CLE to MDW (Cleveland to Chicago) Flights

Last Minute Flights from CLE to MDW

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

OriginDestinationTravel DatesFlights From*
CLEChicagoMarch 22 to March 24$311
*Prices include taxes and fees

Cheapest CLE to MDW Flights

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

OriginDestinationTravel DatesFlights From*
CLEChicagoMay 6 to May 12$97
CLEChicagoMay 6 to May 12$107
CLEChicagoMay 5 to May 12$127
CLEChicagoApril 14 to April 15$180
*Prices include taxes and fees
CLE to MDW Flight Details
Origin airport
Hopkins Intl.
Origin airport IATA code
CLE
Destination airport
Midway Intl.
Destination airport IATA code
MDW
Distance
306 mi

Frequently asked questions

What airlines fly direct from Cleveland Hopkins Intl. Airport to Midway Intl. Airport (MDW)?
Currently, you can't fly straight between these airports. You'll have to reserve a flight with at least one stop to get from Hopkins Intl. Airport (CLE) to MDW.
How many flights are there from CLE to MDW?
There are 3 flights a day from Cleveland, OH (CLE-Hopkins Intl.) to Chicago, IL (MDW-Midway Intl.), so you have plenty of ways to get to Chicago. Just pick out a time and date that works with your schedule and lock in your airfare.
How long does it take to fly from Cleveland, OH (CLE-Hopkins Intl.) to Chicago, IL (MDW-Midway Intl.)?
The flight will take approximately 1 hour and 14 minutes from Cleveland, OH (CLE-Hopkins Intl.) to Chicago, IL (MDW-Midway Intl.) — just enough time to read a few chapters of a novel!
What is the flight distance from Cleveland, OH (CLE-Hopkins Intl.) to Chicago, IL (MDW-Midway Intl.)?
It's a breezy 310 miles (490 1) from Cleveland, OH (CLE-Hopkins Intl.) to Chicago, IL (MDW-Midway Intl.), making it a short-haul flight. Secure a window seat and take in the bird's-eye view of Chicago as you prepare for landing.
What is the earliest departure time out of Cleveland to Chicago?
The earliest flight jets off from CLE at 7:20AM and lands at MDW at 8:35AM. You'll want to give yourself enough time in the morning to easily make it to the check-in counter.
What is the latest departure time out of Cleveland to Chicago?
Reserve a seat on the 7:50PM flight out of CLE, touching down at 9:05PM at MDW, and allow yourself time to carry out those last-minute vacation preparations. This is the latest flight you can catch on this route.
What is the average price from Cleveland to Chicago?
Round-trip tickets from CLE to MDW start from around $97. Great fares don't stick around forever, so be ready to book when the price is right. 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.

Cleveland 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 Cleveland 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 CLE 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 Cleveland 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.

Plan Your Trip