA
Chicago → Fort Myers
10h 23m
3:25 PM - 10:48 PM • 1 stop
AA
Chicago → Fort Myers
5h 23m
6:06 AM - 8:29 AM • nonstop
$578
American Airlines
Aug 10 - Aug 15, Economy
B6
Chicago → Fort Myers
27h 35m
6:00 AM - 11:55 PM • 1 stop
MX
Chicago → Fort Myers
36h 53m
8:24 AM - 5:37 AM • 1 stop
$1030
JetBlue Airways

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 CHI to RSW?
The most popular airline flying from Chicago to Fort Myers are
Can I fly from CHI to RSW non-stop?
Yes, you can fly CHI 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 CHI to RSW Airport?
The earliest flight leaves CHI at 6:00 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 CHI 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 CHI to RSW, which is 1120.28 miles by air.
Which airlines provide the cheapest flights from Chicago (CHI) to Fort Myers (RSW) ?
In the past couple of days, the cheapest tickets to RSW from CHI were found on F9 : USD 549
Do I need a passport to fly between CHI and RSW?
No
What’s the latest departure time from CHI to RSW ?
The last flight leaves CHI at 12:400 pm

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

Origin Airport Chicago All Airport, Chicago, US
Destination Airport Southwest Florida International , Fort Myers, US
Distance 1120 miles

More Flight Options for Chicago (CHI) and Fort Myers (RSW)

Why Fareleaders for CHI to RSW Plane Tickets

Lowest Prices
Lowest Prices
Uncover the best deals on Chicago to Fort Myers flights by comparing fares from hundreds of airlines and agencies.
New Deals
New Deals Everyday
Get the best prices on CHI to RSW flights—we update our fares daily so you never miss a saving.
Best Travel Options
No Service Fees
Compare hundreds of Chicago to Fort Myers flights and secure the best deals—we never add any service fees.
Get Fare Drop Alert
Be the first to know when fares drop for the Chicago (CHI) to Fort Myers (RSW)
Terms and Conditions*