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Cheap flights from Chicago Midway Airport to Cleveland from $59

1 adult
1 adult, Economy, 0 bags

Find the cheapest flights from Chicago Midway Airport to Cleveland

Cheap round-trip flights

Enter your travel dates to find the best prices.
Southwest Logo
1:15 pm - 9:45 pmMDW  Chicago Midway-CLE Cleveland Hopkins Intl
7h 30m2 stops Richmond Byrd Intl Baltimore/Washington
Southwest Logo
6:40 am - 12:15 pmCLE  Cleveland Hopkins Intl-MDW Chicago Midway
6h 35m1 stop Lambert-St Louis
$142Southwest
Tue, Dec 15 - Tue, Dec 22
Frontier Logo
6:43 am - 4:35 pmMDW  Chicago Midway-CLE Cleveland Hopkins Intl
8h 52m1 stop Atlanta Hartsfield-Jackson
Frontier Logo
7:04 pm - 12:01 amCLE  Cleveland Hopkins Intl-MDW Chicago Midway
5h 57m1 stop Atlanta Hartsfield-Jackson
$143Frontier
Tue, Dec 22 - Tue, Dec 29
Southwest Logo
12:45 pm - 10:55 pmMDW  Chicago Midway-CLE Cleveland Hopkins Intl
9h 10m2 stops Columbus Nashville Intl
Southwest Logo
6:00 am - 2:20 pmCLE  Cleveland Hopkins Intl-MDW Chicago Midway
9h 20m2 stops Nashville Intl Detroit Metropolitan Wayne County
$153Southwest
Mon, Jan 4 - Wed, Jan 6
Frontier Logo
12:33 pm - 12:55 amMDW  Chicago Midway-CLE Cleveland Hopkins Intl
11h 22m1 stop Atlanta Hartsfield-Jackson
Frontier Logo
6:05 am - 4:07 pmCLE  Cleveland Hopkins Intl-MDW Chicago Midway
11h 02m1 stop Atlanta Hartsfield-Jackson
$153Frontier
Tue, Dec 1 - Thu, Dec 3
Frontier Logo
9:09 am - 8:09 pmMDW  Chicago Midway-CLE Cleveland Hopkins Intl
10h 00m1 stop Atlanta Hartsfield-Jackson
Frontier Logo
6:01 am - 4:06 pmCLE  Cleveland Hopkins Intl-MDW Chicago Midway
11h 05m1 stop Atlanta Hartsfield-Jackson
$153Frontier
Tue, Nov 24 - Fri, Dec 11
Frontier Logo
8:42 pm - 8:41 amMDW  Chicago Midway-CLE Cleveland Hopkins Intl
10h 59m1 stop Orlando
Frontier Logo
9:31 pm - 7:47 pmCLE  Cleveland Hopkins Intl-MDW Chicago Midway
23h 16m1 stop Orlando
$153Frontier
Sat, Nov 21 - Mon, Nov 23
Southwest Logo
7:35 am - 9:45 amMDW  Chicago Midway-CLE Cleveland Hopkins Intl
1h 10mnonstop
Southwest Logo
8:05 pm - 8:30 pmCLE  Cleveland Hopkins Intl-MDW Chicago Midway
1h 25mnonstop
$154Southwest
Wed, Dec 23 - Wed, Dec 30
Southwest Logo
6:10 pm - 8:25 pmMDW  Chicago Midway-CLE Cleveland Hopkins Intl
1h 15mnonstop
Southwest Logo
8:45 am - 9:10 amCLE  Cleveland Hopkins Intl-MDW Chicago Midway
1h 25mnonstop
$154Southwest
Thu, Dec 3 - Thu, Dec 10
Southwest Logo
1:40 pm - 3:55 pmMDW  Chicago Midway-CLE Cleveland Hopkins Intl
1h 15mnonstop
Southwest Logo
12:35 pm - 12:50 pmCLE  Cleveland Hopkins Intl-MDW Chicago Midway
1h 15mnonstop
$154Southwest
Thu, Nov 26 - Fri, Nov 27
Southwest Logo
7:35 pm - 9:50 pmMDW  Chicago Midway-CLE Cleveland Hopkins Intl
1h 15mnonstop
Southwest Logo
7:55 pm - 8:30 pmCLE  Cleveland Hopkins Intl-MDW Chicago Midway
1h 35mnonstop
$154Southwest
Wed, Nov 25 - Fri, Nov 27

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Frontier flights from Chicago Midway Airport to Cleveland

Our best Frontier deals on Chicago Midway Airport to Cleveland flight tickets
Frontier
Dec 22
MDW6:43 amChicago Midway
8h 52m
1 stop
CLE4:35 pmCleveland Hopkins Intl
Dec 29
CLE7:04 pmCleveland Hopkins Intl
5h 57m
1 stop
MDW12:01 amChicago Midway
$143
Frontier
Nov 21
MDW8:42 pmChicago Midway
10h 59m
1 stop
CLE8:41 amCleveland Hopkins Intl
Nov 23
CLE9:31 pmCleveland Hopkins Intl
23h 16m
1 stop
MDW7:47 pmChicago Midway
$153
Frontier
Dec 24
MDW6:43 amChicago Midway
8h 52m
1 stop
CLE4:35 pmCleveland Hopkins Intl
Dec 25
CLE6:00 pmCleveland Hopkins Intl
7h 01m
1 stop
MDW12:01 amChicago Midway
$164

