$38 Cheap flights from Southwest Florida Intl. to O'Hare Intl. (RSW to ORD)

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

Amazing RSW to ORD Flight Deals

The cheapest flights to O'Hare Intl. found within the past 7 days were $64 round trip and $38 one way. Prices and availability subject to change. Additional terms may apply.

Wed, May 15 - Tue, May 21
RSW
Fort Myers
ORD
Chicago
$64 Roundtrip, found 5 days ago
$64
Roundtrip
found 5 days ago
Select Spirit Airlines flight, departing Wed, May 15 from Fort Myers to Chicago, returning Tue, May 21, priced at $64 found 5 days ago
Sun, Jun 2 - Mon, Jun 3
RSW
Fort Myers
ORD
Chicago
$75 Roundtrip, found 7 hours ago
$75
Roundtrip
found 7 hours ago
Select Spirit Airlines flight, departing Sun, Jun 2 from Fort Myers to Chicago, returning Mon, Jun 3, priced at $75 found 7 hours ago
Thu, May 30 - Sun, Jun 2
RSW
Fort Myers
ORD
Chicago
$86 Roundtrip, just found
$86
Roundtrip
just found
Select Spirit Airlines flight, departing Thu, May 30 from Fort Myers to Chicago, returning Sun, Jun 2, priced at $86 just found
Tue, May 21 - Tue, May 28
RSW
Fort Myers
ORD
Chicago
$92 Roundtrip, found 6 days ago
$92
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Tue, May 21 from Fort Myers to Chicago, returning Tue, May 28, priced at $92 found 6 days ago
Wed, Jun 5 - Wed, Jun 12
RSW
Fort Myers
ORD
Chicago
$97 Roundtrip, found 3 hours ago
$97
Roundtrip
found 3 hours ago
Select Spirit Airlines flight, departing Wed, Jun 5 from Fort Myers to Chicago, returning Wed, Jun 12, priced at $97 found 3 hours ago
Tue, Jun 11 - Wed, Jun 12
RSW
Fort Myers
ORD
Chicago
$107 Roundtrip, found 1 day ago
$107
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Tue, Jun 11 from Fort Myers to Chicago, returning Wed, Jun 12, priced at $107 found 1 day ago
Sun, May 26 - Sun, Jun 2
RSW
Fort Myers
ORD
Chicago
$112 Roundtrip, found 1 hour ago
$112
Roundtrip
found 1 hour ago
Select United flight, departing Sun, May 26 from Fort Myers to Chicago, returning Sun, Jun 2, priced at $112 found 1 hour ago
Thu, May 30 - Sat, Jun 1
RSW
Fort Myers
ORD
Chicago
$114 Roundtrip, found 4 days ago
$114
Roundtrip
found 4 days ago
Select Spirit Airlines flight, departing Thu, May 30 from Fort Myers to Chicago, returning Sat, Jun 1, priced at $114 found 4 days ago
Fri, May 31 - Sun, Jun 2
RSW
Fort Myers
ORD
Chicago
$116 Roundtrip, just found
$116
Roundtrip
just found
Select Spirit Airlines flight, departing Fri, May 31 from Fort Myers to Chicago, returning Sun, Jun 2, priced at $116 just found
Tue, Jun 4 - Tue, Jun 11
RSW
Fort Myers
ORD
Chicago
$124 Roundtrip, found 2 days ago
$124
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Tue, Jun 4 from Fort Myers to Chicago, returning Tue, Jun 11, priced at $124 found 2 days ago

Frequently asked questions

Are there direct flights from Southwest Florida Intl. Airport (RSW) to O'Hare Airport?
If you’re eager to travel from Southwest Florida Intl. Airport (RSW) to ORD in the shortest possible time, you’ll be glad to know multiple airlines offer direct flights. Choose your favorite seat with United Airlines or American Airlines.
How long is the flight from Southwest Florida Intl. Airport to ORD?
It takes approximately 3 hours and 7 minutes to jet from RSW to O’Hare Intl. Airport (ORD). You’ll be in your seat for a while, so amuse yourself with a movie or flick through the in-flight magazine.
What is the flight distance from Southwest Florida Intl. Airport (RSW) to O'Hare Intl. Airport (ORD)?
The flight distance from Southwest Florida Intl. Airport (RSW) to O’Hare Intl. Airport (ORD) is 1,100 mi. We recommend you pack some reading material or a crossword puzzle to make your journey more enjoyable.
What airlines fly from RSW to O'Hare Airport?
With a number of airlines operating direct flights from RSW to ORD, you’ll easily find one that ticks all your boxes. Below are some of the most reputable air carriers:

  • 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?
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
Southwest Florida Intl.
Traveling To
O'Hare Intl.
Shortest Flight Time
1 hours 11 mins
Earliest Departure Time
7:20AM CDT
Latest Departure Time
7:37PM CDT
Lowest Flight Price
$64

Route Info

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


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


Airlines & Aircraft Used on RSW to ORD Flight Routes


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

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

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 Fort Myers RSW to Chicago ORD at the right price  

Airfares to Chicago ORD from Fort Myers RSW currently cost between $64 and $124. 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 Fort Myers RSW to Chicago ORD 

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 Fort Myers RSW to Chicago ORD on Travelocity starting at $38. Prices and availability subject to change. Additional terms may apply. 

 

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

Get to Chicago faster, without the hassle of changing planes and moving baggage, by booking a direct flight. Expect your direct flight to ORD from RSW to take around 1 hour(s) 11 min(s).  

 

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

Find cheap flight deals by using our search filters to sort results starting with the lowest price airfares to ORD from RSW. 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 Fort Myers RSW to Chicago ORD today 

If you’re flexible about when you travel, May is usually the cheapest month to fly from Fort Myers RSW to Chicago ORD. 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 Chicago ORD from Fort Myers RSW 

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

 

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