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 journeys that include stopovers, travelers typically experience a median of 2 stopovers. This data is based on observations over the trailing 90 days.

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

A direct flight from Chicago to Cleveland typically takes 1 hour and 24 minutes, covering a distance of 507 kilometers. Flights with one stopover, however, have historically taken significantly longer, with a median duration of 7 hours and 41 minutes. Travelers should consider these differences when planning their journey.

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

Historically, good prices on flights from Chicago to Cleveland are frequent. This route is consistently observed to have competitive pricing. Travelers can often find favorable deals, making it a route where good value is commonly available.

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 8 days ago

472 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 29, 2026.)

Today’s best flight deals from Chicago to Cleveland

Explore current cheapest deals departing from Chicago to Cleveland

2026-10-19 – 2026-10-20
CHI - Cleveland
46% AI deal score
$132
$117
Round trip
2026-10-21 – 2026-10-22
CHI - Cleveland
47% AI deal score
$129
$117
Round trip
2026-10-22 – 2026-10-26
CHI - Cleveland
45% AI deal score
$130
$117
Round trip
2026-11-12 – 2026-11-19
CHI - Cleveland
44% AI deal score
$122
$117
Round trip
2026-11-26 – 2026-11-27
CHI - Cleveland
79% AI deal score
$324
$144
Round trip
2026-10-21 – 2026-10-28
CHI - Cleveland
73% AI deal score
$213
$157
Round trip
2026-11-12 – 2026-11-15
CHI - Cleveland
74% AI deal score
$488
$181
Round trip
2026-10-20 – 2026-10-22
CHI - Cleveland
46% AI deal score
$228
$181
Round trip
2026-10-20 – 2026-10-24
CHI - Cleveland
46% AI deal score
$227
$182
Round trip
2026-10-20 – 2026-10-21
CHI - Cleveland
46% AI deal score
$227
$182
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: $95 - $228

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

The regular price range for flights from Chicago to Cleveland is $95 to $228. The current lowest deal is $116 with American Airlines for travel from Oct 21-Oct 22.

now $116

Low $95

High $228

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

Thu, Oct 1

⌛ Last-Minute

ORD - Cleveland

Chicago (ORD) - Cleveland (CLE)

Frontier Airlines

$376

$334

One-way

Thu, Oct 1

⌛ Last-Minute

ORD - Cleveland

Chicago (ORD) - Cleveland (CLE)

Frontier Airlines

$382

$360

One-way

Thu, Oct 1

⌛ Last-Minute

MDW - Cleveland

Chicago (MDW) - Cleveland (CLE)

Southwest Airlines

$229

$544

One-way

Fri, Oct 2

⌛ Last-Minute

ORD - Cleveland

Chicago (ORD) - Cleveland (CLE)

Frontier Airlines

$378

$334

One-way

Fri, Oct 2

⌛ Last-Minute

ORD - Cleveland

Chicago (ORD) - Cleveland (CLE)

Frontier Airlines

$382

$371

One-way

Sat, Oct 3

⌛ Last-Minute

ORD - Cleveland

Chicago (ORD) - Cleveland (CLE)

Frontier Airlines

$290

$335

One-way

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

3 nights

Nov 2 - Nov 5

$492 → $182

63%

3 nights

Nov 12 - Nov 15

$488 → $181

63%

2 nights

Nov 13 - Nov 15

$488 → $230

53%

12 nights

Nov 5 - Nov 17

$415 → $183

56%

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 for the route.

📅 Best time to fly

December and January are cheapest months

Historically, December ($174) and January ($174) offer the lowest median prices.

⏱️ Flight duration

Average flight time is 3h 9m

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

✈️ Airlines & availability

Connecting flights are dominant

Connecting flights make up 61.3% of routes, typically with 2 stopovers.

🏆 Airline highlight

United Airlines offers direct flights

United Airlines has direct flights available for the Chicago to Cleveland route.

🎯 Booking tip

Deals are frequent on this route

Deals for flights from Chicago to Cleveland are frequently available.

