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Cheap flights from Cleveland to Chicago from $75

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Cleveland to Chicago departing on 4/15. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Find the cheapest flights from Cleveland to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Southwest Logo
6:40 am - 12:50 pm
CLE
-
ORD
7h 10m
1 stop
Southwest Logo
2:40 pm - 9:35 pm
ORD
-
CLE
5h 55m
1 stop
$137Southwest
Tue, Apr 14 - Wed, Apr 15
Frontier Logo
4:22 pm - 9:40 am
CLE
-
ORD
18h 18m
1 stop
Frontier Logo
6:08 pm - 7:44 am
ORD
-
CLE
12h 36m
1 stop
$138Frontier
Mon, Apr 20 - Wed, Apr 22
Multiple Airlines Logo
11:46 am - 5:00 pm
CLE
-
ORD
6h 14m
1 stop
Multiple Airlines Logo
9:16 am - 5:55 pm
ORD
-
CLE
7h 39m
1 stop
$139Multiple Airlines
Wed, Apr 15 - Sat, Apr 18
Multiple Airlines Logo
8:55 pm - 10:23 am
CLE
-
ORD
14h 28m
1 stop
Multiple Airlines Logo
6:08 pm - 7:44 am
ORD
-
CLE
12h 36m
1 stop
$140Multiple Airlines
Tue, Apr 28 - Wed, Apr 29
Multiple Airlines Logo
8:55 pm - 10:23 am
CLE
-
ORD
14h 28m
1 stop
Multiple Airlines Logo
4:28 pm - 7:44 am
ORD
-
CLE
14h 16m
1 stop
$141Multiple Airlines
Thu, Apr 16 - Mon, Apr 20
Frontier Logo
8:55 pm - 10:02 am
CLE
-
ORD
14h 07m
1 stop
Frontier Logo
6:08 pm - 7:44 am
ORD
-
CLE
12h 36m
1 stop
$145Frontier
Tue, Apr 14 - Wed, Apr 15
Multiple Airlines Logo
11:46 am - 5:00 pm
CLE
-
ORD
6h 14m
1 stop
Multiple Airlines Logo
9:16 am - 5:55 pm
ORD
-
CLE
7h 39m
1 stop
$146Multiple Airlines
Wed, Apr 15 - Sat, Apr 18
Frontier Logo
11:46 am - 5:00 pm
CLE
-
ORD
6h 14m
1 stop
Frontier Logo
4:28 pm - 7:44 am
ORD
-
CLE
14h 16m
1 stop
$148Frontier
Wed, Apr 29 - Sat, May 2
Multiple Airlines Logo
11:51 am - 10:39 pm
CLE
-
ORD
11h 48m
1 stop
Multiple Airlines Logo
11:51 am - 8:57 pm
ORD
-
CLE
8h 06m
1 stop
$149Multiple Airlines
Sat, May 2 - Mon, May 11
Multiple Airlines Logo
7:24 pm - 7:55 am
CLE
-
ORD
13h 31m
1 stop
Multiple Airlines Logo
11:51 am - 8:57 pm
ORD
-
CLE
8h 06m
1 stop
$152Multiple Airlines
Mon, May 11 - Fri, May 15

Frontier flights from Cleveland to Chicago O'Hare Intl Airport

Our best Frontier deals on Cleveland to Chicago O'Hare Intl Airport flight tickets
Frontier
Apr 20
CLE4:22 pmCleveland Hopkins Intl
18h 18m
1 stop
ORD9:40 amChicago O'Hare Intl
Apr 22
ORD6:08 pmChicago O'Hare Intl
12h 36m
1 stop
CLE7:44 amCleveland Hopkins Intl
$138
Frontier
Apr 14
CLE8:55 pmCleveland Hopkins Intl
14h 07m
1 stop
ORD10:02 amChicago O'Hare Intl
Apr 15
ORD6:08 pmChicago O'Hare Intl
12h 36m
1 stop
CLE7:44 amCleveland Hopkins Intl
$145
Frontier
Apr 29
CLE11:46 amCleveland Hopkins Intl
6h 14m
1 stop
ORD5:00 pmChicago O'Hare Intl
May 2
ORD4:28 pmChicago O'Hare Intl
14h 16m
1 stop
CLE7:44 amCleveland Hopkins Intl
$148

