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 1/9. 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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Southwest Logo
7:10 pm - 9:25 pmMDW-CLE
1h 15mnonstop
Southwest Logo
6:55 am - 7:30 amCLE-MDW
1h 35mnonstop
$244Southwest
Find Deal
Thu, Dec 18 - Sat, Jan 10
American Airlines Logo
9:16 pm - 11:52 pmORD-CLE
1h 36mnonstop
American Airlines Logo
6:26 pm - 7:31 pmCLE-ORD
2h 05mnonstop
$244American Airlines
Find Deal
Sat, Dec 13 - Sun, Jan 4
American Airlines Logo
4:56 pm - 7:20 pmORD-CLE
1h 24mnonstop
American Airlines Logo
11:00 am - 11:47 amCLE-ORD
1h 47mnonstop
$245American Airlines
Find Deal
Tue, Dec 30 - Tue, Jan 6
Multiple Airlines Logo
12:55 pm - 7:55 amORD-CLE
18h 00m1 stop
Multiple Airlines Logo
1:58 pm - 8:42 pmCLE-ORD
7h 44m1 stop
$246Multiple Airlines
Find Deal
Sun, Nov 30 - Fri, Dec 5
Southwest Logo
2:10 pm - 11:00 pmMDW-CLE
7h 50m2 stops
Southwest Logo
12:15 pm - 12:35 pmCLE-MDW
1h 20mnonstop
$247Southwest
Find Deal
Sat, Feb 21 - Sun, Feb 22
Multiple Airlines Logo
7:23 pm - 1:45 pmMDW-CLE
17h 22m2 stops
Multiple Airlines Logo
7:14 am - 10:12 pmCLE-MDW
15h 58m1 stop
$249Multiple Airlines
Find Deal
Thu, Dec 11 - Mon, Dec 15
Spirit Airlines Logo
1:52 pm - 9:49 amORD-CLE
18h 57m2 stops
Spirit Airlines Logo
10:54 am - 8:09 pmCLE-ORD
34h 15m3 stops
$250Spirit Airlines
Find Deal
Thu, Dec 11 - Mon, Dec 15
Delta Logo
9:34 am - 1:39 pmMDW-CLE
3h 05m1 stop
Delta Logo
6:00 am - 10:27 amCLE-MDW
5h 27m1 stop
$252Delta
Find Deal
Tue, Dec 16 - Tue, Jan 13
Delta Logo
6:02 pm - 10:31 pmORD-CLE
3h 29m1 stop
Delta Logo
5:58 pm - 8:36 pmCLE-ORD
3h 38m1 stop
$252Delta
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Wed, Dec 24 - Tue, Dec 30
Frontier Logo
5:47 pm - 12:11 pmMDW-CLE
17h 24m2 stops
Frontier Logo
7:00 am - 1:59 pmCLE-MDW
7h 59m1 stop
$256Frontier
Find Deal
Mon, Dec 1 - Sat, Dec 6

American Airlines flights from Chicago to Cleveland

Our best American Airlines deals on Chicago to Cleveland flight tickets
American Airlines
Dec 13
ORD9:16 pmChicago O'Hare Intl
1h 36m
CLE11:52 pmCleveland Hopkins Intl
Jan 4
CLE9:50 pmCleveland Hopkins Intl
1h 47m
ORD10:37 pmChicago O'Hare Intl
American Airlines
Dec 30
ORD4:56 pmChicago O'Hare Intl
1h 24m
CLE7:20 pmCleveland Hopkins Intl
Jan 6
CLE11:00 amCleveland Hopkins Intl
1h 47m
ORD11:47 amChicago O'Hare Intl
American Airlines
Nov 24
ORD6:48 amChicago O'Hare Intl
1h 24m
CLE9:12 amCleveland Hopkins Intl
Nov 27
CLE6:30 amCleveland Hopkins Intl
7h 26m
1 stop
ORD12:56 pmChicago O'Hare Intl

Delta flights from Chicago to Cleveland

Our best Delta deals on Chicago to Cleveland flight tickets
Delta
Nov 20
MDW9:34 amChicago Midway
4h 29m
1 stop
CLE3:03 pmCleveland Hopkins Intl
Nov 24
CLE3:43 pmCleveland Hopkins Intl
3h 25m
1 stop
MDW6:08 pmChicago Midway
Delta
Dec 16
MDW9:34 amChicago Midway
3h 05m
1 stop
CLE1:39 pmCleveland Hopkins Intl
Jan 13
CLE6:00 amCleveland Hopkins Intl
5h 27m
1 stop
MDW10:27 amChicago Midway
Delta
Dec 13
MDW4:29 pmChicago Midway
6h 58m
1 stop
CLE12:27 amCleveland Hopkins Intl
Jan 4
CLE6:29 amCleveland Hopkins Intl
3h 20m
1 stop
MDW8:49 amChicago 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 17, 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

