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Cheap flights from Cleveland to Chicago from $64

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 1/24. 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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Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
6:00 am - 1:08 pm
CLE
-
ORD
8h 08m2 stops
Delta Logo
5:30 am - 11:48 am
ORD
-
CLE
5h 18m1 stop
$202Delta
Sat, Jan 17 - Sun, Jan 18
Multiple Airlines Logo
10:45 am - 8:18 am
CLE
-
ORD
22h 33m1 stop
Multiple Airlines Logo
8:43 pm - 11:11 pm
ORD
-
CLE
25h 28m2 stops
$203Multiple Airlines
Sun, Jan 11 - Mon, Jan 12
United Airlines Logo
2:16 pm - 2:55 pm
CLE
-
ORD
1h 39mnonstop
United Airlines Logo
12:58 pm - 3:26 pm
ORD
-
CLE
1h 28mnonstop
$204United Airlines
Thu, Jan 15 - Tue, Jan 20
Multiple Airlines Logo
7:01 pm - 11:22 am
CLE
-
ORD
17h 21m1 stop
Multiple Airlines Logo
4:41 pm - 11:16 pm
ORD
-
CLE
5h 35m1 stop
$206Multiple Airlines
Fri, Jan 16 - Sun, Jan 18
Delta Logo
2:26 pm - 9:43 pm
CLE
-
ORD
8h 17m2 stops
Delta Logo
6:15 am - 1:16 pm
ORD
-
CLE
6h 01m2 stops
$207Delta
Sat, Jan 17 - Sun, Jan 18
Frontier Logo
8:18 pm - 12:08 pm
CLE
-
ORD
16h 50m2 stops
Frontier Logo
7:45 am - 12:07 am
ORD
-
CLE
15h 22m1 stop
$208Frontier
Fri, Jan 16 - Mon, Jan 19
Frontier Logo
7:15 am - 4:52 pm
CLE
-
ORD
10h 37m1 stop
Frontier Logo
11:41 am - 12:29 am
ORD
-
CLE
11h 48m2 stops
$209Frontier
Wed, Feb 11 - Thu, Feb 12
Multiple Airlines Logo
8:48 pm - 11:22 am
CLE
-
ORD
15h 34m2 stops
Multiple Airlines Logo
4:38 pm - 2:50 pm
ORD
-
CLE
21h 12m1 stop
$210Multiple Airlines
Thu, Feb 5 - Sun, Feb 8
American Airlines Logo
11:00 am - 11:47 am
CLE
-
ORD
1h 47mnonstop
American Airlines Logo
8:08 am - 10:38 am
ORD
-
CLE
1h 30mnonstop
$211American Airlines
Tue, Jan 6 - Wed, Jan 7
Frontier Logo
11:26 am - 10:24 pm
CLE
-
ORD
11h 58m1 stop
Frontier Logo
8:00 am - 7:08 pm
ORD
-
CLE
10h 08m1 stop
$213Frontier
Mon, Jan 5 - Thu, Jan 8

Delta flights from Cleveland to Chicago O'Hare Intl Airport

Our best Delta deals on Cleveland to Chicago O'Hare Intl Airport flight tickets
Delta
Jan 17
CLE2:26 pmCleveland Hopkins Intl
8h 17m
2 stops
ORD9:43 pmChicago O'Hare Intl
Jan 18
ORD5:30 amChicago O'Hare Intl
5h 18m
1 stop
CLE11:48 amCleveland Hopkins Intl
$202
Find similar
Delta
Jan 17
CLE2:26 pmCleveland Hopkins Intl
8h 17m
2 stops
ORD9:43 pmChicago O'Hare Intl
Jan 18
ORD6:15 amChicago O'Hare Intl
6h 01m
2 stops
CLE1:16 pmCleveland Hopkins Intl
$207
Find similar
Delta
Jan 6
CLE3:52 pmCleveland Hopkins Intl
6h 13m
1 stop
ORD9:05 pmChicago O'Hare Intl
Jan 7
ORD6:15 amChicago O'Hare Intl
4h 38m
1 stop
CLE11:53 amCleveland Hopkins Intl
$231
Find similar

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
Dec 25
CLE6:00 amCleveland Hopkins Intl
13h 33m
1 stop
ORD6:33 pmChicago O'Hare Intl
Jan 10
ORD5:50 amChicago O'Hare Intl
16h 23m
1 stop
CLE11:13 pmCleveland Hopkins Intl
$203
Find similar
Frontier
Jan 16
CLE8:18 pmCleveland Hopkins Intl
16h 50m
2 stops
ORD12:08 pmChicago O'Hare Intl
Jan 19
ORD7:45 amChicago O'Hare Intl
15h 22m
1 stop
CLE12:07 amCleveland Hopkins Intl
$208
Find similar
Frontier
Feb 11
CLE7:15 amCleveland Hopkins Intl
10h 37m
1 stop
ORD4:52 pmChicago O'Hare Intl
Feb 12
ORD11:41 amChicago O'Hare Intl
11h 48m
2 stops
CLE12:29 amCleveland Hopkins Intl
$209
Find similar

