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CLE - CHI

$50 Find cheap flights from Cleveland to Chicago

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Cleveland to Chicago departing on 9/11. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
0 bags
Thu 6/27
Thu 7/4

Search hundreds of travel sites at once for deals on flights to Chicago

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Cleveland to Chicago, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Cleveland to Chicago, as well as popular online travel agencies
In the last 7 days travelers have searched 42,816,550 times on KAYAK, and here is why:

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Cheap flight deals from Cleveland to Chicago (CLE-CHI)

 
These are the cheapest deals for flights from Cleveland to Chicago currently on KAYAK along with options from the most popular airlines KAYAK users selected for this route. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.

Recent round-trip flight deals from Cleveland to Chicago

Recommended round-trip deals departing in the coming months from the most popular airlines that fly from Cleveland to Chicago.

Recent one-way flight deals from Cleveland to Chicago

Only flying one-way? Below are some of the best one-way flight deals from Cleveland to Chicago found on KAYAK recently.

Recent last minute flight deals from Cleveland to Chicago

Leaving soon but still want a bargain? Check out these latest deals for last minute flights from Cleveland to Chicago.

Recent direct flight deals from Cleveland to Chicago

The latest deals for direct flights from Cleveland to Chicago so you can sit back and relax without the need for a layover.

Cheap bus & train deals from Cleveland to Chicago

Find recent round-trip train or bus tickets from Cleveland to Chicago.