United Airlines flights from Cleveland to Chicago O'Hare Intl Airport

Our best United Airlines deals on Cleveland to Chicago O'Hare Intl Airport flight tickets
United Airlines
Apr 20
CLE4:14 pmCleveland Hopkins Intl
1h 33m
ORD4:47 pmChicago O'Hare Intl
Apr 21
ORD7:30 amChicago O'Hare Intl
1h 29m
CLE9:59 amCleveland Hopkins Intl
$154
United Airlines
Apr 15
CLE7:54 pmCleveland Hopkins Intl
1h 49m
ORD8:43 pmChicago O'Hare Intl
Apr 22
ORD10:54 amChicago O'Hare Intl
1h 25m
CLE1:19 pmCleveland Hopkins Intl
$177
United Airlines
Apr 14
CLE6:00 pmCleveland Hopkins Intl
1h 37m
ORD6:37 pmChicago O'Hare Intl
Apr 15
ORD7:30 amChicago O'Hare Intl
1h 29m
CLE9:59 amCleveland Hopkins Intl
$187

momondo Fare Finder

 
Customize your flight search to find flights from Cleveland to Chicago O'Hare Intl Airport 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 March 20, 2026.
Use the filters below to find and compare flights from Cleveland to Chicago O'Hare Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

ClevelandChicago

CLE - ORD

CLEORD

Cleveland Hopkins Intl

Tue 4/14

6:40 am-12:50 pm

1 stop7h 10m

Chicago O'Hare Intl

Wed 4/15

2:40 pm-9:35 pm

1 stop5h 55m

$137

ClevelandChicago

CLE - ORD

CLEORD

Cleveland Hopkins Intl

Mon 4/20

4:22 pm-9:40 am

1 stop18h 18m

Chicago O'Hare Intl

Wed 4/22

6:08 pm-7:44 am

1 stop12h 36m

$138

ClevelandChicago

CLE - ORD

CLEORD

Cleveland Hopkins Intl

Wed 4/15

11:46 am-5:00 pm

1 stop6h 14m

Chicago O'Hare Intl

Sat 4/18

9:16 am-5:55 pm

1 stop7h 39m

$139

ClevelandChicago

CLE - ORD

CLEORD

Cleveland Hopkins Intl

Tue 4/28

8:55 pm-10:23 am

1 stop14h 28m

Chicago O'Hare Intl

Wed 4/29

6:08 pm-7:44 am

1 stop12h 36m

$140

ClevelandChicago

CLE - ORD

CLEORD

Cleveland Hopkins Intl

Thu 4/16

8:55 pm-10:23 am

1 stop14h 28m

Chicago O'Hare Intl

Mon 4/20

4:28 pm-7:44 am

1 stop14h 16m

$141

ClevelandChicago

CLE - ORD

CLEORD

Cleveland Hopkins Intl

Tue 4/14

8:55 pm-10:02 am

1 stop14h 07m

Chicago O'Hare Intl

Wed 4/15

6:08 pm-7:44 am

1 stop12h 36m

$145

ClevelandChicago

CLE - ORD

CLEORD

Cleveland Hopkins Intl

Wed 4/15

11:46 am-5:00 pm

1 stop6h 14m

Chicago O'Hare Intl

Sat 4/18

9:16 am-5:55 pm

1 stop7h 39m

$146

ClevelandChicago

CLE - ORD

CLEORD

Cleveland Hopkins Intl

Wed 4/29

11:46 am-5:00 pm

1 stop6h 14m

Chicago O'Hare Intl

Sat 5/2

4:28 pm-7:44 am

1 stop14h 16m

$148

ClevelandChicago

CLE - ORD

CLEORD

Cleveland Hopkins Intl

Sat 5/2

11:51 am-10:39 pm

1 stop11h 48m

Chicago O'Hare Intl

Mon 5/11

11:51 am-8:57 pm

1 stop8h 06m

$149

ClevelandChicago

CLE - ORD

CLEORD

Cleveland Hopkins Intl

Mon 5/11

7:24 pm-7:55 am

1 stop13h 31m

Chicago O'Hare Intl

Fri 5/15

11:51 am-8:57 pm

1 stop8h 06m

$152

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 Chicago from

How to get the cheapest flight ticket from Cleveland to Chicago O'Hare Intl Airport

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 Cleveland and Chicago O'Hare Intl Airport?

What is the cheapest month to fly to Chicago O'Hare Intl Airport?

The month of May is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Cleveland averaging around $256.

What is the cheapest day to depart on your flight to Chicago O'Hare Intl Airport?

