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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, Jul 15 - Tue, Jul 22 $248
CHI FMY Sun, Jun 1 - Thu, Jun 5 $270
CHI FMY Sun, May 25 - Fri, May 30 $272
CHI FMY Tue, Jun 3 - Tue, Jun 10 $274
CHI FMY Sun, Jun 1 - Thu, Jun 5 $289
CHI FMY Sat, May 17 - Sun, May 25 $294
CHI FMY Wed, Jul 16 - Wed, Jul 23 $508
CHI FMY Sat, May 10 - Sat, May 17 $520
CHI FMY Thu, May 22 - Thu, May 29 $535
CHI FMY Tue, Aug 5 - Tue, Aug 12 $952

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
Back to menu Return to top

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
$248
26 27
$248
28 29
$248
30 31

Highlighted price = Cheapest round-trip flights

Prices are round trip per person (conditions apply)

Featured Fort Myers Airport Hotels

Hotel only $63

Red Roof PLUS Naples

2 stars
3.2 / 5 32 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 $79

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

Hotel only $208

Naples Bay Resort

4 stars
4.5 / 5 75 reviews

1500 Fifth Avenue South Map

...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 $119

Bayfront Inn Fifth Avenue

3 stars
3.6 / 5 55 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 $96

Holiday Inn FT. MYERS ARPT-TOWN CENTER

3 stars
4.0 / 5 7 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 $99

Ramada Naples

3 stars
3.6 / 5 53 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

May

Cheapest weekend flights in May from Chicago to Fort Myers

Travel dates Departure Arrival Stops: Round-trip
Leave Thu, May 29 Chicago (MDW) Fort Myers (RSW) AirTran Airways $294
Earn $2.94
Return Mon, Jun 2 Fort Myers (RSW) Chicago (MDW) AirTran Airways

Lowest roundtrip airfare in May from Chicago to Fort Myers

Travel dates Departure Arrival Stops: Round-trip
Leave Thu, May 29 Chicago (ORD) Fort Myers (RSW) Spirit Airlines $248
Earn $2.48
Return Thu, Jun 5 Fort Myers (RSW) Chicago (ORD) Spirit Airlines

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

Travel dates Departure Arrival Stops: Round-trip
Leave Thu, May 29 Chicago (ORD) Fort Myers (RSW) Spirit Airlines $248
Earn $2.48
Return Thu, Jun 5 Fort Myers (RSW) Chicago (ORD) Spirit Airlines
Back to menu Return to top

June

Cheapest weekend flights in June from Chicago to Fort Myers

Travel dates Departure Arrival Stops: Round-trip
Leave Thu, Jun 5 Chicago (ORD) Fort Myers (RSW) Spirit Airlines $298
Earn $2.98
Return Sun, Jun 8 Fort Myers (RSW) Chicago (ORD) Spirit Airlines

Lowest roundtrip airfare in June from Chicago to Fort Myers

Travel dates Departure Arrival Stops: Round-trip
Leave Tue, Jun 24 Chicago (ORD) Fort Myers (RSW) Spirit Airlines $248
Earn $2.48
Return Tue, Jul 1 Fort Myers (RSW) Chicago (ORD) Spirit Airlines

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

Travel dates Departure Arrival Stops: Round-trip
Leave Tue, Jun 24 Chicago (ORD) Fort Myers (RSW) Spirit Airlines $248
Earn $2.48
Return Tue, Jul 1 Fort Myers (RSW) Chicago (ORD) Spirit Airlines
Back to menu Return to top

July

Cheapest weekend flights in July from Chicago to Fort Myers

Travel dates Departure Arrival Stops: Round-trip
Leave Thu, Jul 17 Chicago (MDW) Fort Myers (RSW) AirTran Airways $276
Earn $2.76
Return Mon, Jul 21 Fort Myers (RSW) Chicago (MDW) AirTran Airways

Lowest roundtrip airfare in July from Chicago to Fort Myers

Travel dates Departure Arrival Stops: Round-trip
Leave Tue, Jul 8 Chicago (ORD) Fort Myers (RSW) Spirit Airlines $248
Earn $2.48
Return Tue, Jul 15 Fort Myers (RSW) Chicago (ORD) Spirit Airlines

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

Travel dates Departure Arrival Stops: Round-trip
Leave Tue, Jul 8 Chicago (ORD) Fort Myers (RSW) Spirit Airlines $248
Earn $2.48
Return Tue, Jul 15 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

    • 6 direct flights are operating from Chicago to Fort Myers today.
    • Today's average time for a direct flight is 2h 49m.
    • United Airlines flight 1743 (12:55 AM GMT, Boeing 737-800 Passenger) is today's earliest available flight from Chicago to Fort Myers.
    • United Airlines flight 1156 (2:35 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 (AirTran Airways flight 168, Boeing 717) takes 2h 45m.
    • Today's longest direct flight from Chicago to Fort Myers (United Airlines flight 1156, Boeing 737-800 Passenger) takes 2h 53m.
    • 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 US Airways, United Airlines
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, United Airlines, American 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

Flight schedule for flights from Chicago to Fort Myers on Sun, Apr 20, 2014

Carrier Flight # Departing Arriving Aircraft Flight time
Airport Time Airport Time
American Airlines AA1480 ORD 7:30 AM RSW 11:15 AM M83 2hr 45min
US Airways/US Airways US1982/US1989 ORD 5:45 AM RSW 11:19 AM 320/734 4hr 34min
United Airlines/United Airlines UA1681/UA1140 ORD 6:00 AM RSW 11:36 AM 73G/738 4hr 36min
United Airlines UA3490 ORD 7:40 AM RSW 11:39 AM E70 2hr 59min
Delta Air Lines/Delta Air Lines DL2030/DL1068 MDW 6:00 AM RSW 11:41 AM 717/757 4hr 41min
Delta Air Lines/Delta Air Lines DL977/DL1068 ORD 6:00 AM RSW 11:41 AM 319/757 4hr 41min
Spirit Airlines NK121 ORD 8:00 AM RSW 11:46 AM 320 2hr 46min
AirTran Airways/AirTran Airways FL2311/FL217 MDW 6:30 AM RSW 12:15 PM 73W/717 4hr 45min
Delta Air Lines/Delta Air Lines DL2030/DL1458 MDW 6:00 AM RSW 12:53 PM 717/M90 5hr 53min
Delta Air Lines/Delta Air Lines DL2031/DL1458 MDW 7:15 AM RSW 12:53 PM 717/M90 4hr 38min
Delta Air Lines/Delta Air Lines DL977/DL1458 ORD 6:00 AM RSW 12:53 PM 319/M90 5hr 53min
Delta Air Lines/Delta Air Lines DL1477/DL1458 ORD 7:15 AM RSW 12:53 PM 757/M90 4hr 38min
US Airways US1997 ORD 6:00 AM RSW 1:02 PM 321 6hr 2min