All round-trip flight deals to Chicago

The cheapest plane tickets to Chicago found on KAYAK recently.
Discover the best prices and deals for you by selecting your travel dates.
Choose your dates
5:00 am - 5:27 pmCLE-ORD
13h 27m1 stop
10:33 am - 11:10 pmORD-CLE
11h 37m1 stop
$83Spirit Airlines
Find Deal
Tue, Sep 10 - Wed, Sep 11
5:00 am - 5:27 pmCLE-ORD
13h 27m1 stop
10:33 am - 7:39 amORD-CLE
20h 06m2 stops
$98Spirit Airlines
Find Deal
Tue, Sep 10 - Wed, Sep 11
4:32 pm - 5:21 amCLE-MDW
13h 49m1 stop
10:00 am - 8:42 pmMDW-CLE
9h 42m1 stop
$100Frontier
Find Deal
Sat, Jun 8 - Tue, Sep 17
3:16 pm - 9:20 pmCLE-MDW
7h 04m1 stop
3:29 pm - 4:36 pmMDW-CLE
24h 07m1 stop
$107Frontier
Find Deal
Tue, Jun 11 - Wed, Jun 12
6:00 am - 6:30 amCLE-ORD
1h 30mnonstop
9:34 pm - 11:59 pmORD-CLE
1h 25mnonstop
$157United Airlines
Find Deal
Wed, Jun 26 - Fri, Jul 5
6:28 am - 7:00 amCLE-ORD
1h 32mnonstop
8:28 pm - 10:48 pmORD-CLE
1h 20mnonstop
$160American Airlines
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Fri, Jun 28 - Mon, Jul 1
6:28 am - 7:00 amCLE-ORD
1h 32mnonstop
8:28 pm - 10:48 pmORD-CLE
1h 20mnonstop
$163American Airlines
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Thu, Jun 20 - Sat, Jun 22
5:58 pm - 6:30 pmCLE-ORD
1h 32mnonstop
8:50 am - 2:07 pmORD-CLE
4h 17m1 stop
$167United Airlines
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Tue, Sep 10 - Wed, Sep 11
5:35 pm - 9:46 pmCLE-MDW
5h 11m1 stop
1:10 pm - 12:32 amMDW-CLE
10h 22m2 stops
$181Delta
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Sat, Sep 7 - Tue, Sep 10
9:20 am - 5:04 pmCLE-MDW
8h 44m2 stops
5:59 pm - 11:49 pmMDW-CLE
4h 50m1 stop
$191Delta
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Sat, Sep 7 - Mon, Sep 9
2:19 pm - 8:49 pmCLE-MDW
7h 30m1 stop
$50Frontier
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Wed, Sep 11
6:10 am - 10:30 amCLE-ORD
5h 20m1 stop
$50Frontier
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Wed, Jun 5
5:00 am - 5:27 pmCLE-ORD
13h 27m1 stop
$51Spirit Airlines
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Wed, Sep 11
5:00 am - 4:40 pmCLE-ORD
12h 40m1 stop
$54Spirit Airlines
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Tue, Aug 27
6:28 am - 7:00 amCLE-ORD
1h 32mnonstop
$79American Airlines
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Wed, Jun 26
6:00 am - 6:30 amCLE-ORD
1h 30mnonstop
$82United Airlines
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Thu, Jun 27
11:55 am - 6:31 pmCLE-MDW
7h 36m1 stop
$88Delta
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Thu, Jul 4
5:58 pm - 6:30 pmCLE-ORD
1h 32mnonstop
$89United Airlines
Find Deal
Mon, Aug 26
6:00 am - 12:42 pmCLE-MDW
7h 42m2 stops
$93Delta
Find Deal
Tue, Aug 6
6:43 am - 7:18 amCLE-ORD
1h 35mnonstop
$118American Airlines
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Thu, Aug 29
7:56 pm - 5:50 amCLE-MDW
10h 54m1 stop
8:50 pm - 7:05 amMDW-CLE
9h 15m1 stop
$208Frontier
Find Deal
Sat, Jun 1 - Sat, Jun 8
4:32 pm - 12:18 amCLE-ORD
8h 46m1 stop
6:00 am - 2:28 pmORD-CLE
7h 28m1 stop
$208Frontier
Find Deal
Sat, Jun 1 - Sat, Jun 8
8:30 am - 7:45 pmCLE-ORD
12h 15m1 stop
9:35 am - 10:58 pmORD-CLE
12h 23m2 stops
$304Spirit Airlines
Find Deal
Sun, Jun 2 - Tue, Jun 4
5:00 am - 4:35 pmCLE-ORD
12h 35m1 stop
7:35 am - 12:56 amORD-CLE
16h 21m2 stops
$329Spirit Airlines
Find Deal
Thu, May 30 - Mon, Jun 3
10:57 am - 11:33 amCLE-ORD
1h 36mnonstop
6:29 pm - 8:59 pmORD-CLE
1h 30mnonstop
$437American Airlines
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Sat, Jun 1 - Sat, Jun 8
9:50 am - 2:20 pmCLE-ORD
5h 30m1 stop
2:00 pm - 4:22 pmORD-CLE
1h 22mnonstop
$445American Airlines
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Sat, Jun 1 - Sat, Jun 8
6:00 am - 6:30 amCLE-ORD
1h 30mnonstop
7:35 pm - 10:07 pmORD-CLE
1h 32mnonstop
$452United Airlines
Find Deal
Sat, Jun 1 - Sun, Jun 2
6:00 am - 12:42 pmCLE-ORD
