RSW to MDW (Fort Myers to Chicago) Flights

Last Minute Flights from RSW to MDW

Price found within the past 7 days for the specified period. Click for updated prices.

OriginDestinationTravel DatesFlights From*
RSWChicagoMarch 22 to March 31$426
*Prices include taxes and fees

Cheapest RSW to MDW Flights

Price found within the past 7 days for the specified period. Click for updated prices.

OriginDestinationTravel DatesFlights From*
RSWChicagoApril 23 to May 9$197
RSWChicagoApril 25 to April 28$217
RSWChicagoApril 23 to May 9$226
RSWChicagoMarch 30 to April 5$290
*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

What airlines fly direct from RSW to MDW?
Unfortunately, you can't fly straight from Southwest Florida Intl. Airport to Midway Airport. Make your way to Chicago by reserving a flight with at least one stop in between. If you're not in a rush, why not spend a day or so in your layover city?
How many flights are there from RSW to MDW?
Roughly 16 each day. If you're in a big rush to get to Chicago, see if you can find an awesome last-minute deal from Fort Myers, FL (RSW-Southwest Florida Intl.) to Chicago, IL (MDW-Midway Intl.) and then reserve it fast!
What is the flight distance from Fort Myers, FL (RSW-Southwest Florida Intl.) to Chicago, IL (MDW-Midway Intl.)?
A distance of 1,100 miles (1,800 1) separates Fort Myers and Chicago, making it a medium-haul flight. No quick jaunt yet no mid-air test of endurance, take whatever you need to help make your flight a comfy one.
How many morning flights are there from RSW to MDW?
Every week, 52 morning services jet off from RSW to MDW, with 48 offered by Delta Air Lines (DL). If you'd like to be on board as early as possible, DL's first flight takes off at 5:35AM.
How many afternoon flights are there from RSW to MDW?
Choose one of the 66 weekly afternoon and evening flights from RSW to MDW and enjoy a sleep in. Well-known carrier Delta Air Lines (DL) offers 61 of these flights which depart from 12:52PM.
What is the earliest departure time out of Fort Myers to Chicago?
Leave RSW at 5:35AM and touch down at MDW at 11:50PM. This is the earliest flight you'll find on this route.
What is the latest departure time out of Fort Myers to Chicago?
The last flight jets out from RSW at 8:55PM and touches down at MDW at 6:07PM. You'll have more than enough time to get ready for this flight.
What is the average price from Fort Myers to Chicago?
You can find a round-trip flight from RSW to MDW from around $197. The cheapest deals get snapped up fast, so book as soon as you've pinned down your travel dates. 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 simply treat yourself to a mini vacation. Regardless of the reasons behind packing your bags and needing to find our cheapest flights from RSW to MDW, we’ve got you covered here at Flights.com.

We present you with some of the most affordable 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.

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