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Fares from $63 One Way, $115 Round Trip from Fort Myers to Chicago

Prices starting at $115 for return flights and $63 for one-way flights to Chicago were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

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More About Flying To Chicago from Fort Myers

Flights from Fort Myers to Chicago - Frequently Asked Questions

Are there non-stop flights from Fort Myers to Chicago?

Southwest Airlines offers nonstop flights from Fort Myers to Chicago, so all you need to do is sit back and relax until you hit the tarmac at Chicago, IL Airport (MDW-Midway Intl.).

What is the shortest flight from Fort Myers to Chicago?

Getting from Fort Myers, FL Airport (RSW-Southwest Florida Intl.) to Chicago, IL Airport (ORD-O'Hare Intl.) will take you at least 3 hours and 8 minutes. Indulge in a tipple and watch a flick or two — it's a golden opportunity to simply relax.

What airlines fly from Fort Myers to Chicago most frequently?

Southwest Airlines is the most frequent airline servicing the Fort Myers to Chicago route. Take your pick of 102 flights per month with this carrier.

Route Information for Flights from Fort Myers to Chicago

Origin Airport IATA CodeFMY
Destination Airport IATA CodeCHI
Distance1122 mi
Direct Flight AirlinesAmerican Airlines, Qatar Airways, United Airlines
Earliest Flight Arrival8:04PM UTC
Latest Flight Arrival8:57PM UTC

Flights from Fort Myers to Chicago

Southwest Florida International Airport

Orbitz.com offers a wide variety of travel services for those traveling from Fort Meyers. Orbitz.com searches a variety of airlines at once in order to locate cheap flights from Fort Meyers. The Southwest Florida International Airport serves Fort Meyers and the residents of Southwest Florida. The airport is located just 14 miles from downtown Fort Meyers on Colonial Boulevard. Eighteen airlines serve the Southwest Florida International Airport, and most tickets can be booked with Orbitz.com. Airlines include AirTran, Southwest, Sun Country and US Airways.

Parking at the AirportIf you're arriving in your own vehicle, you can use any of the parking choices offered at the airport. Covered short-term parking is free for the first 20 minutes. After 20 minutes, the lot is charged by the hour and by the day. Long-term parking is available and is charged by the hour, day or week. Individuals parking in the long-term lots have access to free vehicle services such as car locating, tire inflation and jump-starts. Shuttle service is available to and from the long-term lots, and drivers will provide luggage assistance.

Airport Transportation Options

Orbitz.com can provide travelers with bargain car rentals. Many rental services are located within the airport. Taxi services and LeeTran public transportation are both available to and from the airport. Fees are based on the distance traveled. Hotel shuttle services offer free rides to and from the airport.

Restaurants at the Airport

Use your spare time to grab a snack or a meal before you flight. The airport offers a variety of meal options. Have donuts and coffee at Dunkin Donuts, or grab a specialty coffee from Starbucks. The Great American Bagel Company also has plenty of choices for breakfast. Schedule cheap flights from Fort Meyers easily through Orbitz.com.

Airports in Chicago

Chicago O'Hare International Airport is located on West O'Hare, approximately 18 miles from downtown Chicago. It has hubs for every major airline that offers flights to Chicago, including American Airlines, British Airways and JetBlue. The Chicago Midway International Airport is located on South Cicero Avenue, approximately 12 miles from downtown Chicago. Seven airlines service Midway airport, including Air Tran, Delta and Southwest Airlines. Orbitz.com searches flights arriving at both airports so you get the best prices.

Transportation from the Airport

Both airports offer public transportation via Chicago's elevated train system. The tickets cost $2.25, or you can purchase an all-day pass for $5.75. Taxi services are also available from both airports. Cab fares to downtown Chicago range from $35 to $45. If you want to rent a car for the duration of your stay, Orbitz.com can reserve a vehicle for you. Both airports have onsite rental car facilities.

Weather in Chicago

Summer temperatures in Chicago range from 66 to 84 degrees Fahrenheit, and the temperatures during the winter months range from 18 to 35 degrees Fahrenheit. Chicago is prone to heavy snowfall during the winter months, so most vacationers travel to Chicago during the summer. However, if you use Orbitz.com and schedule your trip during the off-peak travel season, it's easy to find cheap flights to Chicago.

Highlights and Attractions

Orbitz.com not only helps you find cheap flights to Chicago, but can also help you purchase tickets to the Sears Tower or make reservations for guided city tours.

^Savings based on all package bookings with Flight + Hotel made on Orbitz.com from January 1, 2019 to December 31, 2019 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.