$49 Cheap flight deals from Cleveland (CLE) to Chicago (CHI)

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This Weekend's Flight Deals from Cleveland to Chicago

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 $49 One Way, $97 Round Trip from Cleveland to Chicago

Prices starting at $97 for return flights and $49 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.

Chicago economy flight packages

Pendry Chicago
Level Chicago – Old Town
Arlo Chicago
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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, Aer Lingus, Austrian, Emirates, Swiss, Air New Zealand, United Airlines, Alaska Airlines, Cathay Pacific, Turkish Airlines, Royal Jordanian, SAS, Iberia, ANA, Lufthansa, Gulf Air, British Airways
Earliest Flight Arrival
10:38AM UTC
Latest Flight Arrival
11:02PM 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.

Frequently asked questions

Are there non-stop flights from Cleveland to Chicago?
Yes, you’ll be delighted to hear that you can jet straight from Hopkins Intl. Airport (CLE) to Chicago, IL (ORD-O’Hare Intl.). Nonstop flights can be booked with United Airlines and American Airlines.
What is the shortest flight from Cleveland to Chicago?
If conditions are good and all goes as scheduled, you could be landing at ORD from Cleveland, OH (CLE-Hopkins Intl.) in just 1 hour and 24 minutes. With such a fast flight time, consider taking carry-on luggage only.
What airlines fly from Cleveland to Chicago most frequently?
United Airlines (UA) is one of the airlines with the most flights from CLE to O’Hare Intl. Airport (ORD). It offers 221 flights on this route each month. Taking a vacation is one of life’s biggest pleasures, and this airline will get you where you need to go. Also investigate the deals from American Airlines (AA). Offering 160 monthly flights between Cleveland and Chicago, they’ll make sure your journey is just as delightful as the destination.
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 2021 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 from 2021, the cheapest month to fly is February. Perfect for those who need a weekend getaway, or just a break from it all in the shortest month of the year. Be aware that the most expensive time to fly is during the height of summer in July, and in the holiday month of December.*According to flight demand on Orbitz.com from January to December 2021. 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.