Latest deals
Insights
When to book
FAQs
Reviews
Price Alerts

Cheap flights from Cleveland to Chicago from $55

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 8/24. 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

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 Cleveland to Chicago

Cheap round-trip flights

Frontier Logo
5:30 am - 10:28 amCLE-ORD
5h 58m1 stop
Frontier Logo
6:16 pm - 12:44 amORD-CLE
5h 28m1 stop
$121Frontier
Find Deal
vie., oct. 3 - dom., oct. 5
Frontier Logo
7:26 pm - 12:22 amCLE-ORD
5h 56m1 stop
Frontier Logo
5:07 pm - 12:04 amORD-CLE
5h 57m1 stop
$122Frontier
Find Deal
jue., jul. 24 - sáb., jul. 26
American Airlines Logo
6:37 am - 7:09 amCLE-ORD
1h 32mnonstop
American Airlines Logo
12:54 pm - 3:21 pmORD-CLE
1h 27mnonstop
$127American Airlines
Find Deal
mié., jul. 30 - mié., ago. 6
American Airlines Logo
8:55 pm - 9:29 pmCLE-ORD
1h 34mnonstop
American Airlines Logo
10:10 pm - 12:32 amORD-CLE
1h 22mnonstop
$128American Airlines
Find Deal
sáb., ago. 2 - lun., ago. 4
United Airlines Logo
6:00 am - 6:29 amCLE-ORD
1h 29mnonstop
United Airlines Logo
9:13 pm - 11:39 pmORD-CLE
1h 26mnonstop
$139United Airlines
Find Deal
vie., ago. 1 - lun., ago. 4
Southwest Logo
6:25 am - 12:45 pmCLE-ORD
7h 20m1 stop
Southwest Logo
3:10 pm - 9:20 pmORD-CLE
5h 10m1 stop
$147Southwest
Find Deal
mar., ago. 5 - mar., ago. 12
Southwest Logo
5:50 am - 12:45 pmCLE-ORD
7h 55m1 stop
Southwest Logo
2:55 pm - 9:30 pmORD-CLE
5h 35m1 stop
$152Southwest
Find Deal
jue., ago. 21 - lun., ago. 25
Delta Logo
5:30 am - 10:16 amCLE-ORD
5h 46m1 stop
Delta Logo
5:40 pm - 12:31 amORD-CLE
5h 51m1 stop
$177Delta
Find Deal
dom., ago. 10 - lun., ago. 18
Delta Logo
5:30 am - 10:16 amCLE-ORD
5h 46m1 stop
Delta Logo
7:01 pm - 11:53 pmORD-CLE
3h 52m1 stop
$178Delta
Find Deal
sáb., ago. 2 - lun., ago. 4
United Airlines Logo
8:50 am - 9:23 amCLE-ORD
1h 33mnonstop
United Airlines Logo
10:47 am - 1:14 pmORD-CLE
1h 27mnonstop
$183United Airlines
Find Deal
mar., ago. 5 - jue., ago. 7

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
Oct 3
CLE5:30 amCleveland Hopkins Intl
5h 58m
1 stop
ORD10:28 amChicago O'Hare Intl
Oct 5
ORD6:16 pmChicago O'Hare Intl
5h 28m
1 stop
CLE12:44 amCleveland Hopkins Intl
Frontier
Jul 24
CLE7:26 pmCleveland Hopkins Intl
5h 56m
1 stop
ORD12:22 amChicago O'Hare Intl
Jul 26
ORD5:07 pmChicago O'Hare Intl
5h 57m
1 stop
CLE12:04 amCleveland Hopkins Intl
Frontier
Aug 1
CLE7:36 pmCleveland Hopkins Intl
5h 46m
1 stop
ORD12:22 amChicago O'Hare Intl
Aug 8
ORD6:16 pmChicago O'Hare Intl
5h 33m
1 stop
CLE12:49 amCleveland Hopkins Intl

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
Jul 30
CLE6:37 amCleveland Hopkins Intl
1h 32m
ORD7:09 amChicago O'Hare Intl
Aug 6
ORD12:54 pmChicago O'Hare Intl
1h 27m
CLE3:21 pmCleveland Hopkins Intl
American Airlines
Aug 2
CLE8:55 pmCleveland Hopkins Intl
1h 34m
ORD9:29 pmChicago O'Hare Intl
Aug 4
ORD10:10 pmChicago O'Hare Intl
1h 22m
CLE12:32 amCleveland Hopkins Intl
American Airlines
Aug 2
CLE5:30 amCleveland Hopkins Intl
1h 35m
ORD6:05 amChicago O'Hare Intl
Aug 4
ORD10:10 pmChicago O'Hare Intl
1h 22m
CLE12:32 amCleveland Hopkins Intl

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 August is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Cleveland averaging around $251.

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 $514. 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 $726.

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 $507 when looking at flights departing in the morning. Try not to purchase tickets at noon because they tend to be around $955. 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 $297 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 $189 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?

You could potentially save up to 27% on your flight if you consider stops on a Cleveland to Chicago O'Hare Intl Airport flight.

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

As of July 2025, prices for Cleveland to Chicago O'Hare Intl Airport flights are approximately 3% 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

$55

Fastest flight time

1h 29m

Direct flights

Every day
The best one-way flight to Chicago O'Hare Intl Airport from Cleveland in the past 72 hours is $55. The best round-trip flight deal from Cleveland to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $121.
The fastest flight from Cleveland to Chicago O'Hare Intl Airport takes 1h 29m
Direct flights go from Cleveland to Chicago O'Hare Intl Airport every day.

  • 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 29m 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 $100Free CancellationRating
5.9
3,290 reviews
Search Frontier flights
United AirlinesPriceFrom $157Free CancellationRating
7.4
8,861 reviews
Search United Airlines flights
American AirlinesPriceFrom $157Free CancellationRating
7.2
10,000 reviews
Search American 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 29 United Airlines flights for this route in a normal week, average airfare is usually $312 round-trip - but some users have found much cheaper deals with momondo.

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

    Across 10,000 American Airlines reviews on momondo, the average score is 7.2/10. American Airlines flies from Cleveland to Chicago O'Hare Intl Airport about 6 times each week, with ticket deals ranging from $157 to $295. 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
Rockford
Schaumburg
Merrillville
South Haven
Gurnee
Naperville
Rosemont
Kenosha
New Buffalo
Joliet
Oak Brook
Racine
Tinley Park
Hammond
Elgin
Aurora
Orland Park
Janesville
Waukegan

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.


An easier way to manage your Chicago O'Hare Intl Airport 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
lun. 7/7
lun. 7/14

Find better results for your trip to Chicago