Cheap flights from Fort Myers (FMY) to Chicago (CHI)

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Lowest round trip fares by airline from Fort Myers and Chicago

Cheapest prices ($21 One Way, $41 Round Trip) found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Great Deals On Cheap Hotels in Chicago

Freehand Chicago

Freehand Chicago

3.5 out of 5
19 East Ohio Street, Chicago, IL
The price is $84 per night from Nov 30 to Nov 30
Located in River North, this hotel is within a 10-minute walk of Chinese Consulate, Holy Name Cathedral, and Northwestern Memorial Hospital. Water Tower Place ...
4.2/5 Very Good! (16 reviews)
"I really appreciated the staff there. Thanks"

Reviewed on Oct 16, 2021

Freehand Chicago
Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago

2 out of 5
65 E Harrison St, Chicago, IL
The price is $89 per night from Dec 12 to Dec 12
Located in The Loop, this hotel is steps from Lakefront Trail, Grant Park, and Columbia College Chicago. Art Institute of Chicago and State Street are also within ...
3.4/5 Good! (9 reviews)
"Friendly staff, conveniently located, great value!"

Reviewed on Oct 5, 2021

Travelodge by Wyndham Downtown Chicago
Motel 6 Elk Grove Village, IL - O'Hare

Motel 6 Elk Grove Village, IL - O'Hare

2 out of 5
2881 Touhy Ave, Elk Grove Village, IL
The price is $40 per night from Dec 13 to Dec 13
Situated in Elk Grove Village, this motel is 2.1 mi (3.3 km) from Lake Park and 2.8 mi (4.6 km) from Allstate Arena. Rivers Casino and Donald E. Stephens Convention ...
3.9/5 Very Good! (13 reviews)
"This was a very great bang for your buck! Clean and Quiet"

Reviewed on Sep 11, 2021

Motel 6 Elk Grove Village, IL - O'Hare
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Fly From Fort Myers to Chicago

Origin Fort Myers
Destination Chicago
Number of Daily Flights 24
Earliest Flight Departure Date Dec 5
Latest Flight Departure Date Dec 6
Popular Airlines Spirit Airlines

Cheap flights from Fort Myers to Chicago

If you are making your first trip through Chicago O'Hare International Airport (ORD), you will be blown away by the city's beauty and diversity. From the hustle and bustle of Michigan Avenue to the tranquility found on the shores of Lake Michigan, Chicago offers a variety of entertainment options for business and leisure visitors.

360 Chicago is the place to go for spectacular views of Lake Michigan and the Chicago skyline. Garfield Park Conservatory and the Graceland Cemetery are historic local sites that are off the radar of many of the city's visitors. The Lincoln Park Zoo is a top choice for children, and a trip up to the observation deck of the Willis Tower is memorable. Basketball fans should head to the United Center to watch the Chicago Bulls in action.

Key Facts

Chicago is situated one and a half hours to south of Milwaukee and three hours to the northwest of Indianapolis. If you have a rental car, you can expect to spend some time on Interstates 90, 94 and 290.

Hints and Tips

Getting from Southwest Florida International Airport (RSW) in Fort Myers to Chicago will take you two hours and 38 minutes. To get a different view of Chicago's downtown area, and a greater appreciation of the city's architecture, you should consider a tour with Chicago Line Cruises.

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.