
Popular airlines from Chicago O'Hare International Airport (ORD) to Southwest Florida Intl. Airport (RSW)
- JetBlue Airways
JetBlue Airways
- American Airlines
American Airlines
- Delta
Delta
- Southwest Airlines
Southwest Airlines
- United
United
- Spirit Airlines
Spirit Airlines
- Alaska Airlines
Alaska Airlines
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Cheap Flights from Chicago (ORD) to Fort Myers (RSW)
Prices were available within the past 7 days and start at £78 for one-way flights and £285 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.










Find the cheapest month to fly from Chicago (ORD) to Fort Myers (RSW)
January is typically the cheapest month to fly
Origin airport | O'Hare Intl. |
Destination airport | Southwest Florida Intl. |
Airlines serving | Alaska Airlines, JetBlue Airways |
Return price | £284 |
Distance | 1796 km |
Average flight time | 3 hours 59 mins |
Compare flights from Chicago to Fort Myers easily and book with confidence
For travelling on business or for pleasure, Expedia makes it easy to book your flights from Chicago to Fort Myers. Operating between them flights per day, 20 airlines cover the route. And fly direct, getting you to Southwest Florida Intl. in just hours. If you have a preferred carrier, use our advanced search tool to find the right flight from O'Hare Intl. to Southwest Florida Intl..
To make things even better, in the advanced search, you can also choose to fly economy, premium economy, business or first class, select your maximum number of stops, and pick your preferred departure and arrival time. You can also opt for refundable and direct flights.
Grab a great deal on your flight from O'Hare Intl. (ORD) to Southwest Florida Intl. (RSW)
The easiest way to view the best deals on flights from Chicago to Fort Myers today is to enter your travel dates and hit search. From here, you can sort your results by price to see the cheapest flights first. Right now, return flights from O'Hare Intl. to Southwest Florida Intl. start at just £285 and range up to £5,382.
To find an even better deal, try
- being flexible on your dates – midweek flights can be cheaper
- looking for other airports near Chicago and Fort Myers
- booking your flight during February, the cheapest month on this route
- varying your flight times – early morning and late at night are sometimes cheaper
Why you should book your Chicago to Fort Myers flight with Expedia!
We cater for all flight types, cabin classes and airlines. So whether you’re booking flights from O'Hare Intl. to Southwest Florida Intl. for a budget break or a business trip with a bit of pleasure thrown in, we make it easy to secure the seat that’s right for you.
Thanks to our supersized inventory that offers great choice all in one place, you know you’ll get a great deal with Expedia. Especially if you bundle your flight together with your hotel, you will unlock amazing savings. For added peace of mind, you can choose flexible bookings or filter to find refundable options, so you won’t pay a fee to change your flight.
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Top Routes from Chicago
- Chicago to Newark Liberty Intl. Airport (ORD - EWR)
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Top Routes to Fort Myers
- Newark Liberty Intl. Airport to Fort Myers (EWR - RSW)
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