Cheap Flight Tickets from Fort Myers (RSW) to Chicago (ORD), Starting at $308

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

$528

DL Delta Airlines • 1 stop • 10h 26m

Jul 23 – Jul 26

The cheapest round trip flight from Fort Myers to Chicago (RSW-ORD-RSW) is currently $528

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Cheapest Direct Flight

$308

UA United Airlines • nonstop • 5h 25m

Jul 12

The cheapest nonstop flight from Fort Myers to Chicago (RSW-ORD) is currently $308

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Fastest Flight

5h 17m

The fastest nonstop flight from Fort Myers to Chicago (RSW-ORD) takes 5h 17m

Top Airlines Flying from Fort Myers to Chicago

Delta Airline, DL

Delta Airlines

American Airlines, AA

American Airlines

United Airlines, UA

United Airlines

Sun Country Airlines (SY)

Sun Country Airlines

Alaska Airlines -AS

Alaska Airlines

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.

Jul 23 - Jul 26, Economy
DL
Fort Myers → Chicago
10h 26m
6:27 PM - 11:53 PM • 1 stop
DL
Fort Myers → Chicago
15h 44m
6:00 AM - 4:44 PM • 1 stop
$528
Delta Airlines
Jul 23 - Jul 26, Economy
DL
Fort Myers → Chicago
9h 12m
3:41 PM - 8:33 PM • 1 stop
DL
Fort Myers → Chicago
15h 44m
6:00 AM - 4:44 PM • 1 stop
$564
Delta Airlines
Jul 23 - Jul 26, Economy
DL
Fort Myers → Chicago
7h 36m
1:16 PM - 5:12 PM • 1 stop
DL
Fort Myers → Chicago
9h 17m
6:30 AM - 1:27 PM • 1 stop
$645
Delta Airlines
Jul 23 - Jul 26, Economy
DL
Fort Myers → Chicago
10h 49m
6:45 AM - 12:34 PM • 1 stop
DL
Fort Myers → Chicago
9h 17m
6:30 AM - 1:27 PM • 1 stop
$645
Delta Airlines
Jul 23 - Jul 26, Economy
DL
Fort Myers → Chicago
9h 18m
2:32 PM - 7:30 PM • 1 stop
DL
Fort Myers → Chicago
9h 17m
6:30 AM - 1:27 PM • 1 stop
$660
Delta Airlines
Jul 23 - Jul 26, Economy
DL
Fort Myers → Chicago
15h 5m
7:00 AM - 3:05 PM • 1 stop
DL
Fort Myers → Chicago
9h 17m
6:30 AM - 1:27 PM • 1 stop
$660
Delta 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 6:15 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 DL : USD 660
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 6:27 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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