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

Nov 04

Cleveland, United States

78% AI deal score

$1,110

$550

Save $560

United Airlines

Business Class

From ORD

Elite

Oct 31

Cleveland, United States

76% AI deal score

$1,261

$517

Save $744

United Airlines

Business Class

From ORD

Elite

Oct 21

Cleveland, United States

74% AI deal score

$528

$357

Save $171

United Airlines

Business Class

From ORD

Elite

Oct 20

Cleveland, United States

74% AI deal score

$517

$357

Save $160

United Airlines

Business Class

From ORD

Elite

Sep 28

Cleveland, United States

71% AI deal score

$1,083

$719

Save $364

United Airlines

Business Class

From ORD

Elite

Oct 20

Cleveland, United States

66% AI deal score

$424

$357

Save $67

United Airlines

Business Class

From ORD

Elite

Oct 28

Cleveland, United States

66% AI deal score

$421

$360

Save $61

United Airlines

Business Class

From ORD

Elite

Dec 17

Cleveland, United States

66% AI deal score

$874

$696

Save $178

United Airlines

Business Class

From ORD

Elite

Oct 02

Cleveland, United States

47% AI deal score

$808

$735

Save $73

United Airlines

Business Class

From ORD

Elite

Dec 23

Cleveland, United States

46% AI deal score

$490

$462

Save $28

United Airlines

Business Class

From ORD

Elite

Dec 22

Cleveland, United States

46% AI deal score

$490

$462

Save $28

United Airlines

Business Class

From ORD

Elite

Oct 24

Cleveland, United States

46% AI deal score

$532

$503

Save $29

United Airlines

Business Class

Frequently Asked Questions About Flights to Cleveland

Historically, the lowest prices for flights from Chicago to Cleveland are found when booking 60 or more days in advance, with an average price of $322. Booking within 28-59 days typically sees prices around $658. As the departure date approaches, prices tend to increase significantly. For instance, flights booked 0-6 days out have averaged $1764, while those booked 7-13 days out averaged $1568.

Across the trailing quarter, a good price for a flight from Chicago to Cleveland is considered to be $240 or less. The median price for this route has been $392. Prices can vary, with 75% of observed prices being $583 or less. These figures are based on pricing data from the past 90 days.

Historically, December and January have been the cheapest months to fly from Chicago to Cleveland, with a median price of $174 for both. June also offered competitive prices, with a median of $207. The annual median price for this route is $392, indicating that these months offer substantial savings compared to the yearly average.

Related routes

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Flights to Cleveland from other cities

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Chicago to Cleveland: Overview

Insights for flights from Chicago to Cleveland

How much is a round trip from Chicago to Cleveland

Regular price: $95 - $228

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

The regular price range for flights from Chicago to Cleveland is $95 to $228. The current lowest deal is $116 with American Airlines for travel from Oct 21-Oct 22.

now $116

Low $95

High $228

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

Thu, Oct 1

⌛ Last-Minute

ORD - Cleveland

Chicago (ORD) - Cleveland (CLE)

Frontier Airlines

$376

$334

One-way

Thu, Oct 1

⌛ Last-Minute

ORD - Cleveland

Chicago (ORD) - Cleveland (CLE)

Frontier Airlines

$382

$360

One-way

Thu, Oct 1

⌛ Last-Minute

MDW - Cleveland

Chicago (MDW) - Cleveland (CLE)

Southwest Airlines

$229

$544

One-way

Fri, Oct 2

⌛ Last-Minute

ORD - Cleveland

Chicago (ORD) - Cleveland (CLE)

Frontier Airlines

$378

$334

One-way

Fri, Oct 2

⌛ Last-Minute

ORD - Cleveland

Chicago (ORD) - Cleveland (CLE)

Frontier Airlines

$382

$371

One-way

Sat, Oct 3

⌛ Last-Minute

ORD - Cleveland

Chicago (ORD) - Cleveland (CLE)

Frontier Airlines

$290

$335

One-way

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

3 nights

Nov 2 - Nov 5

$492 → $182

63%

3 nights

Nov 12 - Nov 15

$488 → $181

63%

2 nights

Nov 13 - Nov 15

$488 → $230

53%

12 nights

Nov 5 - Nov 17

$415 → $183

56%

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 for the route.

📅 Best time to fly

December and January are cheapest months

Historically, December ($174) and January ($174) offer the lowest median prices.

⏱️ Flight duration

Average flight time is 3h 9m

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

✈️ Airlines & availability

Connecting flights are dominant

Connecting flights make up 61.3% of routes, typically with 2 stopovers.

🏆 Airline highlight

United Airlines offers direct flights

United Airlines has direct flights available for the Chicago to Cleveland route.

🎯 Booking tip

Deals are frequent on this route

Deals for flights from Chicago to Cleveland are frequently available.

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

46% AI deal score

$532

$503

Save $29

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 dominant

United Airlines offers direct flights

Deals are frequent on this route

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

Nov 04

Oct 31

Oct 21

Oct 20

Sep 28

Oct 20

Oct 28

Dec 17

Oct 02

Dec 23

Dec 22

Oct 24

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 dominant

United Airlines offers direct flights

Deals are frequent on this route

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

Nov 04

Oct 31

Oct 21

Oct 20

Sep 28

Oct 20

Oct 28

Dec 17

Oct 02

Dec 23

Dec 22

Oct 24

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?