The cheapest day to depart on your flight to Chicago O'Hare Intl Airport is on a Friday when prices can be found for as low as $468. This is often the case because there is less demand to fly during this day of the week. On the other hand, Monday is the most expensive day to depart from Cleveland because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $702.

What is the cheapest time of day to depart on your flight to Chicago O'Hare Intl Airport?

Flying to Chicago O'Hare Intl Airport from Cleveland in the morning is the least expensive time of day to depart. momondo users have found prices as low as $471 when looking at flights departing in the morning. Try not to purchase tickets at noon because they tend to be around $867. Of course, these prices can vary depending on the time of year and what airport you fly to.

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

Fly from Cleveland Hopkins Intl to Chicago O'Hare Intl for the best Cleveland Hopkins Intl - Chicago O'Hare Intl flight prices

How far in advance should I book a flight to Chicago O'Hare Intl Airport?

You are more likely to see cheaper flights to Chicago O'Hare Intl Airport from Cleveland when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago O'Hare Intl Airport for around $304 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago O'Hare Intl Airport from Cleveland for as low as $88 on momondo.

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

There are 4 cabin classes available to choose from on Cleveland Hopkins Intl to Chicago O'Hare 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 Cleveland to Chicago O'Hare Intl Airport flights?

No. A direct flight is the cheapest option for a flight between Cleveland to Chicago O'Hare Intl Airport.

How have Cleveland to Chicago O'Hare Intl Airport flight prices changed over time?

As of March 2026, prices for Cleveland to Chicago O'Hare Intl Airport flights are approximately 109% more expensive when compared to flights at the same time last year.

When to book flights from Cleveland to Chicago O'Hare Intl Airport

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

Cheap Cleveland to Chicago O'Hare Intl Airport (CLE to ORD) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Cleveland to Chicago O'Hare Intl Airport

Best Price Found

$207

Fastest flight time

1h 33m

Direct flights

Every day
The best one-way flight to Chicago O'Hare Intl Airport from Cleveland in the past 72 hours is $207. The best round-trip flight deal from Cleveland to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $350.
The fastest flight from Cleveland to Chicago O'Hare Intl Airport takes 1h 33m
Direct flights go from Cleveland to Chicago O'Hare Intl Airport every day.
Search flight deals

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

    Cleveland Hopkins Intl and Chicago O'Hare Intl are 321.6 mi apart from one another. 1h 33m is a normal flight duration for this route.

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

    Prices for flights from Cleveland Hopkins Intl Airport to Chicago O'Hare Intl Airport were last updated today.

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

  • How old do you have to be to fly from Cleveland Hopkins Intl Airport to Chicago O'Hare 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 Cleveland Hopkins Intl Airport to Chicago O'Hare Intl Airport.

  • What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?

    The travel and health documents you'll need for your trip to Chicago O'Hare Intl Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago O'Hare Intl Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Cleveland to Chicago O'Hare Intl Airport?

  • What is the most popular airline from Cleveland to Chicago O'Hare Intl Airport?

Best airlines flying from Cleveland to Chicago O'Hare Intl Airport

Compare and see reviews for airlines that fly from Cleveland to Chicago O'Hare Intl Airport with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $127Free CancellationRating
7.1
11,476 reviews
Search American Airlines flights
FrontierPriceFrom $143Free CancellationRating
5.7
3,024 reviews
Search Frontier flights
United AirlinesPriceFrom $144Free CancellationRating
7.4
9,443 reviews
Search United Airlines flights

  • United Airlines Flights From Cleveland to Chicago O'Hare Intl Airport

    United Airlines flight deals from Cleveland to Chicago O'Hare Intl Airport start from $144 round-trip. Over the 48 United Airlines flights for this route in a normal week, average airfare is usually $299 round-trip - but some users have found much cheaper deals with momondo.

  • American Airlines Flights From Cleveland to Chicago O'Hare Intl Airport

    Across 11,476 American Airlines reviews on momondo, the average score is 7.1/10. American Airlines flies from Cleveland to Chicago O'Hare Intl Airport about 39 times each week, with ticket deals ranging from $127 to $277. Price data is based on momondo searches in the last 72 hours.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Lake Geneva
Schaumburg
South Haven
Rockford
Merrillville
Gurnee
Rosemont
Naperville
New Buffalo
Orland Park
Kenosha
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Joliet
Racine
Janesville
Hammond
Aurora
Tinley Park
Elgin
South Holland

Why use momondo?

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

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

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

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

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

Once you have performed a search for Cleveland to Chicago 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 Cleveland to Chicago right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Chicago from Cleveland. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

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