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Cheap flights from Chicago to Cleveland 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 Chicago to Cleveland departing on 8/6. 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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Cheap round-trip flights

Southwest Logo
1:00 pm - 3:15 pmMDW-CLE
1h 15mnonstop
Southwest Logo
10:55 am - 11:10 amCLE-MDW
1h 15mnonstop
$109Southwest
Find Deal
Thu, Aug 7 - Mon, Aug 11
American Airlines Logo
11:06 am - 1:41 pmORD-CLE
1h 35mnonstop
American Airlines Logo
5:00 am - 5:37 amCLE-ORD
1h 37mnonstop
$109American Airlines
Find Deal
Thu, Aug 7 - Mon, Aug 11
American Airlines Logo
11:06 am - 1:41 pmORD-CLE
1h 35mnonstop
American Airlines Logo
5:00 am - 5:37 amCLE-ORD
1h 37mnonstop
$110American Airlines
Find Deal
Thu, Aug 7 - Mon, Aug 11
Southwest Logo
5:10 am - 12:50 pmMDW-CLE
6h 40m1 stop
Southwest Logo
3:30 pm - 3:50 pmCLE-MDW
1h 20mnonstop
$119Southwest
Find Deal
Thu, Aug 7 - Mon, Aug 11
United Airlines Logo
2:27 pm - 4:54 pmORD-CLE
1h 27mnonstop
United Airlines Logo
6:00 am - 6:29 amCLE-ORD
1h 29mnonstop
$165United Airlines
Find Deal
Thu, Aug 7 - Mon, Aug 11
United Airlines Logo
9:13 pm - 11:39 pmORD-CLE
1h 26mnonstop
United Airlines Logo
2:16 pm - 2:50 pmCLE-ORD
1h 34mnonstop
$169United Airlines
Find Deal
Mon, Aug 18 - Thu, Aug 21
Delta Logo
9:10 am - 1:32 pmORD-CLE
3h 22m1 stop
Delta Logo
6:29 pm - 11:56 pmCLE-ORD
6h 27m1 stop
$177Delta
Find Deal
Mon, Aug 18 - Mon, Aug 18
Delta Logo
2:00 pm - 12:40 amORD-CLE
9h 40m2 stops
Delta Logo
5:30 am - 8:04 amCLE-ORD
3h 34m1 stop
$182Delta
Find Deal
Tue, Aug 12 - Thu, Aug 14
Frontier Logo
11:39 am - 6:01 pmMDW-CLE
5h 22m1 stop
Frontier Logo
5:30 am - 10:35 pmCLE-MDW
18h 05m1 stop
$244Frontier
Find Deal
Wed, Jul 2 - Sat, Jul 5
Frontier Logo
11:39 am - 6:03 pmMDW-CLE
5h 24m1 stop
Frontier Logo
6:25 pm - 10:35 pmCLE-MDW
5h 10m1 stop
$259Frontier
Find Deal
Tue, Jul 15 - Sat, Jul 19

United Airlines flights from Chicago to Cleveland

Our best United Airlines deals on Chicago to Cleveland flight tickets
United Airlines
Aug 7
ORD2:27 pmChicago O'Hare Intl
1h 27m
CLE4:54 pmCleveland Hopkins Intl
Aug 11
CLE6:00 amCleveland Hopkins Intl
1h 29m
ORD6:29 amChicago O'Hare Intl
United Airlines
Aug 18
ORD9:13 pmChicago O'Hare Intl
1h 26m
CLE11:39 pmCleveland Hopkins Intl
Aug 21
CLE2:16 pmCleveland Hopkins Intl
1h 34m
ORD2:50 pmChicago O'Hare Intl
United Airlines
Aug 4
ORD9:13 pmChicago O'Hare Intl
1h 26m
CLE11:39 pmCleveland Hopkins Intl
Aug 8
CLE8:50 amCleveland Hopkins Intl
1h 33m
ORD9:23 amChicago O'Hare Intl

Delta flights from Chicago to Cleveland

Our best Delta deals on Chicago to Cleveland flight tickets
Delta
Aug 18
ORD9:10 amChicago O'Hare Intl
3h 22m
1 stop
CLE1:32 pmCleveland Hopkins Intl
Aug 18
CLE6:29 pmCleveland Hopkins Intl
6h 27m
1 stop
ORD11:56 pmChicago O'Hare Intl
Delta
Aug 12
ORD2:00 pmChicago O'Hare Intl
9h 40m
2 stops
CLE12:40 amCleveland Hopkins Intl
Aug 14
CLE5:30 amCleveland Hopkins Intl
3h 34m
1 stop
ORD8:04 amChicago O'Hare Intl
Delta
Aug 16
MDW9:31 amChicago Midway
4h 32m
1 stop
CLE3:03 pmCleveland Hopkins Intl
Aug 17
CLE8:30 amCleveland Hopkins Intl
4h 58m
1 stop
MDW12:28 pmChicago Midway

See travel insights to Cleveland from

How to get the cheapest flight ticket from Chicago to Cleveland

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 Chicago and Cleveland?

