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Cheap Flights from Cleveland to Chicago starting at CNY 62

We've found these cheap flights for you. You can book one-way or return flight tickets.

  • One way
  • Round-trip

Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.

Cheapest time to fly from Cleveland to Chicago

We monitor flight fares to help you find the best deals effortlessly

Displayed prices are calculated based on the lowest average weekly prices of the corresponding route on Trip.com.
Cheapest Airlines flying from Cleveland to Chicago

Compare prices, find the option that best suits your travel needs, and enjoy a comfortable journey with a trusted airline.

American Airlines
From S$ 62
Frontier Airlines
From S$ 64
Delta Air Lines
From S$ 81
Southwest Airlines
From S$ 82
United Airlines
From S$ 95
Sun Country Airlines
From S$ 96
Alaska Airlines
From S$ 262
ANA airlines

Find more flights and airlines

Alternative Routes from Cleveland to Chicago

Searching for potential routes that might be cheaper and faster? Check out these alternative flights from Cleveland to Chicago.

  • Cheapest
    American Airlines
    CLE
    06:37
    1h 32m
    Direct
    ORD
    07:09
    Cleveland Hopkins International Airport - O'Hare International Airport
    Tue, Jun 4American Airlines
    S$ 62
  • Frontier Airlines
    CLE
    15:25
    18h 6m
    1 transfer
    MDW
    08:31
    Cleveland Hopkins International Airport - Midway International Airport
    Sat, Apr 27Frontier Airlines
    S$ 76
  • Frontier Airlines
    CLE
    15:25
    18h 6m
    1 transfer
    MDW
    08:31
    Cleveland Hopkins International Airport - Midway International Airport
    Sat, Apr 27Frontier Airlines
    S$ 76
    Find More Flights

Frequently Asked Questions

  • When to buy flight tickets from Cleveland (CLE) to Chicago (CHI) the cheapest?

    Airlines adjust prices for flights from Cleveland to Chicago based on the date and time of your booking. By analyzing data from all airlines, on Trip.com, you can find the cheapest flight prices on Tuesdays, Wednesdays, and Saturdays.
  • How much is a flight from Cleveland (CLE) to Chicago (CHI) cost?

    According to Trip.com's data, the lowest price is around S$ 350.
  • How long is a flight from Cleveland (CLE) to Chicago (CHI)?

    It takes about 1 hour 30 minutes to fly from Cleveland (CLE) to Chicago (CHI).
  • What is the transportation method from the main airport to downtown in Chicago?

    • The distance from O'Hare International Airport to downtown is about 25km, by taxi about 40 minutes.
    • The distance from Midway International Airport to downtown is about 14km, by taxi about 30 minutes.
  • What are the most popular airlines that fly from Cleveland (CLE) to Chicago (CHI)?

    Airlines with flights from Cleveland (CLE) to Chicago (CHI): Emirates, United Airlines, Alaska Airlines, Qatar Airways, IBERIA, British Airways, American Airlines and Southwest Airlines.
  • What's the most popular airline for direct flights from Cleveland (CLE) to Chicago (CHI)?

    United Airlines operates 1 direct flights from Cleveland (CLE) to Chicago (CHI).
  • How many airports in Chicago?

How to find a cheap flight from Cleveland to Chicago

Wait until the last minute and flight costs are often sky-high. Plan ahead, book the right way, and your savings can soar. We have loads of saving tips to help you find a cheap flight from Cleveland to Chicago. Book your flights at the right time and save more.
1
Book Early
Once prices are gone, they're gone. Lock in deals while you can!
2
Compare Flight Prices
Compare prices on travel agency and airline websites.
3
Look Out for Deals
Check airline and travel agency websites for latest flight deals
4
Check One-way Fares
Buying two cheap one-way flights can sometimes be a better deal than a round-trip.
5
Try Different Dates
Flying during the week, early in the morning, or late at night can help save money.
6
Use the Trip.com App
Save up to £10 per person when booking your flights on Trip.com

Find cheapest flight ticket from Cleveland to Chicago

Cheapest direct flight price

S$ 61

Cheapest return ticket price

S$ 123

Cheapest month

November

Peak season for travel

October

Flight distance

483.65km

Average flight time

1 hour 30 minutes

Popular airline

United Airlines