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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, Nov 4 - Wed, Nov 5 $235
CHI FMY Tue, Nov 18 - Thu, Dec 4 $275
CHI FMY Wed, Oct 1 - Mon, Oct 6 $283
CHI FMY Thu, Sep 18 - Thu, Sep 25 $291
CHI FMY Tue, Nov 18 - Thu, Dec 4 $292
CHI FMY Wed, Feb 18 - Wed, Feb 25 $294
CHI FMY Wed, Feb 4 - Sun, Feb 8 $348
CHI FMY Sat, Jan 24 - Tue, Feb 3 $392
CHI FMY Fri, Nov 14 - Sun, Nov 16 $477
CHI FMY Wed, Dec 24 - Tue, Dec 30 $1,514

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
7 8 9 10 11 12 13
14 15 16 17 18 19 20
21 22 23 24 25 26 27
28 29
$283
30
$283

Highlighted price = Cheapest round-trip flights

Prices are round trip per person (conditions apply)

Featured Fort Myers Airport Hotels

Hotel only $58

Red Roof PLUS Naples

2 stars
3.1 / 5 56 reviews

1925 Davis Blvd Map

Save 10% on your stay

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

Hotel only $69

La Quinta Inn & Suites Naples Downtown

3 stars
3.9 / 5 162 reviews

1555 5th Ave South Map

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

Hotel only $125

Naples Bay Resort

4 stars
4.6 / 5 109 reviews

1500 Fifth Avenue South Map

Save 10%

...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 $99

Bayfront Inn Fifth Avenue

3 stars
3.7 / 5 87 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 $83

Holiday Inn FT. MYERS ARPT-TOWN CENTER

3 stars
4.1 / 5 14 reviews

9931 INTERSTATE COMMERCE DRIVE Map

Rate includes up to 25% off, Breakfast

...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 $75

Ramada Naples

3 stars
3.6 / 5 78 reviews

1100 Tamiami Trail North Map

Stay 3, Save 20%

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

September

Cheapest weekend flights in September from Chicago to Fort Myers

Travel dates Departure Arrival Stops: Round-trip
Leave Fri, Sep 19 Chicago (ORD) Fort Myers (RSW) United Airlines $299
Earn $2.99
Return Mon, Sep 22 Fort Myers (RSW) Chicago (ORD) United Airlines

Lowest roundtrip airfare in September from Chicago to Fort Myers

Travel dates Departure Arrival Stops: Round-trip
Leave Tue, Sep 30 Chicago (ORD) Fort Myers (RSW) United Airlines $283
Earn $2.83
Return Wed, Oct 1 Fort Myers (RSW) Chicago (ORD) United Airlines

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

Travel dates Departure Arrival Stops: Round-trip
Leave Tue, Sep 23 Chicago (MDW) Fort Myers (RSW) AirTran Airways $291
Earn $2.91
Return Tue, Sep 30 Fort Myers (RSW) Chicago (MDW) AirTran Airways
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October

Cheapest weekend flights in October from Chicago to Fort Myers

Travel dates Departure Arrival Stops: Round-trip
Leave Thu, Oct 2 Chicago (ORD) Fort Myers (RSW) US Airways $313
Earn $3.13
Return Sun, Oct 5 Fort Myers (RSW) Chicago (ORD) US Airways

Lowest roundtrip airfare in October from Chicago to Fort Myers

Travel dates Departure Arrival Stops: Round-trip
Leave Mon, Oct 13 Chicago (ORD) Fort Myers (RSW) American Airlines $283
Earn $2.83
Return Wed, Dec 24 Fort Myers (RSW) Chicago (ORD) American Airlines

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

Travel dates Departure Arrival Stops: Round-trip
Leave Tue, Oct 7 Chicago (ORD) Fort Myers (RSW) United Airlines $291
Earn $2.91
Return Tue, Oct 14 Fort Myers (RSW) Chicago (ORD) United Airlines
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November

Cheapest weekend flights in November from Chicago to Fort Myers

Travel dates Departure Arrival Stops: Round-trip
Leave Thu, Nov 13 Chicago (ORD) Fort Myers (RSW) Spirit Airlines $255
Earn $2.55
Return Sun, Nov 16 Fort Myers (RSW) Chicago (ORD) Spirit Airlines

Lowest roundtrip airfare in November from Chicago to Fort Myers

Travel dates Departure Arrival Stops: Round-trip
Leave Tue, Nov 4 Chicago (ORD) Fort Myers (RSW) Spirit Airlines $235
Earn $2.35
Return Wed, Nov 5 Fort Myers (RSW) Chicago (ORD) Spirit Airlines

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

Travel dates Departure Arrival Stops: Round-trip
Leave Fri, Nov 28 Chicago (ORD) Fort Myers (RSW) Spirit Airlines $250
Earn $2.50
Return Fri, Dec 5 Fort Myers (RSW) Chicago (ORD) Spirit Airlines
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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

    • 4 direct flights are operating from Chicago to Fort Myers today.
    • Today's average time for a direct flight is 2h 45m.
    • AirTran Airways flight 151 (3:00 AM GMT, Boeing 717) is today's earliest available flight from Chicago to Fort Myers.
    • American Airlines flight 1008 (2:05 PM GMT, Boeing 737-800 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 1008, Boeing 737-800 Passenger) takes 2h 40m.
    • Today's longest direct flight from Chicago to Fort Myers (United Airlines flight 3508, Embraer 170) takes 2h 56m.
    • Flights from Midway Airport (MDW), O'Hare Airport (ORD) to Southwest Florida International Airport (RSW) are available for this route.

Aircraft options between Chicago and Fort Myers

Equipment Carrier
Boeing 717 AirTran Airways
Boeing 737-700 Passenger United Airlines, US Airways
Embraer 170 United Airlines, US Airways
Boeing 757-200 Passenger United Airlines, US Airways
Boeing 737-900 Passenger United Airlines, US Airways
Embraer RJ135/RJ140/RJ145 US Airways
Airbus Industrie A319 United Airlines, US Airways
Boeing 737-800 Passenger US Airways, American Airlines, United Airlines
McDonnell Douglas MD-80 American Airlines, US Airways
Canadair Regional Jet 700 United Airlines, US Airways
McDonnell Douglas MD-83 American Airlines, US Airways
Airbus Industrie A320 United Airlines, US Airways