$78 Cheap Flights from Chicago to Fort Myers

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Find The Best Dates To Fly from O'Hare Intl. to Southwest Florida Intl.

Amazing ORD to RSW Flight Deals

The cheapest flights to Southwest Florida Intl. found within the past 7 days were $154 round trip and $78 one way. Prices and availability subject to change. Additional terms may apply.

Wed, Aug 2
ORD
Chicago
RSW
Fort Myers
$78 One way, just found
$78
One way
just found
Select Spirit Airlines flight, departing Wed, Aug 2 from Chicago to Fort Myers, priced at $78 just found
Tue, Jun 20
ORD
Chicago
RSW
Fort Myers
$88 One way, found 1 hour ago
$88
One way
found 1 hour ago
Select Spirit Airlines flight, departing Tue, Jun 20 from Chicago to Fort Myers, priced at $88 found 1 hour ago
Tue, Jul 18
ORD
Chicago
RSW
Fort Myers
$89 One way, just found
$89
One way
just found
Select United flight, departing Tue, Jul 18 from Chicago to Fort Myers, priced at $89 just found
Wed, Aug 30
ORD
Chicago
RSW
Fort Myers
$91 One way, found 17 hours ago
$91
One way
found 17 hours ago
Select American Airlines flight, departing Wed, Aug 30 from Chicago to Fort Myers, priced at $91 found 17 hours ago
Sat, Nov 4
ORD
Chicago
RSW
Fort Myers
$100 One way, found 1 day ago
$100
One way
found 1 day ago
Select United flight, departing Sat, Nov 4 from Chicago to Fort Myers, priced at $100 found 1 day ago
Sat, Jul 22
ORD
Chicago
RSW
Fort Myers
$110 One way, just found
$110
One way
just found
Select Delta flight, departing Sat, Jul 22 from Chicago to Fort Myers, priced at $110 just found
Wed, Aug 30
ORD
Chicago
RSW
Fort Myers
$111 One way, found 17 hours ago
$111
One way
found 17 hours ago
Select Delta flight, departing Wed, Aug 30 from Chicago to Fort Myers, priced at $111 found 17 hours ago
Fri, Jul 14
ORD
Chicago
RSW
Fort Myers
$112 One way, just found
$112
One way
just found
Select Spirit Airlines flight, departing Fri, Jul 14 from Chicago to Fort Myers, priced at $112 just found
Sat, Sep 23
ORD
Chicago
RSW
Fort Myers
$114 One way, found 1 day ago
$114
One way
found 1 day ago
Select Spirit Airlines flight, departing Sat, Sep 23 from Chicago to Fort Myers, priced at $114 found 1 day ago
Fri, Nov 3
ORD
Chicago
RSW
Fort Myers
$114 One way, found 8 hours ago
$114
One way
found 8 hours ago
Select Spirit Airlines flight, departing Fri, Nov 3 from Chicago to Fort Myers, priced at $114 found 8 hours ago
Sat, Jul 8 - Tue, Jul 25
ORD
Chicago
RSW
Fort Myers
$154 Roundtrip, found 2 days ago
$154
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Sat, Jul 8 from Chicago to Fort Myers, returning Tue, Jul 25, priced at $154 found 2 days ago
Thu, Jul 13 - Mon, Jul 17
ORD
Chicago
RSW
Fort Myers
$156 Roundtrip, found 1 hour ago
$156
Roundtrip
found 1 hour ago
Select Spirit Airlines flight, departing Thu, Jul 13 from Chicago to Fort Myers, returning Mon, Jul 17, priced at $156 found 1 hour ago
Thu, Jun 22 - Thu, Jul 13
ORD
Chicago
RSW
Fort Myers
$166 Roundtrip, found 12 hours ago
$166
Roundtrip
found 12 hours ago
Select Spirit Airlines flight, departing Thu, Jun 22 from Chicago to Fort Myers, returning Thu, Jul 13, priced at $166 found 12 hours ago
Sat, Jun 17 - Sun, Jul 2
ORD
Chicago
RSW
Fort Myers
$170 Roundtrip, found 2 days ago
$170
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Sat, Jun 17 from Chicago to Fort Myers, returning Sun, Jul 2, priced at $170 found 2 days ago
Tue, Jun 20 - Thu, Jul 13
ORD
Chicago
RSW
Fort Myers
$176 Roundtrip, found 12 hours ago
$176
Roundtrip
found 12 hours ago
Select Spirit Airlines flight, departing Tue, Jun 20 from Chicago to Fort Myers, returning Thu, Jul 13, priced at $176 found 12 hours ago
Tue, Jul 11 - Wed, Jul 26
ORD
Chicago
RSW
Fort Myers
$178 Roundtrip, just found
$178
Roundtrip
just found
Select United flight, departing Tue, Jul 11 from Chicago to Fort Myers, returning Wed, Jul 26, priced at $178 just found
Tue, Aug 15 - Mon, Aug 21
ORD
Chicago
RSW
Fort Myers
$184 Roundtrip, found 2 days ago
$184
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Tue, Aug 15 from Chicago to Fort Myers, returning Mon, Aug 21, priced at $184 found 2 days ago
Sat, Oct 28 - Wed, Nov 1
ORD
Chicago
RSW
Fort Myers
$188 Roundtrip, found 6 hours ago
$188
Roundtrip
found 6 hours ago
Select United flight, departing Sat, Oct 28 from Chicago to Fort Myers, returning Wed, Nov 1, priced at $188 found 6 hours ago
Wed, Jul 12 - Sun, Jul 23
ORD
Chicago
RSW
Fort Myers
$190 Roundtrip, just found
$190
Roundtrip
just found
Select Spirit Airlines flight, departing Wed, Jul 12 from Chicago to Fort Myers, returning Sun, Jul 23, priced at $190 just found
Sat, Jul 8 - Fri, Jul 21
ORD
Chicago
RSW
Fort Myers
$194 Roundtrip, found 2 days ago
$194
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Sat, Jul 8 from Chicago to Fort Myers, returning Fri, Jul 21, priced at $194 found 2 days ago

