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Cheap flights from Cleveland to Chicago from $46

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 5/2. 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.
Frontier Logo
2:40 pm - 10:39 pm
CLE
-
ORD
8h 59m
1 stop
Frontier Logo
3:40 pm - 11:11 pm
ORD
-
CLE
30h 31m
2 stops
$176Frontier
Fri, Feb 20 - Sun, Feb 22
Multiple Airlines Logo
1:55 pm - 11:47 pm
CLE
-
ORD
10h 52m
2 stops
Multiple Airlines Logo
6:02 pm - 7:34 am
ORD
-
CLE
12h 32m
1 stop
$177Multiple Airlines
Tue, Feb 24 - Wed, Feb 25
Multiple Airlines Logo
4:29 pm - 9:06 am
CLE
-
ORD
17h 37m
1 stop
Multiple Airlines Logo
4:43 pm - 7:42 am
ORD
-
CLE
13h 59m
2 stops
$178Multiple Airlines
Thu, Mar 5 - Mon, Mar 9
Frontier Logo
2:40 pm - 10:39 pm
CLE
-
ORD
8h 59m
1 stop
Frontier Logo
6:30 am - 8:53 am
ORD
-
CLE
25h 23m
1 stop
$179Frontier
Sat, Feb 28 - Sun, Mar 1
Frontier Logo
5:30 am - 11:16 am
CLE
-
ORD
6h 46m
1 stop
Frontier Logo
4:44 pm - 11:16 pm
ORD
-
CLE
5h 32m
1 stop
$180Frontier
Sat, Mar 7 - Sat, Mar 7
American Airlines Logo
5:45 am - 6:20 am
CLE
-
ORD
1h 35mnonstop
American Airlines Logo
4:04 pm - 6:35 pm
ORD
-
CLE
1h 31mnonstop
$181American Airlines
Fri, Apr 17 - Mon, Apr 20
American Airlines Logo
5:48 pm - 6:29 pm
CLE
-
ORD
1h 41mnonstop
American Airlines Logo
5:00 am - 12:12 pm
ORD
-
CLE
6h 12m
1 stop
$184American Airlines
Sat, Mar 7 - Sun, Mar 8
Multiple Airlines Logo
4:31 pm - 11:38 pm
CLE
-
ORD
8h 07m
1 stop
Multiple Airlines Logo
8:16 pm - 11:11 pm
ORD
-
CLE
25h 55m
2 stops
$186Multiple Airlines
Sat, Mar 7 - Sun, Mar 8
Multiple Airlines Logo
8:30 am - 12:40 am
CLE
-
ORD
17h 10m
2 stops
Multiple Airlines Logo
6:02 pm - 7:34 am
ORD
-
CLE
12h 32m
1 stop
$189Multiple Airlines
Tue, Feb 17 - Wed, Feb 18
United Airlines Logo
8:40 am - 9:20 am
CLE
-
ORD
1h 40mnonstop
United Airlines Logo
7:48 pm - 10:15 pm
ORD
-
CLE
1h 27mnonstop
$190United Airlines
Thu, Mar 12 - Mon, Mar 16

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
Feb 20
CLE2:40 pmCleveland Hopkins Intl
8h 59m
1 stop
ORD10:39 pmChicago O'Hare Intl
Feb 22
ORD3:40 pmChicago O'Hare Intl
30h 31m
2 stops
CLE11:11 pmCleveland Hopkins Intl
$176
Frontier
Feb 28
CLE2:40 pmCleveland Hopkins Intl
8h 59m
1 stop
ORD10:39 pmChicago O'Hare Intl
Mar 1
ORD6:30 amChicago O'Hare Intl
25h 23m
1 stop
CLE8:53 amCleveland Hopkins Intl
$179
Frontier
Mar 7
CLE5:30 amCleveland Hopkins Intl
6h 46m
1 stop
ORD11:16 amChicago O'Hare Intl
Mar 7
ORD4:44 pmChicago O'Hare Intl
5h 32m
1 stop
CLE11:16 pmCleveland Hopkins Intl
$180

