￥29,920 Cheap Flights from Fort Myers (RSW) to Chicago (ORD)

View ￥29,920 flight on Thu, Oct 8, 2026Opens in a new window

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

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

Prices were available within the past 7 days and start at ￥29,920 for one-way flights and ￥65,380 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Thu, Oct 8 - Sun, Oct 11
RSW
Fort Myers
ORD
Chicago
￥65,380 Roundtrip, found 2 days ago
￥65,380
Roundtrip
found 2 days ago
Select Delta flight, departing Thu, Oct 8 from Fort Myers to Chicago, returning Sun, Oct 11, priced at ￥65,380 found 2 days ago
United
Thu, Oct 8 - Sun, Oct 11
RSW
Fort Myers
ORD
Chicago
￥65,960 Roundtrip, found 2 days ago
￥65,960
Roundtrip
found 2 days ago
Select United flight, departing Thu, Oct 8 from Fort Myers to Chicago, returning Sun, Oct 11, priced at ￥65,960 found 2 days ago
Delta
Thu, Oct 8 - Sun, Oct 11
RSW
Fort Myers
ORD
Chicago
￥66,180 Roundtrip, found 2 days ago
￥66,180
Roundtrip
found 2 days ago
Select Delta flight, departing Thu, Oct 8 from Fort Myers to Chicago, returning Sun, Oct 11, priced at ￥66,180 found 2 days ago
United
Thu, Oct 8 - Sun, Oct 11
RSW
Fort Myers
ORD
Chicago
￥66,880 Roundtrip, found 2 days ago
￥66,880
Roundtrip
found 2 days ago
Select United flight, departing Thu, Oct 8 from Fort Myers to Chicago, returning Sun, Oct 11, priced at ￥66,880 found 2 days ago
United
Thu, Oct 8 - Sun, Oct 11
RSW
Fort Myers
ORD
Chicago
￥67,520 Roundtrip, found 2 days ago
￥67,520
Roundtrip
found 2 days ago
Select United flight, departing Thu, Oct 8 from Fort Myers to Chicago, returning Sun, Oct 11, priced at ￥67,520 found 2 days ago
United
Thu, Oct 8 - Sun, Oct 11
RSW
Fort Myers
ORD
Chicago
￥68,440 Roundtrip, found 2 days ago
￥68,440
Roundtrip
found 2 days ago
Select United flight, departing Thu, Oct 8 from Fort Myers to Chicago, returning Sun, Oct 11, priced at ￥68,440 found 2 days ago
Delta
Thu, Oct 8 - Sun, Oct 11
RSW
Fort Myers
ORD
Chicago
￥72,480 Roundtrip, found 2 days ago
￥72,480
Roundtrip
found 2 days ago
Select Delta flight, departing Thu, Oct 8 from Fort Myers to Chicago, returning Sun, Oct 11, priced at ￥72,480 found 2 days ago
United
Thu, Oct 8 - Sun, Oct 11
RSW
Fort Myers
ORD
Chicago
￥73,220 Roundtrip, found 2 days ago
￥73,220
Roundtrip
found 2 days ago
Select United flight, departing Thu, Oct 8 from Fort Myers to Chicago, returning Sun, Oct 11, priced at ￥73,220 found 2 days ago
United
Thu, Oct 8 - Sun, Oct 11
RSW
Fort Myers
ORD
Chicago
￥73,980 Roundtrip, found 2 days ago
￥73,980
Roundtrip
found 2 days ago
Select United flight, departing Thu, Oct 8 from Fort Myers to Chicago, returning Sun, Oct 11, priced at ￥73,980 found 2 days ago
United
Thu, Oct 8 - Sun, Oct 11
RSW
Fort Myers
ORD
Chicago
￥74,780 Roundtrip, found 2 days ago
￥74,780
Roundtrip
found 2 days ago
Select United flight, departing Thu, Oct 8 from Fort Myers to Chicago, returning Sun, Oct 11, priced at ￥74,780 found 2 days ago

Frequently asked questions

How much is a flight from RSW to O'Hare Airport?
If you're traveling from RSW to ORD, round-trip journeys start from ￥65,380. This figure is based on fares advertised within the last 7 days on Expedia for flights departing within the next year, so don't hang about. Book today 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 Southwest Florida Intl. Airport (RSW) to O'Hare Airport?
Most flights can be canceled online, but whether you incur a fee varies between airlines. If you do have to cancel your vacation, follow the instructions in the Customer Service Portal.
How do I find cheap flights from RSW to O'Hare Intl. Airport (ORD) 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 RSW to O'Hare Intl. Airport (ORD) flights, you'll see a "no change fees" filter for you to select.
How many hours is the flight from Southwest Florida Intl. Airport (RSW) to ORD?
There are plenty of ways to make the 3 hours and 8 minutes between Southwest Florida Intl. Airport (RSW) and ORD go by faster. Be productive and organize your camera roll or clear out all those backed-up emails. A good snooze also helps pass the time!
How far is the flight from RSW to O'Hare Airport?
The flight distance between Southwest Florida Intl. Airport and O'Hare Intl. Airport (ORD) is 1,800 kilometers. Bring a drink, a few snacks and something to read. Keep yourself entertained and the hours will fly by.
Which airlines fly direct from Southwest Florida Intl. Airport (RSW) to O'Hare Intl. Airport (ORD)?
United Airlines (UA) is one of the preferred choices for many travelers flying between RSW and O'Hare Intl. Airport (ORD). Choose from the 91 flights it offers on this route each month. American Airlines (AA) is another option. It operates 30 flights per month. Between these two airlines, you'll be able to find a great deal from Fort Myers to Chicago.
Are Southwest Florida Intl. Airport to O'Hare Airport flight tickets cheaper when they're purchased at the last minute?
Late planners can sometimes pick up a bargain, with some super cheap fares from Southwest Florida Intl. Airport to ORD popping up a few weeks before the departure date. If you'd rather book ahead, Expedia compares and updates all the best flight deals frequently — as early as a year in advance in some cases. It depends on the carrier though, as not every airline releases prices so far in advance.

Travel information

Origin airport
Southwest Florida Intl.
Destination airport
O'Hare Intl.
Roundtrip price
￥65,380
Distance
1796 km
Average flight time
2 hours 15 mins
*Available to Expedia members.