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

Landing cheap one-way Delta Air Lines flights from MDW to RSW from $109 on Expedia is easy — just filter by “Price (lowest to highest).” Alternatively, check out our budget-friendly return fares from $187 for your next adventure.**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.

Search for one-way or round-trip flights to Fort Myers in August or September. You could find an affordable fare with Delta Air Lines during these quieter months.

Look for affordable Delta Air Lines flights from Midway Intl. Airport (MDW) to Southwest Florida Intl. Airport (RSW) one to three months prior to your departure. Travelers who book domestic flights 34 to 86 days in advance can save 25% compared to those who book just 6 to 12 days ahead. No matter the fare type and itinerary, the best day of the week to book a domestic flight is generally Sunday and the most expensive is typically Monday. Passengers who book on a Sunday can save 6% on average compared to those who book on a Monday.**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.

Use our “Nonstop” filter when looking for direct Delta Air Lines flights from MDW to RSW. It’s also a good way to compare other airlines servicing the same nonstop route.

Browse Delta Air Lines’s earliest flights from MDW to RSW by using our “Morning” and “Early Morning” filters. Not only will you get to 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.

Southwest Florida Intl. Airport (RSW) is the main Fort Myers hub for Delta Air Lines flights from Midway Intl. Airport (MDW).

Delta Air Lines makes flying from MDW to RSW more comfortable with an excellent in-flight experience and a rewarding loyalty program. You may even earn points with Delta SkyMiles. Don’t forget to join our free One Key™ rewards program to earn OneKeyCash™*, which can be redeemed on future trips.*OneKeyCash™ disclaimer - OneKeyCash™ is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.

In most cases, you can modify or cancel your flight, although there may be a charge if your booking was made more than 24 hours ago. Want to keep your options open? Make use of our “Changes included” or “No cancel fee” filter to find flights that won’t penalize you if you need to revise your plans. To modify your itinerary, head to “Trips,” select your flight and click on “Manage Booking” for further information.