92 € Cheap Flights from Chicago O'Hare International to Fort Myers Southwest Florida Reg

Compare Chicago O'Hare International to Fort Myers Southwest Florida Reg flight deals

Find the cheapest month or even day of the year to fly to Fort Myers Southwest Florida Reg

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Flight deals from Chicago O'Hare International to Fort Myers Southwest Florida Reg

Looking for a cheap last-minute deal or the best return flight from Chicago O'Hare International to Fort Myers Southwest Florida Reg? Find the lowest prices on one-way and return tickets right here.

Find the cheapest month to fly from Chicago O'Hare International to Fort Myers Southwest Florida Reg

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Chicago O'Hare International to Fort Myers Southwest Florida Reg flights are currently cheapest in November.

Direct flights from Chicago O'Hare International to Fort Myers Southwest Florida Reg

Chicago O'Hare International to Fort Myers Southwest Florida Reg: Alternative routes

Compare routes from Chicago O'Hare International to Fort Myers below. You may find an airport to fly into that's cheaper, faster, or easier than Fort Myers Southwest Florida Reg.

Chicago to Fort Myers: Flight information

The things to know before you go.
Cheapest flight found92 €
Cheapest month to flyNovember
Average flight time3 hrs, 1 min
Most popular airlineAmerican Airlines
Average flights per week154

Finding cheap flights from Chicago O'Hare International to Fort Myers Southwest Florida Reg: Frequently asked questions

The best price we found for a return flight from Chicago O'Hare International to Fort Myers Southwest Florida Reg is 92 €. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.
3 hours and 1 minute is the average flight time from Chicago O'Hare International to Fort Myers Southwest Florida Reg.
American Airlines, Alaska Airlines and United fly direct from Chicago O'Hare International to Fort Myers Southwest Florida Reg.
As of September 2025, there are 154 flights per week flying from Chicago O'Hare International to Fort Myers Southwest Florida Reg.
The cheapest month to fly from Chicago O'Hare International to Fort Myers Southwest Florida Reg is usually November.
After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Chicago O'Hare International Airport to Fort Myers Southwest Florida Reg Airport on Wednesday, 19 November 2025.
Yes – the average flight time is 3 hours and 1 minute.
We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Fort Myers Southwest Florida Reg but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.
We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to Fort Myers is around 40 days in advance, so don’t leave your flight to the last minute.
Currently, Spirit Airlines offers the cheapest flight tickets to Fort Myers Southwest Florida Reg.

Travelling from O'Hare International Airport (ORD) to Southwest Florida International Airport (RSW): what you need to know

  • The average length of a direct flight from O'Hare International Airport to Southwest Florida International Airport is 2 hours 55 minutes.

  • Fort Myers is one hour ahead of Chicago and observes the UTC-4 timezone.

  • Choose from 69 weekly O'Hare International Airport to Southwest Florida International Airport flights. The 07:00 departure with American Airlines is the earliest flight available. American Airlines operates the last service of the day at 18:30.

  • For a stress-free journey, arrive at the airport two hours ahead of international flights and one hour before domestic departures. This will give you enough time to catch your ORD to RSW flight.

  • Travelling during a peak month such as August? Public holidays and other popular seasons can mean longer queues at check-in and security. Play it safe and get there up to four hours ahead of an international flight and two hours before a domestic departure.

  • You can travel nonstop to Fort Myers, United States. Take to the skies with one of these carriers that operate direct flights from O'Hare International Airport to Southwest Florida International Airport:

  • American Airlines is the airline most travellers choose for this route.

  • With a reliable 82.89% of services landing on schedule, United Airlines is the most punctual carrier for ORD to RSW flights.

  • We make it easy to book a flight with a stopover. To see all your options for tickets from O'Hare International Airport to Southwest Florida International Airport, deselect 'Direct flights only.' Then, pick a flight with a stop long enough to tour the city of your choice. Worthwhile stopovers between ORD and RSW include:

    • Nashville International Airport

    • Cincinnati/Northern Kentucky Airport

    • John Glenn Columbus International Airport

How to find the cheapest flights from O'Hare International Airport (ORD) to Southwest Florida International Airport (RSW)

  • Currently, 45 € is the lowest price we've found for a one-way O'Hare International Airport to Southwest Florida International Airport flight. The best price for a return ticket is 92 €. Keep in mind that fares may change due to availability at the time of booking.

  • Get cheap tickets from ORD to RSW by booking at least six months ahead. According to our research, that's the sweet spot for bagging a bargain.

  • May is the cheapest month for flights from O'Hare International Airport to Southwest Florida International Airport. If you want to travel during a different time of year, the 'Whole month' tool will give you the lowest airfares across every month.

  • Picking up cheap flights from ORD to RSW is easy with Price Alerts. Simply set up one of these automatic alerts and we'll notify you as soon as a new deal comes up.

  • Tailor your flights using filters. Select your ideal arrival and departure times, total journey duration and airlines. You can also sort the results by 'Cheapest,' 'Best' or 'Fastest' flights from O'Hare International Airport to Southwest Florida International Airport.

Handy information about O'Hare International Airport (ORD)

  • ORD is located at 10000 West O'Hare.

  • 74.85% of flights that take off from O'Hare International Airport make it to their destination on schedule.

  • Central Chicago to O'Hare International Airport is around 40 kilometres. Depending on traffic, it'll take about 35 minutes to get there if you're driving, ride-sharing or catching a cab.

  • Expect a journey time of roughly 55 minutes on public transport.

  • Searching for a handy hotel near ORD? If you're catching an early flight from O'Hare International Airport to Southwest Florida International Airport, these accommodation options will have you moments from your departure gate:

Arriving at Southwest Florida International Airport (RSW)

Getting from Southwest Florida International Airport (RSW) to central Fort Myers

  • You'll find RSW at 11000 Terminal Access Road.

  • Southwest Florida International Airport to central Fort Myers has a drive time of around 25 minutes. It's approximately 23 kilometres away.

When to fly to Southwest Florida International Airport (RSW)

  • The quietest month for a flight from O'Hare International Airport to Southwest Florida International Airport is May, while October is the busiest. Pick the ideal time to visit Fort Myers based on whether you prefer a more relaxed vibe or a faster pace.

  • Before locking in your flight from O'Hare International Airport to Southwest Florida International Airport, consider the kind of weather you enjoy. August is the warmest month in Fort Myers, with the temperature ranging from 25ºC (77ºF) to 33ºC (91ºF).

  • January sees average temperatures of between 10ºC (50ºF) and 24ºC (75ºF). Look for cheap tickets from ORD to RSW sometime around then if you'd rather travel in cooler conditions.

Explore more of United States

  • You've seen Fort Myers, now it's time to explore other parts of United States. Travel about 418 kilometres north to Jacksonville to check off its top attractions. From Jacksonville Zoo and Gardens to The Cummer Museum of Art & Gardens and Friendship Fountain, you'll have a packed itinerary ahead.

  • Around 193 kilometres south-east of Fort Myers, Miami is another essential stop in United States. No visit is complete without checking out Wynwood Walls, Vizcaya Museum and Gardens and American Airlines Arena.

Prices shown on this page are estimated lowest prices only. Found in the last 45 days.