Can I fly direct from Chicago to Cleveland?

Yes, direct flights from Chicago to Cleveland are available. Historically, approximately 38.7% of flights on this route have been direct. For flights that include stopovers, travelers typically experience a median of 2 stopovers.

How long does it take to fly from Chicago to Cleveland?

The typical direct flight from Chicago to Cleveland has a median duration of 1 hour and 24 minutes. This route covers a distance of 507 kilometers. Flights with one stopover historically take significantly longer, with a median duration of 7 hours and 41 minutes.

Are there frequently good prices on flights from Chicago to Cleveland?

Historically, good prices on flights from Chicago to Cleveland have been frequent. This route is consistently identified as one with regular deal availability. Travelers can often find competitive fares when planning their trips between these two cities.

Flights From Chicago

To Cleveland

Cheap Flights from Chicago to Cleveland

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Deals from

Chicago

RatePunk searches hundreds of travel sites at once for deals on flights to Cleveland

Prices updated 1 day ago

461 airlines compared

80%+ AI score for best value

Fares are subject to change and may not be available for all dates. (Data last updated Sep 14, 2026.)

Today’s best flight deals from Chicago to Cleveland

Explore current cheapest deals departing from Chicago to Cleveland

2026-10-15 – 2026-10-19
CHI - Cleveland
45% AI deal score
$129
$116
Round trip
2026-10-08 – 2026-10-12
CHI - Cleveland
45% AI deal score
$130
$116
Round trip
2026-10-03 – 2026-10-05
CHI - Cleveland
46% AI deal score
$132
$116
Round trip
2027-01-05 – 2027-01-19
CHI - Cleveland
44% AI deal score
$109
$116
Round trip
2026-11-10 – 2026-11-14
CHI - Cleveland
46% AI deal score
$132
$117
Round trip
2026-12-10 – 2026-12-17
CHI - Cleveland
71% AI deal score
$178
$117
Round trip
2026-12-14 – 2026-12-21
CHI - Cleveland
71% AI deal score
$181
$117
Round trip
2026-12-15 – 2026-12-22
CHI - Cleveland
71% AI deal score
$181
$117
Round trip
2027-02-04 – 2027-02-11
CHI - Cleveland
45% AI deal score
$121
$117
Round trip
2027-02-06 – 2027-02-13
CHI - Cleveland
45% AI deal score
$121
$117
Round trip

Chicago to Cleveland: Overview

Insights for flights from Chicago to Cleveland

For those looking for cheap flights from Chicago to Cleveland, recent fares typically range from $240 to $583, with a median price of $392. Right now, current fares are above the typical level for this route, and only 8% of recent fares were classified as a good price. New deals appear almost daily for this route, suggesting frequent opportunities to find better prices.

When is the cheapest time to fly from Chicago to Cleveland? The data indicates that December and January are the most affordable months, both with a median fare of $174. June also presents a good option, with a median fare of $207. Planning your trip during these months could lead to significant savings.

A typical journey from Chicago to Cleveland takes about 3h 9m, including connections. This is a short-haul route, covering a distance of 507 kilometers. Most itineraries connect at least once, with the median number of stopovers for connecting flights being 2. Only 38.7% of recent fares were for direct flights from Chicago to Cleveland, meaning you should expect to make at least one stop.

How much is a round trip from Chicago to Cleveland

Regular price: $98 - $248

Prices for flights from Chicago to Cleveland are currently within the regular range.

The regular price range for flights from Chicago to Cleveland is between $98 and $248. The current lowest deal is $116 with Southwest Airlines, for travel from Oct 8-Oct 12.

now $116

Low $98

High $248

The cheapest time to fly from Chicago to Cleveland

The cheapest month to fly from Chicago to Cleveland is January, with a median price of $174. The most expensive month is May, with a median price of $1904. Prices are generally lower from January to December.