7h 42m2 stops
7:10 am - 1:18 pmORD-CLE
5h 08m1 stop
$454Delta
Find Deal
Sat, Jun 1 - Sun, Jun 9
12:22 pm - 8:55 pmCLE-ORD
9h 33m2 stops
1:32 pm - 12:44 amORD-CLE
10h 12m2 stops
$466Delta
Find Deal
Sat, Jun 1 - Tue, Jun 4
7:00 am - 7:32 amCLE-ORD
1h 32mnonstop
6:05 pm - 8:30 pmORD-CLE
1h 25mnonstop
$467United Airlines
Find Deal
Thu, May 30 - Fri, May 31
6:00 am - 6:30 amCLE-ORD
1h 30mnonstop
9:34 pm - 11:59 pmORD-CLE
1h 25mnonstop
$157United Airlines
Find Deal
Wed, Jun 26 - Fri, Jul 5
6:28 am - 7:00 amCLE-ORD
1h 32mnonstop
8:28 pm - 10:48 pmORD-CLE
1h 20mnonstop
$160American Airlines
Find Deal
Fri, Jun 28 - Mon, Jul 1
6:28 am - 7:00 amCLE-ORD
1h 32mnonstop
8:28 pm - 10:48 pmORD-CLE
1h 20mnonstop
$163American Airlines
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Thu, Jun 20 - Sat, Jun 22
4:26 pm - 5:00 pmCLE-ORD
1h 34mnonstop
7:00 am - 9:20 amORD-CLE
1h 20mnonstop
$167American Airlines
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Mon, Aug 19 - Wed, Aug 21
9:51 am - 10:26 amCLE-ORD
1h 35mnonstop
7:00 am - 9:20 amORD-CLE
1h 20mnonstop
$176American Airlines
Find Deal
Tue, Aug 6 - Sat, Aug 10
9:51 am - 10:26 amCLE-ORD
1h 35mnonstop
6:45 pm - 9:24 pmORD-CLE
1h 39mnonstop
$177American Airlines
Find Deal
Fri, Aug 23 - Sat, Aug 24
6:00 am - 6:30 amCLE-ORD
1h 30mnonstop
6:10 pm - 8:35 pmORD-CLE
1h 25mnonstop
$186United Airlines
Find Deal
Mon, Jun 24 - Mon, Jul 1
6:28 am - 7:00 amCLE-ORD
1h 32mnonstop
8:28 pm - 10:48 pmORD-CLE
1h 20mnonstop
$190American Airlines
Find Deal
Wed, Jun 19 - Fri, Jun 21
6:28 am - 7:00 amCLE-ORD
1h 32mnonstop
8:28 pm - 10:48 pmORD-CLE
1h 20mnonstop
$193American Airlines
Find Deal
Thu, Jun 20 - Mon, Jun 24
11:00 am - 11:35 amCLE-ORD
1h 35mnonstop
7:00 am - 9:20 amORD-CLE
1h 20mnonstop
$196American Airlines
Find Deal
Wed, Aug 28 - Fri, Aug 30
4:25 am - 1:55 pmCleveland Greyhound Station-
Chicago Union
10h 30mnonstop
6:45 am - 7:00 pmChicago Union-
Cleveland Greyhound Station
11h 15mnonstop
$86Greyhound
Find Deal
Sat, Jun 15 - Sun, Jun 16
1:55 pm - 8:20 pmCleveland Greyhound Station-
Chicago Downtown Greyhound Station
7h 25mnonstop
6:30 am - 3:15 pmChicago Downtown Greyhound Station-
Cleveland Greyhound Station
7h 45mnonstop
$90Bus
Find Deal
Tue, Jun 11 - Wed, Jun 12
12:20 pm - 7:50 pmCleveland Greyhound Station-
Chicago Union
8h 30mnonstop
6:45 am - 7:00 pmChicago Union-
Cleveland Greyhound Station
11h 15mnonstop
$90Greyhound
Find Deal
Sat, Jun 29 - Sun, Jun 30
10:55 am - 9:35 pmCleveland Greyhound Station-
Chicago Downtown Greyhound Station
11h 40m1 stop
5:50 am - 7:50 pmChicago Downtown Greyhound Station-
Cleveland Greyhound Station
13h 00m1 stop
$90Bus
Find Deal
Tue, Jun 11 - Wed, Jun 12
4:25 am - 1:55 pmCleveland Greyhound Station-
Chicago Union
10h 30mnonstop
1:45 am - 11:10 amChicago Union-
Cleveland Greyhound Station
8h 25mnonstop
$92Greyhound
Find Deal
Sat, Jun 15 - Sat, Jun 15
4:03 am - 10:12 amCleveland Cleveland Station-
Chicago Union
7h 09mnonstop
9:30 pm - 5:38 amChicago Union-
Cleveland Cleveland Station
7h 08mnonstop
$134Amtrak
Find Deal
Tue, Jun 4 - Thu, Jun 6
4:03 am - 10:12 amCleveland Cleveland Station-
Chicago Union
7h 09mnonstop
9:30 pm - 5:38 amChicago Union-
Cleveland Cleveland Station
7h 08mnonstop
$138Amtrak
Find Deal
Sun, Jun 2 - Fri, Jul 12
4:03 am - 10:12 amCleveland Cleveland Station-
Chicago Union
7h 09mnonstop
9:30 pm - 5:38 amChicago Union-
Cleveland Cleveland Station
7h 08mnonstop
$158Amtrak
Find Deal
Wed, Jun 19 - Fri, Jun 21
4:03 am - 10:12 amCleveland Cleveland Station-
Chicago Union
7h 09mnonstop
9:30 pm - 5:38 amChicago Union-
Cleveland Cleveland Station
7h 08mnonstop
$158Amtrak
Find Deal
Thu, Jun 20 - Fri, Jun 21
4:03 am - 10:12 amCleveland Cleveland Station-
Chicago Union
7h 09mnonstop
9:30 pm - 5:38 amChicago Union-
Cleveland Cleveland Station
7h 08mnonstop
$158Amtrak
Find Deal
Thu, Jun 20 - Sun, Jun 23

