Cheap flights from Chicago to Cleveland from $88

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 1/1. 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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American Airlines Logo
6:38 am - 12:19 pmORD-CLE
4h 41m1 stop
American Airlines Logo
11:00 am - 11:47 amCLE-ORD
1h 47mnonstop
$230American Airlines
Find Deal
Sat, Jan 17 - Sun, Jan 18
Southwest Logo
12:25 pm - 5:30 pmMDW-CLE
4h 05m1 stop
Southwest Logo
2:10 pm - 8:30 pmCLE-MDW
7h 20m2 stops
$231Southwest
Find Deal
Wed, Dec 17 - Thu, Dec 18
Delta Logo
1:55 pm - 6:56 pmORD-CLE
4h 01m1 stop
Delta Logo
3:49 pm - 9:05 pmCLE-ORD
6h 16m1 stop
$231Delta
Find Deal
Sat, Jan 17 - Mon, Jan 19
Delta Logo
1:28 pm - 6:56 pmMDW-CLE
4h 28m1 stop
Delta Logo
6:30 am - 12:48 pmCLE-MDW
7h 18m2 stops
$232Delta
Find Deal
Sat, Jan 17 - Sun, Jan 18
Delta Logo
1:55 pm - 6:56 pmORD-CLE
4h 01m1 stop
Delta Logo
6:30 am - 1:08 pmCLE-ORD
7h 38m2 stops
$232Delta
Find Deal
Sat, Jan 17 - Sun, Jan 18
Frontier Logo
6:12 am - 4:30 pmMDW-CLE
9h 18m1 stop
Frontier Logo
11:26 am - 10:12 pmCLE-MDW
11h 46m1 stop
$233Frontier
Find Deal
Thu, Jan 1 - Sun, Jan 4
American Airlines Logo
8:20 am - 4:14 pmORD-CLE
6h 54m1 stop
American Airlines Logo
2:10 pm - 2:52 pmCLE-ORD
1h 42mnonstop
$233American Airlines
Find Deal
Sat, Jan 17 - Mon, Jan 19
Southwest Logo
1:40 pm - 3:50 pmMDW-CLE
1h 10mnonstop
Southwest Logo
8:05 pm - 8:35 pmCLE-MDW
1h 30mnonstop
$236Southwest
Find Deal
Wed, Dec 17 - Thu, Dec 18
Delta Logo
11:05 am - 8:41 pmORD-CLE
8h 36m2 stops
Delta Logo
7:34 pm - 11:56 pmCLE-ORD
5h 22m1 stop
$236Delta
Find Deal
Sat, Jan 17 - Mon, Jan 19
Frontier Logo
6:00 am - 11:52 pmMDW-CLE
16h 52m1 stop
Frontier Logo
12:06 pm - 10:12 pmCLE-MDW
11h 06m1 stop
$238Frontier
Find Deal
Sat, Dec 6 - Mon, Dec 8

American Airlines flights from Chicago to Cleveland

Our best American Airlines deals on Chicago to Cleveland flight tickets
American Airlines
Jan 17
ORD6:38 amChicago O'Hare Intl
4h 41m
1 stop
CLE12:19 pmCleveland Hopkins Intl
Jan 18
CLE11:00 amCleveland Hopkins Intl
1h 47m
ORD11:47 amChicago O'Hare Intl
American Airlines
Jan 17
ORD8:20 amChicago O'Hare Intl
6h 54m
1 stop
CLE4:14 pmCleveland Hopkins Intl
Jan 19
CLE2:10 pmCleveland Hopkins Intl
1h 42m
ORD2:52 pmChicago O'Hare Intl
American Airlines
Jan 1
ORD6:40 amChicago O'Hare Intl
8h 01m
1 stop
CLE3:41 pmCleveland Hopkins Intl
Jan 1
CLE6:26 pmCleveland Hopkins Intl
2h 05m
ORD7:31 pmChicago O'Hare Intl

Southwest flights from Chicago to Cleveland

Our best Southwest deals on Chicago to Cleveland flight tickets
Southwest
Dec 17
MDW12:25 pmChicago Midway
4h 05m
1 stop
CLE5:30 pmCleveland Hopkins Intl
Dec 18
CLE2:10 pmCleveland Hopkins Intl
7h 20m
2 stops
MDW8:30 pmChicago Midway
Southwest
Dec 17
MDW1:40 pmChicago Midway
1h 10m
CLE3:50 pmCleveland Hopkins Intl
Dec 18
CLE8:05 pmCleveland Hopkins Intl
1h 30m
MDW8:35 pmChicago Midway
Southwest
Jan 6
MDW3:00 pmChicago Midway
1h 10m
CLE5:10 pmCleveland Hopkins Intl
Jan 11
CLE7:00 pmCleveland Hopkins Intl
3h 40m
1 stop
MDW9:40 pmChicago Midway

momondo Fare Finder

 
Customize your flight search to find flights from Chicago to Cleveland 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 November 26, 2025.
Use the filters below to find and compare flights from Chicago to Cleveland that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoCleveland

