$67 Cheap flight deals from Chicago (CHI) to Fort Myers (FMY)

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This Weekend's Flight Deals from Chicago to Fort Myers

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 $67 One Way, $130 Round Trip from Chicago to Fort Myers

Prices starting at $130 for return flights and $67 for one-way flights to Fort Myers were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Fort Myers economy flight packages

Price found within the past 48 hours. Click for updated prices.
Edison Beach House
Embassy Suites by Hilton Fort Myers Estero
The Lighthouse Resort Inn & Suites
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More About Flying To Fort Myers from Chicago

Route Information for Flights from Chicago to Fort Myers

Origin Airport IATA Code
CHI
Destination Airport IATA Code
FMY
Distance
Direct Flight Airlines
Earliest Flight Arrival
Latest Flight Arrival

Traveling from Chicago to Fort Myers

With year-round warm weather, miles of sandy beaches, historic sites and family-oriented attractions, it's easy to see why people travel from Chicago to Fort Myers. Regardless of your travel reasons, Orbitz.com makes planning your vacation simple. You can use the website to find cheap airline tickets, book hotel accommodations and more.

Flying Out of Chicago

The Windy City is home to two major airports-O'Hare International Airport and Midway International Airport. Both airports offer flights to Fort Myers, and both are within 17 miles of downtown. Multiple airlines offer flights from Chicago to Fort Myers, including AirTran Airways, United Airlines, Delta Air Lines and US Airways.

Both airports offer long-term parking for passengers who need to park cars at the airport while traveling. If your flight leaves from O'Hare, you can park in the main parking lot for $33 per day through the week and $31 per day during the weekend. The airport also has three economy parking lots that charge between $9 and $19 per day. The cheapest option is Economy Lot G. If your flight leaves from Midway, you can park in the Terminal Parking Garage for $31 per day through the week and $29 per day during the weekend. The Economy Garage, the Red Lot and the Yellow Lot offer parking for $14 per day. Alternatively, you can take the EL, the bus or a taxi to the airport. To get to O'Hare using public transportation, you can take Bus #250, Bus #330 or the Blue Line. To get to Midway using public transportation, you can take Bus #170 or the Orange Line. Bus and train tickets cost $2.25. Cab fare from downtown Chicago to O'Hare costs between $35 and $40. You can take a cab to Midway for between $28 and $30.

Both airports have numerous dining options available. Passengers leaving from O'Hare can choose from restaurants like Chili's, Reggio's Pizza or the Billy Goat Tavern and Grill. Passengers departing from Midway can get Mexican food at Lalo's Mexican Restaurant, sandwiches at Hudson's Euro Café or a burger from McDonald's.

Fort Myers, Florida

When Thomas Edison's winter home in Fort Myers was completed in 1887, Fort Myers wasn't a well-known vacation destination. Located along Florida's Gulf Coast, the city became known as a winter retreat in 1898 when the Royal Palms Hotel was built. Other prominent people, like Henry Ford, began to flock to Fort Myers to avoid cold winters. Today, Fort Myers is a place filled with contradiction, where historic sites blend in with modern city amenities. From history buffs to families planning vacations, everyone can find something interesting in Fort Myers.

Exploring Fort Myers

Southwest Florida International Airport is located on Terminal Access Road, 17 miles from downtown Fort Myers. Many of the local hotels, including the Hampton Inn, the Embassy Suites and the Hilton Garden Inn, offer complimentary airport shuttle service. In addition, you can get from the airport to downtown Fort Myers via public bus, taxicab or rental car. At $1.25 per person, the bus is the cheapest option. Cab fare from the airport to anywhere in Fort Myers costs between $20 and $50, depending on your destination. If you want your own transportation, Orbitz.com offers discounted packages that include flights and rental cars. The airport houses nine rental car companies in the Rental Car Center, located on the ground level of the parking garage.

The year-round warm weather attracts a multitude of tourists to Fort Myers each year. The average summer temperatures range from the low 70s to the low 90s. The winter temperatures rarely drop below the low 50s. If you travel to the area between June and September, expect afternoon or evening thunderstorms. The thunderstorms are common when it's hot, but the rain doesn't usually last long.

History buffs will find numerous places to visit in Fort Myers. You can learn about local history at the Fort Myers Historical Museum. You should also take the time to tour the Burroughs Home & Gardens, Thomas Edison's Winter Estate and Henry Ford's Winter Estate. Other area attractions include Manatee Park and the Shell Factory & Nature Park.

Planning a Fort Myers Vacation

Daily flights from Chicago to Fort Myers make planning a quick vacation simple. When you use Orbtiz.com to make your travel arrangements, it's easy to find plane tickets, hotel rooms and rental cars that fit your budget.

Frequently asked questions

Are there non-stop flights from Chicago to Fort Myers?
You can fly direct from O’Hare Intl. Airport (ORD) to Fort Myers, FL (RSW-Southwest Florida Intl.), so kiss those annoying flight connections goodbye. Enjoy a hassle-free trip on one of the 4 carriers that’ll take you straight to Fort Myers. Top options include:

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

What is the shortest flight from Chicago to Fort Myers?
Leave that movie marathon for another occasion, because the journey from ORD to Fort Myers, FL (RSW-Southwest Florida Intl.) can take as little as 2 hours and 44 minutes.
What airlines fly from Chicago to Fort Myers most frequently?
We all have our preferences when it comes to airlines, and you have a good selection when flying from Chicago to Fort Myers. These top carriers fly this route most frequently: 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.