￥16,750 Cheap Flights from Chicago (ORD) to Fort Myers (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 ￥16,750 for one-way flights and ￥31,347 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Thu, May 30 - Mon, Jun 3
ORD
Chicago
RSW
Fort Myers
￥31,347 Roundtrip, found 6 days ago
￥31,347
Roundtrip
found 6 days ago
Select Delta flight, departing Thu, May 30 from Chicago to Fort Myers, returning Mon, Jun 3, priced at ￥31,347 found 6 days ago
United
Thu, May 30 - Mon, Jun 3
ORD
Chicago
RSW
Fort Myers
￥32,381 Roundtrip, found 6 days ago
￥32,381
Roundtrip
found 6 days ago
Select United flight, departing Thu, May 30 from Chicago to Fort Myers, returning Mon, Jun 3, priced at ￥32,381 found 6 days ago
American Airlines
Thu, May 30 - Mon, Jun 3
ORD
Chicago
RSW
Fort Myers
￥34,728 Roundtrip, found 6 days ago
￥34,728
Roundtrip
found 6 days ago
Select American Airlines flight, departing Thu, May 30 from Chicago to Fort Myers, returning Mon, Jun 3, priced at ￥34,728 found 6 days ago
Delta
Thu, May 30 - Mon, Jun 3
ORD
Chicago
RSW
Fort Myers
￥36,043 Roundtrip, found 6 days ago
￥36,043
Roundtrip
found 6 days ago
Select Delta flight, departing Thu, May 30 from Chicago to Fort Myers, returning Mon, Jun 3, priced at ￥36,043 found 6 days ago
Delta
Thu, May 30 - Mon, Jun 3
ORD
Chicago
RSW
Fort Myers
￥36,714 Roundtrip, found 6 days ago
￥36,714
Roundtrip
found 6 days ago
Select Delta flight, departing Thu, May 30 from Chicago to Fort Myers, returning Mon, Jun 3, priced at ￥36,714 found 6 days ago
United
Thu, May 30 - Mon, Jun 3
ORD
Chicago
RSW
Fort Myers
￥37,748 Roundtrip, found 6 days ago
￥37,748
Roundtrip
found 6 days ago
Select United flight, departing Thu, May 30 from Chicago to Fort Myers, returning Mon, Jun 3, priced at ￥37,748 found 6 days ago
Delta
Sat, Jun 1 - Wed, Jun 5
ORD
Chicago
RSW
Fort Myers
￥37,877 Roundtrip, found 5 days ago
￥37,877
Roundtrip
found 5 days ago
Select Delta flight, departing Sat, Jun 1 from Chicago to Fort Myers, returning Wed, Jun 5, priced at ￥37,877 found 5 days ago
Delta
Sat, Jun 1 - Wed, Jun 5
ORD
Chicago
RSW
Fort Myers
￥38,365 Roundtrip, found 5 days ago
￥38,365
Roundtrip
found 5 days ago
Select Delta flight, departing Sat, Jun 1 from Chicago to Fort Myers, returning Wed, Jun 5, priced at ￥38,365 found 5 days ago
American Airlines
Thu, May 30 - Mon, Jun 3
ORD
Chicago
RSW
Fort Myers
￥38,491 Roundtrip, found 6 days ago
￥38,491
Roundtrip
found 6 days ago
Select American Airlines flight, departing Thu, May 30 from Chicago to Fort Myers, returning Mon, Jun 3, priced at ￥38,491 found 6 days ago
Delta
Thu, May 30 - Mon, Jun 3
ORD
Chicago
RSW
Fort Myers
￥38,557 Roundtrip, found 6 days ago
￥38,557
Roundtrip
found 6 days ago
Select Delta flight, departing Thu, May 30 from Chicago to Fort Myers, returning Mon, Jun 3, priced at ￥38,557 found 6 days ago
Flights from Chicago (ORD) to Fort Myers (RSW)
Origin airport
O'Hare Intl.
Destination airport
Southwest Florida Intl.
Roundtrip price
￥31,347
Distance
1796 km
Average flight time
3 hours 57 mins

Chicago to Fort Myers Flights

Sometimes you just need to get out of town or maybe you’re looking for a change of scenery. Regardless of the reason, a flight from Chicago to will do just the trick! Go on, plan to see all the famous landmarks and eat your weight in the local cuisine. Your trip is beckoning, so answer the call by packing your suitcase and filling your travel itinerary with exploring Fort Myers.

Whether you’re flying for business or jet-setting on your personal time, you’ve come to the right place. Here at Expedia.com, we’ll pair you up with ORD to RSW flights that won’t make your bank account wince. Ready to temporarily leave behind Chicago for new horizons? Browse through our cheap airfare, and filter by flight times and dates until you find just what you had in mind. From flights without layovers to ones that arrive early in the morning, you’ll come across plane tickets that suit your travel preferences. You can even bundle your flight to RSW with hotels and car rentals to score even bigger savings.

All set to hit the clouds? Book your travel arrangements with us today and have left-over money to put toward your travel outings and adventures.

Frequently asked questions

How much is a flight from ORD to RSW?
If you’re traveling between O’Hare Intl. Airport (ORD) and Southwest Florida Intl. Airport (RSW), round-trip flights start from ￥31,347. This figure is based on airfares available within the last 7 days on Expedia for flights departing within the next year, so don’t wait around. Book now and save yourself both 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?
Each air carrier has its own set of terms and conditions. If you decide to cancel your getaway, head to our Customer Service Portal.
How do I find cheap flights from O'Hare Intl. Airport (ORD) to Southwest Florida Intl. Airport 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 O’Hare Intl. Airport (ORD) to Southwest Florida Intl. Airport flights, you’ll see a “no change fees” filter for you to select.
How many hours is the flight from ORD to Southwest Florida Intl. Airport?
Sit back, pick a movie and 2 hours and 53 minutes will pass by in the blink of an eye. That’s how long it takes to jet to Southwest Florida Intl. Airport (RSW) from O’Hare Intl. Airport (ORD).
How far is the flight from O'Hare Airport to Southwest Florida Intl. Airport (RSW)?
Expect to be cruising at altitude for a while, as the flight distance between ORD and Southwest Florida Intl. Airport is 1,800 kilometers. Set up a playlist of your favorite podcasts before leaving home to keep yourself entertained during the flight.
Which airlines fly direct from O'Hare Airport to Southwest Florida Intl. Airport?
United Airlines (UA) is one of the top choices for travelers jetting between O’Hare Intl. Airport (ORD) and Southwest Florida Intl. Airport. Choose from the 91 flights it operates on this route each month. Spirit Airlines (NK) is another popular choice. It offers 30 flights each month. Between these two airlines, you’ll be able to find a great deal from Chicago to Fort Myers.
Are ORD to Southwest Florida Intl. Airport flight tickets cheaper when they're purchased at the last minute?
Booking your trip from ORD to Southwest Florida Intl. Airport (RSW) last minute could be your ticket to a fantastic deal. However, it could end up costing you a whole lot more! If you’d prefer to err on the side of caution, book well ahead of your departure date. In fact, Expedia has some of the best bargains as far ahead as 12 months in advance. If your preferred air carrier hasn’t released tickets yet, check back regularly as deals are updated all the time on Expedia.
*Available to Expedia members.