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Cheap flights from Chicago to Cleveland from $81

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 to Cleveland departing on 4/28. 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 to Cleveland

Cheap round-trip flights

Enter your travel dates to find the best prices.
Southwest Logo
4:50 pm - 9:35 pm
MDW
-
CLE
3h 45m
1 stop
Southwest Logo
2:45 pm - 3:05 pm
CLE
-
MDW
1h 20mnonstop
$127Southwest
Tue, May 5 - Tue, May 12
Southwest Logo
7:50 am - 5:25 pm
MDW
-
CLE
8h 35m
2 stops
Southwest Logo
6:45 pm - 7:00 pm
CLE
-
MDW
1h 15mnonstop
$132Southwest
Tue, Apr 28 - Tue, Apr 28
Frontier Logo
9:37 pm - 11:42 am
ORD
-
CLE
13h 05m
1 stop
Frontier Logo
6:01 pm - 7:55 am
CLE
-
ORD
14h 54m
1 stop
$133Frontier
Tue, May 5 - Tue, May 12
Multiple Airlines Logo
11:28 am - 9:43 am
ORD
-
CLE
21h 15m
1 stop
Multiple Airlines Logo
4:22 pm - 7:55 am
CLE
-
ORD
16h 33m
1 stop
$134Multiple Airlines
Thu, Apr 30 - Mon, May 4
Multiple Airlines Logo
11:28 am - 9:43 am
ORD
-
CLE
21h 15m
1 stop
Multiple Airlines Logo
4:22 pm - 7:55 am
CLE
-
ORD
16h 33m
1 stop
$135Multiple Airlines
Thu, Apr 30 - Mon, May 4
Frontier Logo
6:00 am - 2:49 pm
MDW
-
CLE
7h 49m
1 stop
Frontier Logo
3:46 pm - 6:37 pm
CLE
-
MDW
27h 51m
1 stop
$136Frontier
Thu, Apr 30 - Fri, May 1
Southwest Logo
6:05 pm - 8:20 pm
MDW
-
CLE
1h 15mnonstop
Southwest Logo
3:45 pm - 4:05 pm
CLE
-
MDW
1h 20mnonstop
$137Southwest
Wed, Apr 29 - Thu, Apr 30
Southwest Logo
2:40 pm - 9:35 pm
ORD
-
CLE
5h 55m
1 stop
Southwest Logo
6:40 am - 12:50 pm
CLE
-
ORD
7h 10m
1 stop
$137Southwest
Tue, May 12 - Tue, May 19
Frontier Logo
6:10 am - 2:26 pm
MDW
-
CLE
7h 16m
1 stop
Frontier Logo
3:44 pm - 10:19 pm
CLE
-
MDW
7h 35m
1 stop
$140Frontier
Tue, Apr 28 - Thu, Apr 30
Frontier Logo
9:37 pm - 11:42 am
ORD
-
CLE
13h 05m
1 stop
Frontier Logo
3:42 pm - 11:38 pm
CLE
-
ORD
8h 56m
1 stop
$140Frontier
Tue, May 12 - Thu, May 14

Frontier flights from Chicago to Cleveland

Our best Frontier deals on Chicago to Cleveland flight tickets
Frontier
May 5
ORD9:37 pmChicago O'Hare Intl
13h 05m
1 stop
CLE11:42 amCleveland Hopkins Intl
May 12
CLE6:01 pmCleveland Hopkins Intl
14h 54m
1 stop
ORD7:55 amChicago O'Hare Intl
$133
Frontier
Apr 30
MDW6:00 amChicago Midway
7h 49m
1 stop
CLE2:49 pmCleveland Hopkins Intl
May 1
CLE3:46 pmCleveland Hopkins Intl
27h 51m
1 stop
MDW6:37 pmChicago Midway
$136
Frontier
Apr 28
MDW6:10 amChicago Midway
7h 16m
1 stop
CLE2:26 pmCleveland Hopkins Intl
Apr 30
CLE3:44 pmCleveland Hopkins Intl
7h 35m
1 stop
MDW10:19 pmChicago Midway
$140

