Cheap Flights from Cleveland (CLE) to Chicago (CHIA)

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Compare Cleveland Hopkins International to Chicago flight deals

Find the cheapest month or even day of the year to fly to Chicago

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Flight deals from Cleveland Hopkins International to Chicago

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

Find the cheapest month to fly from Cleveland Hopkins International to Chicago

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

Direct flights from Cleveland Hopkins International to Chicago

Alternative Cleveland Hopkins International to Chicago routes

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

Cleveland to Chicago: Flight information

The things to know before you go.
Cheapest flight found$120
Cheapest month to flyJuly
Average flight time1 hr, 28 mins
Most popular airlineAmerican Airlines
Average flights per week1,140

Finding cheap flights from Cleveland Hopkins International 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 Hopkins International to Chicago is $120. 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 27 minutes is the average flight time from Cleveland Hopkins International to Chicago.
American Airlines, Alaska Airlines and Qatar Airways fly direct from Cleveland Hopkins International to Chicago.
As of May 2025, there are 570 flights per week flying from Cleveland Hopkins International to Chicago.
The cheapest month to fly from Cleveland Hopkins International to Chicago is usually May 2025.
If you're flying from Cleveland Hopkins International Airport, the cheapest airport near Chicago is Chicago Midway – which is 14.5 km away from the centre of Chicago. We've found flights into this airport from $120.
After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Cleveland Hopkins International Airport to Chicago on Tuesday, 8 July 2025.
Yes – the average flight time is 1 hour and 27 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 May, the average temperature is usually around 13°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.
Currently, Southwest Airlines offers the cheapest flight tickets to Chicago.

Flying from Cleveland Hopkins International Airport (CLE) to Chicago: what you need to know

  • Expect to be travelling for 1 hour 25 minutes. That's the average duration of a direct flight from Cleveland Hopkins International Airport to Chicago.

  • Chicago is one hour behind Cleveland, where Cleveland Hopkins International Airport is located. Chicago observes the UTC-5 timezone.

  • The busiest route is from Cleveland Hopkins International Airport (CLE) to O'Hare International Airport (ORD). Choose from 89 services every week between these two airports. If you want to get on your way as soon as you can, the earliest flight from CLE to ORD is the 03:09 United Airlines option. If you'd rather travel later, the last departure is at 20:58 with American Airlines.

  • For a smooth journey, turn up at the airport two hours ahead of international flights and one hour before domestic departures. That way, you can comfortably board your CLE to Chicago flight.

  • If you're travelling during a bank holiday or another peak period, allow for even more time. A good general rule is two hours ahead of domestic flights and up to four hours before international departures. Security and check-in lines will be longer.

  • Begin your journey at CLE and fly nonstop to O'Hare International Airport (ORD). That's where you can expect to touch down when searching for Cleveland Hopkins International Airport to Chicago tickets.

  • Popular carriers that offer direct flights from Cleveland Hopkins International Airport to Chicago include:

  • The journey from central Cleveland to CLE takes around 1 hour 25 minutes by public transport. If you drive, ride-share or get a cab, you'll cover the 16 kilometres in 25 minutes or so, depending on traffic conditions.

  • Want a hassle-free start to your travels? Stay near CLE. Whether you're taking an early flight from Cleveland Hopkins International Airport to Chicago or just don't want to be rushed, these hotels have you covered:

  • When it comes to the on-time performance of Cleveland Hopkins International Airport, 76.58% of flights meet their scheduled arrival time.

  • The address for CLE is 5300 Riverside Drive.

How to find the cheapest flights from Cleveland Hopkins International Airport (CLE) to Chicago

  • $60 is currently the best price for a one-way Cleveland Hopkins International Airport to Chicago flight. A return flight ticket starts at $120. These fares may change depending on demand and availability.

  • Book one month before you travel. Pricing trends suggest that this is the ideal window for finding cheap flights from CLE to Chicago.

  • May is the best month for picking up an awesome deal on Cleveland Hopkins International Airport to Chicago tickets. If you want to travel at a different time of year, the 'Whole month' tool will show you the lowest prices for each month.

  • Finding a cheap flight from CLE to Chicago couldn't be easier with Price Alerts. Simply create one of these automatic notifications and we'll notify you when a better deal is available.

  • Select your preferred departure and arrival times, airlines and number of stops with our filters. Then, sort the results for your flight from Cleveland Hopkins International Airport to Chicago by 'Fastest,' 'Best' or 'Cheapest.'

