Cheap Flight Tickets from Chicago (MDW) to Cleveland (CLE), Starting at $149

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

$149

WN Southwest Airlines • 1 stop • 10h 10m

Oct 31 – Nov 08

The cheapest round trip flight from Chicago to Cleveland (MDW-CLE-MDW) is currently $149

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Fastest Flight

1h 50m

The fastest nonstop flight from Chicago to Cleveland (MDW-CLE) takes 1h 50m

Top Airlines Flying from Chicago to Cleveland

Southwest Airlines-WN

Southwest 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 31 - Nov 08, Economy
WN
Chicago → Cleveland
10h 10m
9:35 AM - 4:45 PM • 1 stop
WN
Chicago → Cleveland
2h 5m
8:35 AM - 9:00 AM • nonstop
$149
Southwest Airlines
Oct 31 - Nov 08, Economy
WN
Chicago → Cleveland
1h 55m
8:20 AM - 10:35 AM • nonstop
WN
Chicago → Cleveland
5h 35m
8:10 PM - 10:45 PM • 1 stop
$149
Southwest Airlines
Oct 31 - Nov 08, Economy
WN
Chicago → Cleveland
1h 50m
1:45 PM - 3:55 PM • nonstop
WN
Chicago → Cleveland
5h 35m
8:10 PM - 10:45 PM • 1 stop
$149
Southwest Airlines
Oct 31 - Nov 08, Economy
WN
Chicago → Cleveland
14h
7:05 AM - 4:45 PM • 1 stop
WN
Chicago → Cleveland
1h 55m
12:35 PM - 12:50 PM • nonstop
$515
Southwest Airlines
Oct 31 - Nov 08, Economy
WN
Chicago → Cleveland
20h 10m
6:35 AM - 7:45 PM • 1 stop
WN
Chicago → Cleveland
1h 55m
12:35 PM - 12:50 PM • nonstop
$515
Southwest Airlines
Oct 31 - Nov 08, Economy
WN
Chicago → Cleveland
13h 30m
9:10 AM - 6:20 PM • 1 stop
WN
Chicago → Cleveland
1h 55m
12:35 PM - 12:50 PM • nonstop
$515
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 6:35 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 149
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 1:45 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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