ORD - CLE

ORDCLE

Chicago O'Hare Intl

Sat 1/17

6:38 am-12:19 pm

1 stop4h 41m

Cleveland Hopkins Intl

Sun 1/18

11:00 am-11:47 am

Nonstop1h 47m

$230

ChicagoCleveland

MDW - CLE

MDWCLE

Chicago Midway

Wed 12/17

12:25 pm-5:30 pm

1 stop4h 05m

Cleveland Hopkins Intl

Thu 12/18

2:10 pm-8:30 pm

2 stops7h 20m

$231

ChicagoCleveland

ORD - CLE

ORDCLE

Chicago O'Hare Intl

Sat 1/17

1:55 pm-6:56 pm

1 stop4h 01m

Cleveland Hopkins Intl

Mon 1/19

3:49 pm-9:05 pm

1 stop6h 16m

$231

ChicagoCleveland

MDW - CLE

MDWCLE

Chicago Midway

Sat 1/17

1:28 pm-6:56 pm

1 stop4h 28m

Cleveland Hopkins Intl

Sun 1/18

6:30 am-12:48 pm

2 stops7h 18m

$232

ChicagoCleveland

ORD - CLE

ORDCLE

Chicago O'Hare Intl

Sat 1/17

1:55 pm-6:56 pm

1 stop4h 01m

Cleveland Hopkins Intl

Sun 1/18

6:30 am-1:08 pm

2 stops7h 38m

$232

ChicagoCleveland

MDW - CLE

MDWCLE

Chicago Midway

Thu 1/1

6:12 am-4:30 pm

1 stop9h 18m

Cleveland Hopkins Intl

Sun 1/4

11:26 am-10:12 pm

1 stop11h 46m

$233

ChicagoCleveland

ORD - CLE

ORDCLE

Chicago O'Hare Intl

Sat 1/17

8:20 am-4:14 pm

1 stop6h 54m

Cleveland Hopkins Intl

Mon 1/19

2:10 pm-2:52 pm

Nonstop1h 42m

$233

ChicagoCleveland

MDW - CLE

MDWCLE

Chicago Midway

Wed 12/17

1:40 pm-3:50 pm

Nonstop1h 10m

Cleveland Hopkins Intl

Thu 12/18

8:05 pm-8:35 pm

Nonstop1h 30m

$236

ChicagoCleveland

ORD - CLE

ORDCLE

Chicago O'Hare Intl

Sat 1/17

11:05 am-8:41 pm

2 stops8h 36m

Cleveland Hopkins Intl

Mon 1/19

7:34 pm-11:56 pm

1 stop5h 22m

$236

ChicagoCleveland

MDW - CLE

MDWCLE

Chicago Midway

Sat 12/6

6:00 am-11:52 pm

1 stop16h 52m

Cleveland Hopkins Intl

Mon 12/8

12:06 pm-10:12 pm

1 stop11h 06m

$238

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 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 $229. If you’re not able to fly to Cleveland in August, then July is your next best option. Flight prices from Chicago to Cleveland during July average around $264.

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 $260. 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 $378.

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 $332.

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 weeks ahead of your departure date. In general, you can expect to find flights to Cleveland for around $317 when searching 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 $189 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.

Can stopping save me money on Chicago to Cleveland flights?

No. A direct flight is the cheapest option for a flight between Chicago to Cleveland.

How have Chicago to Cleveland flight prices changed over time?

As of November 2025, prices for Chicago to Cleveland flights are approximately 28% more expensive 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

$75

Fastest flight time

1h 15m

Direct flights

Every day

Airports in Cleveland

1 airport
The best one-way flight to Cleveland from Chicago in the past 72 hours is $75. The best round-trip flight deal from Chicago to Cleveland found on momondo in the last 72 hours is $257.
The fastest flight from Chicago to Cleveland takes 1h 15m
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
5.8
3,099 reviews
Search Frontier flights
American AirlinesPriceFrom $127Free CancellationRating
7.2
11,038 reviews
Search American Airlines flights
SouthwestPriceFrom $172Free CancellationRating
8.0
4,254 reviews
Search Southwest flights
United AirlinesPriceFrom $179Free CancellationRating
7.4
9,046 reviews
Search United Airlines flights
  • Southwest Flights From Chicago to Cleveland

    Across 15 Southwest flights from Chicago to Cleveland this week, the average price was $305, with the best Southwest deals starting from $172 round-trip. 4,254 users have rated Southwest on momondo, with an average score of 8.0/10.

  • United Airlines Flights From Chicago to Cleveland

    Across 9,046 United Airlines reviews on momondo, the average score is 7.4/10. United Airlines flies from Chicago to Cleveland about 33 times each week, with ticket deals ranging from $179 to $325. 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
Elyria
Geneva-on-the-Lake
Mentor
Independence
Westlake
Kent
North Olmsted
Wooster
Streetsboro
Willoughby
Ashland
Cuyahoga Falls
Painesville
Medina
Lakewood
Kelleys Island
Avon

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
Fri 12/26
Fri 1/2

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