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

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

Prices were available within the past 7 days and start at $109 for one-way flights and $188 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Delta
Flights from Fort Myers (RSW) to Chicago (MDW)
Origin airport
Southwest Florida Intl.
Destination airport
Midway Intl.
Airlines serving
Delta, Frontier Airlines, Southwest Airlines
Popular airline
Delta
Distance
1107 mi
Average flight time
1 hour 55 mins

Frequently asked questions

How much is a Delta Air Lines flight from Southwest Florida Intl. Airport (RSW) to Midway Intl. Airport (MDW)?
Landing cheap one-way Delta Air Lines flights from RSW to MDW from $109 on Expedia couldn't be easier --- just filter by "Price (lowest to highest)." Or check out our affordable round-trip fares from $188 for your next exciting 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.
What is the cheapest month to fly from RSW to MDW with Delta Air Lines?
Delta Air Lines flights to Chicago are typically cheaper in the low-season months of January and February. Whether you need a return or one-way ticket, you could find a better deal then.
What is the cheapest time to book flights from Southwest Florida Intl. Airport (RSW) to Midway Intl. Airport (MDW) with Delta Air Lines?
Start searching one to three months ahead of your departure date to find cheaper fares on Delta Air Lines flights from Southwest Florida Intl. Airport (RSW) to Midway Intl. Airport (MDW). You can save 25% by booking your domestic flight 34 to 86 days in advance versus last-minute reservations made 6 to 12 days out. You could also cut costs by buying your fare on a Sunday, as it's 6% cheaper on average than a Monday, the most expensive day to book.* Get the timing right, and you can enjoy significant savings on domestic flights.*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.
Does Delta Air Lines fly nonstop from Southwest Florida Intl. Airport (RSW) to Midway Intl. Airport (MDW)?
To find out if there's a direct route from RSW to MDW with Delta Air Lines or any other airlines, use our "Nonstop" filter when searching for flights.
What is the earliest Delta Air Lines flight from RSW to MDW?
Find Delta Air Lines's earliest flights from RSW to MDW by checking our "Early Morning" and "Morning" filters. Not only will you get to your destination sooner, early departures also experience 20% fewer cancellations.**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.
What airports does Delta Air Lines fly into in Chicago?
Take a Delta Air Lines flight from Southwest Florida Intl. Airport (RSW) to Chicago, and you'll most likely come in to Midway Intl. Airport (MDW). This is the airline's primary hub here.
Why fly with Delta Air Lines from RSW to MDW?
Jetting off from RSW to MDW with Delta Air Lines means enjoying a host of benefits, including an excellent in-flight experience and a rewarding loyalty program. Plus, when booking through Expedia, One Key™ members can collect OneKeyCash™* to use on select future travel purchases. That's on top of 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.
Can I change or cancel my Delta Air Lines flight from Southwest Florida Intl. Airport (RSW) to Midway Intl. Airport (MDW)?
Depending on the type of ticket you purchased, a fee will generally apply if you cancel or reschedule your flight more than 24 hours after it has been confirmed. To secure flexible fares, select our "No cancel fee" or "Changes included" filter when searching for flights. To learn more about canceling or modifying your reservation, head to "Trips," select your flight and click on "Manage Booking."

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*Available to One Key members.