Cheap Flight Tickets from Chicago (CHI) to Fort Myers (RSW), Starting at $244

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

$244

SY Sun Country Airlines • 1 stop • 23h 26m

Nov 13 – Nov 21

The cheapest round trip flight from Chicago to Fort Myers (CHI-RSW-CHI) is currently $244

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Cheapest Direct Flight

$244

UA United Airlines • nonstop • 5h 6m

Nov 12

The cheapest nonstop flight from Chicago to Fort Myers (CHI-RSW) is currently $244

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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

United Airlines, UA

United Airlines

Sun Country Airlines (SY)

Sun Country Airlines

American Airlines, AA

American Airlines

Alaska Airlines -AS

Alaska Airlines

Avelo Airlines (XP)

Avelo Airlines

Delta Airline, DL

Delta 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.

Nov 13 - Nov 21, Economy
SY
Chicago → Fort Myers
23h 26m
7:25 PM - 10:31 AM • 1 stop
SY
Chicago → Fort Myers
41h 50m
6:25 PM - 6:35 PM • 1 stop
$244
Sun Country Airlines
Nov 12 - Nov 19, Economy
AA
Chicago → Fort Myers
5h
2:50 PM - 6:50 PM • nonstop
AA
Chicago → Fort Myers
5h 29m
7:26 PM - 9:55 PM • nonstop
$265
American Airlines
Nov 12 - Nov 19, Economy
AS
Chicago → Fort Myers
4h 19m
12:22 PM - 4:21 PM • nonstop
AS
Chicago → Fort Myers
8h 44m
11:52 AM - 4:16 PM • 1 stop
$275
Alaska Airlines
Nov 12 - Nov 19, Economy
WN
Chicago → Fort Myers
12h 25m
1:20 PM - 10:05 PM • 1 stop
WN
Chicago → Fort Myers
4h 15m
7:00 AM - 8:55 AM • nonstop
$581
Southwest Airlines
Nov 12 - Nov 19, Economy
WN
Chicago → Fort Myers
8h 55m
5:10 AM - 11:45 AM • 1 stop
WN
Chicago → Fort Myers
4h 15m
7:00 AM - 8:55 AM • nonstop
$630
Southwest Airlines
Nov 13 - Nov 21, Economy
SY
Chicago → Fort Myers
38h 21m
7:25 PM - 7:26 PM • 1 stop
F9
Chicago → Fort Myers
45h 31m
1:21 PM - 3:52 PM • 2 stops
$894
Sun Country 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 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 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 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 SY : USD 894
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 7:25 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

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