Flights from Cleveland to Chicago - Travel Insights & Trends

Get data-powered insights and trends into flights from Cleveland to Chicago to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest Cleveland to Chicago flight route?

The cheapest price for flight routes found by users searching on KAYAK in the last 2 weeks for one-way flights from Cleveland to Chicago.
Our data shows that the cheapest route for a one-way flight from Cleveland to Chicago cost $118 and was between Cleveland and Chicago O'Hare Intl Airport. On average, the best prices are found if you fly this route. The average price for a return flight for this route is $233.

What’s the cheapest day of the week to fly from Cleveland to Chicago?

The average price of all flights from Cleveland to Chicago clicked on KAYAK for each day over the last 12 months.
Your flight ticket price will generally be cheaper if you fly to Chicago on a Saturday and more expensive on a Monday. On your return trip to Cleveland, you should consider flying back on a Saturday, and avoid Mondays for better deals.

What is the cheapest month to fly from Cleveland to Chicago?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from Cleveland to Chicago, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.
The cheapest month for flights from Cleveland to Chicago is February, where tickets cost $225 on average. On the other hand, the most expensive months are July and June, where the average cost of tickets is $290 and $281 respectively.

How far in advance should I book a flight from Cleveland to Chicago?

To calculate daily average prices, KAYAK takes all prices for each day before departure over the last year for flights from Cleveland to Chicago, removes the top 0.1% to account for outliers, and then takes the average of all the values for each month.
To get a below average price on the flight from Cleveland to Chicago, you should book around 3 weeks before departure. For the absolute cheapest price, our data suggests you should book 23 days before departure.

Which airlines provide the cheapest flights from Cleveland to Chicago?

The cheapest price for the route for each airline clicked by KAYAK users in the last 72 hours.
In the past 3 days, the cheapest one-way tickets to Chicago from Cleveland were found on Frontier ($50) and Spirit Airlines ($51), and the lowest round-trip tickets were found on Spirit Airlines ($83) and Frontier ($100).

Which airlines fly most frequently between Cleveland and Chicago?

American Airlines connects Cleveland to Chicago with up to 6 flights per day. United Airlines also offers 6 flights per day, while Southwest follows with 3 flights per day.

Which airlines fly non-stop between Cleveland and Chicago?

Airline and price data is aggregated from results in KAYAK’s search results from the last 2 weeks for flights from Cleveland to Chicago.
There are 3 airlines that fly nonstop from Cleveland to Chicago. They are: American Airlines, Southwest and United Airlines. The cheapest price of all airlines flying this route was found with American Airlines at $106 for a one-way flight. On average, the best prices for this route can be found at American Airlines.

How many flights are there between Cleveland and Chicago per day?

Each day, there are between 14 and 18 nonstop flights that take off from Cleveland and land in Chicago, with an average flight time of 1h 27m. The most common departure time is 6:00 am and most flights take off in the morning, while the most flights land at Chicago O'Hare Intl Airport. Each week, there are 113 flights. The most frequent day of departure is Friday, when 16% of all weekly flights depart. The fewest flights depart on a Sunday.

Which cabin class options are there for flights between Cleveland and Chicago?

The average price of flights for each cabin class for the route found by users searching on KAYAK over the last 2 weeks.
There are 4 cabin class options for the route. These are First, Business, Economy and Prem Economy. Perform a search on KAYAK to find the latest prices and availability for all cabin fares, which differ across airlines.

How long does a flight from Cleveland to Chicago take?

Direct flights take on average 1h 19m to travel the 300 miles between Cleveland and Chicago.

What’s the earliest departure time from Cleveland to Chicago?

Early birds can take the earliest flight from Cleveland at 6:00 am and will be landing in Chicago at 6:30 am.

What’s the latest departure time from Cleveland to Chicago?

If you prefer to fly at night, the latest flight from Cleveland to Chicago jets off at 8:35 pm and lands at 8:55 pm.

Good to know

Low season

December

High season

June

Cheapest flight

$50
Best time to beat the crowds but there is an average 2% increase in price.
Most popular time to fly with an average 11% increase in price.
Flight from Cleveland to Chicago Midway Airport

When to book flights from Cleveland to Chicago

Are your dates flexible? Find out the best times to travel from Cleveland to Chicago based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Cleveland to Chicago

  • How can I move between the terminals at Chicago Midway International Airport (MDW)?

    If you’ll be arriving at Chicago Midway International Airport (MDW) from CLE, there’s a road system linking the terminal and the secure area. You can easily move from one building to another via a pedestrian bridge after clearing with the security in the terminal building as you head to the concourse.

  • What are the family amenities at Chicago O'Hare International Airport (ORD)?

    Those arriving with kids at Chicago O’Hare International Airport (ORD) from CLE will find nursing suites for use at this property. You can locate them at the Rotunda in Terminal 3, and in Terminal 2, Concourse F. Also, they have sinks, chairs, and power sockets.

  • Which is the best way to get to downtown Chicago from MDW?

    Downtown Chicago is approximately 11 miles from MDW. There are numerous public transportation options linking the two points. However, the best way to travel between the two points is via the Orange Line train which covers the stretch in about 20-25min.

  • Are there car rentals from O'Hare International Airport (ORD)?

    Many rental car agencies are located at the O'Hare International Airport (ORD). From the arrival, head to Suite 830, or at Routes Car & Truck Rentals near Schiller Park to pick up your car. Book in advance to enjoy special rates.

