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Cheap flights from Cleveland to Chicago from $98

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 8/10. 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
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Cleveland to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
United Airlines Logo
5:30 am - 6:07 am
CLE
-
ORD
1h 37mnonstop
United Airlines Logo
8:45 am - 11:27 am
ORD
-
CLE
1h 42mnonstop
$174United Airlines
Wed, Sep 23 - Wed, Sep 23
United Airlines Logo
6:08 pm - 6:48 pm
CLE
-
ORD
1h 40mnonstop
United Airlines Logo
7:20 am - 9:50 am
ORD
-
CLE
1h 30mnonstop
$176United Airlines
Sat, Sep 5 - Mon, Sep 7
United Airlines Logo
7:00 am - 7:36 am
CLE
-
ORD
1h 36mnonstop
United Airlines Logo
2:20 pm - 4:54 pm
ORD
-
CLE
1h 34mnonstop
$177United Airlines
Tue, Aug 4 - Tue, Aug 4
United Airlines Logo
6:00 am - 6:40 am
CLE
-
ORD
1h 40mnonstop
United Airlines Logo
2:20 pm - 4:54 pm
ORD
-
CLE
1h 34mnonstop
$179United Airlines
Wed, Jul 15 - Wed, Jul 29
American Airlines Logo
8:47 pm - 9:30 pm
CLE
-
ORD
1h 43mnonstop
American Airlines Logo
11:30 am - 2:02 pm
ORD
-
CLE
1h 32mnonstop
$182American Airlines
Tue, Jun 30 - Tue, Jul 7
Delta Logo
3:49 pm - 8:30 pm
CLE
-
ORD
5h 41m
1 stop
Delta Logo
7:00 am - 1:40 pm
ORD
-
CLE
5h 40m
1 stop
$186Delta
Wed, Aug 26 - Sat, Aug 29
United Airlines Logo
8:30 am - 9:06 am
CLE
-
ORD
1h 36mnonstop
United Airlines Logo
9:05 am - 11:41 am
ORD
-
CLE
1h 36mnonstop
$187United Airlines
Mon, Oct 26 - Wed, Oct 28
Frontier Logo
2:59 pm - 12:25 pm
CLE
-
ORD
22h 26m
1 stop
Frontier Logo
7:55 am - 9:57 pm
ORD
-
CLE
13h 02m
1 stop
$191Frontier
Wed, Aug 26 - Wed, Sep 2
American Airlines Logo
5:15 am - 5:46 am
CLE
-
ORD
1h 31mnonstop
American Airlines Logo
11:45 am - 2:20 pm
ORD
-
CLE
1h 35mnonstop
$193American Airlines
Wed, Aug 12 - Sun, Aug 30
United Airlines Logo
8:23 am - 9:00 am
CLE
-
ORD
1h 37mnonstop
United Airlines Logo
3:49 pm - 6:21 pm
ORD
-
CLE
1h 32mnonstop
$195United Airlines
Thu, Aug 13 - Sat, Aug 15

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

Our best American Airlines deals on Cleveland to Chicago O'Hare Intl Airport flight tickets
American Airlines
Jun 30
CLE8:47 pmCleveland Hopkins Intl
1h 43m
ORD9:30 pmChicago O'Hare Intl
Jul 7
ORD11:30 amChicago O'Hare Intl
1h 32m
CLE2:02 pmCleveland Hopkins Intl
$182
American Airlines
Aug 12
CLE5:15 amCleveland Hopkins Intl
1h 31m
ORD5:46 amChicago O'Hare Intl
Aug 30
ORD11:45 amChicago O'Hare Intl
1h 35m
CLE2:20 pmCleveland Hopkins Intl
$193
American Airlines
Aug 5
CLE5:26 amCleveland Hopkins Intl
1h 20m
ORD5:46 amChicago O'Hare Intl
Aug 8
ORD11:45 amChicago O'Hare Intl
1h 35m
CLE2:20 pmCleveland Hopkins Intl
$196

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
Sep 23
CLE5:30 amCleveland Hopkins Intl
1h 37m
ORD6:07 amChicago O'Hare Intl
Sep 23
ORD8:45 amChicago O'Hare Intl
1h 42m
CLE11:27 amCleveland Hopkins Intl
$174
United Airlines
Aug 4
CLE2:05 pmCleveland Hopkins Intl
1h 36m
ORD2:41 pmChicago O'Hare Intl
Aug 5
ORD2:20 pmChicago O'Hare Intl
1h 34m
CLE4:54 pmCleveland Hopkins Intl
$177
United Airlines
Jul 15
CLE6:00 amCleveland Hopkins Intl
1h 40m
ORD6:40 amChicago O'Hare Intl
Jul 29
ORD2:20 pmChicago O'Hare Intl
1h 34m
CLE4:54 pmCleveland Hopkins Intl
$179

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 June 14, 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

