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Cheap flights from Chicago Midway Airport to Cleveland from $89

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago Midway Airport to Cleveland departing on 1/18. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Chicago Midway Airport to Cleveland

Cheap round-trip flights

Enter your travel dates to find the best prices.
Frontier Logo
5:01 pm - 7:34 am
MDW
-
CLE
13h 33m1 stop
Frontier Logo
12:08 pm - 7:58 pm
CLE
-
MDW
8h 50m1 stop
$185Frontier
lun., ene. 26 - lun., feb. 2
Delta Logo
9:32 am - 3:10 pm
MDW
-
CLE
4h 38m1 stop
Delta Logo
10:25 am - 12:48 pm
CLE
-
MDW
3h 23m1 stop
$197Delta
sáb., ene. 17 - dom., ene. 18
Frontier Logo
7:30 am - 3:35 pm
MDW
-
CLE
7h 05m1 stop
Frontier Logo
2:40 pm - 7:47 pm
CLE
-
MDW
6h 07m1 stop
$200Frontier
jue., feb. 19 - lun., feb. 23
Delta Logo
11:21 am - 5:51 pm
MDW
-
CLE
5h 30m1 stop
Delta Logo
6:00 am - 12:48 pm
CLE
-
MDW
7h 48m2 stops
$202Delta
sáb., ene. 17 - dom., ene. 18
Southwest Logo
7:55 pm - 10:10 pm
MDW
-
CLE
1h 15mnonstop
Southwest Logo
6:15 am - 6:55 am
CLE
-
MDW
1h 40mnonstop
$207Southwest
dom., ene. 18 - jue., ene. 22
Southwest Logo
5:35 pm - 7:50 pm
MDW
-
CLE
1h 15mnonstop
Southwest Logo
6:15 am - 6:55 am
CLE
-
MDW
1h 40mnonstop
$214Southwest
sáb., ene. 17 - dom., ene. 18
Multiple Airlines Logo
1:00 pm - 12:43 am
MDW
-
CLE
10h 43m1 stop
Multiple Airlines Logo
4:37 pm - 7:07 pm
CLE
-
MDW
27h 30m2 stops
$222Multiple Airlines
lun., feb. 9 - lun., feb. 16
Southwest Logo
9:55 am - 12:10 pm
MDW
-
CLE
1h 15mnonstop
Southwest Logo
8:40 am - 2:15 pm
CLE
-
MDW
6h 35m1 stop
$224Southwest
sáb., ene. 17 - dom., ene. 18
Delta Logo
9:32 am - 1:16 pm
MDW
-
CLE
2h 44m1 stop
Delta Logo
10:20 am - 12:46 pm
CLE
-
MDW
3h 26m1 stop
$227Delta
dom., ene. 18 - jue., ene. 22
Southwest Logo
7:40 am - 9:50 am
MDW
-
CLE
1h 10mnonstop
Southwest Logo
7:30 am - 7:50 am
CLE
-
MDW
1h 20mnonstop
$228Southwest
sáb., abr. 11 - dom., abr. 12

Frontier flights from Chicago Midway Airport to Cleveland

Our best Frontier deals on Chicago Midway Airport to Cleveland flight tickets
Frontier
Jan 26
MDW5:01 pmChicago Midway
13h 33m
1 stop
CLE7:34 amCleveland Hopkins Intl
Feb 2
CLE12:08 pmCleveland Hopkins Intl
8h 50m
1 stop
MDW7:58 pmChicago Midway
$185
Find similar
Frontier
Feb 19
MDW7:30 amChicago Midway
7h 05m
1 stop
CLE3:35 pmCleveland Hopkins Intl
Feb 23
CLE2:40 pmCleveland Hopkins Intl
6h 07m
1 stop
MDW7:47 pmChicago Midway
$200
Find similar
Frontier
Jan 14
MDW6:10 amChicago Midway
17h 16m
2 stops
CLE12:26 amCleveland Hopkins Intl
Jan 15
CLE8:58 pmCleveland Hopkins Intl
11h 19m
1 stop
MDW7:17 amChicago Midway
$239
Find similar