  • What is the cheapest flight from Cleveland to Chicago?

    In the last 3 days, the lowest price for a flight from Cleveland to Chicago was $50 for a one-way ticket and $83 for a round-trip.

  • Do I need a passport to fly between Cleveland and Chicago?

    Even though you are not required to have a passport, keep in mind that an official ID is needed to board the airplane.

  • Which airports will I be using when flying from Cleveland to Chicago?

    When flying out of Cleveland you will be using Cleveland Hopkins Intl. You will be landing at one of these airports: Chicago Midway or Chicago O'Hare Intl.

  • Which airlines offer Wi-Fi service onboard planes from Cleveland to Chicago?

    American Airlines, Delta, Alaska Airlines, and Lufthansa offer inflight Wi-Fi service on the Cleveland to Chicago flight route.

  • Which aircraft models fly most regularly from Cleveland to Chicago?

    The Boeing 737-800 is the aircraft model that flies most regularly on the Cleveland to Chicago flight route.

  • Which airline alliances offer flights from Cleveland to Chicago?

    oneworld, and Star Alliance are the airline alliances operating flights between Cleveland and Chicago, with oneworld being the most commonly used for this route.

  • On which days can I fly direct from Cleveland to Chicago?

    There are nonstop flights from Cleveland to Chicago on a daily basis.

  • Which is the best airline for flights from Cleveland to Chicago, Delta or United Airlines?

    The two airlines most popular with KAYAK users for flights from Cleveland to Chicago are Delta and United Airlines. With an average price for the route of $234 and an overall rating of 8.0, Delta is the most popular choice. United Airlines is also a great choice for the route, with an average price of $259 and an overall rating of 7.4.

  • How does KAYAK find such low prices on flights from Cleveland to Chicago?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Cleveland to Chicago.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Cleveland to Chicago?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Cleveland is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Cleveland to Chicago?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back to Cleveland with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Cleveland to Chicago?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from Cleveland up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top tips for finding a cheap flight from Cleveland to Chicago

  • Looking for a cheap flight? 25% of our users found flights on this route for $170 or less one-way and $385 or less round-trip.
  • Those traveling with kids via Cleveland Hopkins International Airport (CLE) should bear in mind that the facility offers designated suites for nursing and lactating moms. The rooms are centrally located across from B1 and provide privacy. Other amenities at this place include sinks, seats, and power sockets.
  • Cleveland Hopkins International Airport (CLE) has one Main Terminal with two levels and three Concourses: Concourses A, B, and C. There are walkways for travelers conveniently move from one terminal to the next. Plan to arrive at the airport early, at least 90min before departure for your bags to undergo a complete security screening.
  • Suppose you intend to fly out early in the morning via Cleveland Hopkins International Airport (CLE), consider sleeping in one of the various hotels that sit within easy reach of the airport. Typically, such facilities provide courtesy shuttles to and from the airport, enabling you to be at the airport just in time for your flight. Among the recommended hotels in this region are Sonesta Simply Suites Cleveland North Olmsted and Emerald Necklace Inn Bed and Breakfast.
  • If you need cash before you depart from CLE to Chicago, there are several ATMs to choose from. There are about nine Key Bank ATMs spread across this facility. For instance, in the Main Terminal, they’re adjacent to the south checkpoint, while in Concourse A they’re adjacent to Gate A-1.
  • Frontier Airlines allows passengers to bring their four-legged friends into the cabin. Such pets include cats, dogs, and rabbits. However, they must have valid health and vaccination certificates. Besides, you must restrain them in their lockers to prevent them from disturbing other passengers. Nevertheless, it might be helpful to check with the airline on their current pet policy.
See more tips

Prefer to fly non-stop from Cleveland to Chicago?

Find which airlines fly direct from Hopkins Intl to Chicago, which days they fly and book direct flights.

