CA $56 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 CA $56 for one-way flights and CA $215 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Spirit Airlines
Mon., Aug. 5 - Sat., Aug. 17
ORD
Chicago
RSW
Fort Myers
CA $215 Roundtrip, found 2 days ago
CA $215
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Mon., Aug. 5 from Chicago to Fort Myers, returning Sat., Aug. 17, priced at CA $215 found 2 days ago
Spirit Airlines
Tue., Jul. 16 - Sun., Jul. 21
ORD
Chicago
RSW
Fort Myers
CA $268 Roundtrip, found 10 hours ago
CA $268
Roundtrip
found 10 hours ago
Select Spirit Airlines flight, departing Tue., Jul. 16 from Chicago to Fort Myers, returning Sun., Jul. 21, priced at CA $268 found 10 hours ago
Spirit Airlines
Sun., Jul. 7 - Thu., Jul. 11
ORD
Chicago
RSW
Fort Myers
CA $269 Roundtrip, found 4 days ago
CA $269
Roundtrip
found 4 days ago
Select Spirit Airlines flight, departing Sun., Jul. 7 from Chicago to Fort Myers, returning Thu., Jul. 11, priced at CA $269 found 4 days ago
Spirit Airlines
Mon., Aug. 5 - Sat., Aug. 17
ORD
Chicago
RSW
Fort Myers
CA $277 Roundtrip, found 2 days ago
CA $277
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Mon., Aug. 5 from Chicago to Fort Myers, returning Sat., Aug. 17, priced at CA $277 found 2 days ago
Spirit Airlines
Thu., Aug. 1 - Tue., Aug. 6
ORD
Chicago
RSW
Fort Myers
CA $283 Roundtrip, found 3 hours ago
CA $283
Roundtrip
found 3 hours ago
Select Spirit Airlines flight, departing Thu., Aug. 1 from Chicago to Fort Myers, returning Tue., Aug. 6, priced at CA $283 found 3 hours ago
Delta
Tue., Aug. 6 - Tue., Aug. 6
ORD
Chicago
RSW
Fort Myers
CA $288 Roundtrip, found 4 days ago
CA $288
Roundtrip
found 4 days ago
Select Delta flight, departing Tue., Aug. 6 from Chicago to Fort Myers, returning Tue., Aug. 6, priced at CA $288 found 4 days ago
Delta
Wed., Aug. 7 - Thu., Aug. 22
ORD
Chicago
RSW
Fort Myers
CA $296 Roundtrip, found 4 days ago
CA $296
Roundtrip
found 4 days ago
Select Delta flight, departing Wed., Aug. 7 from Chicago to Fort Myers, returning Thu., Aug. 22, priced at CA $296 found 4 days ago
Spirit Airlines
Thu., Aug. 1 - Tue., Aug. 6
ORD
Chicago
RSW
Fort Myers
CA $297 Roundtrip, found 3 hours ago
CA $297
Roundtrip
found 3 hours ago
Select Spirit Airlines flight, departing Thu., Aug. 1 from Chicago to Fort Myers, returning Tue., Aug. 6, priced at CA $297 found 3 hours ago
American Airlines
Thu., Aug. 1 - Tue., Aug. 6
ORD
Chicago
RSW
Fort Myers
CA $298 Roundtrip, found 3 hours ago
CA $298
Roundtrip
found 3 hours ago
Select American Airlines flight, departing Thu., Aug. 1 from Chicago to Fort Myers, returning Tue., Aug. 6, priced at CA $298 found 3 hours ago
Spirit Airlines
Mon., Aug. 5 - Sat., Aug. 17
ORD
Chicago
RSW
Fort Myers
CA $301 Roundtrip, found 2 days ago
CA $301
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Mon., Aug. 5 from Chicago to Fort Myers, returning Sat., Aug. 17, priced at CA $301 found 2 days ago
Flight from Chicago to Fort Myers (ORD - RSW) route information
Origin airport
O'Hare Intl.
Destination airport
Southwest Florida Intl.
Airlines serving
American Airlines, Delta, JetBlue Airways, Spirit Airlines
Roundtrip price
CA $215
Distance
1796 km

Chicago to Fort Myers Flights

Ready for an adventure? Thought so! Prepare to see the sights when you book your trip from Chicago to Fort Myers with Expedia.ca. Whether you’re visiting for business or pleasure, we know how important it is to bring home travel stories. Maybe your tales will include the best dinner of your life, or the weirdest street art you saw in the city, or the concert that turned you into a fan of a new band. Whatever it is, your new favourite anecdote is right around the corner. Book your trip from ORD to RSW and begin your journey!

Getting a cheap deal on your trip sets the tone for the perfect holiday. And with Expedia.ca, you know you can travel from Chicago to Fort Myers on the cheap, with enough money left over for a stellar time in the city. That could mean more tours with the kids, more concerts with the spouse, more dessert amongst co-workers, or even front row seats to a sports game if you’re travelling solo. It’s your holiday! Make it great.

Travelling shouldn’t cost an arm and a leg before you even get to relax on the plane’s armrests. Count on Expedia.ca to get you the best discounts on flights from ORD to RSW. And remember this: You can also save big when you bundle. Add a hotel or car rental deal to your flight and witness those savings add up. Hey, more money for more souvenirs, right? Right! Pack your bags and we’ll see you on the route.

Combine your Fort Myers flight with a hotel and/or car rental for a package deal designed to save you even more money! Discover additional savings by booking in advance or find a last minute deal. There are tons of ways to save on your flights from with Expedia Canada. Use us as your top travel destination and have the confidence that you’re getting a bargain!

Frequently asked questions

How much is a flight from O'Hare Intl. Airport (ORD) to Southwest Florida Intl. Airport?
If you’re traveling between O’Hare Airport and Southwest Florida Intl. Airport (RSW), round-trip flights start from CA $215. 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 kilometers. 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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