Flight Schedule for ORD to RSW

CarrierFlightDepart ORDArrive RSWSat
6/3		Sun
6/4		Mon
6/5		Tue
6/6		Wed
6/7		Thu
6/8		Fri
6/9		Stops
UA174007:10 am11:11 amCheck FareCheck FareCheck FareCheck FareCheck FareCheck FareCheck Fare
0 Stops
AA117108:31 am00:22 pmCheck Fare
-
-
-
-
-
-
0 Stops
AA192909:51 am01:41 pmCheck FareCheck FareCheck FareCheck FareCheck FareCheck FareCheck Fare
0 Stops
UA238910:48 am02:48 pmCheck FareCheck FareCheck FareCheck FareCheck FareCheck FareCheck Fare
0 Stops
NK76303:15 pm07:04 pmCheck FareCheck FareCheck FareCheck FareCheck FareCheck FareCheck Fare
0 Stops
UA35706:14 pm10:14 pm
-
-
-
-
-
-
Check Fare
0 Stops

Best Southwest Florida Intl. Flight and Hotel Packages

Southwest Florida Intl. flight + hotel packages - economy flights

Hampton Inn Bonita Springs/Naples-North

Hampton Inn Bonita Springs/Naples-North

2.5 out of 5
Price was $796, price is now $662 per person
per person
Jul 10 - Jul 17
Roundtrip flight included
Chicago (ORD) to Fort Myers (RSW)
Edison Beach House

Edison Beach House

3.5 out of 5
Price was $978, price is now $822 per person
per person
Jul 2 - Jul 7
Roundtrip flight included
Chicago (ORD) to Fort Myers (RSW)
Hilton Naples

Hilton Naples

4 out of 5
Price was $610, price is now $519 per person
per person
Jul 6 - Jul 9
Roundtrip flight included
Chicago (ORD) to Fort Myers (RSW)
Innovation Hotel

Innovation Hotel

3 out of 5
Price was $510, price is now $434 per person
per person
Jul 6 - Jul 9
Roundtrip flight included
Chicago (ORD) to Fort Myers (RSW)
LaPlaya Beach & Golf Resort - A Noble House Resort

LaPlaya Beach & Golf Resort - A Noble House Resort

4.5 out of 5
Save 100% on your flightPrice was $1,945, price is now $1,766 per person
per person
Jul 10 - Jul 17
Roundtrip flight included
Chicago (ORD) to Fort Myers (RSW)
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Frequently asked questions

