Important: This destination may have COVID-19 travel restrictions in place, including specific restrictions for lodging. Check any national, local, and health advisories for this destination before you book.

Cheap Flight Deals From Cleveland (CLE) to Chicago (CHI) Starting at $78

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This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Airfares from $78 One Way, $155 Round Trip from Cleveland to Chicago

Prices starting at $155 for return flights and $78 for one-way flights to Chicago were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

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More About Flying To Chicago from Cleveland

Route Information for Flights from Cleveland to Chicago

Origin Airport IATA Code CLE
Destination Airport IATA Code CHI
Distance 315 mi
Direct Flight Airlines American Airlines, Qatar Airways, JAL, LOT - Polish Airlines, Austrian, Aer Lingus, Copa Airlines, SWISS, Air New Zealand, United Airlines, Alaska Airlines, Turkish Airlines, SAS, Royal Jordanian, Iberia, ANA, Lufthansa, Gulf Air, British Airways
Earliest Flight Arrival 10:28AM UTC
Latest Flight Arrival 12:27AM UTC

Cheap Flights from Cleveland to Chicago

Cleveland International Airport

You can quickly and easily book cheap flights from Cleveland with Orbitz.com. The Cleveland Hopkins International Airport is situated approximately nine miles southwest of the city's central business district. Both domestic and international flights are provided by the airlines serving the Cleveland airport, including American Airlines, Delta Air Lines, Southwest Airlines, United Airlines, and US Airways. The airport was the first in North America to have an airport-to-downtown transit connection. It was also the first airport to have an air traffic control tower and airfield lighting system.

Cleveland Airport Parking

Parking is available at the Cleveland International Airport 24/7. Color-coded cards are available to assist visitors in locating their vehicles in the on-site parking garages. Parking garage tickets are dispensed automatically at garage entrances. Acceptable forms of payment include personal checks, cash, and credit cards. The airport operates an economy shuttle parking lot at a rate of $8.00 per day. Smarte Cartes are also available at the airport at a rate of $2.00.

Cleveland Airport Transportation

Travelers using the Hopkins International Airport can take advantage of its connection to the Cleveland Rapid Transit system. In addition, the airport is also served by a dedicated taxi service comprised of 75 vehicles for the convenience of travelers. Rental car services are offered at a consolidated facility off the airport grounds. Transportation to and from the Hopkins International Airport can be quickly arranged through Orbitz.com.

Cleveland Airport Restaurants

Travelers who are looking for a snack or meal prior to boarding their flight will find that the Cleveland airport offers a variety of dining options, including Cinnabon, Dunkin Donuts, Auntie Anne's Soft Pretzels, Sbarro, and Subway. Finding breakfast or even a quick lunch or dinner is always fast and easy. Using Orbitz.com will help you to locate cheap flights from Cleveland and help you to find and book the best rates on all your ground transportation needs.

Airports in Chicago

Chicago O'Hare International Airport is located on West O'Hare, approximately 18 miles from downtown Chicago. It has hubs for every major airline that offers flights to Chicago, including American Airlines, British Airways and JetBlue. The Chicago Midway International Airport is located on South Cicero Avenue, approximately 12 miles from downtown Chicago. Seven airlines service Midway airport, including Air Tran, Delta and Southwest Airlines. Orbitz.com searches flights arriving at both airports so you get the best prices.

Transportation from the Airport

Both airports offer public transportation via Chicago's elevated train system. The tickets cost $2.25, or you can purchase an all-day pass for $5.75. Taxi services are also available from both airports. Cab fares to downtown Chicago range from $35 to $45. If you want to rent a car for the duration of your stay, Orbitz.com can reserve a vehicle for you. Both airports have onsite rental car facilities.

Weather in Chicago

Summer temperatures in Chicago range from 66 to 84 degrees Fahrenheit, and the temperatures during the winter months range from 18 to 35 degrees Fahrenheit. Chicago is prone to heavy snowfall during the winter months, so most vacationers travel to Chicago during the summer. However, if you use Orbitz.com and schedule your trip during the off-peak travel season, it's easy to find cheap flights to Chicago.

Highlights and Attractions

Orbitz.com not only helps you find cheap flights to Chicago, but can also help you purchase tickets to the Sears Tower or make reservations for guided city tours.

Flights from Cleveland to Chicago - Frequently Asked Questions

Am I able to catch a flight from Cleveland to Chicago now?

If you're wondering about quarantine and travel restrictions when catching a flight from Cleveland to Chicago, check out our Covid-19 Travel Advisor.

Are there non-stop flights from Cleveland to Chicago?

United Airlines and American Airlines operate nonstop flights from CLE to O'Hare Airport, which means you won't have to worry about swapping planes or being bored during a layover.

What is the shortest flight from Cleveland to Chicago?

If the weather is good and all goes as planned, you could be stepping off the plane at Midway Intl. Airport (MDW) from Cleveland Hopkins Intl. Airport in as little as 2 hours and 1 minute. With such a short flight time, think about bringing just hand luggage.

What airlines fly from Cleveland to Chicago most frequently?

United Airlines (UA) is one of the carriers with the most flights from Cleveland Hopkins Intl. Airport to Chicago, IL Airport (ORD-O'Hare Intl.). It offers 169 flights on this route each month. Escaping on vacation is one of life's biggest pleasures, and this airline will get you to your destination quickly and safely. American Airlines (AA) will also take you to your destination in comfort. Offering 165 flights per month between Cleveland and Chicago, it's another popular airline to look into.

If I am not able to travel due to COVID-19, can I cancel my flight to Chicago?

We get that traveling right now has its challenges, so it's good to know that many reservations booked through us are able to be cancelled or changed. If your travel plans to Chicago have been affected by COVID-19, a lot of airlines are making things easier by offering credits to use at a later date. Just sign in to your account and you'll quickly see what options are available. Our Customer Service Portal is the place to go for more information.

Are there flights to Chicago with flexible change policies?

In most cases you'll have the option to reschedule your flight to Chicago without a change fee. All you have to do then is pay the difference between the old flight and the new one. Look for the "no change fees" filter and book with confidence.

What is the cheapest day of the week to fly?

Consider flying out early in the week to save on your airfare. Orbitz data from 2020 shows that Monday is the cheapest day to depart, followed by Tuesday. Saturday showed the highest average ticket prices likely because many travelers prefer to start their vacation on a weekend.

What is the cheapest month to fly?

We won't keep you guessing, according to Orbitz data the cheapest month to fly is August. Perfect for those who need a weekend getaway, or just a break from it all before the weather changes. Be aware that the most expensive time to fly is the height of summer, with ticket prices peaking in the month of June.

How can I save money on flights?

To really save big on your next vacation, think outside the box. Select two different airlines or fare types for your return trip and you'll generally get a much better deal. Those who tried this on Orbitz in 2020 saved up to 45% on their airfares. Get mixing and matching today!

*According to flight demand on Orbitz.com from January to December 2020. Savings are subject to change based on departure location, date and destination.

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.