Cheap Flight Tickets from Fort Myers (RSW) to Chicago (ORD), Starting at $153

Good to Know: Cheapest and Fastest RSW - ORD Flights

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

Cheapest Round Trip Flight

$153

AA American Airlines • nonstop • 5h 25m

Nov 10 – Nov 10

The cheapest round trip flight from Fort Myers to Chicago (RSW-ORD-RSW) is currently $153

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Cheapest Direct Flight

$153

AA American Airlines • nonstop • 5h 25m

Nov 10

The cheapest nonstop flight from Fort Myers to Chicago (RSW-ORD) is currently $153

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Fastest Flight

5h 20m

The fastest nonstop flight from Fort Myers to Chicago (RSW-ORD) takes 5h 20m

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

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

Nov 10 - Nov 10, Economy
AA
Fort Myers → Chicago
5h 25m
8:15 AM - 10:40 AM • nonstop
AA
Fort Myers → Chicago
5h
2:50 PM - 6:50 PM • nonstop
$153
American Airlines
Nov 10 - Nov 10, Economy
AA
Fort Myers → Chicago
13h 32m
7:00 AM - 2:12 PM • 1 stop
AA
Fort Myers → Chicago
4h 13m
6:50 PM - 10:43 PM • nonstop
$229
American Airlines
Nov 09 - Nov 15, Economy
UA
Fort Myers → Chicago
11h 54m
5:12 PM - 11:26 PM • 1 stop
UA
Fort Myers → Chicago
5h 2m
1:30 PM - 5:32 PM • nonstop
$401
United Airlines
Nov 09 - Nov 15, Economy
AA
Fort Myers → Chicago
5h 20m
7:40 PM - 10:00 PM • nonstop
AA
Fort Myers → Chicago
10h 54m
6:41 AM - 2:35 PM • 1 stop
$401
American Airlines
Nov 09 - Nov 15, Economy
AA
Fort Myers → Chicago
8h 26m
6:24 PM - 10:30 PM • 1 stop
AA
Fort Myers → Chicago
11h 54m
5:19 AM - 1:33 PM • 1 stop
$443
American Airlines
Nov 09 - Nov 15, Economy
AA
Fort Myers → Chicago
10h 37m
6:24 PM - 12:01 AM • 1 stop
AA
Fort Myers → Chicago
10h 54m
6:41 AM - 2:35 PM • 1 stop
$443
American Airlines

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

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

FAQs on Fort Myers to Chicago Flights

What are the airports in Fort Myers?
RSW
What’s the most popular airline flying from RSW to ORD?
The most popular airline flying from Fort Myers to Chicago are
Can I fly from RSW to ORD non-stop?
Yes, you can fly RSW to ORD non-stop on
Which airlines fly nonstop between Fort Myers and Chicago?
The non-stop flights between Fort Myers and Chicago are .
What’s the earliest departure time from RSW to ORD Airport?
The earliest flight leaves RSW at 7:00 am and lands in ORD - Chicago O'Hare International
What are the airports in Chicago?
MDW,ORD
Can I make changes to my Fort Myers to Chicago 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 RSW to ORD?
Read the fare rules of the Fort Myers to Chicago 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 Fort Myers and Chicago?
operate flights between Fort Myers and Chicago
How long does a flight from Fort Myers to Chicago take?
It takes approximately 3 hour to fly non-stop from RSW to ORD, which is 1120.28 miles by air.
Which airlines provide the cheapest flights from Fort Myers (RSW) to Chicago (ORD) ?
In the past couple of days, the cheapest tickets to ORD from RSW were found on UA : USD 401
Do I need a passport to fly between RSW and ORD?
No
What’s the latest departure time from RSW to ORD ?
The last flight leaves RSW at 7:40 pm

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

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

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