Cheap flights from Chicago to Cleveland from $88

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 1/4. 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

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.

Find the cheapest flights from Chicago to Cleveland

Cheap round-trip flights

Enter your travel dates to find the best prices.
Frontier Logo
5:10 pm - 11:13 pm
MDW
-
CLE
29h 03m1 stop
Frontier Logo
7:10 am - 11:45 am
CLE
-
MDW
5h 35m1 stop
$221Frontier
Wed, Jan 7 - Thu, Jan 22
United Airlines Logo
12:58 pm - 3:26 pm
ORD
-
CLE
1h 28mnonstop
United Airlines Logo
8:49 am - 9:31 am
CLE
-
ORD
1h 42mnonstop
$221United Airlines
Wed, Jan 7 - Thu, Jan 8
Frontier Logo
6:12 am - 4:30 pm
MDW
-
CLE
9h 18m1 stop
Frontier Logo
12:06 pm - 10:21 pm
CLE
-
MDW
11h 15m1 stop
$222Frontier
Thu, Jan 1 - Fri, Jan 9
Delta Logo
1:28 pm - 12:39 am
MDW
-
CLE
10h 11m2 stops
Delta Logo
6:00 am - 12:51 pm
CLE
-
MDW
7h 51m2 stops
$224Delta
Wed, Jan 7 - Tue, Jan 20
Delta Logo
11:25 am - 5:51 pm
ORD
-
CLE
5h 26m1 stop
Delta Logo
6:30 am - 9:41 am
CLE
-
ORD
4h 11m1 stop
$224Delta
Sat, Jan 17 - Mon, Jan 19
American Airlines Logo
5:32 pm - 11:40 pm
ORD
-
CLE
5h 08m1 stop
American Airlines Logo
7:32 pm - 8:19 pm
CLE
-
ORD
1h 47mnonstop
$227American Airlines
Fri, Jan 16 - Sun, Jan 18
Multiple Airlines Logo
6:10 am - 11:10 pm
MDW
-
CLE
16h 00m2 stops
Multiple Airlines Logo
8:48 pm - 11:45 am
CLE
-
MDW
15h 57m1 stop
$230Multiple Airlines
Thu, Jan 8 - Thu, Jan 22
Southwest Logo
6:00 am - 12:40 pm
MDW
-
CLE
5h 40m1 stop
Southwest Logo
6:15 am - 6:55 am
CLE
-
MDW
1h 40mnonstop
$231Southwest
Tue, Jan 6 - Thu, Jan 8
American Airlines Logo
8:08 am - 10:38 am
ORD
-
CLE
1h 30mnonstop
American Airlines Logo
1:42 pm - 8:46 pm
CLE
-
ORD
8h 04m1 stop
$233American Airlines
Sun, Jan 11 - Sun, Jan 11
Multiple Airlines Logo
7:00 am - 11:22 pm
ORD
-
CLE
15h 22m1 stop
Multiple Airlines Logo
7:10 am - 7:38 pm
CLE
-
ORD
13h 28m2 stops
$235Multiple Airlines
Fri, Jan 30 - Fri, Feb 6

Southwest flights from Chicago to Cleveland

Our best Southwest deals on Chicago to Cleveland flight tickets
Southwest
Jan 6
MDW6:00 amChicago Midway
5h 40m
1 stop
CLE12:40 pmCleveland Hopkins Intl
Jan 8
CLE6:15 amCleveland Hopkins Intl
1h 40m
MDW6:55 amChicago Midway
Southwest
Jan 6
MDW6:50 amChicago Midway
7h 15m
1 stop
CLE3:05 pmCleveland Hopkins Intl
Jan 7
CLE5:35 amCleveland Hopkins Intl
9h 20m
2 stops
MDW1:55 pmChicago Midway
Southwest
Dec 25
MDW8:40 pmChicago Midway
1h 15m
CLE10:55 pmCleveland Hopkins Intl
Jan 1
CLE6:45 amCleveland Hopkins Intl
1h 35m
MDW7:20 amChicago Midway

United Airlines flights from Chicago to Cleveland

Our best United Airlines deals on Chicago to Cleveland flight tickets
United Airlines
Jan 7
ORD12:58 pmChicago O'Hare Intl
1h 28m
CLE3:26 pmCleveland Hopkins Intl
Jan 8
CLE8:49 amCleveland Hopkins Intl
1h 42m
ORD9:31 amChicago O'Hare Intl
United Airlines
Jan 17
ORD6:37 pmChicago O'Hare Intl
1h 29m
CLE9:06 pmCleveland Hopkins Intl
Jan 18
CLE8:49 amCleveland Hopkins Intl
1h 42m
ORD9:31 amChicago O'Hare Intl
United Airlines
Jan 30
ORD7:45 pmChicago O'Hare Intl
1h 29m
CLE10:14 pmCleveland Hopkins Intl
Feb 1
CLE7:20 amCleveland Hopkins Intl
1h 42m
ORD8:02 amChicago O'Hare Intl