Southwest flights from Chicago to Cleveland

Our best Southwest deals on Chicago to Cleveland flight tickets
Southwest
May 5
MDW4:50 pmChicago Midway
3h 45m
1 stop
CLE9:35 pmCleveland Hopkins Intl
May 12
CLE2:45 pmCleveland Hopkins Intl
1h 20m
MDW3:05 pmChicago Midway
$127
Southwest
Apr 28
MDW12:45 pmChicago Midway
1h 15m
CLE3:00 pmCleveland Hopkins Intl
Apr 29
CLE10:30 amCleveland Hopkins Intl
6h 20m
2 stops
MDW3:50 pmChicago Midway
$132
Southwest
Apr 29
MDW6:05 pmChicago Midway
1h 15m
CLE8:20 pmCleveland Hopkins Intl
Apr 30
CLE3:45 pmCleveland Hopkins Intl
1h 20m
MDW4:05 pmChicago Midway
$137

momondo Fare Finder

 
Customize your flight search to find flights from Chicago 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 April 8, 2026.
Use the filters below to find and compare flights from Chicago to Cleveland that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoCleveland

MDW - CLE

MDWCLE

Chicago Midway

Tue 5/5

4:50 pm-9:35 pm

1 stop3h 45m

Cleveland Hopkins Intl

Tue 5/12

2:45 pm-3:05 pm

Nonstop1h 20m

$127

ChicagoCleveland

MDW - CLE

MDWCLE

Chicago Midway

Tue 4/28

7:50 am-5:25 pm

2 stops8h 35m

Cleveland Hopkins Intl

Tue 4/28

6:45 pm-7:00 pm

Nonstop1h 15m

$132

ChicagoCleveland

ORD - CLE

ORDCLE

Chicago O'Hare Intl

Tue 5/5

9:37 pm-11:42 am

1 stop13h 05m

Cleveland Hopkins Intl

Tue 5/12

6:01 pm-7:55 am

1 stop14h 54m

$133

ChicagoCleveland

ORD - CLE

ORDCLE

Chicago O'Hare Intl

Thu 4/30

11:28 am-9:43 am

1 stop21h 15m

Cleveland Hopkins Intl

Mon 5/4

4:22 pm-7:55 am

1 stop16h 33m

$134

ChicagoCleveland

ORD - CLE

ORDCLE

Chicago O'Hare Intl

Thu 4/30

11:28 am-9:43 am

1 stop21h 15m

Cleveland Hopkins Intl

Mon 5/4

4:22 pm-7:55 am

1 stop16h 33m

$135

ChicagoCleveland

MDW - CLE

MDWCLE

Chicago Midway

Thu 4/30

6:00 am-2:49 pm

1 stop7h 49m

Cleveland Hopkins Intl

Fri 5/1

3:46 pm-6:37 pm

1 stop27h 51m

$136
Quickest round-trip

ChicagoCleveland

MDW - CLE

MDWCLE

Chicago Midway

Wed 4/29

6:05 pm-8:20 pm

Nonstop1h 15m

Cleveland Hopkins Intl

Thu 4/30

3:45 pm-4:05 pm

Nonstop1h 20m

$137

ChicagoCleveland

ORD - CLE

ORDCLE

Chicago O'Hare Intl

Tue 5/12

2:40 pm-9:35 pm

1 stop5h 55m

Cleveland Hopkins Intl

Tue 5/19

6:40 am-12:50 pm

1 stop7h 10m

$137

ChicagoCleveland

MDW - CLE

MDWCLE

Chicago Midway

Tue 4/28

6:10 am-2:26 pm

1 stop7h 16m

Cleveland Hopkins Intl

Thu 4/30

3:44 pm-10:19 pm

1 stop7h 35m

$140

ChicagoCleveland

ORD - CLE

ORDCLE

Chicago O'Hare Intl

Tue 5/12

9:37 pm-11:42 am

1 stop13h 05m

Cleveland Hopkins Intl

Thu 5/14

3:42 pm-11:38 pm

1 stop8h 56m

$140

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 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 typical price of a round-trip flight between Chicago and Cleveland?

