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Lowest round trip fares by airline from Chicago and Fort Myers

Cheapest prices ($49 One Way, $96 Round Trip) found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Great Deals On Cheap Hotels in Fort Myers

Days Inn & Suites by Wyndham Fort Myers Near JetBlue Park

Days Inn & Suites by Wyndham Fort Myers Near JetBlue Park

2 out of 5
10150 Daniels Pkwy, Fort Myers, FL
The price is $89 per night from Jun 2 to Jun 3
$89
per night
Jun 2 - Jun 3
Book a stay at this business-friendly hotel in Fort Myers. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
7.4/10 Good! (1,369 reviews)
"It was a convenient stop for rest. Clean and quiet."

Reviewed on May 15, 2024

Days Inn & Suites by Wyndham Fort Myers Near JetBlue Park
Travelodge by Wyndham Fort Myers North

Travelodge by Wyndham Fort Myers North

2 out of 5
13353 N Cleveland Ave, North Fort Myers, FL
The price is $54 per night from May 19 to May 20
$54
per night
May 19 - May 20
Stay at this hotel in North Fort Myers. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Art of the Olympians Museum and Harborside ...
5.6/10 (1,001 reviews)
"It was a great experience the room was clean even though I ordered an smoker room it didn’t smell bad it was very clean inside the room very comfortable the only thing I’ll suggest it to put more pillows"

Reviewed on May 11, 2024

Travelodge by Wyndham Fort Myers North
Baymont by Wyndham Fort Myers Airport

Baymont by Wyndham Fort Myers Airport

2.5 out of 5
9401 Marketplace Road, Fort Myers, FL
The price is $76 per night from May 28 to May 29
$76
per night
May 28 - May 29
Book a stay at this business-friendly hotel in Fort Myers. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
6.2/10 (1,000 reviews)
"Very good"

Reviewed on May 2, 2024

Baymont by Wyndham Fort Myers Airport
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 Chicago to Fort Myers

Origin
Chicago
Destination
Fort Myers
Number of Daily Flights
15
Earliest Flight Departure Date
May 25
Latest Flight Departure Date
May 25
Popular Airlines
United Airlines

Cheap flights from Chicago to Fort Myers

Flying from Chicago to Fort Myers, Florida, will take a traveler from one of the most bustling cities in the country to a laid-back paradise. With its proximity to the many beaches in the area and attractions like Sun Splash Water Park and the Corkscrew Swamp Sanctuary near the airport, Fort Myers is a great place to escape cold Chicago winters.

Key Facts

Once home to Henry Ford and Thomas Edison, Fort Myers offers access to the area's interesting museums and pristine beaches. After picking up your rental car at Southwest Florida International Airport (RSW), hop on I-75 to reach the heart of Fort Myers. Visitors can stop by the Old Lee County Courthouse on Highway 41 to take in some history, or check out the Calusa Nature Center and Planetarium.

Hints and Tips

Flights between O'Hare International Airport (ORD) and RSW take about 2 and a half hours nonstop. Once you land, head west if you want to visit the gorgeous islands, such as Captiva Island, that are located a short drive away from RSW. These islands are perfect for snorkeling enthusiasts and those who just want to get away from it all and lie on the beach.

*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.