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Chicago to Fort Myers Flights

Flight only Hotel only Flight + Hotel

Flight type

Round-trip One-way
Age of children at time of trip

We will search for applicable airfare discounts. Must have 1 adult for each infant in lap

Selected fares from Chicago to Fort Myers

Departure Arrival Travel dates Round-trip
CHI FMY Tue, Jan 6 - Mon, Jan 12 $157
CHI FMY Fri, Jan 9 - Tue, Jan 13 $252
CHI FMY Wed, Jan 14 - Wed, Jan 21 $281
CHI FMY Sun, Dec 14 - Thu, Dec 18 $286
CHI FMY Wed, Jan 14 - Wed, Jan 21 $295
CHI FMY Wed, Feb 4 - Wed, Feb 11 $296
CHI FMY Wed, Jan 14 - Wed, Jan 21 $361
CHI FMY Fri, Jan 9 - Sun, Jan 11 $392
CHI FMY Mon, Dec 1 - Tue, Dec 2 $1,894

Chicago and Fort Myers airports and terminals

Airports in Chicago IL, US
map of airports in Chicago
  • 1

    Midway Airport (MDW)

    Distance from City Center: 9.5 miles

    Carriers for flights from MDW to FMY

    Carriers
    AirTran Airways
  • 2

    O'Hare Airport (ORD)

    Distance from City Center: 15.1 miles

    Terminals and carriers for flights from ORD to FMY

    Terminal Carriers
    Terminal 1 US Airways, United Airlines
    Terminal 2 United Airlines
    Terminal 3 American Airlines, US Airways
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Airports in Fort Myers FL, US
map of airports in Fort Myers
  • 1

    Southwest Florida International Airport (RSW)

    Distance from City Center: 7.2 miles

    Carriers for flights from CHI to RSW

    Carriers
    AirTran Airways, American Airlines, US Airways, United Airlines
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Cheap flights from Chicago to Fort Myers

Sun Mon Tue Wed Thu Fri Sat
1 2 3 4 5 6
$157
7 8 9 10
$157
11
$157
12 13
14 15 16 17 18 19 20
21 22 23 24 25 26 27
28 29 30 31

Highlighted price = Cheapest round-trip flights

Prices are round trip per person (conditions apply)

Featured Fort Myers Airport Hotels

Hotel only $69

Red Roof PLUS Naples

2 stars
3.3 / 5 44 reviews

1925 Davis Blvd Map

...This hotel is close to Naples Municipal Airport and US 41/Tamiami Trail.... More

Hotel only $75

La Quinta Inn & Suites Naples Downtown

3 stars
3.9 / 5 102 reviews

1555 5th Ave South Map

...Transportation Southwest Florida International Airport (33 mi/53 km).... More

Hotel only $161

Naples Bay Resort & Marina

4 stars
4.5 / 5 79 reviews

1500 Fifth Avenue South Map

Save 10% each night

...Transportation Southwest Florida International Airport (34 mi/55km) Naples Municipal Airport (4 mi/6.4 km) Free parking Attractions Fifth Avenue shopping at the door Tin City... More

Hotel only $105

Bayfront Inn Fifth Avenue

3 stars
3.7 / 5 61 reviews

1221 5th Ave South Map

Naples only waterfront luxury hotel is conveniently located in the heart of downtown on Fifth Ave. South. Relax at our Waterside Bambu Tropical Grille and rent boats or charters from our 12 slip... More

Hotel only $92

Holiday Inn FT. MYERS ARPT-TOWN CENTER

3 stars
4.1 / 5 11 reviews

9931 Interstate Commerce Drive Map

...Ideally located near Interstate 75 in Ft. Myers, Florida, our hotel is two miles from Southwest Florida International Airport and two miles from Florida Gulf Coast University.... Welcome to the... More

Hotel only $87

Ramada Naples

3 stars
3.6 / 5 59 reviews

1100 Tamiami Trail North Map

Special Offer - Rates from 74 USD

...Naples airport (5 mi/8 km).... Transportation Southwest Florida International Airport (34 mi/54 km).... More

December

Cheapest weekend flights in December from Chicago to Fort Myers

Travel dates Departure Arrival Stops: Round-trip
Leave Thu, Dec 11 Chicago (ORD) Fort Myers (RSW) Spirit Airlines $157
Earn $1.57
Return Mon, Dec 15 Fort Myers (RSW) Chicago (ORD) Spirit Airlines

Lowest roundtrip airfare in December from Chicago to Fort Myers

Travel dates Departure Arrival Stops: Round-trip
Leave Thu, Dec 11 Chicago (ORD) Fort Myers (RSW) Spirit Airlines $157
Earn $1.57
Return Thu, Dec 18 Fort Myers (RSW) Chicago (ORD) Spirit Airlines

Best one-week trip in December from Chicago to Fort Myers

Travel dates Departure Arrival Stops: Round-trip
Leave Thu, Dec 11 Chicago (ORD) Fort Myers (RSW) Spirit Airlines $157
Earn $1.57
Return Thu, Dec 18 Fort Myers (RSW) Chicago (ORD) Spirit Airlines
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January

Cheapest weekend flights in January from Chicago to Fort Myers

Travel dates Departure Arrival Stops: Round-trip
Leave Fri, Jan 9 Chicago (ORD) Fort Myers (RSW) Spirit Airlines $172
Earn $1.72
Return Mon, Jan 12 Fort Myers (RSW) Chicago (ORD) Spirit Airlines

