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

Get more for your budget and save up to 50% off select Secret Bargain hotels

Get even more value with CheapTickets Price Guarantee!

Change your flight without a fee on select flights

Lowest round trip fares by airline from Fort Myers and Chicago

Cheapest prices ($43 One Way, $85 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 $64 per night from Mar 31 to Apr 1
$64
per night
Mar 31 - Apr 1
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! (1,018 reviews)
Not bad for crashing overnight
"The shared room was comfortable. It's not bad to crash overnight as long as you're not very sensitive to little noises from the people staying in the other bunk beds, or coming in and out."

Reviewed on Mar 25, 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 $81 per night from Mar 31 to Apr 1
$81
per night
Mar 31 - Apr 1
Stay at this hotel in Chicago. Enjoy free WiFi, breakfast, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
6.2/10 (1,586 reviews)
"Its a, OK"

Reviewed on Mar 25, 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 $60 per night from Mar 30 to Mar 31
$60
per night
Mar 30 - Mar 31
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! (1,150 reviews)
"Clean"

Reviewed on Mar 20, 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
23
Earliest Flight Departure Date
Apr 4
Latest Flight Departure Date
Apr 5
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.