Cheap Flights from Cleveland to Chicago

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Flight deals from Cleveland to Chicago

Looking for a cheap last-minute deal or the best return flight from Cleveland to Chicago? Find the lowest prices on one-way and return tickets right here.

Find the cheapest month to fly from Cleveland to Chicago

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Cleveland to Chicago flights are currently cheapest in May.

Direct flights from Cleveland to Chicago

Alternative Cleveland to Chicago routes

Looking for the cheapest, fastest or easiest route from Cleveland to Chicago? You could fly into the following airports instead.

Cleveland to Chicago: Flight information

The things to know before you go.
Cheapest flight foundج.م.‏ 3,041
Cheapest month to flyMay
Average flight time1 hr, 25 mins
Most popular airlineAlaska Airlines
Average flights per week527

Finding cheap flights from Cleveland to Chicago: Frequently asked questions

There are 4 airports in Chicago: Chicago Midway, Chicago O'Hare International, Chicago Dupage County, and Chicago Rockford.
The best price we found for a return flight from Cleveland to Chicago is ج.م.‏ 6,054. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.
1 hour and 24 minutes is the average flight time from Cleveland to Chicago.
Alaska Airlines, American Airlines and Qatar Airways fly direct from Cleveland to Chicago.
As of March 2025, there are 527 flights per week flying from Cleveland to Chicago.
The cheapest month to fly from Cleveland to Chicago is usually March 2025.
If you're flying from Cleveland, the cheapest airport near Chicago is Chicago O'Hare International – which is 25.4 km away from the centre of Chicago. We've found flights into this airport from ج.م.‏ 6,054.
After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Cleveland to Chicago on Tuesday, 25 March 2025.
Yes – the average flight time is 1 hour and 24 minutes.
We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Chicago but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.
We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to Chicago is around 40 days in advance, so don’t leave your flight to the last minute.
In March, the average temperature is usually around 3°C. July is typically the warmest month in Chicago, when it usually averages around 26°C. You can expect the least rain in January. The coldest month is January, with temperatures averaging -8°C. The rainiest month is August.
The cheapest airline that flies to Chicago is Frontier Airlines. And the cheapest airline that flies to Chicago O'Hare International Airport is Southwest Airlines.

Flying from Cleveland to Chicago: what you need to know

  • All great adventures kick off from Cleveland's main airport, Cleveland Hopkins International Airport (CLE). Explore the options for booking a flight from Cleveland to Chicago departing from this base.

  • The primary gateways to Chicago are O'Hare International Airport (ORD) and Chicago Midway International Airport (MDW).

  • A direct flight from Cleveland to Chicago takes on average 1 hour 25 minutes. The timezone in Chicago is UTC-5, making it 1 hour behind Cleveland.

  • The most popular route for flights from Cleveland to Chicago is from Cleveland Hopkins International Airport (CLE) to O'Hare International Airport (ORD). Choose from 113 services every week between these two airports. If you'd like to get going as soon as possible, the earliest flight from CLE to ORD is the 06:00 United Airlines service. If you have other commitments or plans on your day of travel, the final departure is at 19:13 with American Airlines.

  • For hassle-free travel, arrive at the airport two hours ahead of international flights and one hour before domestic departures. This will give you plenty of time to catch your flight from Cleveland to Chicago.

  • Delays at check-in and security are likely if you're heading away during high season, so allow some extra breathing room. A good rule of thumb for peak periods? Get there up to four hours early for international flights and at least two hours for domestic departures.

  • Once you've booked cheap flights from Cleveland to Chicago, get your documents ready. A visa or passport isn't required since you're flying within United States. As long as you have some other valid proof of identity, like a driver's licence or an ID card, you're good to go.

Flying from Cleveland

Cleveland Hopkins International Airport (CLE)

  • You can get a direct flight from Cleveland to Chicago taking off from Cleveland Hopkins International Airport (CLE). Begin your journey at CLE and arrive at O'Hare International Airport (ORD).

  • United Airlines is a well-known airline that operates direct flights from Cleveland to Chicago taking off from CLE.

  • We make it easy to find a flight from Cleveland to Chicago with a stopover. To see all your options leaving from Cleveland Hopkins International Airport, uncheck 'Direct flights only.' Then, simply pick a flight offering a stop long enough to see the sights of your chosen city. Major stopovers include:

    • Nashville International Airport (BNA)

    • Sarasota Bradenton International Airport (SRQ)

    • Los Angeles International Airport (LAX)

  • Travelling from central Cleveland to CLE takes about 1 hour and 25 minutes on public transport. If you drive, ride-share or take a cab, you'll cover the 24 kilometres in 23 minutes or so, depending on traffic conditions.

  • In search of a handy hotel near Cleveland Hopkins International Airport? If you're boarding an early flight from Cleveland to Chicago, these stays will have you sleeping moments from your departure gate:

Arriving in Chicago

O'Hare International Airport (ORD)

Chicago Midway International Airport (MDW)

How to find the cheapest flights from Cleveland to Chicago

  • ج.م.‏ 3,041 is the best price for a one-way ticket from Cleveland to Chicago. A return flight starts from ج.م.‏ 6,054. These prices can change depending on demand.

  • To score cheap tickets from Cleveland to Chicago, reserve your trip 9 months before your departure.

  • The cheapest month for flight tickets from Cleveland to Chicago is May. Compare prices using the 'Whole month' tool and choose the date that offers the lowest fare.

  • Log into your online account or use the app to create a Price Alert. We'll let you know right away if there's a cheaper deal on this route. It's easy to do, and it'll save you time searching for cheap tickets from Cleveland to Chicago every day.

  • Play around with filters to find your ideal journey. To see the 'Fastest,' 'Cheapest' or 'Best' flights from Cleveland to Chicago, use the 'Sort by' tool. You can also filter results by airline, arrival and departure times, and number of stops.

Best time to go to Chicago

  • August is the most popular month for flights from Cleveland to Chicago. To avoid the crowds, visit Chicago in February.

  • Book your flight from Cleveland to Chicago for July if you want to explore the city during its warmest month. Expect temperatures in Chicago to range from 15ºC to 29ºC.

  • Look for cheap tickets from Cleveland to Chicago in January if you like cooler conditions. Temperatures are at their lowest then, ranging between -12ºC and 3ºC on average.

More about Chicago

  • When it comes to searching for somewhere to lay your head, you'll find the most popular stays in Chicago right here. Explore these options after locking in your flight from Cleveland to Chicago:

  • Millennium Park and Art Institute of Chicago are just two of the leading attractions to add to your Chicago itinerary. Keep the momentum going by heading to LandShark Beer Garden at Navy Pier.

Complete your Chicago trip with a car rental

  • Discover our lineup of car rentals once you've locked in your hotel and cheap flight from Cleveland to Chicago. Whether you're after an economy ride, a standard vehicle or something with all the extras, you can easily compare companies in one go to find the best deal.

Prices shown on this page are estimated lowest prices only. Found in the last 45 days.