£54 Cheap Flights from Chicago (ORD) to Fort Myers (RSW)

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Cheap Flights from Chicago (ORD) to Fort Myers (RSW)

Prices were available within the past 7 days and start at £54 for one-way flights and £72 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Spirit Airlines
Tue, 10 Sep - Tue, 17 Sep
ORD
Chicago
RSW
Fort Myers
£72 Return, found 3 days ago
£72
Return
found 3 days ago
Select Spirit Airlines flight, departing Tue, 10 Sep from Chicago to Fort Myers, returning Tue, 17 Sep, priced at £72 found 3 days ago
Spirit Airlines
Tue, 10 Sep - Sat, 14 Sep
ORD
Chicago
RSW
Fort Myers
£81 Return, found 3 days ago
£81
Return
found 3 days ago
Select Spirit Airlines flight, departing Tue, 10 Sep from Chicago to Fort Myers, returning Sat, 14 Sep, priced at £81 found 3 days ago
Spirit Airlines
Wed, 11 Sep - Tue, 17 Sep
ORD
Chicago
RSW
Fort Myers
£82 Return, found 3 days ago
£82
Return
found 3 days ago
Select Spirit Airlines flight, departing Wed, 11 Sep from Chicago to Fort Myers, returning Tue, 17 Sep, priced at £82 found 3 days ago
Spirit Airlines
Sat, 7 Sep - Tue, 17 Sep
ORD
Chicago
RSW
Fort Myers
£91 Return, found 3 days ago
£91
Return
found 3 days ago
Select Spirit Airlines flight, departing Sat, 7 Sep from Chicago to Fort Myers, returning Tue, 17 Sep, priced at £91 found 3 days ago
Spirit Airlines
Sat, 7 Sep - Sat, 14 Sep
ORD
Chicago
RSW
Fort Myers
£99 Return, found 3 days ago
£99
Return
found 3 days ago
Select Spirit Airlines flight, departing Sat, 7 Sep from Chicago to Fort Myers, returning Sat, 14 Sep, priced at £99 found 3 days ago
Spirit Airlines
Tue, 10 Sep - Sun, 15 Sep
ORD
Chicago
RSW
Fort Myers
£105 Return, found 3 days ago
£105
Return
found 3 days ago
Select Spirit Airlines flight, departing Tue, 10 Sep from Chicago to Fort Myers, returning Sun, 15 Sep, priced at £105 found 3 days ago
American Airlines
Wed, 11 Sep - Wed, 18 Sep
ORD
Chicago
RSW
Fort Myers
£108 Return, found 3 days ago
£108
Return
found 3 days ago
Select American Airlines flight, departing Wed, 11 Sep from Chicago to Fort Myers, returning Wed, 18 Sep, priced at £108 found 3 days ago
Spirit Airlines
Sun, 8 Sep - Tue, 17 Sep
ORD
Chicago
RSW
Fort Myers
£114 Return, found 3 days ago
£114
Return
found 3 days ago
Select Spirit Airlines flight, departing Sun, 8 Sep from Chicago to Fort Myers, returning Tue, 17 Sep, priced at £114 found 3 days ago
American Airlines
Thu, 5 Sep - Thu, 12 Sep
ORD
Chicago
RSW
Fort Myers
£117 Return, found 3 days ago
£117
Return
found 3 days ago
Select American Airlines flight, departing Thu, 5 Sep from Chicago to Fort Myers, returning Thu, 12 Sep, priced at £117 found 3 days ago
Spirit Airlines
Sat, 7 Sep - Sun, 15 Sep
ORD
Chicago
RSW
Fort Myers
£123 Return, found 3 days ago
£123
Return
found 3 days ago
Select Spirit Airlines flight, departing Sat, 7 Sep from Chicago to Fort Myers, returning Sun, 15 Sep, priced at £123 found 3 days ago
Flight from Chicago to Fort Myers route information
Origin airport
O'Hare Intl.
Destination airport
Southwest Florida Intl.
Airlines serving
Alaska Airlines, JetBlue Airways
Return price
£72
Distance
1796 km

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 10 flights per day, 20 airlines cover the route. And American Airlines, Alaska Airlines, Air Canada, Swiss, United Airlines, Spirit Airlines fly direct, getting you to Southwest Florida Intl. in just 2hours. 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 £72 and range up to £123.  

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 September, 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.  

Frequently asked questions

How much is a flight from O'Hare Intl. Airport (ORD) to Southwest Florida Intl. Airport?
If you’re travelling between O’Hare Airport and Southwest Florida Intl. Airport (RSW), round-trip flights start from £72. This figure is based on fares quoted within the last 7 days on Expedia for flights departing within the next year, so don’t delay. Book now and save yourself money and time. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from ORD to Southwest Florida Intl. Airport (RSW)?
We get that life can throw the odd curveball, so we’ve made it as hassle-free as possible for you to cancel your flight online. Just visit the Customer Service Portal and follow the instructions.
How do I find cheap flights from O'Hare Airport to Southwest Florida Intl. Airport (RSW) that have flexible change policies?
Many airlines offer the option to reschedule your flight without a change fee. All you pay is the difference between the original flight and the new flight. When you’re searching for ORD to Southwest Florida Intl. Airport (RSW) flights, you’ll see a “no change fees” filter for you to select.
How far is the flight from ORD to RSW?
The flight distance between O’Hare Intl. Airport (ORD) (ORD) and RSW (RSW) is 1,800 kilometres. Listen to some music or finish that novel and the journey will zip by.
Which airlines fly direct from ORD to RSW?
There are several airlines that travel directly from O’Hare Intl. Airport (ORD) to RSW. United Airlines (UA) is a popular choice, offering 121 flights every month. Operating 73 flights a month along this route, American Airlines (AA) is another good option.
Are ORD to Southwest Florida Intl. Airport (RSW) flight tickets cheaper when they're purchased at the last minute?
Late planners can occasionally nab a bargain, with some of the cheapest fares from O’Hare Intl. Airport (ORD) to Southwest Florida Intl. Airport surfacing a few weeks before the departure date. If you’d rather plan ahead of time, Expedia compares and updates the best flight deals regularly — as early as a year in advance in some cases. It does depend on the carrier though, as not all airlines quote prices that far in advance.
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