Cheap Flights from Chicago (ORD) to Fort Myers (RSW) from HK$1,757~

View HK$1,757 flight on Sat, 3 Jan 2026Opens in a new window

Popular airlines from Chicago O'Hare Intl. Airport (ORD) to Southwest Florida Intl. Airport (RSW)

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

Prices were available within the past 7 days and start at HK$1,757 for one-way flights and 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

From HK$455 - HK$2,998 per traveller.

Graph displaying average flight prices per month

Chicago to Fort Myers route information
Origin airport
O'Hare Intl.
Destination airport
Southwest Florida Intl.
Distance
1796 km

Flights from Chicago to Fort Myers

Book cheap flights from Chicago (ORD) to Fort Myers (RSW) on Expedia.com.hk. Find the best flight deals to destinations around the world for your next leisure or business travel on Expedia.com.hk.

Search for flights from Chicago (ORD) to Fort Myers (RSW) to find great flight deals suitable to your travel date and time. Expedia.com.hk flight booking search engine is simple to use and looking for cheap flights is as easy as a click of a mouse or on your mobile devices.

Be assured that you’re seeing the best price guaranteed! Our friendly customer service representatives are here to serve you 24 hours day to provide assistance and answer any questions that you may have about booking your Chicago (ORD) to Fort Myers (RSW) trip. Call us at 3077-4857 (direct number - 24 hours day for English).

Save more when combine your Fort Myers flight with a hotel for a package deal! Discover additional savings by booking in advance. Now you can find activities in Fort Myers and things to do in Fort Myers for your perfect vacation with Expedia Thing to Do.

If you would like to book flights to Fort Myers more flexibly, many prefer to purchase one-way tickets with options to take different airlines. A one way ticket to Fort Myers is HK$1,757 now!

 

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 . 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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