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Cheap CLE to MDW Flights

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Akron

$309.60

Chicago

$156.38

Cheap CLE to MDW Flights

Question : On a daily basis, how many different flight times are available from Cleveland Hopkins International Airport (CLE) to Chicago Midway International Airport (MDW)?
Answer : The number of flight times varies by day of the week, but on average, CLE to MDW sees 14 different options. Compared to the average route departing the United States with nine flight times, you'll have more options than most.

Question : Can you cut down on flight costs by changing the day of the week you travel to Chicago?
Answer : For the month of December, the cheapest day to fly is Friday. Flexibility is paramount when booking travel plans in order to keep travel costs down.

Question : Looking for the quickest flight from CLE to MDW?
Answer : The shortest direct flight is one hour and 10 minutes via Southwest Airlines. If you catch the 12:40 PM EST departure, you'll arrive at 12:50 PM CST (remember, there is a time change of one hour).

Question : What is the cheapest day to fly in the next four weeks?
Answer : As of Dec 11th, the cheapest day to fly from Cleveland to Chicago is Dec 14th. Tickets are currently being sold for $169, which is 41% below the average price for this route.

Question : What day of the week has the most flight time options?
Answer : With 16 total flight time options, Wednesday provides the most flexibility from CLE to MDW. The day with the least amount of times is Saturday with only 11 options.

Question : When flying into Chicago, is Chicago Midway International Airport your cheapest option?
Answer : Chicago Midway International Airport is a great airport, but there is a cheaper option – O'Hare International Airport. It’s just 16 miles away and flights are being booked 19% cheaper over the coming two months.

Question : About how long is the flight from Cleveland to Chicago?
Answer : On average, the flight time from CLE to MDW is one hour and 20 minutes.

Cleveland to Chicago Flights

Sometimes you just need to get out of town or maybe you’re looking for a change of scenery. Regardless of the reason, a flight from Cleveland to Chicago will do just the trick! Go on, plan to see all the famous landmarks and eat your weight in the local cuisine. Your trip is beckoning, so answer the call by packing your suitcase and filling your travel itinerary with exploring Chicago.

Whether you’re flying for business or jet-setting on your personal time, you’ve come to the right place. Here at Expedia.com, we’ll pair you up with CLE to MDW flights that won’t make your bank account wince. Ready to temporarily leave behind Cleveland for new horizons? Browse through our cheap airfare, and filter by flight times and dates until you find just what you had in mind. From flights without layovers to ones that arrive early in the morning, you’ll come across plane tickets that suit your travel preferences. You can even bundle your flight to MDW with hotels and car rentals to score even bigger savings.

All set to hit the clouds? Book your travel arrangements with us today and have left-over money to put toward your travel outings and adventures.