$25 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 $41 round trip and $25 one way. Prices and availability subject to change. Additional terms may apply.

Flight Schedule for ORD to RSW

CarrierFlightDepart ORDArrive RSWTue
11/30
Wed
12/1
Thu
12/2
Fri
12/3
Sat
12/4
Sun
12/5
Mon
12/6
Stops
NK12106:00 am09:49 amCheck Fare
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AA186507:00 am10:46 amCheck FareCheck FareCheck FareCheck Fare
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F9143907:00 am11:13 amCheck Fare
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UA174007:15 am11:12 amCheck FareCheck FareCheck FareCheck FareCheck FareCheck FareCheck Fare
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AA192908:45 am00:31 pmCheck FareCheck FareCheck FareCheck FareCheck FareCheck FareCheck Fare
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UA53110:46 am02:38 pmCheck FareCheck FareCheck FareCheck FareCheck FareCheck FareCheck Fare
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AA256100:31 pm04:23 pmCheck FareCheck FareCheck FareCheck FareCheck FareCheck FareCheck Fare
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NK168501:00 pm04:50 pmCheck Fare
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UA47902:17 pm06:05 pmCheck FareCheck FareCheck FareCheck FareCheck FareCheck FareCheck Fare
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UA201906:25 pm10:24 pmCheck FareCheck FareCheck Fare
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NK22307:48 pm11:45 pmCheck FareCheck FareCheck FareCheck FareCheck FareCheck FareCheck Fare
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AA229108:00 pm11:53 pmCheck FareCheck FareCheck FareCheck FareCheck FareCheck FareCheck Fare
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UA32306:25 pm10:24 pm
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Best Southwest Florida Intl. Flight and Hotel Packages

Southwest Florida Intl. flight + hotel packages - economy flights

Olde Marco Island Inn and Suites
GreenLinks Golf Villas at Lely Resort
Naples Grande Beach Resort
Park Shore Resort
Bellasera Resort
Don't see what you're looking for?
See all available trips from O'Hare Intl. to Southwest Florida Intl.
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FAQs about flights from O'Hare Intl. Airport (ORD) to Southwest Florida Intl. Airport (RSW)

Can I catch a flight from Chicago, IL Airport (ORD-O'Hare Intl.) to Fort Myers, FL Airport (RSW-Southwest Florida Intl.) right now?

For information on any present Fort Myers, FL Airport (RSW-Southwest Florida Intl.) travel advice and quarantine requirements, visit the Covid-19 Travel Advisor. Look before you arrange your flight, so you don't get caught out.

Are there direct flights from O'Hare Airport to Southwest Florida Intl. Airport?

Your next grand adventure is on the opposite side of just one flight. You can fly direct from O'Hare Airport to Southwest Florida Intl. Airport with multiple airlines, including United Airlines and 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 RSW, please visit our Customer Service Portal.

How long is the flight from Chicago, IL Airport (ORD-O'Hare Intl.) to Fort Myers, FL Airport (RSW-Southwest Florida Intl.)?

If you were hoping to squeeze in a decent snooze during your Chicago to Fort Myers flight, you may have to think again. The average flight time between Chicago, IL Airport (ORD-O'Hare Intl.) and Southwest Florida Intl. Airport is a short 2 hours and 52 minutes — just enough to sit back and rest your eyes for a short while.

What is the flight distance from Chicago, IL Airport (ORD-O'Hare Intl.) to RSW?

With a flight distance of 1,118 mi separating Chicago, IL Airport (ORD-O'Hare Intl.) and Southwest Florida Intl. Airport (RSW), you'll be in the air for a decent amount of time. It's the perfect chance to watch a movie or two, clear some emails or just chill out with a magazine.

What airlines fly from O'Hare Airport to RSW?

There are a number of airlines that offer direct flights between Chicago and Fort Myers. United Airlines (UA) is one of the most liked. This air carrier operates approximately 128 flights each month. You should also browse the deals on offer from American Airlines (AA). This airline operates 132 flights each month on the Chicago to Fort Myers route. Compare the two airlines to find your perfect fare.

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, American Airlines or United Airlines 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 2020. Wednesday and Friday prices are also good, but you may want to prepare your budget if booking on a Sunday, as data shows the end of the week 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 2020, 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 2020 flight demand trends, last minute planners can still bag a bargain with some of the cheapest fares appearing 2 weeks to 2 months prior to their travel dates.

How can I save money on airline tickets?

We'll let you in on a secret...You can save big on flights if you mix and match your airlines and fare types. In fact, travelers who booked flights on Travelocity in 2020 saved nearly 40% when their return flights consisted of two different airlines or fare types.

*According to flight demand on Travelocity.com from January to December 2020. Savings are subject to change based on departure location, date and destination.

O'Hare Intl. to Southwest Florida Intl. Flight FAQ

Traveling From O'Hare Intl.
Traveling To Southwest Florida Intl.
Shortest Flight Time 2 hours 45 mins
Earliest Departure Time 7:05AM CST
Latest Departure Time 7:48PM CST
Lowest Flight Price $41

Route Info

Flight path for flights from O'Hare International Airport to 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 $41 and $85. 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 $25. 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) 45 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, January 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.