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
Apr 25
CLE12:04 pmCleveland Hopkins Intl
7h 44m
1 stop
ORD6:48 pmChicago O'Hare Intl
Apr 29
ORD6:25 amChicago O'Hare Intl
6h 10m
2 stops
CLE1:35 pmCleveland Hopkins Intl
$196
Delta
Apr 25
CLE6:35 amCleveland Hopkins Intl
7h 14m
2 stops
ORD12:49 pmChicago O'Hare Intl
Apr 29
ORD6:25 amChicago O'Hare Intl
6h 10m
2 stops
CLE1:35 pmCleveland Hopkins Intl
$202
Delta
Apr 7
CLE5:35 pmCleveland Hopkins Intl
4h 51m
1 stop
ORD9:26 pmChicago O'Hare Intl
Apr 10
ORD5:40 pmChicago O'Hare Intl
5h 10m
1 stop
CLE11:50 pmCleveland Hopkins Intl
$235

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 February 3, 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

ClevelandChicago

CLE - ORD

CLEORD

Cleveland Hopkins Intl

Fri 2/20

2:40 pm-10:39 pm

1 stop8h 59m

Chicago O'Hare Intl

Sun 2/22

3:40 pm-11:11 pm

2 stops30h 31m

$176

ClevelandChicago

CLE - ORD

CLEORD

Cleveland Hopkins Intl

Tue 2/24

1:55 pm-11:47 pm

2 stops10h 52m

Chicago O'Hare Intl

Wed 2/25

6:02 pm-7:34 am

1 stop12h 32m

$177

ClevelandChicago

CLE - ORD

CLEORD

Cleveland Hopkins Intl

Thu 3/5

4:29 pm-9:06 am

1 stop17h 37m

Chicago O'Hare Intl

Mon 3/9

4:43 pm-7:42 am

2 stops13h 59m

$178

ClevelandChicago

CLE - ORD

CLEORD

Cleveland Hopkins Intl

Sat 2/28

2:40 pm-10:39 pm

1 stop8h 59m

Chicago O'Hare Intl

Sun 3/1

6:30 am-8:53 am

1 stop25h 23m

$179

ClevelandChicago

CLE - ORD

CLEORD

Cleveland Hopkins Intl

Sat 3/7

5:30 am-11:16 am

1 stop6h 46m

Chicago O'Hare Intl

Sat 3/7

4:44 pm-11:16 pm

1 stop5h 32m

$180

ClevelandChicago

CLE - ORD

CLEORD

Cleveland Hopkins Intl

Fri 4/17

5:45 am-6:20 am

Nonstop1h 35m

Chicago O'Hare Intl

Mon 4/20

4:04 pm-6:35 pm

Nonstop1h 31m

$181

ClevelandChicago

CLE - ORD

CLEORD

Cleveland Hopkins Intl

Sat 3/7

5:48 pm-6:29 pm

Nonstop1h 41m

Chicago O'Hare Intl

Sun 3/8

5:00 am-12:12 pm

1 stop6h 12m

$184

ClevelandChicago

CLE - ORD

CLEORD

Cleveland Hopkins Intl

Sat 3/7

4:31 pm-11:38 pm

1 stop8h 07m

Chicago O'Hare Intl

Sun 3/8

8:16 pm-11:11 pm

2 stops25h 55m

$186

ClevelandChicago

CLE - ORD

CLEORD

Cleveland Hopkins Intl

Tue 2/17

8:30 am-12:40 am

2 stops17h 10m

Chicago O'Hare Intl

Wed 2/18

6:02 pm-7:34 am

1 stop12h 32m

$189

ClevelandChicago

CLE - ORD

CLEORD

Cleveland Hopkins Intl

Thu 3/12

8:40 am-9:20 am

Nonstop1h 40m

Chicago O'Hare Intl

Mon 3/16

7:48 pm-10:15 pm

Nonstop1h 27m

$190

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 $240.

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 $485. 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 $727.

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 $490 when looking at flights departing in the morning. Try not to purchase tickets at noon because they tend to be around $873. 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 $289 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 February 2026, 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

$211

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 $211. The best round-trip flight deal from Cleveland to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $368.
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 $128Free CancellationRating
7.2
11,212 reviews
Search American Airlines flights
FrontierPriceFrom $143Free CancellationRating
5.7
3,051 reviews
Search Frontier flights
United AirlinesPriceFrom $154Free CancellationRating
7.4
9,231 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 $154 round-trip. Over the 33 United Airlines flights for this route in a normal week, average airfare is usually $293 round-trip - but some users have found much cheaper deals with momondo.

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

    Across 11,212 American Airlines reviews on momondo, the average score is 7.2/10. American Airlines flies from Cleveland to Chicago O'Hare Intl Airport about 24 times each week, with ticket deals ranging from $128 to $284. 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
New Buffalo
Kenosha
Joliet
Oak Brook
Orland Park
Racine
Hammond
Janesville
Tinley Park
Elgin
Aurora
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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