Cheap Flights from Cleveland Hopkins International to Chicago

Compare Cleveland Hopkins International to Chicago flight deals

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

Book the best Chicago fare with no extra fees

Flight deals from Cleveland Hopkins International to Chicago

Looking for a cheap last-minute deal or the best round-trip flight from Cleveland Hopkins International Airport to Chicago? If you want to travel next month, round-trip fares start from AED 502. Find the lowest prices on one-way and round-trip 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 foundAED 251
Cheapest month to flyJuly
Average flight time1 hr, 31 mins
Most popular airlineAmerican Airlines
Average flights per week2,112

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 round-trip flight from Cleveland Hopkins International to Chicago is AED 502. 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 31 minutes is the average flight time from Cleveland Hopkins International to Chicago.
American Airlines, Alaska Airlines and United fly direct from Cleveland Hopkins International to Chicago.
There are 2,112 flights per week flying from Cleveland Hopkins International to Chicago, as of May 2026.
The cheapest month to fly from Cleveland Hopkins International to Chicago is usually June.
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 center of Chicago. We've found flights to this airport from AED 502.
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 Wednesday, June 24, 2026.
Yes – the average flight time is 1 hour and 31 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.

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

  • The average duration of a direct flight from Cleveland Hopkins International Airport to Chicago is 1 hour 25 minutes.

  • The timezone in Chicago is UTC-6. The city is one hour behind Cleveland, where Cleveland Hopkins International Airport is located.

  • With 96 weekly flights between the two airports, Cleveland Hopkins International Airport (CLE) to Chicago O'Hare International Airport (ORD) is the busiest route. United Airlines operates the earliest flight at 03:09. If you'd like to make the most of your day before flying, the latest flight from CLE to ORD is with American Airlines at 20:58.

  • For stress-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 board your CLE to Chicago flight.

  • During popular months such as March, you'll want to get to the airport earlier than usual. Plan to arrive two hours before a domestic departure and four hours ahead for international flights whenever you're traveling during peak periods in general.

  • You can book a direct Cleveland Hopkins International Airport to Chicago ticket. Start your trip at CLE and touch down at Chicago O'Hare International Airport (ORD).

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

  • Located around 16 kilometers from the center of Cleveland, CLE can be reached in about 20 minutes by car (depending on traffic). Traveling on public transport takes roughly 30 minutes.

  • Want a stress-free start to your journey? Stay near CLE. Whether you're catching an early flight from Cleveland Hopkins International Airport to Chicago or don't want departure day to feel hectic, these hotels put convenience first:

  • Of the departures from Cleveland Hopkins International Airport, 76% arrive as scheduled at their destination.

  • CLE is located at 5300 Riverside Drive.

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

  • AED 251 is the lowest price we've seen for a one-way Cleveland Hopkins International Airport to Chicago flight. A return plane ticket right now is AED 502. Depending on the availability when you book, these fares could change.

  • To find cheap flights from CLE to Chicago, book as early as possible. Airlines usually offer lower prices when tickets are first released.

  • Landing cheap tickets from Cleveland Hopkins International Airport to Chicago is easier if you can be flexible with your travel dates. Try using the 'Whole month' search tool to get the lowest fares across the month and walk away with a sweet deal.

  • Save time searching for cheap flights from CLE to Chicago by creating a Price Alert. We'll send you an email or notification through the app when a special offer becomes available.

  • Choose 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 'Best,' 'Fastest' or 'Cheapest.'

Airports in Chicago

Chicago O'Hare International Airport (ORD)

  • The distance from Chicago O'Hare International Airport (ORD) to central Chicago is roughly 27 kilometers. It takes around 30 minutes to get to the center driving.

  • Getting to the center on public transport takes about 45 minutes.

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

  • Reserving your vehicle from Chicago O'Hare International Airport around four weeks before your flight from CLE to Chicago can help you lock in the lowest rate.

  • You'll find ORD at 10000 West O'Hare.

Chicago Midway International Airport (MDW)

  • The center of Chicago is about 16 kilometers from Chicago Midway International Airport (MDW). Once your flight from Cleveland Hopkins International Airport to Chicago has hit the runway and you've made your way to arrivals, expect a drive of around 25 minutes.

  • If you choose to travel on public transport, the ride to the center takes 30 minutes or so.

  • Place the 'Do not disturb' sign on your door and unwind at a hotel close to MDW. Here are a few options where you can settle in after your CLE to Chicago flight:

  • Get what you want, not just what's left over. Reserving your ride from MDW four weeks in advance often means lower prices and a wider range of vehicles.

  • Chicago Midway International Airport can be found at 5700 South Cicero.

Chicago Rockford International Airport (RFD)

  • Find your way to the city center after your flight from Cleveland Hopkins International Airport to Chicago has landed. Central Chicago is about 145 kilometers from Chicago Rockford International Airport (RFD) and takes roughly 1 hour 40 minutes to get to by car.

  • If you go by public transport, the journey takes around 2 hours.

  • Reserve a hotel near RFD and go from the runway to resting in a snap. Whether you have a late CLE to Chicago flight or just want a hassle-free arrival, these stays will have you settling in quickly:

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

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

Best time to go to Chicago

  • It's time to work out your travel dates for your flight from Cleveland Hopkins International Airport to Chicago. July is the busiest month to visit Chicago. If you prefer a more low-key vibe, go in January.

  • Lock in a Cleveland Hopkins International Airport to Chicago plane ticket with a departure in July if you're eager to visit the city during its warmest month. Expect temperatures to range from 16ºC (61ºF) to 28ºC (82ºF).

  • January has average temperatures of between -12ºC (10ºF) and 3ºC (37ºF). Look for a cheap ticket from CLE to Chicago around that time if you'd rather travel in cooler conditions.

More about Chicago

Explore more of the United States

  • Columbus is just one of the many places in the United States waiting to be explored after you've seen Chicago. Around 451 kilometers away to the southeast, top sights here include Franklin Park Conservatory and Botanical Gardens, Whetstone Park / Park of Roses and Ohio Theater.

  • If you're looking to explore another major destination in the United States, consider Indianapolis, roughly 257 kilometers southeast of Chicago. Lucas Oil Stadium, Eiteljorg Museum and The Children's Museum of Indianapolis are key reasons to visit.

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