Cheap flights from Chicago to Cleveland from $83

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 11/19. 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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Frontier Logo
2:06 pm - 12:22 pmMDW-CLE
21h 16m1 stop
Frontier Logo
5:45 pm - 10:26 amCLE-MDW
17h 41m1 stop
$226Frontier
Find Deal
Wed, Nov 12 - Fri, Nov 14
American Airlines Logo
1:38 pm - 4:04 pmORD-CLE
1h 26mnonstop
American Airlines Logo
9:42 am - 10:25 amCLE-ORD
1h 43mnonstop
$226American Airlines
Find Deal
Thu, Nov 20 - Mon, Nov 24
Spirit Airlines Logo
5:59 pm - 11:20 amORD-CLE
16h 21m1 stop
Spirit Airlines Logo
12:15 pm - 11:42 pmCLE-ORD
12h 27m1 stop
$227Spirit Airlines
Find Deal
Thu, Feb 5 - Mon, Feb 9
Spirit Airlines Logo
3:26 pm - 11:59 pmORD-CLE
7h 33m1 stop
Spirit Airlines Logo
5:45 am - 2:51 pmCLE-ORD
34h 06m3 stops
$228Spirit Airlines
Find Deal
Sat, Nov 8 - Tue, Nov 11
United Airlines Logo
10:55 am - 1:14 pmORD-CLE
1h 19mnonstop
United Airlines Logo
2:10 pm - 2:42 pmCLE-ORD
1h 32mnonstop
$231United Airlines
Find Deal
Sat, Nov 8 - Tue, Nov 11
Southwest Logo
5:40 pm - 7:55 pmMDW-CLE
1h 15mnonstop
Southwest Logo
6:45 am - 7:20 amCLE-MDW
1h 35mnonstop
$231Southwest
Find Deal
Sat, Nov 8 - Tue, Nov 11
Multiple Airlines Logo
6:15 am - 11:11 pmMDW-CLE
15h 56m2 stops
Multiple Airlines Logo
5:49 pm - 11:30 amCLE-MDW
18h 41m1 stop
$234Multiple Airlines
Find Deal
Fri, Nov 7 - Sun, Nov 9
Multiple Airlines Logo
2:31 pm - 10:32 amORD-CLE
19h 01m2 stops
Multiple Airlines Logo
3:40 pm - 11:13 pmCLE-ORD
8h 33m1 stop
$234Multiple Airlines
Find Deal
Wed, Nov 19 - Thu, Nov 20
Southwest Logo
2:20 pm - 7:25 pmMDW-CLE
4h 05m1 stop
Southwest Logo
4:35 pm - 4:55 pmCLE-MDW
1h 20mnonstop
$236Southwest
Find Deal
Thu, Dec 18 - Wed, Dec 31
United Airlines Logo
6:20 pm - 8:41 pmORD-CLE
1h 21mnonstop
United Airlines Logo
6:00 am - 6:39 amCLE-ORD
1h 39mnonstop
$242United Airlines
Find Deal
Tue, Nov 4 - Thu, Nov 6

Spirit Airlines flights from Chicago to Cleveland

Our best Spirit Airlines deals on Chicago to Cleveland flight tickets
Spirit Airlines
Feb 5
ORD5:59 pmChicago O'Hare Intl
16h 21m
1 stop
CLE11:20 amCleveland Hopkins Intl
Feb 9
CLE12:15 pmCleveland Hopkins Intl
12h 27m
1 stop
ORD11:42 pmChicago O'Hare Intl
Spirit Airlines
Nov 8
ORD3:26 pmChicago O'Hare Intl
7h 33m
1 stop
CLE11:59 pmCleveland Hopkins Intl
Nov 11
CLE5:45 amCleveland Hopkins Intl
34h 06m
3 stops
ORD2:51 pmChicago O'Hare Intl
Spirit Airlines
Nov 12
ORD8:28 amChicago O'Hare Intl
14h 31m
2 stops
CLE11:59 pmCleveland Hopkins Intl
Nov 13
CLE5:45 amCleveland Hopkins Intl
18h 21m
2 stops
ORD11:06 pmChicago O'Hare Intl

