Cheap Flight Tickets from Chicago (MDW) to Cleveland (CLE), Starting at $262

Good to Know: Cheapest and Fastest MDW - CLE Flights

Useful information for finding best airline tickets from Chicago Midway International to Cleveland Hopkins International on your next trip.

Cheapest Round Trip Flight

$445

WN Southwest Airlines • 1 stop • 6h 50m

Oct 10 – Oct 11

The cheapest round trip flight from Chicago to Cleveland (MDW-CLE-MDW) is currently $445

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Cheapest Direct Flight

$262

WN Southwest Airlines • nonstop • 1h 55m

Oct 05

The cheapest nonstop flight from Chicago to Cleveland (MDW-CLE) is currently $262

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Fastest Flight

1h 55m

The fastest nonstop flight from Chicago to Cleveland (MDW-CLE) takes 1h 55m

Top Airlines Flying from Chicago to Cleveland

Southwest Airlines-WN

Southwest Airlines

Delta Airline, DL

Delta Airlines

Latest Flight Deals from Chicago (MDW) to Cleveland (CLE)

Compare and book low fare round-trip air tickets from Chicago to Cleveland. Ideal for travelers with confirmed return itineraries.

Oct 10 - Oct 11, Economy
WN
Chicago → Cleveland
6h 50m
4:50 PM - 10:00 PM • 1 stop
WN
Chicago → Cleveland
5h 40m
8:20 PM - 11:00 PM • 1 stop
$445
Southwest Airlines
Oct 10 - Oct 11, Economy
WN
Chicago → Cleveland
20h 50m
8:10 AM - 10:00 PM • 2 stops
WN
Chicago → Cleveland
1h 55m
8:10 PM - 8:25 PM • nonstop
$559
Southwest Airlines
Oct 11 - Oct 11, Economy
DL
Chicago → Cleveland
5h 10m
9:29 AM - 1:39 PM • 1 stop
UA
Chicago → Cleveland
2h 19m
4:23 PM - 5:02 PM • nonstop
$643
Delta Airlines
Oct 11 - Oct 11, Economy
WN
Chicago → Cleveland
12h 35m
7:45 AM - 4:40 PM • 2 stops
WN
Chicago → Cleveland
17h 15m
9:20 PM - 6:55 AM • 1 stop
$698
Southwest Airlines
Oct 11 - Oct 11, Economy
WN
Chicago → Cleveland
13h 20m
7:40 AM - 4:40 PM • 2 stops
WN
Chicago → Cleveland
17h 15m
9:20 PM - 6:55 AM • 1 stop
$698
Southwest Airlines
Oct 11 - Oct 11, Economy
WN
Chicago → Cleveland
10h 40m
9:00 AM - 4:40 PM • 1 stop
WN
Chicago → Cleveland
17h 15m
9:20 PM - 6:55 AM • 1 stop
$745
Southwest Airlines

Fly from Chicago to Cleveland with the Best Airfare Deals on FareLeaders

Looking for a cheap last-minute deal or the best round-trip flight from Chicago to Cleveland? Find the biggest savings on one-way and round-trip tickets right here.

FAQs on Chicago to Cleveland Flights

What are the airports in Chicago?
ORD,MDW
What’s the most popular airline flying from MDW to CLE?
The most popular airline flying from Chicago to Cleveland are
Can I fly from MDW to CLE non-stop?
Yes, you can fly MDW to CLE non-stop on
Which airlines fly nonstop between Chicago and Cleveland?
The non-stop flights between Chicago and Cleveland are .
What’s the earliest departure time from MDW to CLE Airport?
The earliest flight leaves MDW at 7:40 am and lands in CLE - Cleveland Hopkins International
What are the airports in Cleveland?
CLE
Can I make changes to my Chicago to Cleveland flight tickets or cancel them on FareLeaders.com?
No. We are an airfare comparison site. All the tickets are booked by the travel agent offering the flight deal and any changes or cancellations to be made are directly done directly by them or the airlines.
Can I cancel my flight tickets from MDW to CLE?
Read the fare rules of the Chicago to Cleveland air tickets booked. Some airlines allow you to cancel the tickets within a stipulated time period with a cancellation fee.
Which airline alliances offer flights from Chicago and Cleveland?
operate flights between Chicago and Cleveland
How long does a flight from Chicago to Cleveland take?
It takes approximately 1 hour to fly non-stop from MDW to CLE, which is 306.8 miles by air.
Which airlines provide the cheapest flights from Chicago (MDW) to Cleveland (CLE) ?
In the past couple of days, the cheapest tickets to CLE from MDW were found on WN : USD 559
Do I need a passport to fly between MDW and CLE?
No
What’s the latest departure time from MDW to CLE ?
The last flight leaves MDW at 7:05 pm

Chicago (MDW) to Cleveland (CLE): Airport Information

Origin Airport Chicago Midway International , Chicago, US
Destination Airport Cleveland Hopkins International , Cleveland, US
Distance 307 miles

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