Lowest roundtrip airfare in January from Chicago to Fort Myers

Travel dates Departure Arrival Stops: Round-trip
Leave Wed, Jan 28 Chicago (ORD) Fort Myers (RSW) Spirit Airlines $157
Earn $1.57
Return Wed, Feb 4 Fort Myers (RSW) Chicago (ORD) Spirit Airlines

Best one-week trip in January from Chicago to Fort Myers

Travel dates Departure Arrival Stops: Round-trip
Leave Wed, Jan 28 Chicago (ORD) Fort Myers (RSW) Spirit Airlines $157
Earn $1.57
Return Wed, Feb 4 Fort Myers (RSW) Chicago (ORD) Spirit Airlines
Back to menu Return to top

February

Cheapest weekend flights in February from Chicago to Fort Myers

Travel dates Departure Arrival Stops: Round-trip
Leave Thu, Feb 5 Chicago (ORD) Fort Myers (RSW) Spirit Airlines $197
Earn $1.97
Return Mon, Feb 9 Fort Myers (RSW) Chicago (ORD) Spirit Airlines

Lowest roundtrip airfare in February from Chicago to Fort Myers

Travel dates Departure Arrival Stops: Round-trip
Leave Tue, Feb 3 Chicago (ORD) Fort Myers (RSW) Spirit Airlines $157
Earn $1.57
Return Tue, Feb 10 Fort Myers (RSW) Chicago (ORD) Spirit Airlines

Best one-week trip in February from Chicago to Fort Myers

Travel dates Departure Arrival Stops: Round-trip
Leave Tue, Feb 3 Chicago (ORD) Fort Myers (RSW) Spirit Airlines $157
Earn $1.57
Return Tue, Feb 10 Fort Myers (RSW) Chicago (ORD) Spirit Airlines
Back to menu Return to top

Cheap Flights from Chicago to Fort Myers

Airports in Chicago

The city of Chicago is primarily served by two international airports. Travelers looking for low-fare flights from Chicago can use Orbitz.com to find flights from both O'Hare and Midway. O'Hare International Airport is located approximately 17 miles northwest of downtown Chicago. Midway International Airport is located on the city's southwest side, approximately eight miles from Chicago's Loop. O'Hare serves as a hub for American Airlines and United Airlines, and Midway is a hub for Southwest Airlines.

Chicago Airport Parking

Daily, hourly, and valet parking are available at O'Hare. Rates vary from $2.00 to $10.00 per hour. An economy parking lot is also available at a rate of $2.00 per hour. Similar parking options and rates apply at Midway.

Chicago Airport Transportation

There are numerous transportation options for getting to and from both O'Hare and Midway. O'Hare can be accessed via regional trains, buses, and local mass transit lines. The CTA Blue Line offers a fast and convenient transportation option to and from this airport. Midway is served by the CTA Orange Line. Car rental services are available at both airports, and travelers can quickly book car rental services at either airport using Orbitz.com.

Chicago Airport Restaurants

Both O'Hare and Midway offer a variety of restaurant options for travelers. Restaurants located in both airports include Starbuck's Coffee, Chicago Style Hot Dogs, McDonald's, Auntie Anne's, Chili's, Cinnabon, and Dunkin Donuts, making it easy for visitors to grab a quick breakfast, snack, or meal. By using Orbitz.com, travelers can quickly and easily find low-fare flights from Chicago.

Fort Myers Airport

The Southwest Florida International Airport is located on Terminal Access Road and provides service to more than 7 million people who traveled by air in 2011. Whether you are planning a vacation or a business trip, Orbitz.com can help find the best deals on cheap flights to Fort Myers by comparing the airfare of several airlines at once. Airlines serving Southwest Florida International include Air Berlin, Air Canada, AirTran, American, Cape Air, Delta, Frontier, JetBlue, Southwest, Spirit, Sun Country, United, US Airways, and WestJet.

Transportation From the Airport

Ground transportation from the airport to your hotel or destination is provided by taxi, shuttle bus, rental car, and a public bus. With Orbitz.com, you can purchase some of these services at the same time you purchase your air ticket, saving even more. Taxi fares from Southwest Florida International are determined by the zone destination rather than by meters as they are at most airports. Taxi service to Fort Myers will cost $30 for three passengers. The LeeTran public bus offers an all-day pass for $3.50 to travel around the city.

Fort Myers Weather

The weather in Fort Myers ranges from the low 90s during the summer and mid-70s in the winter. The city receives plenty of rainfall each year, with the highest precipitation occurring from June to September.

Fort Myers Attractions

Fort Myers offers many activities for families, including beaches, golf courses, museums, water parks, and plenty more. Check with orbitz.com when searching for cheap flights to Fort Myers to find attractions, activities, and discounts on travel.

Interesting facts about flights from Chicago to Fort Myers

    • 3 direct flights are operating from Chicago to Fort Myers today.
    • Today's average time for a direct flight is 2h 46m.
    • American Airlines flight 1418 (4:35 AM GMT, Boeing 737-800 Passenger) is today's earliest available flight from Chicago to Fort Myers.
    • United Airlines flight 1084 (12:30 PM GMT, Boeing 737-900 Passenger) is today's latest available flight from Chicago to Fort Myers.
    • Today's shortest direct flight from Chicago to Fort Myers (American Airlines flight 1418, Boeing 737-800 Passenger) takes 2h 40m.
    • Today's longest direct flight from Chicago to Fort Myers (United Airlines flight 1084, Boeing 737-900 Passenger) takes 2h 58m.
    • Flights from Midway Airport (MDW), O'Hare Airport (ORD) to Southwest Florida International Airport (RSW) are available for this route.