ORD to RSW (Chicago to Fort Myers) Flights

Last Minute Flights from ORD to RSW

Best airfare and ticket deals for ORD to RSW flights are based on recent deals found by Expedia.com customers within the past 7 days.

OriginDestinationTravel DatesFlights From*
ORDFort MyersApril 20 to April 27$261
*Prices include taxes and fees

Cheapest ORD to RSW Flights

Best airfare and ticket deals for ORD to RSW flights are based on recent deals found by Expedia.com customers within the past 7 days.

OriginDestinationTravel DatesFlights From*
ORDFort MyersMay 21 to May 25$59
ORDFort MyersMay 29 to May 29$133
ORDFort MyersMay 29 to June 5$139
ORDFort MyersJune 1 to June 4$170
*Prices include taxes and fees
ORD to RSW Flight Details
Origin airport
O'Hare Intl.
Origin airport IATA code
ORD
Destination airport
Southwest Florida Intl.
Destination airport IATA code
RSW
Distance
1122 mi

Frequently asked questions

Which airlines with flights from ORD to Southwest Florida International Airport allow free cancellation due to COVID-19?
It’s easy to find fares with cancellation flexibility due to COVID-19. After entering your dates and destination, simply click on “No change fee.” It’s directly underneath the “Flexible change policies” heading on the left. As always, remember to read the airline’s terms and conditions thoroughly before securing your O’Hare International Airport to RSW flights.
What airlines fly direct from Chicago, IL Airport (ORD-O'Hare Intl.) to RSW?
Avoid stopovers and changing planes. Enjoy a hassle-free flight from Chicago, IL Airport (ORD-O’Hare Intl.) to Fort Myers, FL Airport (RSW-Southwest Florida Intl.) with one of these carriers:
  • United Airlines (UA)
  • American Airlines (AA)
  • Spirit Airlines (NK)
  • Southwest Airlines (WN)
How many flights are there from ORD to RSW?
At least 6 services are available every day between Chicago, IL Airport (ORD-O’Hare Intl.) and Fort Myers, FL Airport (RSW-Southwest Florida Intl.). Buckle up because your plane to Fort Myers is ready to depart.
How long does it take to fly from Chicago, IL Airport (ORD-O'Hare Intl.) to Fort Myers, FL Airport (RSW-Southwest Florida Intl.)?
The flight length from Chicago, IL Airport (ORD-O’Hare Intl.) to Fort Myers, FL Airport (RSW-Southwest Florida Intl.) is roughly 2 hours and 55 minutes. The in-flight entertainment system isn’t always available on quick trips, so bring a book or download some tunes on your smartphone.
What is the flight distance from Chicago, IL Airport (ORD-O'Hare Intl.) to Fort Myers, FL Airport (RSW-Southwest Florida Intl.)?
A laptop crammed with cool things to watch will help while away time on this medium-haul trip of 1100 miles (1800 km). While you’ll likely have some in-flight entertainment, nothing beats having a great TV series right at your fingertips.
How many morning flights are there from ORD to RSW?
Fasten your seat belt and jet from ORD to RSW aboard one of the 27 morning flights every week. United Airlines (UA) operates 14 weekly flights that take off before noon. 2:15PM is the first departure you can book with UA.
How many afternoon flights are there from ORD to RSW?
With about 20 afternoon and evening flights every week from ORD to RSW, there’s no need to worry about waking while it’s still dark out. United Airlines (UA) lists 13 weekly flights after midday, with its earliest departure scheduled for 7:00PM.
What is the earliest departure time out of Chicago to Fort Myers?
7:15AM is the first departure out of ORD, touching down at RSW at 9:59AM. Save precious time in the morning by having your luggage packed and ready to be thrown in the boot.
What is the latest departure time out of Chicago to Fort Myers?
From ORD, the latest flight you can catch sets out at 5:57PM and lands at RSW at 8:58PM. If you don’t do early starts, this flight has your name on it.
What is the average price from Chicago to Fort Myers?
Round-trip fares for this route start from around $59. When you’re ready to lock in your trip, we’re ready to help you walk away with the best price in town. This price was available on Flights.com within the past 7 days, for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.

Chicago to Fort Myers Flights

Whether it’s for an obligation or the sake of your sanity, sometimes you need to get away. Maybe you need flights from Chicago to Fort Myers to attend your cousin’s wedding, to pitch a business idea to your boss, or perhaps simply to treat yourself to a mini vacation. Regardless of the reasons behind packing your bags and needing to find the cheapest flights from ORD to RSW, we’ve got you covered here at Flights.com.

We present you with some of the hottest deals on airfare so stop that Google flights search. We want you to spend less on your flight from Chicago to Fort Myers, so you can spend more during your getaway. With Flights.com, you’ll find it simple to land airline tickets with itineraries matching your travel schedule. What’s more, we provide you with all the information you need to confidently make reservations on your family, business, or personal trip.