United Airlines flights from Chicago to Cleveland

Our best United Airlines deals on Chicago to Cleveland flight tickets
United Airlines
Nov 8
ORD10:55 amChicago O'Hare Intl
1h 19m
CLE1:14 pmCleveland Hopkins Intl
Nov 11
CLE2:10 pmCleveland Hopkins Intl
1h 32m
ORD2:42 pmChicago O'Hare Intl
United Airlines
Nov 4
ORD6:20 pmChicago O'Hare Intl
1h 21m
CLE8:41 pmCleveland Hopkins Intl
Nov 6
CLE6:00 amCleveland Hopkins Intl
1h 39m
ORD6:39 amChicago O'Hare Intl
United Airlines
Dec 4
ORD7:35 pmChicago O'Hare Intl
1h 24m
CLE9:59 pmCleveland Hopkins Intl
Dec 7
CLE2:06 pmCleveland Hopkins Intl
1h 32m
ORD2:38 pmChicago O'Hare Intl

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 October 16, 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

Wed 11/12

2:06 pm-12:22 pm

1 stop21h 16m

Cleveland Hopkins Intl

Fri 11/14

5:45 pm-10:26 am

1 stop17h 41m

$226

ChicagoCleveland

ORD - CLE

ORDCLE

Chicago O'Hare Intl

Thu 11/20

1:38 pm-4:04 pm

Nonstop1h 26m

Cleveland Hopkins Intl

Mon 11/24

9:42 am-10:25 am

Nonstop1h 43m

$226

ChicagoCleveland

ORD - CLE

ORDCLE

Chicago O'Hare Intl

Thu 2/5

5:59 pm-11:20 am

1 stop16h 21m

Cleveland Hopkins Intl

Mon 2/9

12:15 pm-11:42 pm

1 stop12h 27m

$227

ChicagoCleveland

ORD - CLE

ORDCLE

Chicago O'Hare Intl

Sat 11/8

3:26 pm-11:59 pm

1 stop7h 33m

Cleveland Hopkins Intl

Tue 11/11

5:45 am-2:51 pm

3 stops34h 06m

$228

ChicagoCleveland

ORD - CLE

ORDCLE

Chicago O'Hare Intl

Sat 11/8

10:55 am-1:14 pm

Nonstop1h 19m

Cleveland Hopkins Intl

Tue 11/11

2:10 pm-2:42 pm

Nonstop1h 32m

$231

ChicagoCleveland

MDW - CLE

MDWCLE

Chicago Midway

Sat 11/8

5:40 pm-7:55 pm

Nonstop1h 15m

Cleveland Hopkins Intl

Tue 11/11

6:45 am-7:20 am

Nonstop1h 35m

$231

ChicagoCleveland

MDW - CLE

MDWCLE

Chicago Midway

Fri 11/7

6:15 am-11:11 pm

2 stops15h 56m

Cleveland Hopkins Intl

Sun 11/9

5:49 pm-11:30 am

1 stop18h 41m

$234

ChicagoCleveland

ORD - CLE

ORDCLE

Chicago O'Hare Intl

Wed 11/19

2:31 pm-10:32 am

2 stops19h 01m

Cleveland Hopkins Intl

Thu 11/20

3:40 pm-11:13 pm

1 stop8h 33m

$234

ChicagoCleveland

MDW - CLE

MDWCLE

Chicago Midway

Thu 12/18

2:20 pm-7:25 pm

1 stop4h 05m

Cleveland Hopkins Intl

Wed 12/31

4:35 pm-4:55 pm

Nonstop1h 20m

$236

ChicagoCleveland

ORD - CLE

ORDCLE

Chicago O'Hare Intl

Tue 11/4

6:20 pm-8:41 pm

Nonstop1h 21m

Cleveland Hopkins Intl

Thu 11/6

6:00 am-6:39 am

Nonstop1h 39m

$242

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 $263. 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 $411.

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 $342.

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

Fly from Chicago O'Hare Intl 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 $194 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 October 2025, prices for Chicago to Cleveland flights are approximately 43% 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

$117

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 $117. The best round-trip flight deal from Chicago to Cleveland found on momondo in the last 72 hours is $243.
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
3,137 reviews
Search Frontier flights
American AirlinesPriceFrom $127Free CancellationRating
7.2
11,040 reviews
Search American Airlines flights
SouthwestPriceFrom $158Free CancellationRating
8.0
4,240 reviews
Search Southwest flights
United AirlinesPriceFrom $179Free CancellationRating
7.4
8,982 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 $297, with the best Southwest deals starting from $158 round-trip. 4,240 users have rated Southwest on momondo, with an average score of 8.0/10.

  • United Airlines Flights From Chicago to Cleveland

    Across 8,982 United Airlines reviews on momondo, the average score is 7.4/10. United Airlines flies from Chicago to Cleveland about 41 times each week, with ticket deals ranging from $179 to $329. 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
Wooster
Kent
Willoughby
North Olmsted
Streetsboro
Ashland
Cuyahoga Falls
Medina
Lakewood
Painesville
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
Sat 11/15
Sat 11/22

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