Direct Flights from Chicago to Fort Myers
Fort Myers · Florida
Nonstop service from ORD and MDW to RSW on American, Frontier, Southwest, United. Here's the schedule at a glance — plus what to do once you land.
Which airports fly this route
Chicago has 2 airports with nonstop service to Fort Myers. Fares differ by airport — each row opens that exact search on Kayak.
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- Find flights ↗ORDRSWChicago O'Hare International
- Find flights ↗MDWRSWChicago Midway International
How rare is this nonstop?
63 cities have a nonstop to Fort Myers, Chicago among them.
How long to go to Fort Myers for, from Chicago
2h 45m in the air, 1,123 miles. That is a long weekend without much friction, though three nights beats two once you add the airport time at both ends.
With roughly 11 departures a day, you are not tied to one flight: if a meeting overruns or the weather turns, there is another one behind it.
About Fort Myers

Fort Myers is a booming town with great weather, entertainment and a casual feel in Southwest Florida. It was the winter home of Thomas Edison and Henry Ford, and it remains a popular spot for "snowbirds" from northern states.
Summary from Wikivoyage (CC BY-SA).
Top things to do in Fort Myers
- Gasparilla Island State Park is a Florida State Park located south of Boca Grande on Gasparilla Island off Charlotte Harbor and Pine Island Sound.
- Cayo Costa State Park is a state park in the U.S. state of Florida, on Cayo Costa, an island directly south of Boca Grande and just north of North Captiva Island, approximately 12 miles (19 km) west of Cape Coral.
- The Naples Zoo is a 43-acre zoo and historic botanical garden in Naples, Florida, United States.
- The Koreshan State Park is a state park in Estero, Florida located on U.S. Highway 41 at Corkscrew Road.
- The Southwest Florida Museum of History (SWFLM) is a history museum in Fort Myers, Florida. The museum is in historic downtown Ft. Myers, in a former Atlantic Coast Line Railroad depot at 2031 Jackson Street.
- The Bailey-Matthews National Shell Museum & Aquarium is a museum and aquarium devoted to seashells, conchology, and malacology, including the paleontological and archeological/anthropological aspects of the study of shel…
- The Baker Museum is part of Artis–Naples, a multidisciplinary organization that also is the home of the Naples Philharmonic, located at 5833 Pelican Bay Boulevard, Naples, Florida.
- Naples Botanical Garden is a 170-acre (69 ha) botanical garden located in Naples, Florida.
- The Edison and Ford Winter Estates contain a historical museum and 21 acre botanical garden on the adjacent sites of the winter homes of Thomas Edison and Henry Ford beside the Caloosahatchee River in Southwestern Florid…
- Stump Pass Beach State Park is a Florida State Park. The park includes the southern peninsula of Manasota Key, and two small islands to the east, Whidden and Peterson Key. The park is located in Englewood, Florida.
- Don Pedro Island State Recreation Area is a state park in the U.S. state of Florida.
- Delnor-Wiggins Pass State Park is a Florida state park located on a barrier island on Florida's southwest coast near Naples, Florida, 6 miles west of I-75 in North Naples.
Attraction descriptions from Wikipedia (CC BY-SA); place data from Wikidata (CC0).
Fort Myers weather, compared with Chicago
25° warmer than Chicago on average across the year, on daytime highs:
- January
- Fort Myers 74°F · Chicago 31°F · 43° warmer
- April
- Fort Myers 85°F · Chicago 59°F · 26° warmer
- July
- Fort Myers 90°F · Chicago 84°F · 6° warmer
- October
- Fort Myers 86°F · Chicago 62°F · 24° warmer
Fort Myers is the steadier of the two, moving 17° between its coldest and warmest months where Chicago moves 53°.
Daily highs averaged from Meteostat station records (CC BY 4.0), measured at each city's airport.
Planning a trip to Fort Myers
- Best time to visit
- The best time to visit Fort Myers is November–March, when daytime highs are a comfortable 74–80°F.
- How long to stay
- Fort Myers rewards a longer visit — a full week lets you explore its many sights, from Gasparilla Island State Park, Cayo Costa State Park, and Naples Zoo and beyond.
Frequently asked questions
- Is there a direct flight from Chicago to Fort Myers?
- Yes — you can fly nonstop from Chicago (ORD, MDW) to Fort Myers (RSW) on American, Frontier, Southwest, United.
- Which airlines fly nonstop from Chicago to Fort Myers?
- American, Frontier, Southwest, United fly nonstop between Chicago (ORD, MDW) and Fort Myers (RSW).
- Which Chicago airport has nonstop flights to Fort Myers?
- You can leave from 2 Chicago airports: ORD (Chicago O'Hare International) on American, Frontier, Southwest, United; MDW (Chicago Midway International) on Southwest.
- How many nonstop flights are there from Chicago to Fort Myers?
- There are about 11 nonstop departures per day (roughly 77 per week) from Chicago to Fort Myers.
- How far is Fort Myers from Chicago?
- Fort Myers is about 1,123 miles from Chicago by air.
- What is there to do in Fort Myers?
- Popular things to do include Gasparilla Island State Park, Cayo Costa State Park, Naples Zoo, Koreshan State Historic Site, and more.
More nonstop destinations from Chicago near Fort Myers
Airports near Chicago
The closest other departure airports to Chicago — each opens up more nonstop destinations.