Can I catch a flight from O'Hare Intl. Airport (ORD) to Southwest Florida Intl. Airport right now?
For info on any current Southwest Florida Intl. Airport travel advice and quarantine requirements, go to the Covid-19 Travel Advisor. Look before you book your flight, so you don’t get caught up en route.
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.
If I am not able to travel due to COVID-19, can I change my booking to a later date?
For more info about changing your flight to RSW, please visit our Customer Service Portal.
How long is the flight from O'Hare Intl. Airport (ORD) to Southwest Florida Intl. Airport (RSW)?
On average, flying from ORD to Southwest Florida Intl. Airport takes a mere 2 hours and 55 minutes. Use the short flight to rest your eyelids or listen to a quick podcast before the next part of your journey begins.
What is the flight distance from O'Hare Airport to Southwest Florida Intl. Airport?
With a flight distance of 1,100 mi between ORD and Southwest Florida Intl. Airport (RSW), you’ll be cruising at altitude for a reasonable length of time. It’s a great chance to get engrossed in a movie, get some work done or just relax with a novel.
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 airlines have practices regarding COVID-19 in place and use social distancing?
From the moment you enter the departure terminal to when you leave the arrivals terminal, if you’re flying with Southwest Airlines, United Airlines or Delta you can be sure that COVID-19 measures and social distancing rules have been adhered to. Many airlines have introduced capped capacity flights and keeping the middle seat empty.
What is the best day to buy a plane ticket?
This just in! Airfares offered on Thursdays tend to be the cheapest, according to flight demand on Travelocity in 2021. Tuesday and Wednesday prices are also good, but you may want to prepare your budget if booking during the weekend, as data shows that is when prices are generally at their highest.
What are the cheapest days to fly?
Frequent travelers may already know this, but earlier in the week can be the cheapest time to fly. In 2021, flights departing on a Monday were generally the cheapest of the week, whereas you may pay a premium for weekend flights when demand is usually high. On average, tickets were most expensive for Saturday departures, so if you need to fly out on a weekend, you might look for deals ahead of time.
How far in advance can you book a flight?
Trying to figure out how early you should book your flight? It’s possible to start comparing international airfares on Travelocity 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 0-2 weeks prior to their travel dates.*According to flight demand on Travelocity.com from January to December 2021. Savings are subject to change based on departure location, date and destination.

 

Traveling From
O'Hare Intl.
Traveling To
Southwest Florida Intl.
Shortest Flight Time
2 hours 50 mins
Earliest Departure Time
6:00AM CDT
Latest Departure Time
6:14PM CDT
Lowest Flight Price
$154

Route Info

Flight path for flights from O'Hare International Airport to Southwest Florida International Airport


Origin:
ORD - O'Hare International Airport
Destination:
RSW - Southwest Florida International Airport
Distance:
1,129.00 miles


Airlines & Aircraft Used on ORD to RSW Flight Routes


Airline Carrier
Aircraft
American Airlines
Airbus A320-100/200
American Airlines
Boeing 737-300 pax
American Airlines
Boeing 737-800 pax
United Airlines
Airbus A319
United Airlines
Airbus A320-100/200

Discover our best flights from Chicago ORD to Fort Myers RSW. 

With 20 airlines to choose from on Travelocity, you can easily find the best option for you. Use our filters to sort by price, compare airlines, and find the most convenient flight times. 

 

Find our best return flights from Chicago ORD to Fort Myers RSW at the right price  

Airfares to Fort Myers RSW from Chicago ORD currently cost between $154 and $194. It’s usually cheaper to book a round trip than two separate one-way flights. Prices and availability subject to change. Additional terms may apply. 

 

Book one-way flights from Chicago ORD to Fort Myers RSW 

If you want to be flexible about when you return, or keep your travel options open ended, a one-way flight could be just the ticket! You’ll find one-way airfares from Chicago ORD to Fort Myers RSW on Travelocity starting at $78. Prices and availability subject to change. Additional terms may apply. 

 

Get to Fort Myers RSW from Chicago ORD quicker with direct flights. 

Get to Fort Myers faster, without the hassle of changing planes and moving baggage, by booking a direct flight. Expect your direct flight to RSW from ORD to take around 2 hour(s) 50 min(s).  

 

Find our cheapest airfares for flights from Chicago ORD to Fort Myers RSW

Find cheap flight deals by using our search filters to sort results starting with the lowest price airfares to RSW from ORD. Our Price Match Promise means if you find a lower rate on Travelocity.com or on another US-based website within 24 hours of booking, we’ll credit or refund the difference.  

 

Get our best airfare deals for your flight from Chicago ORD to Fort Myers RSW today 

If you’re flexible about when you travel, July is usually the cheapest month to fly from Chicago ORD to Fort Myers RSW. If you need to be more specific, search by date and arrival and departure times.Then, compare prices across different airlines, and sort results by lowest price first. 

 

Book flexible airline tickets for flights to Fort Myers RSW from Chicago ORD 

Some airlines let you change your travel dates without charging a fee. Use our ‘no change fee’ filter to see which flights to RSW from ORD have this option.  

 

Travel with confidence when you book flights to Fort Myers RSW from Chicago ORD with Travelocity 

We’ve secured fantastic deals with all the main airline carriers and it’s easy to compare, choose, and book with Travelocity. With 24/7 customer service and our free 'App', we’ll always keep you moving. 

*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.