RSW to MDW (Fort Myers to Chicago) Flights

Last Minute Flights from RSW to MDW

Best airfare and ticket deals for RSW to MDW flights are based on recent deals found by Expedia.com customers within the past 7 days.

OriginDestinationTravel DatesFlights From*
RSWChicagoMarch 31 to April 4$617
*Prices include taxes and fees

Cheapest RSW to MDW Flights

Best airfare and ticket deals for RSW to MDW flights are based on recent deals found by Expedia.com customers within the past 7 days.

OriginDestinationTravel DatesFlights From*
RSWChicagoMay 3 to May 4$153
RSWChicagoMay 3 to May 21$163
RSWChicagoMay 3 to May 11$166
RSWChicagoMay 22 to May 25$196
*Prices include taxes and fees
RSW to MDW Flight Details
Origin airport
Southwest Florida Intl.
Origin airport IATA code
RSW
Destination airport
Midway Intl.
Destination airport IATA code
MDW
Distance
1107 mi

Frequently asked questions

Which airlines with flights from RSW to MDW allow free cancellation due to COVID-19?
To find all the airlines that allow COVID-19 related changes, make the most of our handy filter function. Get started by typing in your dates. Then, once all the available flights are on display, check the “No change fee” box under “Flexible change policies” on the left. Read through the air carrier’s rules and regulations before securing your Fort Myers, FL Airport (RSW-Southwest Florida Intl.) to Chicago Airport airfare.
What airlines fly direct from Fort Myers, FL Airport (RSW-Southwest Florida Intl.) to MDW?
Book a fare with Southwest Airlines (WN) and you won’t have the bother of changing planes or passing the time on a stopover. This popular carrier lists 117 nonstop flights each month from RSW to Chicago Airport.
How many flights are there from RSW to MDW?
Roughly 3 each day. If you’re in a big hurry to fly to Chicago, see if you can grab a last-minute deal from Fort Myers, FL Airport (RSW-Southwest Florida Intl.) to Chicago, IL Airport (MDW-Midway Intl.) and then secure it pronto!
How long does it take to fly from Fort Myers, FL Airport (RSW-Southwest Florida Intl.) to Chicago, IL Airport (MDW-Midway Intl.)?
The flight time from Fort Myers, FL Airport (RSW-Southwest Florida Intl.) to Chicago, IL Airport (MDW-Midway Intl.) is roughly 2 hours and 49 minutes. In-flight entertainment isn’t always available on short journeys like this, so bring a book to read or download a podcast.
What is the flight distance from Fort Myers, FL Airport (RSW-Southwest Florida Intl.) to Chicago, IL Airport (MDW-Midway Intl.)?
Around 1100 miles (1800 km). If you travel regularly and have gathered a decent number of air miles, this medium-haul journey may be the perfect time for a seating upgrade.
How many morning flights are there from RSW to MDW?
Every week, 10 flights set off from RSW to MDW before noon. Southwest Airlines (WN) lists 10 morning flights per week on this route, with the earliest departing at 10:00AM.
How many afternoon flights are there from RSW to MDW?
Ditch the early morning check in and book one of the 17 weekly afternoon and evening flights from RSW to MDW. Afternoon and evening services scheduled by Southwest Airlines (WN) start at 12:15AM. Overall, this airline operates 17 weekly flights departing after midday.
What is the earliest departure time out of Fort Myers to Chicago?
The earliest flight leaves RSW at 6:00AM and touches down at MDW at 8:50AM. Be sure to allow yourself enough time in the morning to easily get to your gate.
What is the latest departure time out of Fort Myers to Chicago?
From RSW, the last flight departs at 9:15PM and lands at MDW at 12:05AM. If you don’t enjoy early starts, this is the flight for you.
What is the average price from Fort Myers to Chicago?
Round-trip journeys from RSW to MDW start at around $153. Book your trip today and score a bargain. This price was available on Flights.com within the past 7 days, for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.

Fort Myers to Chicago Flights

Whether it’s for an obligation or the sake of your sanity, sometimes you need to get away. Maybe you need flights from Fort Myers to Chicago to attend your cousin’s wedding, to pitch a business idea to your boss, or perhaps simply to treat yourself to a mini vacation. Regardless of the reasons behind packing your bags and needing to find the cheapest flights from RSW to MDW, we’ve got you covered here at Flights.com.

We present you with some of the hottest deals on airfare so stop that Google flights search. We want you to spend less on your flight from Fort Myers to Chicago, so you can spend more during your getaway. With Flights.com, you’ll find it simple to land airline tickets with itineraries matching your travel schedule. What’s more, we provide you with all the information you need to confidently make reservations on your family, business, or personal trip.