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 ($38 One Way, $86 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

4 out of 5
19 East Ohio Street, Chicago, IL
The price is $96 per night from May 27 to May 28
$96
per night
May 27 - May 28
Stay at this 4-star hotel in Chicago. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the bar and the helpful staff in our reviews. ...
7.6/10 Good! (1,003 reviews)
"nice location and pretty bar inside the hotel"

Reviewed on May 6, 2024

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 $112 per night from May 12 to May 13
$112
per night
May 12 - May 13
Stay at this hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our ...
6.2/10 (1,635 reviews)
Amazing stay while in Chicago
"I had an amazing time staying here. Highly recommend. I felt safe and the staff was so accommodating. Clean room and literally under 20 minutes from the airport."

Reviewed on May 7, 2024

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 $55 per night from May 14 to May 15
$55
per night
May 14 - May 15
Stay at this motel in Elk Grove Village. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in ...
8/10 Very Good! (1,171 reviews)
Convenient, clean, efficient
"This place has always been convenient, clean, friendly. The staff are really great. Estela at the front desk is an absolute gem. She will bend over backwards to accommodate you and can multitask like no other."

Reviewed on May 7, 2024

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
19
Earliest Flight Departure Date
May 17
Latest Flight Departure Date
May 17
Popular Airlines
United 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.