January

Cheapest

Flights from $174

May

Most Expensive

Flights from $1,904

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Direct flights from Chicago to Cleveland

United Airlines

Last-minute flights going from Chicago to Cleveland

Wed, Sep 16

⌛ Last-Minute

ORD - Cleveland

Chicago (ORD) - Cleveland (CLE)

Frontier Airlines

$344

$309

One-way

Wed, Sep 16

⌛ Last-Minute

ORD - Cleveland

Chicago (ORD) - Cleveland (CLE)

Frontier Airlines

$376

$340

One-way

Thu, Sep 17

⌛ Last-Minute

ORD - Cleveland

Chicago (ORD) - Cleveland (CLE)

Frontier Airlines

$404

$380

One-way

Fri, Sep 18

⌛ Last-Minute

ORD - Cleveland

Chicago (ORD) - Cleveland (CLE)

Frontier Airlines

$410

$351

One-way

Sat, Sep 19

⌛ Last-Minute

ORD - Cleveland

Chicago (ORD) - Cleveland (CLE)

Frontier Airlines

$410

$361

One-way

Sat, Sep 19

⌛ Last-Minute

MDW - Cleveland

Chicago (MDW) - Cleveland (CLE)

Frontier Airlines

$442

$380

One-way

Biggest price drops on these dates for flights from Chicago to Cleveland

4 nights

Nov 19 - Nov 23

$493 → $135

73%

4 nights

Nov 6 - Nov 10

$494 → $180

64%

1 night

Nov 7 - Nov 8

$494 → $182

63%

5 nights

Nov 12 - Nov 17

$486 → $188

61%

Popular Airports to fly from Chicago to Cleveland

Chicago - Cleveland route insights

💸 Price insights

Recent fares are below the typical level

Recent fares from Chicago to Cleveland are below the typical level at $116.

📅 Best time to fly

December and January are cheapest months

Historically, December and January offer the lowest median prices at $174 for this route.

⏱️ Flight duration

Average flight time is 3h 9m

The typical flight duration from Chicago to Cleveland is 3 hours and 9 minutes.

✈️ Airlines & availability

Connecting flights are more common

Connecting flights are more common, making up 61.3% of routes from Chicago to Cleveland.

🏆 Airline highlight

United Airlines offers direct flights

United Airlines is one carrier providing direct flight options on this route.

🎯 Booking tip

Deals appear frequently

Deals for flights on this route appear frequently, typically within a 30-day window.

Chicago main airports to depart from

O Hare International (ORD)

Cheapest

O'Hare International Airport offers flights to Cleveland, providing a convenient option for your journey.

📍 ~25 km from Chicago city center (reachable by car or train).

💸 Flights from ~$116

Chicago Midway International (MDW)

Chicago Midway International Airport is another choice for flights to Cleveland, located closer to the city.

📍 ~14 km from Chicago city center (reachable by car or train).

💸 Flights from ~$117

Chicago Rockford International (RFD)

Chicago Rockford International Airport serves as an alternative departure point for flights to Cleveland.

📍 ~126 km from Chicago city center (reachable by car).

💸 Flights from ~$205

Cleveland main airports to arrive at

Cleveland Hopkins International (CLE)

Cheapest

Cleveland Hopkins International Airport is a convenient arrival choice for flights from Chicago to Cleveland.

📍 ~16 km from Cleveland city center (reachable by car)

💸 Flights from ~$116

Airports nearby Cleveland used as alternative

Akron–Canton (CAK)

Akron–Canton is a useful alternative, offering easy access and shorter security wait times.

📍 ~75 km from Cleveland (reachable by car)

💸 Flights from ~$208

Business & First Class Flight Deals to Cleveland

Discover luxury on the budget with premium cabin class on flights from Chicago to Cleveland.

Elite

Best Elite deals to Cleveland

Exclusive daily First Class, Business Class, and Premium Economy flight deals, refreshed every 24 hours.

From ORD

Elite

Oct 14

Cleveland, United States

66% AI deal score

$525

$424

Save $101

United Airlines

Business Class

From ORD

Elite

Oct 23

Cleveland, United States

48% AI deal score

$535

$470

Save $65

United Airlines

Business Class

From ORD

Elite

Dec 03

Cleveland, United States

47% AI deal score

$492

$457

Save $35

United Airlines

Business Class

From ORD

Elite

Dec 10

Cleveland, United States

47% AI deal score

$521

$470

Save $51

United Airlines

Business Class

From ORD

Elite

Oct 18

Cleveland, United States

47% AI deal score

$533

$485

Save $48

United Airlines

Business Class

From ORD

Elite

Oct 18

Cleveland, United States

47% AI deal score

$525

$487

Save $38

United Airlines

Business Class

From ORD

Elite

Oct 15

Cleveland, United States

44% AI deal score

$457

United Airlines

Business Class

From ORD

Elite

Nov 13

Cleveland, United States

44% AI deal score

$517

United Airlines

Business Class

From ORD

Elite

Nov 27

Cleveland, United States

44% AI deal score

$547

United Airlines

Business Class

From ORD

Elite

Oct 12

Cleveland, United States

43% AI deal score

$455

United Airlines

Business Class

From ORD

Elite

Nov 17

Cleveland, United States

43% AI deal score

$485

United Airlines

Business Class

From ORD

Elite

Oct 16

Cleveland, United States

43% AI deal score

$487

United Airlines

Business Class

Frequently Asked Questions About Flights to Cleveland

Historically, booking flights from Chicago to Cleveland 60+ days in advance typically yields the lowest prices. Across the trailing quarter, the average price for flights booked within this window was $322. Prices tend to increase significantly closer to departure, with flights booked 28-59 days out averaging $658, and those booked 0-6 days before departure averaging $1764.