MDW - CLE

MDWCLE

Chicago Midway

Thu 12/18

7:10 pm-9:25 pm

Nonstop1h 15m

Cleveland Hopkins Intl

Sat 1/10

6:55 am-7:30 am

Nonstop1h 35m

$244

ChicagoCleveland

ORD - CLE

ORDCLE

Chicago O'Hare Intl

Sat 12/13

9:16 pm-11:52 pm

Nonstop1h 36m

Cleveland Hopkins Intl

Sun 1/4

6:26 pm-7:31 pm

Nonstop2h 05m

$244

ChicagoCleveland

ORD - CLE

ORDCLE

Chicago O'Hare Intl

Tue 12/30

4:56 pm-7:20 pm

Nonstop1h 24m

Cleveland Hopkins Intl

Tue 1/6

11:00 am-11:47 am

Nonstop1h 47m

$245

ChicagoCleveland

ORD - CLE

ORDCLE

Chicago O'Hare Intl

Sun 11/30

12:55 pm-7:55 am

1 stop18h 00m

Cleveland Hopkins Intl

Fri 12/5

1:58 pm-8:42 pm

1 stop7h 44m

$246

ChicagoCleveland

MDW - CLE

MDWCLE

Chicago Midway

Sat 2/21

2:10 pm-11:00 pm

2 stops7h 50m

Cleveland Hopkins Intl

Sun 2/22

12:15 pm-12:35 pm

Nonstop1h 20m

$247

ChicagoCleveland

MDW - CLE

MDWCLE

Chicago Midway

Thu 12/11

7:23 pm-1:45 pm

2 stops17h 22m

Cleveland Hopkins Intl

Mon 12/15

7:14 am-10:12 pm

1 stop15h 58m

$249

ChicagoCleveland

ORD - CLE

ORDCLE

Chicago O'Hare Intl

Thu 12/11

1:52 pm-9:49 am

2 stops18h 57m

Cleveland Hopkins Intl

Mon 12/15

10:54 am-8:09 pm

3 stops34h 15m

$250

ChicagoCleveland

MDW - CLE

MDWCLE

Chicago Midway

Tue 12/16

9:34 am-1:39 pm

1 stop3h 05m

Cleveland Hopkins Intl

Tue 1/13

6:00 am-10:27 am

1 stop5h 27m

$252

ChicagoCleveland

ORD - CLE

ORDCLE

Chicago O'Hare Intl

Wed 12/24

6:02 pm-10:31 pm

1 stop3h 29m

Cleveland Hopkins Intl

Tue 12/30

5:58 pm-8:36 pm

1 stop3h 38m

$252

ChicagoCleveland

MDW - CLE

MDWCLE

Chicago Midway

Mon 12/1

5:47 pm-12:11 pm

2 stops17h 24m

Cleveland Hopkins Intl

Sat 12/6

7:00 am-1:59 pm

1 stop7h 59m

$256

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 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 $261. 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 $383.

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 $319 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?

You could potentially save up to 5% on your flight if you consider stops on a Chicago to Cleveland flight.

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 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 $75. The best round-trip flight deal from Chicago to Cleveland found on momondo in the last 72 hours is $281.
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
5.8
3,106 reviews
Search Frontier flights
American AirlinesPriceFrom $127Free CancellationRating
7.2
11,048 reviews
Search American Airlines flights
SouthwestPriceFrom $172Free CancellationRating
8.0
4,244 reviews
Search Southwest flights
United AirlinesPriceFrom $179Free CancellationRating
7.4
9,014 reviews
Search United Airlines flights
  • Southwest Flights From Chicago to Cleveland

    Across 16 Southwest flights from Chicago to Cleveland this week, the average price was $305, with the best Southwest deals starting from $172 round-trip. 4,244 users have rated Southwest on momondo, with an average score of 8.0/10.

  • United Airlines Flights From Chicago to Cleveland

    Across 9,014 United Airlines reviews on momondo, the average score is 7.4/10. United Airlines flies from Chicago to Cleveland about 46 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
Wed 12/17
Wed 12/24

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