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 December 18, 2025.
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

ClevelandChicago

CLE - ORD

CLEORD

Cleveland Hopkins Intl

Sat 1/17

6:00 am-1:08 pm

2 stops8h 08m

Chicago O'Hare Intl

Sun 1/18

5:30 am-11:48 am

1 stop5h 18m

$202

ClevelandChicago

CLE - ORD

CLEORD

Cleveland Hopkins Intl

Sun 1/11

10:45 am-8:18 am

1 stop22h 33m

Chicago O'Hare Intl

Mon 1/12

8:43 pm-11:11 pm

2 stops25h 28m

$203

ClevelandChicago

CLE - ORD

CLEORD

Cleveland Hopkins Intl

Thu 1/15

2:16 pm-2:55 pm

Nonstop1h 39m

Chicago O'Hare Intl

Tue 1/20

12:58 pm-3:26 pm

Nonstop1h 28m

$204

ClevelandChicago

CLE - ORD

CLEORD

Cleveland Hopkins Intl

Fri 1/16

7:01 pm-11:22 am

1 stop17h 21m

Chicago O'Hare Intl

Sun 1/18

4:41 pm-11:16 pm

1 stop5h 35m

$206

ClevelandChicago

CLE - ORD

CLEORD

Cleveland Hopkins Intl

Sat 1/17

2:26 pm-9:43 pm

2 stops8h 17m

Chicago O'Hare Intl

Sun 1/18

6:15 am-1:16 pm

2 stops6h 01m

$207

ClevelandChicago

CLE - ORD

CLEORD

Cleveland Hopkins Intl

Fri 1/16

8:18 pm-12:08 pm

2 stops16h 50m

Chicago O'Hare Intl

Mon 1/19

7:45 am-12:07 am

1 stop15h 22m

$208

ClevelandChicago

CLE - ORD

CLEORD

Cleveland Hopkins Intl

Wed 2/11

7:15 am-4:52 pm

1 stop10h 37m

Chicago O'Hare Intl

Thu 2/12

11:41 am-12:29 am

2 stops11h 48m

$209

ClevelandChicago

CLE - ORD

CLEORD

Cleveland Hopkins Intl

Thu 2/5

8:48 pm-11:22 am

2 stops15h 34m

Chicago O'Hare Intl

Sun 2/8

4:38 pm-2:50 pm

1 stop21h 12m

$210

ClevelandChicago

CLE - ORD

CLEORD

Cleveland Hopkins Intl

Tue 1/6

11:00 am-11:47 am

Nonstop1h 47m

Chicago O'Hare Intl

Wed 1/7

8:08 am-10:38 am

Nonstop1h 30m

$211

ClevelandChicago

CLE - ORD

CLEORD

Cleveland Hopkins Intl

Mon 1/5

11:26 am-10:24 pm

1 stop11h 58m

Chicago O'Hare Intl

Thu 1/8

8:00 am-7:08 pm

1 stop10h 08m

$213

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 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 $237.

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 $503. 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 $763.

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 $508 when looking at flights departing in the morning. Try not to purchase tickets at noon because they tend to be around $898. 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 $292 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.

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

As of December 2025, prices for Cleveland to Chicago O'Hare Intl Airport flights are approximately 11% cheaper 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

$199

Fastest flight time

1h 30m

Direct flights

Every day
The best one-way flight to Chicago O'Hare Intl Airport from Cleveland in the past 72 hours is $199. The best round-trip flight deal from Cleveland to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $361.
The fastest flight from Cleveland to Chicago O'Hare Intl Airport takes 1h 30m
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 30m 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 $133Free CancellationRating
7.2
11,054 reviews
Search American Airlines flights
FrontierPriceFrom $143Free CancellationRating
5.8
3,081 reviews
Search Frontier flights
United AirlinesPriceFrom $157Free CancellationRating
7.4
9,095 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 $157 round-trip. Over the 16 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 11,054 American Airlines reviews on momondo, the average score is 7.2/10. American Airlines flies from Cleveland to Chicago O'Hare Intl Airport about 4 times each week, with ticket deals ranging from $133 to $293. 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
Naperville
Rosemont
Kenosha
New Buffalo
Joliet
Oak Brook
Orland Park
Racine
Hammond
Janesville
Tinley Park
Aurora
Elgin
Benton Harbor

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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