What is the cheapest month to fly to Cleveland?

In general, August is the cheapest month to fly from Chicago to Cleveland. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $275. If you’re not able to fly to Cleveland in August, then September is your next best option. Flight prices from Chicago to Cleveland during September average around $276.

What is the cheapest day to depart on your flight to Cleveland?

The cheapest day to depart from Chicago to Cleveland is on a Saturday when prices can be found for as low as $266. Be sure to avoid booking your departure on a Monday as prices are generally higher than usual. According to our data, the average ticket price to Cleveland on Monday is $481.

What is the cheapest time of day to depart on your flight to Cleveland?

Our data shows that the cheapest Chicago to Cleveland flights are usually those with departure times at noon. Our users have found flights to Cleveland at noon for as low as $297. In contrast, the most expensive time of day to depart to Cleveland is in the afternoon when prices are around $361.

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

Fly from Chicago Midway to Cleveland Hopkins Intl for the best Chicago - Cleveland Hopkins Intl flight prices

How far in advance should I book a flight to Cleveland?

You are more likely to see cheaper flights to Cleveland from Chicago when booking 15 weeks ahead of your departure date. In general, you can expect to find flights to Cleveland for around $328 when searching 15 weeks out.However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Cleveland from Chicago for as low as $209 on momondo.

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

There are 4 cabin classes available to choose from on Chicago to Cleveland Hopkins Intl flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

How have Chicago to Cleveland flight prices changed over time?

As of June 2025, prices for Chicago to Cleveland flights are approximately 8% cheaper when compared to flights at the same time last year.

When to book flights from Chicago to Cleveland

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

Cheap Chicago to Cleveland (CHI to CLE) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to Cleveland

Best Price Found

$55

Fastest flight time

1h 10m

Direct flights

Every day

Airports in Cleveland

1 airport
The best one-way flight to Cleveland from Chicago in the past 72 hours is $55. The best round-trip flight deal from Chicago to Cleveland found on momondo in the last 72 hours is $109.
The fastest flight from Chicago to Cleveland takes 1h 10m
Direct flights go from Chicago to Cleveland every day.
There is 1 airport near Cleveland: Cleveland Hopkins Intl (CLE)

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

    A flight from Chicago to Cleveland Hopkins Intl will travel around 307.0 mi. In terms of flight time, this usually takes a little over 1h 10m.

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

    Prices for flights from Chicago to Cleveland Hopkins Intl Airport are updated daily.

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

  • How old do you have to be to fly from Chicago to Cleveland Hopkins Intl Airport?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago to Cleveland Hopkins Intl Airport.

  • What documentation or ID do you need to fly to Cleveland Hopkins Intl Airport?

    The necessary travel and health documents for your Cleveland Hopkins Intl Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Chicago to Cleveland?

  • What is the most popular airline from Chicago to Cleveland?


Best airlines flying from Chicago to Cleveland

Compare and see reviews for airlines that fly from Chicago to Cleveland with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $110Free CancellationRating
5.9
3,295 reviews
Search Frontier flights
American AirlinesPriceFrom $147Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $160Free CancellationRating
7.4
8,790 reviews
Search United Airlines flights
SouthwestPriceFrom $172Free CancellationRating
8.0
4,287 reviews
Search Southwest flights
  • Southwest Flights From Chicago to Cleveland

    Across 20 Southwest flights from Chicago to Cleveland this week, the average price was $314, with the best Southwest deals starting from $172 round-trip. 4,287 users have rated Southwest on momondo, with an average score of 8.0/10.

  • United Airlines Flights From Chicago to Cleveland

    Across 8,790 United Airlines reviews on momondo, the average score is 7.4/10. United Airlines flies from Chicago to Cleveland about 34 times each week, with ticket deals ranging from $160 to $356. Price data is based on momondo searches in the last 72 hours.


Traveling to a place near Cleveland?

Book flights to Cleveland if you plan to visit one of these locations
Sandusky
Beachwood
Mansfield
Geneva-on-the-Lake
Elyria
Independence
Mentor
Westlake
Kent
Wooster
Willoughby
Streetsboro
North Olmsted
Ashland
Medina
Cuyahoga Falls
Avon
Painesville
Norwalk
Lakewood

Why use momondo?

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

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

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

Flights from Chicago to Cleveland with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

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

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

If you are not ready to book a flight from Chicago to Cleveland now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Cleveland and let you know when they change.


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1 adult
Tue 6/17
Tue 6/24

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