Nonstop departures

Cleveland Hopkins Intl to Chicago

Monday

ANA, Aer Lingus, Air New Zealand, +16 more

ANA, Aer Lingus, +17 more

Tuesday

ANA, Aer Lingus, Air New Zealand, +18 more

ANA, Aer Lingus, +19 more

Wednesday

ANA, Aer Lingus, Air New Zealand, +18 more

ANA, Aer Lingus, +19 more

Thursday

ANA, Aer Lingus, Air New Zealand, +17 more

ANA, Aer Lingus, +18 more

Friday

ANA, Aer Lingus, Air New Zealand, +19 more

ANA, Aer Lingus, +20 more

Saturday

ANA, Aer Lingus, Air New Zealand, +18 more

ANA, Aer Lingus, +19 more

Sunday

ANA, Aer Lingus, Air New Zealand, +19 more

ANA, Aer Lingus, +20 more

See more direct flights

Nonstop returns

Chicago to Cleveland Hopkins Intl

Monday

ANA, Aer Lingus, Air New Zealand, +15 more

ANA, Aer Lingus, +16 more

Tuesday

ANA, Aer Lingus, Air New Zealand, +17 more

ANA, Aer Lingus, +18 more

Wednesday

ANA, Aer Lingus, Air New Zealand, +17 more

ANA, Aer Lingus, +18 more

Thursday

ANA, Aer Lingus, Air New Zealand, +16 more

ANA, Aer Lingus, +17 more

Friday

ANA, Aer Lingus, Air New Zealand, +18 more

ANA, Aer Lingus, +19 more

Saturday

ANA, Aer Lingus, Air New Zealand, +17 more

ANA, Aer Lingus, +18 more

Sunday

ANA, Aer Lingus, Air New Zealand, +18 more

ANA, Aer Lingus, +19 more

See more direct flights
See more direct flights

Top 5 airlines serving from Cleveland to Chicago

 
See real verified KAYAK customer reviews for airlines flying from Cleveland to Chicago. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Cleveland to Chicago? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
DeltaOverall score based on 10502 reviews
8.6Crew
8.2Boarding
7.9Comfort
7.4Food
8.0Entertainment
Airline reviews

Flew first class so everything was great. But maybe because the flights were red eye, no meals were served, just chips. I flew Alaska Air 1st class at 9PM (2 hour flight) and they served beef short rib sliders!

10.0 ExcellentMichael, May 2024SJC - ATL
Read more about Delta reviews

Flew first class so everything was great. But maybe because the flights were red eye, no meals were served, just chips. I flew Alaska Air 1st class at 9PM (2 hour flight) and they served beef short rib sliders!

Had to change aircraft due to a faulty door. Surprisingly it only caused about an hour and a half of delay. Delta handled this situation as well as can be expected.

Awful. Flight was continuously getting delayed and gates kept changing without any reason. Flight was delayed for more then 3 hours

Paid premium for Delta only to be on safe but tired old 767 with ancient cabin in mediocre condition. Poor wifi and horrible inflight entertainment. Hardly a premium experience. Should have flown SW and had fun flight crew and no pretense

Our flight to Zurich was delayed by almost 3 hours, so we missed our next flight. There was no indication it would be delayed this much. We were told the gate had changed and then it apparently took over 2 hours to load the "catering" on the plane. We were not compensated in any way for the trouble.

Rated entertainment as Mediocre as there were major problems with the Infotainment system that took probably a half hour for them to fix.

Your crew could maybe answer the call bell at least one of the times I pressed it. I pressed it first time with 2.5 hours left in our flight bc my partner was hungry and wanted a sandwich. We finally got the sandwich with 40 mins left in the flight.

Delta crushed it. Flight attendant in first was attentive and just never stopped. Honestly one of the best domestic flights I’ve been on.

They were an hour late and they didn’t have my wheelchair for me

The Flight crew didn’t serve us until about 1.5 hours into the flight because of turbulence but after it ended it was fine to move around. They served us water only and snacks and then NEVER, NOT ONE TIME came through to collect trash until right before landing about 1.5 hours later. There was absolutely no need for that. They crew was just standing around talking and visiting with each other and really never tried to see if we might want something besides water or even try to come pick up trash. This is VERY unusual for a Delta flight but it was not what I would have expected for a 4 hour flight.

I was told we'd have a hot breakfast option in first class, so I chose not get a hot breakfast. It was a very strange meal, but the fresh fruit was very good quality. Service was excellent from ORD to ELP. No service from MBS to ORD, not even water. However, when flying American from FNT to ORD, which is a shorter flight, they at least pass out snacks and offer water.

The delays (5 hrs) were a comedy of errors, and the multiple safety issues encountered were very concerning.

The flight was delayed instead of leaving at 11 it left at 12.20

United WiFi is consistently unusable (it can take 10 mins to load a single web page). If you need Wifi to do work, be prepared to lose half a day of productivity.

Good movies, iffy pay WiFi, food ok- on time though and that was great!

Awful…flight was delayed more than 12hrs, missed all connections to Fort Wayne, IN, had to get flight to another city 2 hours from my destination, flight was again delayed by 40 mins because they did not have enough fuel, again missed a connection, finally arrived in Indiana at 11pm…but before my 2 hour drive home, ay, no Five That Our Luggage Never Made On The plane and Still In Chicago

Boarding was friendly and quick. While the plane model was older with no live tv, the entertainment was full of movies and tv shows. All food was available. Pilots were very communicative with status of the flight. Flight landed on time.

