$48 Cheap flight deals from Fort Myers (FMY) to Chicago (CHI)

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This Weekend's Flight Deals from Fort Myers to Chicago

This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Airfares from $48 One Way, $87 Round Trip from Fort Myers to Chicago

Prices starting at $87 for return flights and $48 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.

Chicago economy flight packages

Price found within the past 48 hours. Click for updated prices.
Residence Inn by Marriott Chicago Downtown / River North
Bluegreen Vacations Hotel Blake, Ascend Resort Collection
The Hoxton Chicago
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More About Flying To Chicago from Fort Myers

Route Information for Flights from Fort Myers to Chicago

Origin Airport IATA Code
FMY
Destination Airport IATA Code
CHI
Distance
1122 mi
Direct Flight Airlines
American Airlines, Qatar Airways, Air Canada, Alaska Airlines, Emirates, Swiss, Air New Zealand, United Airlines
Earliest Flight Arrival
4:34PM UTC
Latest Flight Arrival
12:39AM 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.

Frequently asked questions

Are there non-stop flights from Fort Myers to Chicago?
You can fly direct from RSW to O’Hare Intl. Airport (ORD). In fact, 4 airlines have nonstop services between these locations. Rack up those air miles with one of these top-rated carriers:

  • United Airlines
  • American Airlines
  • Spirit Airlines
  • Southwest Airlines

What is the shortest flight from Fort Myers to Chicago?
If conditions are good and all goes as scheduled, you could be disembarking at O’Hare Airport from Fort Myers, FL (RSW-Southwest Florida Intl.) in just 2 hours and 56 minutes. With such a fast flight time, contemplate taking just hand luggage.
What airlines fly from Fort Myers to Chicago most frequently?
With a good selection of airlines flying between Fort Myers and Chicago, you’ll have your choice of terrific deals. The carriers servicing this route the most frequently are: 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 is the cheapest day of the week to fly?
Consider flying out early in the week to save on your airfare. Orbitz data from 2021 shows that Monday is the cheapest day to depart, followed by Tuesday. Saturday showed the highest average ticket prices likely because many travelers prefer to start their vacation on a weekend.
What is the cheapest month to fly?
We won’t keep you guessing, according to Orbitz data from 2021, the cheapest month to fly is February. Perfect for those who need a weekend getaway, or just a break from it all in the shortest month of the year. Be aware that the most expensive time to fly is during the height of summer in July, and in the holiday month of December.*According to flight demand on Orbitz.com from January to December 2021. Savings are subject to change based on departure location, date and destination.

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.