Cheap Flight Tickets from Chicago (MDW) to Cleveland (CLE), Starting at $151

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

$166

WN Southwest Airlines • nonstop • 2h

Aug 27 – Aug 29

The cheapest round trip flight from Chicago to Cleveland (MDW-CLE-MDW) is currently $166

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Cheapest Direct Flight

$151

WN Southwest Airlines • nonstop • 1h 55m

Aug 27

The cheapest nonstop flight from Chicago to Cleveland (MDW-CLE) is currently $151

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Fastest Flight

1h 50m

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

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.

Aug 27 - Aug 29, Economy
WN
Chicago → Cleveland
2h
8:05 AM - 10:25 AM • nonstop
WN
Chicago → Cleveland
13h 45m
5:40 AM - 1:05 PM • 2 stops
$166
Southwest Airlines
Aug 27 - Aug 29, Economy
WN
Chicago → Cleveland
17h 5m
10:30 AM - 9:55 PM • 1 stop
WN
Chicago → Cleveland
20h 35m
5:40 AM - 5:15 PM • 2 stops
$176
Southwest Airlines
Aug 27 - Aug 29, Economy
WN
Chicago → Cleveland
6h 55m
7:55 AM - 1:10 PM • 1 stop
WN
Chicago → Cleveland
2h
4:35 PM - 4:55 PM • nonstop
$195
Southwest Airlines
Aug 27 - Aug 29, Economy
WN
Chicago → Cleveland
12h 10m
9:00 AM - 5:30 PM • 1 stop
WN
Chicago → Cleveland
1h 50m
8:55 AM - 9:05 AM • nonstop
$270
Southwest Airlines
Aug 27 - Aug 29, Economy
WN
Chicago → Cleveland
7h 20m
3:20 PM - 9:00 PM • 1 stop
WN
Chicago → Cleveland
1h 50m
8:55 AM - 9:05 AM • nonstop
$270
Southwest Airlines
Aug 27 - Aug 29, Economy
WN
Chicago → Cleveland
20h 45m
8:10 AM - 9:55 PM • 2 stops
WN
Chicago → Cleveland
2h
4:35 PM - 4:55 PM • nonstop
$275
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 7:55 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 270
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 6:30 pm

Essential Information for Booking Flights from Chicago (MDW) - AI Insights

What's the cheapest airline from mdw to cle?
You can find budget-friendly flights from Chicago Midway International Airport (mdw) to Cleveland Hopkins International Airport (cle) on Southwest Airlines. With a one-stop flight, you can enjoy affordable airfares and Low Fares options. Booking in advance will help you secure the cheapest fares, considering you're 27 days away from your trip. Savings are available for this route.
What's the popular airline to fly from mdw to cle?
Southwest Airlines offers affordable flights from Chicago Midway International Airport (mdw) to Cleveland Hopkins International Airport (cle). As a one-way trip with one stop, you can expect budget-friendly airfares. Booking in advance is recommended, as it can lead to savings on your airfare. You can find the best deals on Southwest Airlines' website or through a travel agency.
What's the cheapest day of the week to fly from mdw to cle?
The cheapest day to fly from Chicago Midway International (mdw) to Cleveland Hopkins International (cle) is Monday. Flying on Mondays can lead to budget-friendly flights, making it a great option for travelers looking for cheap airline tickets.
What's the cheapest month to fly from mdw to cle?
The cheapest month to fly from Chicago Midway International (mdw) to Cleveland Hopkins International (cle) is November. This is based on historical data, which suggests that airfares tend to be lower during this time of year. You can expect to find budget-friendly flights with airlines such as airport, flights, and airlines.
Which airline/airlines fly from mdw to cle?
The airlines that fly from Chicago Midway International Airport (mdw) to Cleveland Hopkins International Airport (cle) include Volaris Airline, Frontier Airlines, United Airlines, Allegiant Air, American Airlines, Delta Airlines, and Southwest Airlines.
What is the cheapest airline to fly from Chicago Midway International Airport to Cleveland Hopkins International Airport?
Southwest Airlines (WN)
How far in advance should I book my flight for the best fares on airlines?
It is recommended to book your flight at least 27 days in advance for the best airfares.
Can I find flights from Milwaukee with the best airfares on your website?
Yes, you can search for flights from Milwaukee on our website and find the best airfares.
Is it possible to book a one-way trip with your agency?
Yes, we offer one-way trips (single leg) on our website.
What is the average cost of an airfare for a single leg trip?
The average cost of an airfare for a single leg trip varies depending on the airline and time of booking.
Do you offer any discounts or promotions for advance bookings?
Yes, we offer discounts and promotions for advance bookings.

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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