The Palm Springs to Chicago O’Hare was on Time and Palm Springs airport is easier navigate. As our connection was only an approximately 50 minutes, we asked staff for insights for the Chicago airport in terms of transferring into the other terminal from which our flight left, and they were unhelpful. However, the United App was very helpful in terms of notifications and even providing directions. The Chicago to Detroit flight was significantly delayed which we all know does happen. However, there were very few updates or notifications as to why this was happening when we would actually arrive. It took nearly 30 minutes for bags to make it to baggage claim. We arrived nearly 1 hour late on a 40 minute flight.

Flight cancelled due to fog. No other flights available for 36 hours. Directed by United to book passage on another carrier, and submit receipts for reimbursement. Did that. United now states they will not reimburse. Currently out 2 grand.

The flight was delayed by 4 hours !!!!! It was very uncomfortable , and they told us only one our before departure

The CX617 from HK to BKK was delayed more than 1.5 hours.

This flight is frequently delayed. The connections seemingly are more frequently delayed. I’ve missed connections as a result twice on the same route to charlotte then Charleston. Final destination arrival has been the next day, twice in a row. No pilots, no crew. Too many excuses. Unfortunately, my days with American are over.

Entertainment was okay not because anything was wrong but it is a short flight so having no wifi is annoying but understandable. Crew was outstanding as usual

Those seats were way too narrow. I had the middle seat, one person was a very skinny person and we still couldn’t avoid touching each other anytime one of us moved. The other person was larger and we were basically sitting in each others lap the entire flight. There was zero entertainment. The flight was long enough to justify tvs, but no. Gotta sit there in your infant seat and twiddle your thumbs.

Flight was fine. It took an unusually long time to have baggage delivered to the carousel in ORD.

Average - flew with Jet Blue internal and it was far more comfortable and better food and entertainment. Notable difference

The flight got canceled due to mechanical issues, and he to be rebooked and missed my appointments for that day

The flight was scheduled to depart DCA at 12:30 pm but was delayed twice on the ground so that we were finally scheduled to depart at around 4:00 pm. Once we boarded, it was announced that takeoff would be delayed again to fix a hydraulic problem which delayed our eventual takeoff until around 5:00 pm. Once we departed, it was a smooth flight back to ORD. We did not get any explanation about what caused the original significant delay. In my experience, this happens frequently with AA.

The only problem experienced was a ground stop in Chicago due to weather. But the crew handled everything professionally. They prioritized rebooking those passengers who had connecting flights and then deplaning the other passengers. When the hold was lifted, they efficiently re-boarded all the passengers so that we could depart before our departure limit expired.

Our second leg to Jackson WY was unable to land due to weather. We were flown back to Dallas after stopping in SLC. We were given hotel rooms and vouchers. We were told that we would be back on the same plane in the morning. Instead we were given a different flight with different seats. Not a good experience. No one knew what was going on.

Crew was nice, explained emergency protocol very well. Flight took off and arrived on time. Pilot explained the small delay that occurred with docking and providing updates. I would definitely fly spirit again.

The seat are terrible. Don’t even think of sleeping on a Spirit flight. The kids that run the plane aka flight attendants are pretty rude and straight forward. They get the job done but without class.

I had a death in my family and booked my flight on Spirit. My flight was cancelled the morning of my flight, no explanation, no help to rebook, nobody to talk to. The next available flight was 2days later !!!! Terrible airline, will NEVER fly with them again!

Early departure and arrival. Cabin very cold. Waited a while for luggage to come out

They took a horrible route with a lot of turbulence and I eneded up getting sick. Even if the flight takes longer. Don't put people life at risk just to get to the airport on time.

Every thing was fine ,low price,easy on time ,clean, good staff, really no issues

Had to board plan 2x due to lack of security check after 1st boarding

Miserable. The crew was rude, the flight was delayed 5 hours for mechanical reasons and then “weather” even though other planes were leaving.

They kept Changing the flight times. It was delayed several times and at one point it was supposed to depart at 3.40am! At which point we ended up staying overnight and booked long a separate United flight for early morning departure. The spirit flight then got moved up and left at 1.30 in the morning when it was supposed to leave at 9.40pm the night before.

Flight was delayed...not horribly late. Just before push back engine shut down for a quick replacement item that took about five minutes. After that, everything was smooth and the pilot was able to make up time in the air so that our arrival time was not too far off the original anticipated arrival time.

It was ridiculously hard to check in for the flight, and Frontier charged us a LOT of money to have a carry on suitcase, and then told everyone we could not carry on bags and had to check them through at the gate, and didn't refund the extra money we paid to have the suitcase as carry on.

