Cheap Flight Tickets from Chicago (ORD) to Fort Myers (RSW), Starting at $127

Good to Know: Cheapest and Fastest ORD - RSW Flights

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

Cheapest Round Trip Flight

$136

UA United Airlines • 1 stop • 8h 42m

Aug 12 – Aug 19

The cheapest round trip flight from Chicago to Fort Myers (ORD-RSW-ORD) is currently $136

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Cheapest One way Flight

$300

DL Delta Airlines • 1 stop • 7h 16m

Jul 20

The cheapest one way flight from Chicago to Fort Myers (ORD-RSW) is currently $300

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Cheapest Direct Flight

$127

UA United Airlines • nonstop • 5h 6m

Aug 12

The cheapest nonstop flight from Chicago to Fort Myers (ORD-RSW) is currently $127

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Fastest Flight

5h 6m

The fastest nonstop flight from Chicago to Fort Myers (ORD-RSW) takes 5h 6m

Top Airlines Flying from Chicago to Fort Myers

Delta Airline, DL

Delta Airlines

United Airlines, UA

United Airlines

American Airlines, AA

American Airlines

Alaska Airlines -AS

Alaska Airlines

Sun Country Airlines (SY)

Sun Country Airlines

Latest Flight Deals from Chicago (ORD) 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 12 - Aug 19, Economy
UA
Chicago → Fort Myers
8h 42m
6:30 AM - 3:55 PM • 1 stop
UA
Chicago → Fort Myers
8h 52m
5:14 PM - 11:26 PM • 1 stop
$136
United Airlines
Aug 12 - Aug 19, Economy
UA
Chicago → Fort Myers
10h 42m
10:25 AM - 6:07 PM • 1 stop
UA
Chicago → Fort Myers
5h 14m
9:15 AM - 11:29 AM • nonstop
$385
United Airlines
Aug 12 - Aug 19, Economy
AA
Chicago → Fort Myers
9h 8m
11:53 AM - 5:41 PM • 1 stop
AA
Chicago → Fort Myers
7h 36m
11:04 AM - 4:00 PM • 1 stop
$454
American Airlines
Aug 12 - Aug 19, Economy
UA
Chicago → Fort Myers
13h 58m
12:16 PM - 9:54 PM • 1 stop
UA
Chicago → Fort Myers
5h 14m
12:27 PM - 2:41 PM • nonstop
$474
United Airlines
Aug 12 - Aug 19, Economy
B6
Chicago → Fort Myers
23h 20m
8:20 PM - 11:20 AM • 2 stops
MX
Chicago → Fort Myers
69h 16m
7:54 PM - 12:50 PM • 2 stops
$482
JetBlue Airways
Aug 12 - Aug 19, Economy
AA
Chicago → Fort Myers
5h 52m
6:45 AM - 10:37 AM • nonstop
AA
Chicago → Fort Myers
10h 7m
3:23 PM - 9:30 PM • 1 stop
$505
American 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?
MDW,ORD
What’s the most popular airline flying from ORD to RSW?
The most popular airline flying from Chicago to Fort Myers are
Can I fly from ORD to RSW non-stop?
Yes, you can fly ORD 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 ORD to RSW Airport?
The earliest flight leaves ORD at 5:30 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 ORD 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 ORD to RSW, which is 1120.28 miles by air.
Which airlines provide the cheapest flights from Chicago (ORD) to Fort Myers (RSW) ?
In the past couple of days, the cheapest tickets to RSW from ORD were found on DL : USD 440
Do I need a passport to fly between ORD and RSW?
No
What’s the latest departure time from ORD to RSW ?
The last flight leaves ORD at 8:20 pm

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

Origin Airport Chicago O'Hare International , Chicago, US
Destination Airport Southwest Florida International , Fort Myers, US
Distance 1120 miles

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