Delta flights from Chicago Midway Airport to Cleveland

Our best Delta deals on Chicago Midway Airport to Cleveland flight tickets
Delta
Jan 17
MDW9:32 amChicago Midway
4h 38m
1 stop
CLE3:10 pmCleveland Hopkins Intl
Jan 18
CLE10:25 amCleveland Hopkins Intl
3h 23m
1 stop
MDW12:48 pmChicago Midway
$197
Find similar
Delta
Jan 17
MDW11:21 amChicago Midway
5h 30m
1 stop
CLE5:51 pmCleveland Hopkins Intl
Jan 18
CLE6:00 amCleveland Hopkins Intl
7h 48m
2 stops
MDW12:48 pmChicago Midway
$202
Find similar
Delta
Jan 18
MDW9:32 amChicago Midway
2h 44m
1 stop
CLE1:16 pmCleveland Hopkins Intl
Jan 22
CLE10:20 amCleveland Hopkins Intl
3h 26m
1 stop
MDW12:46 pmChicago Midway
$227
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Chicago Midway Airport to Cleveland that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated diciembre 28, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to Cleveland that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoCleveland

MDW - CLE

MDWCLE

Chicago Midway

lun. 1/26

5:01 pm-7:34 am

1 stop13h 33m

Cleveland Hopkins Intl

lun. 2/2

12:08 pm-7:58 pm

1 stop8h 50m

$185

ChicagoCleveland

MDW - CLE

MDWCLE

Chicago Midway

sáb. 1/17

9:32 am-3:10 pm

1 stop4h 38m

Cleveland Hopkins Intl

dom. 1/18

10:25 am-12:48 pm

1 stop3h 23m

$197

ChicagoCleveland

MDW - CLE

MDWCLE

Chicago Midway

jue. 2/19

7:30 am-3:35 pm

1 stop7h 05m

Cleveland Hopkins Intl

lun. 2/23

2:40 pm-7:47 pm

1 stop6h 07m

$200

ChicagoCleveland

MDW - CLE

MDWCLE

Chicago Midway

sáb. 1/17

11:21 am-5:51 pm

1 stop5h 30m

Cleveland Hopkins Intl

dom. 1/18

6:00 am-12:48 pm

2 stops7h 48m

$202

ChicagoCleveland

MDW - CLE

MDWCLE

Chicago Midway

dom. 1/18

7:55 pm-10:10 pm

Nonstop1h 15m

Cleveland Hopkins Intl

jue. 1/22

6:15 am-6:55 am

Nonstop1h 40m

$207

ChicagoCleveland

MDW - CLE

MDWCLE

Chicago Midway

sáb. 1/17

5:35 pm-7:50 pm

Nonstop1h 15m

Cleveland Hopkins Intl

dom. 1/18

6:15 am-6:55 am

Nonstop1h 40m

$214

ChicagoCleveland

MDW - CLE

MDWCLE

Chicago Midway

lun. 2/9

1:00 pm-12:43 am

1 stop10h 43m

Cleveland Hopkins Intl

lun. 2/16

4:37 pm-7:07 pm

2 stops27h 30m

$222

ChicagoCleveland

MDW - CLE

MDWCLE

Chicago Midway

sáb. 1/17

9:55 am-12:10 pm

Nonstop1h 15m

Cleveland Hopkins Intl

dom. 1/18

8:40 am-2:15 pm

1 stop6h 35m

$224

ChicagoCleveland

MDW - CLE

MDWCLE

Chicago Midway

dom. 1/18

9:32 am-1:16 pm

1 stop2h 44m

Cleveland Hopkins Intl

jue. 1/22

10:20 am-12:46 pm

1 stop3h 26m

$227

ChicagoCleveland

MDW - CLE

MDWCLE

Chicago Midway

sáb. 4/11

7:40 am-9:50 am

Nonstop1h 10m

Cleveland Hopkins Intl

dom. 4/12

7:30 am-7:50 am

Nonstop1h 20m

$228

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 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 $253. Be sure to avoid booking your departure on a Monday as prices are generally higher than usual. According to our data, the average ticket price to Cleveland on Monday is $384.

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 $296. In contrast, the most expensive time of day to depart to Cleveland is in the afternoon when prices are around $322.

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 to Cleveland Hopkins Intl flights?

There is only 1 cabin class available to choose from on Chicago Midway to Cleveland Hopkins Intl 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

$209

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 $209. The best round-trip flight deal from Chicago Midway Airport to Cleveland found on momondo in the last 72 hours is $244.
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

  • 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 $157Free CancellationRating
8.0
4,256 reviews
Search Southwest flights

  • Southwest Flights From Chicago Midway Airport to Cleveland

    Across 14 Southwest flights from Chicago Midway Airport to Cleveland this week, the average price was $301, with the best Southwest deals starting from $157 round-trip. 4,256 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
Beachwood
Mansfield
Elyria
Independence
Mentor
Geneva-on-the-Lake
Westlake
Kent
Wooster
Streetsboro
North Olmsted
Willoughby
Cuyahoga Falls
Painesville
Lakewood
Ashland
Medina
Kelleys Island
Avon

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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