Based on data from the trailing 90 days, a good price for a flight from Chicago to Cleveland is considered to be $240 or less. The median price observed for this route was $392. Prices up to $583 were still within the typical range for this route during the period analyzed.

Historically, December and January have been the cheapest months to fly from Chicago to Cleveland, both with a median price of $174. June also offered competitive prices, with a median of $207. The annual median price for this route across the trailing 270 days was $392.

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Flights to Cleveland from other cities

Flights from Charleston to Cleveland Flights from Charlotte to Cleveland Flights from Dallas to Cleveland Flights from Denver to Cleveland Flights from Detroit to Cleveland Flights from Hong Kong to Cleveland Flights from Houston to Cleveland Flights from Las Vegas to Cleveland Flights from Los Angeles to Cleveland Flights from Miami to Cleveland Flights from Minneapolis to Cleveland Flights from Newcastle upon Tyne to Cleveland

Chicago to Cleveland: Overview

Insights for flights from Chicago to Cleveland

How much is a round trip from Chicago to Cleveland

Regular price: $98 - $248

Prices for flights from Chicago to Cleveland are currently within the regular range.

The regular price range for flights from Chicago to Cleveland is between $98 and $248. The current lowest deal is $116 with Southwest Airlines, for travel from Oct 8-Oct 12.

now $116

Low $98

High $248

The cheapest time to fly from Chicago to Cleveland

January

Cheapest

Flights from $174

May

Most Expensive

Flights from $1,904

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Direct flights from Chicago to Cleveland

United Airlines

Last-minute flights going from Chicago to Cleveland

Wed, Sep 16

⌛ Last-Minute

ORD - Cleveland

Chicago (ORD) - Cleveland (CLE)

Frontier Airlines

$344

$309

One-way

Wed, Sep 16

⌛ Last-Minute

ORD - Cleveland

Chicago (ORD) - Cleveland (CLE)

Frontier Airlines

$376

$340

One-way

Thu, Sep 17

⌛ Last-Minute

ORD - Cleveland

Chicago (ORD) - Cleveland (CLE)

Frontier Airlines

$404

$380

One-way

Fri, Sep 18

⌛ Last-Minute

ORD - Cleveland

Chicago (ORD) - Cleveland (CLE)

Frontier Airlines

$410

$351

One-way

Sat, Sep 19

⌛ Last-Minute

ORD - Cleveland

Chicago (ORD) - Cleveland (CLE)

Frontier Airlines

$410

$361

One-way

Sat, Sep 19

⌛ Last-Minute

MDW - Cleveland

Chicago (MDW) - Cleveland (CLE)

Frontier Airlines

$442

$380

One-way

Biggest price drops on these dates for flights from Chicago to Cleveland

4 nights

Nov 19 - Nov 23

$493 → $135

73%

4 nights

Nov 6 - Nov 10

$494 → $180

64%

1 night

Nov 7 - Nov 8

$494 → $182

63%

5 nights

Nov 12 - Nov 17

$486 → $188

61%

Popular Airports to fly from Chicago to Cleveland

Chicago - Cleveland route insights

💸 Price insights

Recent fares are below the typical level

Recent fares from Chicago to Cleveland are below the typical level at $116.

📅 Best time to fly

December and January are cheapest months

Historically, December and January offer the lowest median prices at $174 for this route.

⏱️ Flight duration

Average flight time is 3h 9m

The typical flight duration from Chicago to Cleveland is 3 hours and 9 minutes.

✈️ Airlines & availability

Connecting flights are more common

Connecting flights are more common, making up 61.3% of routes from Chicago to Cleveland.

🏆 Airline highlight

United Airlines offers direct flights

United Airlines is one carrier providing direct flight options on this route.

🎯 Booking tip

Deals appear frequently

Deals for flights on this route appear frequently, typically within a 30-day window.

