$109 Cheap Delta flights Chicago (ORD) to Fort Myers (RSW)

Landing cheap one-way Delta Air Lines flights from ORD to RSW from $109 on Expedia is a breeze — just filter by “Price (lowest to highest).” Or check out our affordable round-trip fares from $159 for your next getaway.**These prices were available on Expedia within the past 7 days, for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.

August is one of the most affordable months to fly to Fort Myers with Delta Air Lines. You could also find great deals on one-way and round-trip tickets in September.

To find cheap Delta Air Lines fares from O’Hare Intl. Airport (ORD) to Southwest Florida Intl. Airport (RSW), start searching one to three months before your planned departure. Reserving domestic flights 34 to 86 days in advance could save you 25% compared to booking just 6 to 12 days ahead. The day you book can also influence how much you pay. Sunday is usually the cheapest, while Monday is often the most expensive for domestic flights. You can save 6% on average by choosing to book on a Sunday.**Ideal booking window recommendation is based on average round-trip ticket prices for January through November for 2024. Best day of the week to book recommendation is based on average round-trip ticket prices for January through October 2024. All data sourced from ARC’s global airline sales database.

Simply enter your dates, press search and tick the “Nonstop” filter on Expedia to find any direct flights from ORD to RSW with Delta Air Lines or another carrier.

Find Delta Air Lines’s earliest flights from ORD to RSW by checking the “Morning” and “Early Morning” filters. Not only will you arrive at your destination sooner, early departures also have a 20% less chance of being canceled.**Most reliable time of the day recommendation is based on January through August 2024 flight status data sourced from OAG’s global flight data platform.

Delta Air Lines flights from O’Hare Intl. Airport (ORD) to Fort Myers come in to Southwest Florida Intl. Airport (RSW). This is the main gateway to this destination.

Jetting off from ORD to RSW with Delta Air Lines means enjoying a host of benefits, such as a rewarding loyalty program and an excellent in-flight experience. Plus, when booking through Expedia, One Key™ members can collect OneKeyCash™* to spend on select future travel purchases. That’s in addition to the Delta SkyMiles points you can earn with Delta Air Lines.*OneKeyCash™ disclaimer - OneKeyCash™ is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.

Depending on your ticket type, a fee may apply if you cancel or reschedule your booking more than 24 hours after it’s confirmed. To find plane tickets with more flexibility, select our “No cancel fee” or “Changes included” filter when searching for flights. For more details on changing or canceling your reservation, visit “Trips,” select your flight and click on “Manage Booking.”