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 December 18, 2025.
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

ChicagoCleveland

MDW - CLE

MDWCLE

Chicago Midway

Wed 1/7

5:10 pm-11:13 pm

1 stop29h 03m

Cleveland Hopkins Intl

Thu 1/22

7:10 am-11:45 am

1 stop5h 35m

$221

ChicagoCleveland

ORD - CLE

ORDCLE

Chicago O'Hare Intl

Wed 1/7

12:58 pm-3:26 pm

Nonstop1h 28m

Cleveland Hopkins Intl

Thu 1/8

8:49 am-9:31 am

Nonstop1h 42m

$221

ChicagoCleveland

MDW - CLE

MDWCLE

Chicago Midway

Thu 1/1

6:12 am-4:30 pm

1 stop9h 18m

Cleveland Hopkins Intl

Fri 1/9

12:06 pm-10:21 pm

1 stop11h 15m

$222

ChicagoCleveland

MDW - CLE

MDWCLE

Chicago Midway

Wed 1/7

1:28 pm-12:39 am

2 stops10h 11m

Cleveland Hopkins Intl

Tue 1/20

6:00 am-12:51 pm

2 stops7h 51m

$224

ChicagoCleveland

ORD - CLE

ORDCLE

Chicago O'Hare Intl

Sat 1/17

11:25 am-5:51 pm

1 stop5h 26m

Cleveland Hopkins Intl

Mon 1/19

6:30 am-9:41 am

1 stop4h 11m

$224

ChicagoCleveland

ORD - CLE

ORDCLE

Chicago O'Hare Intl

Fri 1/16

5:32 pm-11:40 pm

1 stop5h 08m

Cleveland Hopkins Intl

Sun 1/18

7:32 pm-8:19 pm

Nonstop1h 47m

$227

ChicagoCleveland

MDW - CLE

MDWCLE

Chicago Midway

Thu 1/8

6:10 am-11:10 pm

2 stops16h 00m

Cleveland Hopkins Intl

Thu 1/22

8:48 pm-11:45 am

1 stop15h 57m

$230

ChicagoCleveland

MDW - CLE

MDWCLE

Chicago Midway

Tue 1/6

6:00 am-12:40 pm

1 stop5h 40m

Cleveland Hopkins Intl

Thu 1/8

6:15 am-6:55 am

Nonstop1h 40m

$231

ChicagoCleveland

ORD - CLE

ORDCLE

Chicago O'Hare Intl

Sun 1/11

8:08 am-10:38 am

Nonstop1h 30m

Cleveland Hopkins Intl

Sun 1/11

1:42 pm-8:46 pm

1 stop8h 04m

$233

ChicagoCleveland

ORD - CLE

ORDCLE

Chicago O'Hare Intl

Fri 1/30

7:00 am-11:22 pm

1 stop15h 22m

Cleveland Hopkins Intl

Fri 2/6

7:10 am-7:38 pm

2 stops13h 28m

$235

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

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 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 $264.

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 $257. 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 $376.

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 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 $320.

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

Fly from Chicago O'Hare Intl 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 $310 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 $198 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 December 2025, prices for Chicago to Cleveland flights are approximately 6% 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

$119

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 $119. The best round-trip flight deal from Chicago to Cleveland found on momondo in the last 72 hours is $257.
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).
  • 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
FrontierPriceFrom $110Free CancellationRating
5.8
3,081 reviews
Search Frontier flights
American AirlinesPriceFrom $127Free CancellationRating
7.2
11,055 reviews
Search American Airlines flights
SouthwestPriceFrom $157Free CancellationRating
7.9
4,250 reviews
Search Southwest flights
United AirlinesPriceFrom $170Free CancellationRating
7.4
9,093 reviews
Search United Airlines flights
  • Southwest Flights From Chicago to Cleveland

    Across 9 Southwest flights from Chicago to Cleveland this week, the average price was $301, with the best Southwest deals starting from $157 round-trip. 4,250 users have rated Southwest on momondo, with an average score of 7.9/10.

  • United Airlines Flights From Chicago to Cleveland

    Across 9,093 United Airlines reviews on momondo, the average score is 7.4/10. United Airlines flies from Chicago to Cleveland about 12 times each week, with ticket deals ranging from $170 to $318. 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
Beachwood
Mansfield
Elyria
Mentor
Geneva-on-the-Lake
Independence
Westlake
Kent
Wooster
North Olmsted
Streetsboro
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?

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.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Sat 1/17
Sat 1/24

Find better results for your trip to the United States