What is the cheapest month to fly to Cleveland?

In general, August is the cheapest month to fly from Chicago to Cleveland. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $224. If you’re not able to fly to Cleveland in August, then July is your next best option. Flight prices from Chicago to Cleveland during July average around $258.

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

The cheapest day to depart from Chicago to Cleveland is on a Saturday when prices can be found for as low as $267. 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 $456.

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

Our data shows that the cheapest Chicago to Cleveland flights are usually those with departure times in the morning. Our users have found flights to Cleveland in the morning for as low as $298. In contrast, the most expensive time of day to depart to Cleveland is in the afternoon when prices are around $347.

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

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

How far in advance should I book a flight to Cleveland?

You are more likely to see cheaper flights to Cleveland from Chicago when booking weeks ahead of your departure date. In general, you can expect to find flights to Cleveland for around $329 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Cleveland from Chicago for as low as $176 on momondo.

What cabin class options are available on Chicago to Cleveland Hopkins Intl flights?

There are 4 cabin classes available to choose from on Chicago 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 to Cleveland flights?

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

How have Chicago to Cleveland flight prices changed over time?

As of April 2026, prices for Chicago to Cleveland flights are approximately 4% cheaper when compared to flights at the same time last year.

When to book flights from Chicago to Cleveland

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

Cheap Chicago to Cleveland (CHI to CLE) flight deals and tips

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

Best Price Found

$138

Fastest flight time

1h 10m

Direct flights

Every day

Airports in Cleveland

1 airport
The best one-way flight to Cleveland from Chicago in the past 72 hours is $138. The best round-trip flight deal from Chicago to Cleveland found on momondo in the last 72 hours is $277.
The fastest flight from Chicago to Cleveland takes 1h 10m
Direct flights go from Chicago to Cleveland every day.
There is 1 airport in Cleveland. From Chicago there are direct flights to Cleveland Hopkins Intl (CLE).
Search flight deals

Frequently asked questions about flying from Chicago to Cleveland

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

    A flight from Chicago to Cleveland Hopkins Intl will travel around 307.0 mi. In terms of flight time, this usually takes a little over 1h 10m.

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

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

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

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

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago to Cleveland Hopkins Intl Airport.

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

    The necessary travel and health documents for your Cleveland Hopkins Intl Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

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

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

Best airlines flying from Chicago to Cleveland

Compare and see reviews for airlines that fly from Chicago to Cleveland with momondo
Airline
Rating
Free Cancellation
Price
SouthwestPriceFrom $97Free CancellationRating
8.0
4,337 reviews
Search Southwest flights
FrontierPriceFrom $117Free CancellationRating
5.7
2,997 reviews
Search Frontier flights
American AirlinesPriceFrom $122Free CancellationRating
7.1
11,549 reviews
Search American Airlines flights
United AirlinesPriceFrom $158Free CancellationRating
7.4
9,547 reviews
Search United Airlines flights

  • Southwest Flights From Chicago to Cleveland

    Across 6 Southwest flights from Chicago to Cleveland this week, the average price was $344, with the best Southwest deals starting from $97 round-trip. 4,337 users have rated Southwest on momondo, with an average score of 8.0/10.

  • United Airlines Flights From Chicago to Cleveland

    Across 9,547 United Airlines reviews on momondo, the average score is 7.4/10. United Airlines flies from Chicago to Cleveland about 49 times each week, with ticket deals ranging from $158 to $338. Price data is based on momondo searches in the last 72 hours.

Traveling to a place near Cleveland?

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

Why use momondo?

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

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Chicago to Cleveland. Millions of users trust and use momondo every year so you are in good hands.

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

Flights from Chicago to Cleveland with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

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

Once you have performed a search for Chicago to Cleveland flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

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

If you are not ready to book a flight from Chicago to Cleveland now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Cleveland and let you know when they change.

An easier way to manage your Cleveland trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
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