Airports in Chicago

O'Hare International Airport (ORD)

  • The distance from O'Hare International Airport (ORD) to central Chicago is roughly 40 kilometres. It'll take you around 35 minutes to get to the centre driving.

  • Getting to the centre by public transport typically takes 55 minutes.

  • If you're arriving on a late flight from Cleveland Hopkins International Airport to Chicago, few things beat the convenience of staying close to the terminal. Grab your bags from the carousel and then be showered and snoozing soon after at one of these hotels near ORD:

  • Get your adventure underway by picking up an O'Hare International Airport rental car. Grab a set of wheels from Routes Car Rentals, Dollar or Budget and experience the lesser-explored corners of Chicago and beyond.

  • Booking your vehicle from O'Hare International Airport about four weeks in advance of your flight from CLE to Chicago can help you get the lowest rate.

  • ORD is located at 10000 West O'Hare.

Chicago Midway International Airport (MDW)

  • Chicago Midway International Airport (MDW) is about 19 kilometres from the centre of Chicago. After your flight from Cleveland Hopkins International Airport to Chicago, it'll take you around 20 minutes to get to the heart of the city in a ride-share or cab.

  • If you choose to travel on public transport, you'll reach the centre in 45 minutes or so.

  • Place the 'Do not disturb' sign on your door and relax at a hotel near MDW. Here are a few options where you can take a load off after your CLE to Chicago flight:

  • The quickest way to get to where you're going is with a Chicago Midway International Airport rental car. Grab a set of wheels from Dollar, Hertz or Budget and get going in the blink of an eye.

  • Don't pay more than you need to. Booking your ride four weeks before your arrival at MDW can help you lock in a better rate.

  • You'll find Chicago Midway International Airport at 5700 South Cicero.

Chicago Rockford International Airport (RFD)

  • Step off your flight from Cleveland Hopkins International Airport to Chicago and head for your hotel or start taking in the sights right away. The centre of Chicago is around 137 kilometres from Chicago Rockford International Airport (RFD) and usually takes 1 hour 25 minutes to reach by car.

  • Public transport can get you there in roughly 4 hours 15 minutes.

  • Enjoy an unhurried start to your break by checking in to a hotel near RFD after your CLE to Chicago flight. Take a load off after a long travel day or just take a moment to find your footing in a new place at:

  • Whether you want a budget-friendly compact for a solo getaway or an SUV to fit a group of friends, you'll find the perfect Chicago Rockford International Airport rental car for you. Check out the range of wheels available from providers such as Budget, Alamo and National.

  • Booking a couple of weeks ahead of your flight from Cleveland Hopkins International Airport to Chicago is smart. As well as better prices, you'll have a wider selection of vehicle makes and models at RFD.

  • The address for Chicago Rockford International Airport is 2 Airport Cir.

Best time to go to Chicago

  • Before securing your flights from Cleveland Hopkins International Airport to Chicago, consider which time of year is best for you. Peak season in Chicago offers a bustling atmosphere and plenty of things to do, while the low season brings cheaper deals on hotels and smaller crowds.

  • The warmest month in Chicago is July, with temperatures ranging between 15ºC (59ºF) and 29ºC (84ºF). Book your Cleveland Hopkins International Airport to Chicago flight ticket then if that's your definition of good weather.

  • For cooler conditions, look for a cheap ticket from CLE to Chicago in January when temperatures average between -12ºC (10ºF) and 3ºC (37ºF).

More about Chicago

  • After booking your flight from Cleveland Hopkins International Airport to Chicago, find a hotel that offers both comfort and a great location. Make one of these accommodation options your base for exploring Chicago:

  • There are so many things to do and see in this city it can be tricky to work out where to begin. Art Institute of Chicago, Millennium Park and LandShark Beer Garden at Navy Pier are leading attractions which should be on every Chicago itinerary.

Explore more of United States

  • Chicago will leave a lasting impression, but there are so many other parts of United States you should also see. Around 451 kilometres south-east of Chicago, a trip to Columbus will keep your itinerary packed. Start with leading sights like Franklin Park Conservatory and Botanical Gardens, Ohio Statehouse and German Village.

  • Around 257 kilometres south-east of Chicago, Indianapolis is another essential stop in United States. Experience this destination's highlights firsthand at The Children's Museum of Indianapolis, Indianapolis Museum of Art and Indianapolis Zoo.

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