RM1,002 Cheap Flights from Chicago (ORD) to Fort Myers (RSW)

View RM1,002 flight on Fri, 17 Apr 2026Opens in a new window

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

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

Prices were available within the past 7 days and start at RM1,002 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)

May is typically the cheapest month to fly

From RM 355 - RM 850 per traveller.

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 . 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.

Travel information

Origin airport
O'Hare Intl.
Destination airport
Southwest Florida Intl.
Distance
1796 km
Average flight time
3 hours 57 mins

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