
$35 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 $35 One Way, $95 Round Trip from Fort Myers to Chicago
Prices starting at $95 for return flights and $35 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

Hotel Riu Plaza Chicago
Dec 19 - Dec 22
Fort Myers (RSW) to Chicago (ORD)
Reviewed on Sep 2, 2025

Hilton Chicago O'Hare Airport
Dec 13 - Dec 16
Fort Myers (RSW) to Chicago (ORD)
Reviewed on Sep 14, 2025

More About Flying To Chicago from Fort Myers
Route Information for Flights from Fort Myers to Chicago
Origin Airport IATA Code | FMY |
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Destination Airport IATA Code | CHI |
Distance | |
Direct Flight Airlines | |
Earliest Flight Arrival | |
Latest Flight Arrival |
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
- Flights to Chicago
- Flights from Fort Myers
- Fort Myers Airports
- Chicago Airports
- Airlines Operating
- Flights To
Flights to Chicago
- New York to Chicago
- Dallas to Chicago
- Houston to Chicago
- Phoenix to Chicago
- Toronto to Chicago
- Orlando to Chicago
- Las Vegas to Chicago
- San Francisco to Chicago
- Los Angeles to Chicago
- Washington to Chicago
- Detroit to Chicago
- New Orleans to Chicago
- Montreal to Chicago
- Kansas City to Chicago
- Sacramento to Chicago
- Hartford to Chicago
- London to Chicago
- Paris to Chicago
- Harrisburg - Hershey to Chicago
- Rome to Chicago
Flights from Fort Myers
- Fort Myers to New York
- Fort Myers to Toronto
- Fort Myers to Chicago
- Fort Myers to Orlando
- Fort Myers to Houston
- Fort Myers to Detroit
- Fort Myers to Dallas
- Fort Myers to Atlantic City
- Fort Myers to New Orleans
- Fort Myers to Kansas City
- Fort Myers to Los Angeles
- Fort Myers to Montreal
- Fort Myers to Hartford
- Fort Myers to Columbia
- Fort Myers to London
- Fort Myers to Sacramento
- Fort Myers to Harrisburg - Hershey
- Fort Myers to Washington
- Fort Myers to Bozeman
- Fort Myers to Corpus Christi
Fort Myers Airports
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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.