Southwest flights from Chicago Midway Airport to Cleveland

Our best Southwest deals on Chicago Midway Airport to Cleveland flight tickets
Southwest
Dec 15
MDW1:15 pmChicago Midway
7h 30m
2 stops
CLE9:45 pmCleveland Hopkins Intl
Dec 22
CLE6:40 amCleveland Hopkins Intl
6h 35m
1 stop
MDW12:15 pmChicago Midway
$142
Southwest
Nov 25
MDW7:35 pmChicago Midway
1h 15m
CLE9:50 pmCleveland Hopkins Intl
Nov 27
CLE7:55 pmCleveland Hopkins Intl
1h 35m
MDW8:30 pmChicago Midway
$154
Southwest
Nov 25
MDW7:35 pmChicago Midway
1h 15m
CLE9:50 pmCleveland Hopkins Intl
Jan 4
CLE10:45 amCleveland Hopkins Intl
10h 20m
2 stops
MDW8:05 pmChicago Midway
$175

momondo Fare Finder

 
Use the filters below to find and compare flights from Chicago Midway Airport to Cleveland that are best for you.

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Route

Depart

Return

Price

Cheapest round-trip

ChicagoCleveland

MDW Chicago Midway - CLE Cleveland Hopkins Intl

MDWCLE

Chicago Midway

Tue 12/15

1:15 pm-9:45 pm

2 stops7h 30m

Cleveland Hopkins Intl

Tue 12/22

6:40 am-12:15 pm

1 stop6h 35m

$142

ChicagoCleveland

MDW Chicago Midway - CLE Cleveland Hopkins Intl

MDWCLE

Chicago Midway

Tue 12/22

6:43 am-4:35 pm

1 stop8h 52m

Cleveland Hopkins Intl

Tue 12/29

7:04 pm-12:01 am

1 stop5h 57m

$143

ChicagoCleveland

MDW Chicago Midway - CLE Cleveland Hopkins Intl

MDWCLE

Chicago Midway

Mon 1/4

12:45 pm-10:55 pm

2 stops9h 10m

Cleveland Hopkins Intl

Wed 1/6

6:00 am-2:20 pm

2 stops9h 20m

$153

ChicagoCleveland

MDW Chicago Midway - CLE Cleveland Hopkins Intl

MDWCLE

Chicago Midway

Tue 12/1

12:33 pm-12:55 am

1 stop11h 22m

Cleveland Hopkins Intl

Thu 12/3

6:05 am-4:07 pm

1 stop11h 02m

$153

ChicagoCleveland

MDW Chicago Midway - CLE Cleveland Hopkins Intl

MDWCLE

Chicago Midway

Tue 11/24

9:09 am-8:09 pm

1 stop10h 00m

Cleveland Hopkins Intl

Fri 12/11

6:01 am-4:06 pm

1 stop11h 05m

$153

ChicagoCleveland

MDW Chicago Midway - CLE Cleveland Hopkins Intl

MDWCLE

Chicago Midway

Sat 11/21

8:42 pm-8:41 am

1 stop10h 59m

Cleveland Hopkins Intl

Mon 11/23

9:31 pm-7:47 pm

1 stop23h 16m

$153

ChicagoCleveland

MDW Chicago Midway - CLE Cleveland Hopkins Intl

MDWCLE

Chicago Midway

Wed 12/23

7:35 am-9:45 am

Nonstop1h 10m

Cleveland Hopkins Intl

Wed 12/30

8:05 pm-8:30 pm

Nonstop1h 25m

$154

ChicagoCleveland

MDW Chicago Midway - CLE Cleveland Hopkins Intl

MDWCLE

Chicago Midway

Thu 12/3

6:10 pm-8:25 pm

Nonstop1h 15m

Cleveland Hopkins Intl

Thu 12/10

8:45 am-9:10 am

Nonstop1h 25m

$154
Quickest round-trip

ChicagoCleveland

MDW Chicago Midway - CLE Cleveland Hopkins Intl

MDWCLE

Chicago Midway

Thu 11/26

1:40 pm-3:55 pm

Nonstop1h 15m

Cleveland Hopkins Intl

Fri 11/27

12:35 pm-12:50 pm

Nonstop1h 15m

$154

ChicagoCleveland

MDW Chicago Midway - CLE Cleveland Hopkins Intl

MDWCLE

Chicago Midway

Wed 11/25

7:35 pm-9:50 pm

Nonstop1h 15m

Cleveland Hopkins Intl

Fri 11/27

7:55 pm-8:30 pm

Nonstop1h 35m

$154

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Cleveland from

How to get the cheapest flight ticket from Chicago Midway Airport to Cleveland

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Cleveland?

