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

Popular airlines from Southwest Florida Intl. Airport (RSW) to Chicago O'Hare Intl. Airport (ORD)

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Frequently asked questions

How long does it take to fly from Southwest Florida Intl. Airport (RSW) to O'Hare Intl. Airport (ORD)?
United Airlines has a direct flight departing from RSW at 7:20AM and touching down at ORD at 9:33AM — a total flight time of 3 hours and 13 minutes. Book the seat that's right for you, pack something to keep you entertained and the time will rush by.
Is it cheaper to buy a plane ticket from RSW to O'Hare Intl. Airport (ORD) last minute?
Being the spontaneous type is a fabulous way to explore the world, but it's not necessarily the cleverest way to find a cheap plane ticket. Consider booking your Southwest Florida Intl. Airport (RSW) to O'Hare Intl. Airport (ORD) trip in advance rather than waiting until the last minute. Based on flight pricing and demand studies in 2022, we have found that the best time to book domestic flights is between 28 – 35 days ahead of the departure date, and international flights three to four months in advance. Leave your spontaneous side for when you reach your destination!
What airline has the least delays from Southwest Florida Intl. Airport (RSW) to O'Hare Intl. Airport (ORD)?
Recording an on-time performance of 80%, American Airlines is the airline most likely to fly you from Southwest Florida Intl. Airport to O'Hare Intl. Airport (ORD) without any holdups. Flight delays can be a nice excuse to relax in the airport lounge. However, they can also make you miss an important connection or even ruin your vacation. Stay informed about delays by reviewing your flight status through the free Expedia App well before you get to the airport. If you're already at the terminal and the delay will significantly affect your plans, visit the customer service desk to discover what your options are.
What airports do you fly into for Chicago from Fort Myers?
With O'Hare Intl. Airport (ORD), Midway Intl. Airport (MDW) and Lewis University Airport (LOT) to choose from, flying from Fort Myers to Chicago is a cinch. The city's key hub, O'Hare Intl. Airport (ORD), is roughly 26 kilometers northwest of the downtown area. Along with the price of tickets, consider things like public transportation options from the airport and the distance to your hotel when deciding where to land. Get your Chicago vacation off to a superb start by visiting Wrigley Field and Millennium Park.
What are the most popular departure times for flights from Southwest Florida Intl. Airport to O'Hare Airport?
For United Airlines flights making their way from Southwest Florida Intl. Airport to O'Hare Airport, the busiest time is between 7:00 AM - 8:00 AM. If you want to avoid those frustrating delays, head out in the morning. This way you can dodge the heavy air traffic that accumulates in the afternoon and evening.
Can I change the date of my flight from RSW to O'Hare Airport?
Expedia makes it easy to make amendments to your RSW to O'Hare Airport trip yourself. Access your details via the Expedia Trips portal and tap "change flight." Look around for new flights and lock in the one that fits your plans. You'll see an estimate of applicable flight change fees. You can also visit our Customer Service portal to chat to our Virtual Agent and get answers to your questions.

Travel information

Travel information

Origin airport
Southwest Florida Intl.
Destination airport
O'Hare Intl.
Distance
1796 km
Average flight time
2 hours 11 mins

Book with confidence

Book with confidence

Fort Myers to Chicago Flights

Whether you’re looking for a grand adventure or just want to get away for a last-minute break, flights from Fort Myers to Chicago offer the perfect respite. Not only does exploring Chicago provide the chance to make some magical memories, dip into delectable dishes, and tour the local landmarks, but the cheap airfare means you won’t bust your budget. So no matter whether your ideal itinerary involves flying one way, non-stop, or round trip, you’re bound to find flights that match your schedule on Expedia, and at prices that won’t shock your wallet.

Bagging a cheap flight from Fort Myers to Chicago may mean more dollars to spend on for one-of-a-kind souvenirs when you arrive, but it doesn’t mean you have to skimp on your travel experience, as Expedia offers a sizzling selection of cheap airlines that’ll put you in your happy place on their planes, whether that’s getting lost in a hair-raising airport thriller, dreaming on the passing landscape over a glass of bubbly, or jotting down your vacation bucket list at 38,000 feet. There’s also bound to be plenty of opportunities to snap a few photos of the high life that will make your friends green with envy. After all, enjoying the journey is part of the fun.

With so many affordable flights and so many wonderful adventures awaiting you, there’s no reason to put off booking a fantastic flight from to today. So don’t leave it to the last minute to make your dream trip a reality: pack your bags with your go-to travel accessories, put together your list of must-see attractions and can’t-miss activities, and get ready to broaden your horizons – with Expedia, the wonders of Chicago are only a plane trip away. Book your travel arrangements with us today!

If you would like to book flights to Chicago more flexibly many prefer to purchase one-way tickets with options to take different airlines. A one way ticket to Chicago is now!

Fort Myers to Chicago Flights

Explore a world of travel with Expedia

Explore a world of travel with Expedia