ClevelandChicago

CLE - ORD

CLEORD

Cleveland Hopkins Intl

Wed 9/23

5:30 am-6:07 am

Nonstop1h 37m

Chicago O'Hare Intl

Wed 9/23

8:45 am-11:27 am

Nonstop1h 42m

$174

ClevelandChicago

CLE - ORD

CLEORD

Cleveland Hopkins Intl

Sat 9/5

6:08 pm-6:48 pm

Nonstop1h 40m

Chicago O'Hare Intl

Mon 9/7

7:20 am-9:50 am

Nonstop1h 30m

$176

ClevelandChicago

CLE - ORD

CLEORD

Cleveland Hopkins Intl

Tue 8/4

7:00 am-7:36 am

Nonstop1h 36m

Chicago O'Hare Intl

Tue 8/4

2:20 pm-4:54 pm

Nonstop1h 34m

$177

ClevelandChicago

CLE - ORD

CLEORD

Cleveland Hopkins Intl

Wed 7/15

6:00 am-6:40 am

Nonstop1h 40m

Chicago O'Hare Intl

Wed 7/29

2:20 pm-4:54 pm

Nonstop1h 34m

$179

ClevelandChicago

CLE - ORD

CLEORD

Cleveland Hopkins Intl

Tue 6/30

8:47 pm-9:30 pm

Nonstop1h 43m

Chicago O'Hare Intl

Tue 7/7

11:30 am-2:02 pm

Nonstop1h 32m

$182

ClevelandChicago

CLE - ORD

CLEORD

Cleveland Hopkins Intl

Wed 8/26

3:49 pm-8:30 pm

1 stop5h 41m

Chicago O'Hare Intl

Sat 8/29

7:00 am-1:40 pm

1 stop5h 40m

$186

ClevelandChicago

CLE - ORD

CLEORD

Cleveland Hopkins Intl

Mon 10/26

8:30 am-9:06 am

Nonstop1h 36m

Chicago O'Hare Intl

Wed 10/28

9:05 am-11:41 am

Nonstop1h 36m

$187

ClevelandChicago

CLE - ORD

CLEORD

Cleveland Hopkins Intl

Wed 8/26

2:59 pm-12:25 pm

1 stop22h 26m

Chicago O'Hare Intl

Wed 9/2

7:55 am-9:57 pm

1 stop13h 02m

$191
Quickest round-trip

ClevelandChicago

CLE - ORD

CLEORD

Cleveland Hopkins Intl

Wed 8/12

5:15 am-5:46 am

Nonstop1h 31m

Chicago O'Hare Intl

Sun 8/30

11:45 am-2:20 pm

Nonstop1h 35m

$193

ClevelandChicago

CLE - ORD

CLEORD

Cleveland Hopkins Intl

Thu 8/13

8:23 am-9:00 am

Nonstop1h 37m

Chicago O'Hare Intl

Sat 8/15

3:49 pm-6:21 pm

Nonstop1h 32m

$195

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 September 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 $471. This is often the case because there is less demand to fly during this day of the week. On the other hand, Sunday 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 $683.

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 $478 when looking at flights departing in the morning. Try not to purchase tickets at noon because they tend to be around $858. 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 from Cleveland 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 $309 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 $164 on momondo.

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

There are 4 cabin classes available to choose from on Cleveland to Chicago O'Hare Intl Airport 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 June 2026, prices for Cleveland to Chicago O'Hare Intl Airport flights are approximately 25% 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

$215

Fastest flight time

1h 34m

Direct flights

Every day
The best one-way flight to Chicago O'Hare Intl Airport from Cleveland in the past 72 hours is $215. The best round-trip flight deal from Cleveland to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $413.
The fastest flight from Cleveland to Chicago O'Hare Intl Airport takes 1h 34m
Direct flights go from Cleveland to Chicago O'Hare Intl Airport every day.
Search flight deals

Frequently asked questions about flying from Cleveland to Chicago O'Hare Intl Airport

  • 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 34m 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
FrontierPriceFrom $107Free CancellationRating
5.6
2,889 reviews
Search Frontier flights
American AirlinesPriceFrom $127Free CancellationRating
7.1
11,662 reviews
Search American Airlines flights
United AirlinesPriceFrom $146Free CancellationRating
7.4
9,826 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 $146 round-trip. Over the 49 United Airlines flights for this route in a normal week, average airfare is usually $315 round-trip - but some users have found much cheaper deals with momondo.

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

    Across 11,662 American Airlines reviews on momondo, the average score is 7.1/10. American Airlines flies from Cleveland to Chicago O'Hare Intl Airport about 28 times each week, with ticket deals ranging from $127 to $266. 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
South Haven
Schaumburg
Rockford
Merrillville
Gurnee
Rosemont
Naperville
Orland Park
New Buffalo
Oak Brook
Kenosha
Joliet
Aurora
Racine
Hammond
Janesville
Elgin
Evanston
Tinley Park

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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