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
Cheapest prices ($68 One Way, $158 Round Trip) found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Reviewed on Aug 11, 2022
Reviewed on Aug 3, 2022
Reviewed on Aug 9, 2022
|Number of Daily Flights||8|
|Earliest Flight Departure Date||Aug 19|
|Latest Flight Departure Date||Aug 19|
|Popular Airlines||American Airlines|
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.
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.
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.