Chicago main airports to depart from

O Hare International (ORD)

Cheapest

O'Hare International Airport offers flights to Cleveland, providing a convenient option for your journey.

📍 ~25 km from Chicago city center (reachable by car or train).

💸 Flights from ~$116

Chicago Midway International (MDW)

Chicago Midway International Airport is another choice for flights to Cleveland, located closer to the city.

📍 ~14 km from Chicago city center (reachable by car or train).

💸 Flights from ~$117

Chicago Rockford International (RFD)

Chicago Rockford International Airport serves as an alternative departure point for flights to Cleveland.

📍 ~126 km from Chicago city center (reachable by car).

💸 Flights from ~$205

Cleveland main airports to arrive at

Cleveland Hopkins International (CLE)

Cheapest

Cleveland Hopkins International Airport is a convenient arrival choice for flights from Chicago to Cleveland.

📍 ~16 km from Cleveland city center (reachable by car)

💸 Flights from ~$116

Airports nearby Cleveland used as alternative

Akron–Canton (CAK)

Akron–Canton is a useful alternative, offering easy access and shorter security wait times.

Cleveland, United States

44% AI deal score

$457

United Airlines

Business Class

From ORD

Elite

Nov 13

Cleveland, United States

44% AI deal score

$517

United Airlines

Business Class

From ORD

Elite

Nov 27

Cleveland, United States

44% AI deal score

$547

United Airlines

Business Class

From ORD

Elite

Oct 12

Cleveland, United States

43% AI deal score

$455

United Airlines

Business Class

From ORD

Elite

Nov 17

Cleveland, United States

43% AI deal score

$485

United Airlines

Business Class

From ORD

Elite

Oct 16

Cleveland, United States

43% AI deal score

$487

United Airlines

Business Class

Frequently Asked Questions About Flights to Cleveland

Cheap Flights from Chicago to Cleveland

Today’s best flight deals from Chicago to Cleveland

Chicago to Cleveland: Overview

Insights for flights from Chicago to Cleveland

How much is a round trip from Chicago to Cleveland

The cheapest time to fly from Chicago to Cleveland

Direct flights from Chicago to Cleveland

Last-minute flights going from Chicago to Cleveland

Biggest price drops on these dates for flights from Chicago to Cleveland

Popular Airports to fly from Chicago to Cleveland

Chicago - Cleveland route insights

Recent fares are below the typical level

December and January are cheapest months

Average flight time is 3h 9m

Connecting flights are more common

United Airlines offers direct flights

Deals appear frequently

Chicago main airports to depart from

Cleveland main airports to arrive at

Airports nearby Cleveland used as alternative

Business & First Class Flight Deals to Cleveland

Best Elite deals to Cleveland

Oct 14

Oct 23

Dec 03

Dec 10

Oct 18

Oct 18

Oct 15

Nov 13

Nov 27

Oct 12

Nov 17

Oct 16

Frequently Asked Questions About Flights to Cleveland

How early should I book Chicago to Cleveland flights to get the cheapest price?

What is a good price for a flight from Chicago to Cleveland?

What's the best month to fly from Chicago to Cleveland?

Can I fly direct from Chicago to Cleveland?

How long does it take to fly from Chicago to Cleveland?

Are there frequently good prices on flights from Chicago to Cleveland?

Related routes

More routes from Chicago

Flights to Cleveland from other cities

Chicago to Cleveland: Overview

Insights for flights from Chicago to Cleveland

How much is a round trip from Chicago to Cleveland

The cheapest time to fly from Chicago to Cleveland

Direct flights from Chicago to Cleveland

Last-minute flights going from Chicago to Cleveland

Biggest price drops on these dates for flights from Chicago to Cleveland

Popular Airports to fly from Chicago to Cleveland

Chicago - Cleveland route insights

Recent fares are below the typical level

December and January are cheapest months

Average flight time is 3h 9m

Connecting flights are more common

United Airlines offers direct flights

Deals appear frequently

Chicago main airports to depart from

Cleveland main airports to arrive at

Airports nearby Cleveland used as alternative

Business & First Class Flight Deals to Cleveland

Best Elite deals to Cleveland

Oct 14

Oct 23

Dec 03

Dec 10

Oct 18

Oct 18

Oct 15

Nov 13

Nov 27

Oct 12

Nov 17

Oct 16

Frequently Asked Questions About Flights to Cleveland

How early should I book Chicago to Cleveland flights to get the cheapest price?

What is a good price for a flight from Chicago to Cleveland?

What's the best month to fly from Chicago to Cleveland?