In general, November is the cheapest month to fly from Chicago Midway Airport to Cleveland. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $0. If you’re not able to fly to Cleveland in November, then May is your next best option. Flight prices from Chicago Midway Airport to Cleveland during May average around $234.

What is the cheapest day to depart on your flight to Cleveland?

The cheapest day to depart from Chicago Midway Airport to Cleveland is on a Saturday when prices can be found for as low as $273. Be sure to avoid booking your departure on a Sunday as prices are generally higher than usual. According to our data, the average ticket price to Cleveland on Sunday is $518.

What is the cheapest time of day to depart on your flight to Cleveland?

Our data shows that the cheapest Chicago Midway Airport to Cleveland flights are usually those with departure times at noon. Our users have found flights to Cleveland at noon for as low as $327. In contrast, the most expensive time of day to depart to Cleveland is in the evening when prices are around $485.

What is the cheapest Chicago Midway to Cleveland Hopkins Intl flight route?

Fly from Chicago Midway to Cleveland Hopkins Intl for the best Chicago Midway - Cleveland Hopkins Intl flight prices

What cabin class options are available on Chicago Midway Airport to Cleveland flights?

There is only 1 cabin class available to choose from on Chicago Midway Airport to Cleveland flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Chicago Midway Airport to Cleveland flights?

No. A direct flight is the cheapest option for a flight between Chicago Midway Airport to Cleveland.

When to book flights from Chicago Midway Airport to Cleveland

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago Midway Airport to Cleveland according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago Midway Airport to Cleveland (MDW to CLE) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago Midway Airport to Cleveland

Best Price Found

$59

Fastest flight time

1h 10m

Direct flights

Every day

Airports in Cleveland

1 airport
The best one-way flight to Cleveland from Chicago Midway Airport in the past 72 hours is $59. The best round-trip flight deal from Chicago Midway Airport to Cleveland found on momondo in the last 72 hours is $142.
The fastest flight from Chicago Midway Airport to Cleveland takes 1h 10m
Direct flights go from Chicago Midway Airport to Cleveland every day.
There is 1 airport in Cleveland. From Chicago Midway Airport there are direct flights to Cleveland Hopkins Intl (CLE).
Search flight deals

Frequently asked questions about flying from Chicago Midway Airport to Cleveland

  • How far is Chicago Midway to Cleveland Hopkins Intl by plane?

    Cleveland Hopkins Intl is 312.8 mi away from Chicago Midway. Typically, this will take 1h 10m by plane in normal conditions.

  • When did momondo last update prices for flights from Chicago Midway Airport to Cleveland Hopkins Intl Airport?

    Prices for flights from Chicago Midway Airport to Cleveland Hopkins Intl Airport are updated daily.

  • How many operators does momondo search for flights from Chicago Midway Airport to Cleveland Hopkins Intl Airport?

  • How old do you have to be to fly from Chicago Midway Airport to Cleveland Hopkins Intl Airport?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Chicago Midway Airport to Cleveland Hopkins Intl Airport.

  • What documentation or ID do you need to fly to Cleveland Hopkins Intl Airport?

    The required travel and health documents for your Cleveland Hopkins Intl Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Cleveland Hopkins Intl Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

  • What is the most popular plane model from Chicago Midway Airport to Cleveland?

  • What is the most popular airline from Chicago Midway Airport to Cleveland?

Best airlines flying from Chicago Midway Airport to Cleveland

Compare and see reviews for airlines that fly from Chicago Midway Airport to Cleveland with momondo
Airline
Rating
Free Cancellation
Price
SouthwestPriceFrom $117Free CancellationRating
8.0
4,214 reviews
Search Southwest flights

  • Southwest Flights From Chicago Midway Airport to Cleveland

    Across 9 Southwest flights from Chicago Midway Airport to Cleveland this week, the average price was $509, with the best Southwest deals starting from $117 round-trip. 4,214 users have rated Southwest on momondo, with an average score of 8.0/10.

Traveling to a place near Cleveland?

Book flights to Cleveland if you plan to visit one of these locations
Sandusky
Mansfield
Beachwood
Westlake
Independence
Mentor
Willoughby
Elyria
Kent
Medina
Wooster
Streetsboro
Geneva-on-the-Lake
Cuyahoga Falls
Painesville
North Olmsted
Macedonia
Strongsville
Avon
Lakewood

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Cleveland?

It is quick and easy to find Chicago to Cleveland flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Cleveland that suits you.

Can I find flights from Chicago to Cleveland with flexible booking policies on momondo?

Yes. All flights to Cleveland from Chicago on momondo can be compared and filtered by various policies on offer, including flexible booking.

How can momondo help me find flights from Chicago to Cleveland?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Chicago to Cleveland.

I’m not ready to book a flight from Chicago to Cleveland right now. Can momondo alert me if prices change?

Price alerts on flights to Cleveland from Chicago are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

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