$49 Cheap Flights from Fort Myers to Chicago

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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 $98 round trip and $49 one way. Prices and availability subject to change. Additional terms may apply.

Wed, Jan 25
RSW
Fort Myers
ORD
Chicago
$49 One way, found 10 hours ago
$49
One way
found 10 hours ago
Spirit Airlines
Sat, Feb 18
RSW
Fort Myers
ORD
Chicago
$89 One way, found 3 hours ago
$89
One way
found 3 hours ago
United
Wed, Dec 7 - Sat, Dec 10
RSW
Fort Myers
ORD
Chicago
$98 Roundtrip, found 12 hours ago
$98
Roundtrip
found 12 hours ago
Spirit Airlines
Tue, Dec 13 - Wed, Dec 14
RSW
Fort Myers
ORD
Chicago
$138 Roundtrip, found 2 hours ago
$138
Roundtrip
found 2 hours ago
United

Flight Schedule for RSW to ORD

CarrierFlightDepart RSWArrive ORDSun
11/27		Mon
11/28		Tue
11/29		Wed
11/30		Thu
12/1		Fri
12/2		Sat
12/3		Stops
AA104206:22 am08:31 amCheck FareCheck FareCheck FareCheck FareCheck FareCheck FareCheck Fare
0 Stops
UA111307:15 am09:21 amCheck FareCheck Fare
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-
0 Stops
NK12411:25 am01:41 pmCheck FareCheck FareCheck FareCheck FareCheck FareCheck FareCheck Fare
0 Stops
UA148500:49 pm02:55 pmCheck FareCheck FareCheck Fare
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-
-
-
0 Stops
AA289601:49 pm04:00 pmCheck FareCheck FareCheck Fare
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0 Stops
AA256103:12 pm05:23 pmCheck FareCheck FareCheck FareCheck FareCheck FareCheck FareCheck Fare
0 Stops
UA75503:24 pm05:32 pmCheck FareCheck FareCheck Fare
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-
0 Stops
UA114204:47 pm06:55 pmCheck Fare
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0 Stops
UA237004:47 pm06:55 pm
-
Check FareCheck Fare
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0 Stops
UA248407:15 am09:21 am
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Check FareCheck FareCheck FareCheck Fare
0 Stops
UA246100:49 pm02:55 pm
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Check FareCheck FareCheck FareCheck Fare
0 Stops
UA248803:26 pm05:32 pm
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Check FareCheck FareCheck FareCheck Fare
0 Stops
UA262004:47 pm06:55 pm
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Check Fare
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0 Stops

Frequently asked questions

Can I catch a flight from Southwest Florida Intl. Airport (RSW) to O'Hare Intl. Airport (ORD) right now?
For info on any present O’Hare Intl. Airport (ORD) quarantine requirements and travel advice, visit the Covid-19 Travel Advisor. Check before you arrange your flight, so you don’t get caught up.
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.
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 O’Hare Intl. Airport (ORD), please visit our Customer Service Portal.
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 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 United Airlines, American 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 Southwest Florida Intl.
Traveling To O'Hare Intl.
Shortest Flight Time 1 hours 6 mins
Earliest Departure Time 6:15AM CST
Latest Departure Time 3:20PM CST
Lowest Flight Price $98

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 4 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 $98 and $138. 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 $49. 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) 6 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, December 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.