I had a terrible experience with Frontier. I arrived before the 60 minute cut off and was told that Frontier has a two hour window for bags. I was then told the next available flight wasn’t until the end of the day (I had booked a 6am flight). I took a look around and saw other people being told that they could not board their flights or that they had to pay additional fees. I opted to rebook on American Airlines. There’s absolutely no straightforward way to contact Frontier, so this ticket was a complete waste of money. Oh - and the kicker is that the lady lied about the two hour cut off.

Frontier won’t help you at the airport without paying $25. Carry on was $75. Then you get on the plain and every beverage or snack is also a charge. Seats are hard and real packed in. I would never fly them again.

Worst experience I have seen. The flight was cancelled without any reason.

My experience with frontier staff at the Denver airport was absolutely horrible. The manager on duty was even worst if was the worst experience I have ever had, I have never been treated so poorly as a customer in my life! The staff was extremely rude, eye rolls and attitude and then refusal to help me at all. I wish I could never fly frontier again that’s how horrible it was!

The Frontier app wasn’t working. So I could not pay for a carry on the week prior to flying. They charged me 99$ at the gate to carry on a duffle bag.

Good for the price. My only complaint is that the pilot should keep the air flowing while passengers are waiting to getting out of airplane.

Plane could have been more on time. More leg room .

I arrived 1 hour prior to boarding, and they said I was too late for a domestic flight. First time I heard that :-(

Check in online was easy. Seats aren’t very comfortable

Book cheap flights from Cleveland to Chicago

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Cleveland to Chicago found on KAYAK in the last 72 hours.
9/11Wed
1 stopFrontier
7h 30mCLE-MDW
$50
6/5Wed
1 stopFrontier
5h 20mCLE-ORD
$50
9/11Wed
1 stopSpirit Airlines
13h 27mCLE-ORD
$51
8/27Tue
1 stopSpirit Airlines
12h 40mCLE-ORD
$54
6/26Wed
nonstopAmerican Airlines
1h 32mCLE-ORD
$79
6/27Thu
nonstopUnited Airlines
1h 30mCLE-ORD
$82
7/4Thu
1 stopDelta
7h 36mCLE-MDW
$88
8/26Mon
nonstopUnited Airlines
1h 32mCLE-ORD
$89
8/6Tue
2 stopsDelta
7h 42mCLE-MDW
$93
8/29Thu
nonstopAmerican Airlines
1h 35mCLE-ORD
$118

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Last minute flights from Cleveland to Chicago

Last minute flight, train and bus deals

 
These last-minute flight deals are the cheapest flights found on KAYAK in the last 72 hours for flights from Cleveland to Chicago that are departing in the next 10 days.
6/1Sat
multi-stopFrontier
10h 54mCLE-MDW
6/8Sat
multi-stopFrontier
9h 15mMDW-CLE
$208
6/1Sat
multi-stopFrontier
8h 46mCLE-ORD
6/8Sat
multi-stopFrontier
7h 28mORD-CLE
$208
6/2Sun
multi-stopSpirit Airlines
12h 15mCLE-ORD
6/4Tue
multi-stopSpirit Airlines
12h 23mORD-CLE
$304
5/30Thu
multi-stopSpirit Airlines
12h 35mCLE-ORD
6/3Mon
multi-stopSpirit Airlines
16h 21mORD-CLE
$329
6/1Sat
nonstopAmerican Airlines
1h 36mCLE-ORD
6/8Sat
nonstopAmerican Airlines
1h 30mORD-CLE
$437
6/1Sat
multi-stopAmerican Airlines
5h 30mCLE-ORD
6/8Sat
nonstopAmerican Airlines
1h 22mORD-CLE
$445
6/1Sat
nonstopUnited Airlines
1h 30mCLE-ORD
6/2Sun
nonstopUnited Airlines
1h 32mORD-CLE
$452
6/1Sat
multi-stopDelta
7h 42mCLE-ORD
6/9Sun
multi-stopDelta
5h 08mORD-CLE
$454
6/1Sat
multi-stopDelta
9h 33mCLE-ORD
6/4Tue
multi-stopDelta
10h 12mORD-CLE
$466
5/30Thu
nonstopUnited Airlines
1h 32mCLE-ORD
5/31Fri
nonstopUnited Airlines
1h 25mORD-CLE
$467

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Cleveland - Chicago Flights

Departure:

Cleveland (CLE)United States

Return flight deals:

Chicago - Cleveland

Cabin classes:

$641
$444
$503
$233

Compare transportation modes for Cleveland to Chicago

Average priceAverage duration
Flights$1,7531h 30m
Trains$1937h 02m
Buses$1239h 02m