Cheap Flights From O'Hare Intl. (ORD) To Southwest Florida Intl. (RSW)

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Cheapest Flights from Chicago (ORD) to Fort Myers (RSW)

The cheapest flights to Southwest Florida Intl. found within the past 7 days were CA $96 round trip and CA $35 one way. Prices and availability subject to change. Additional terms may apply.

Mon, Feb 23 - Wed, Feb 25
ORD
Chicago
RSW
Fort Myers
CA $96 Roundtrip, found 1 hour ago
CA $96
Roundtrip
found 1 hour ago
Select Spirit Airlines flight, departing Mon, Feb 23 from Chicago to Fort Myers, returning Wed, Feb 25, priced at CA $96 found 1 hour ago
Mon, Mar 2 - Thu, Mar 12
ORD
Chicago
RSW
Fort Myers
CA $124 Roundtrip, found 2 hours ago
CA $124
Roundtrip
found 2 hours ago
Select Spirit Airlines flight, departing Mon, Mar 2 from Chicago to Fort Myers, returning Thu, Mar 12, priced at CA $124 found 2 hours ago
Thu, Mar 5 - Sun, Mar 8
ORD
Chicago
RSW
Fort Myers
CA $132 Roundtrip, found 3 days ago
CA $132
Roundtrip
found 3 days ago
Select Spirit Airlines flight, departing Thu, Mar 5 from Chicago to Fort Myers, returning Sun, Mar 8, priced at CA $132 found 3 days ago
Mon, Feb 23 - Wed, Feb 25
ORD
Chicago
RSW
Fort Myers
CA $179 Roundtrip, found 1 hour ago
CA $179
Roundtrip
found 1 hour ago
Select American Airlines flight, departing Mon, Feb 23 from Chicago to Fort Myers, returning Wed, Feb 25, priced at CA $179 found 1 hour ago
Mon, Feb 23 - Wed, Feb 25
ORD
Chicago
RSW
Fort Myers
CA $185 Roundtrip, found 1 hour ago
CA $185
Roundtrip
found 1 hour ago
Select Spirit Airlines flight, departing Mon, Feb 23 from Chicago to Fort Myers, returning Wed, Feb 25, priced at CA $185 found 1 hour ago
Mon, Feb 23 - Wed, Feb 25
ORD
Chicago
RSW
Fort Myers
CA $192 Roundtrip, found 1 hour ago
CA $192
Roundtrip
found 1 hour ago
Select Delta flight, departing Mon, Feb 23 from Chicago to Fort Myers, returning Wed, Feb 25, priced at CA $192 found 1 hour ago
Mon, Mar 2 - Thu, Mar 12
ORD
Chicago
RSW
Fort Myers
CA $205 Roundtrip, found 2 hours ago
CA $205
Roundtrip
found 2 hours ago
Select JetBlue Airways flight, departing Mon, Mar 2 from Chicago to Fort Myers, returning Thu, Mar 12, priced at CA $205 found 2 hours ago
Wed, Feb 4 - Thu, Feb 19
ORD
Chicago
RSW
Fort Myers
CA $213 Roundtrip, found 3 days ago
CA $213
Roundtrip
found 3 days ago
Select Spirit Airlines flight, departing Wed, Feb 4 from Chicago to Fort Myers, returning Thu, Feb 19, priced at CA $213 found 3 days ago
Mon, Feb 23 - Wed, Feb 25
ORD
Chicago
RSW
Fort Myers
CA $232 Roundtrip, found 1 hour ago
CA $232
Roundtrip
found 1 hour ago
Select American Airlines flight, departing Mon, Feb 23 from Chicago to Fort Myers, returning Wed, Feb 25, priced at CA $232 found 1 hour ago
Mon, Feb 23 - Wed, Feb 25
ORD
Chicago
RSW
Fort Myers
CA $246 Roundtrip, found 1 hour ago
CA $246
Roundtrip
found 1 hour ago
Select Delta flight, departing Mon, Feb 23 from Chicago to Fort Myers, returning Wed, Feb 25, priced at CA $246 found 1 hour ago

Frequently asked questions

Are there direct flights from O'Hare Intl. Airport (ORD) to Southwest Florida Intl. Airport?
Kick off your escape relaxed and calm and fly straight to Southwest Florida Intl. Airport (RSW) from O'Hare Intl. Airport (ORD). United Airlines and American Airlines are among the airlines that offer direct services on this route.
What airlines fly from O'Hare Intl. Airport (ORD) to Southwest Florida Intl. Airport?
If you'd prefer to fly direct from O'Hare Intl. Airport (ORD) to RSW, you don't have to worry about choice. We've listed some of the most popular airlines that advertise nonstop services on this route:

  • United Airlines - (UA) with 117 flights every month
  • American Airlines - (AA) with 47 flights every month
  • Spirit Airlines - (NK) with 30 flights every month
  • Southwest Airlines - (WN) with 8 flights every month

What is the best day to buy a plane ticket?
Airfares offered on Friday tend to be the cheapest, according to flight demand on Travelocity.ca in 2021. Purchasing your airfares on a Thursday or Saturday can also provide better value, however our advice if you're looking to save money is to avoid booking on a Wednesday or Sunday. Our data shows that those two days have the highest ticket values on average, so keep this in mind if you're browsing flight deals.
What are the cheapest days to fly?
Frequent travellers may already know this, but earlier in the week is often the cheapest time to fly. Flights departing on a Monday are the cheapest of the week. Since flights towards the middle of the week tend to be more popular, this causes the prices to rise. This is why, on average, airfares booked on Travelocity.ca in 2021 were most expensive for Wednesday departures.
How far in advance can you book a flight?
Here's the deal: It is typically possible to start comparing international airfares on Travelocity.ca up to 12 months in advance. However, it does depend on the carrier as not all airlines release their prices that far out. According to our 2021 flight demand trends, last minute planners can still bag a bargain with some of the cheapest fares appearing 2-4 weeks prior to their travel dates.*According to flight demand on Travelocity.ca from January to December 2021. Savings are subject to change and may vary depending on selections made.

Popular Flight Routes from Chicago (ORD)

Travelers at ORD love to visit these top cities. Roam to the top destinations from Chicago (ORD) today with the cheap prices from Travelocity!

Popular Flight Routes from Fort Myers (RSW)

Travelers at RSW love to visit these top cities. Roam to the top destinations from Fort Myers(RSW) today with the cheap prices from Travelocity!

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.