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Cheap Flights from Chicago to Cleveland starting at S$ 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 Chicago to Cleveland

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 Chicago to Cleveland

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

Southwest Airlines
From S$ 62
American Airlines
From S$ 63
Frontier Airlines
From S$ 68
Delta Air Lines
From S$ 91
Sun Country Airlines
From S$ 98
Alaska Airlines
From S$ 257
United Airlines
From S$ 296
Spirit Airlines
From S$ 526
ANA airlines

Find more flights and airlines

Alternative Routes from Chicago to Cleveland

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

  • Cheapest
    Southwest Airlines
    MDW
    08:30
    1h 15m
    Direct
    CLE
    10:45
    Midway International Airport - Cleveland Hopkins International Airport
    Tue, Apr 23Southwest Airlines
    S$ 62
  • American Airlines
    ORD
    19:03
    1h 23m
    Direct
    CLE
    21:26
    O'Hare International Airport - Cleveland Hopkins International Airport
    Wed, May 8American Airlines
    S$ 63
  • American Airlines
    ORD
    19:03
    1h 23m
    Direct
    CLE
    21:26
    O'Hare International Airport - Cleveland Hopkins International Airport
    Wed, May 8American Airlines
    S$ 63
    Find More Flights

Frequently Asked Questions

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

    Airlines adjust prices for flights from Chicago to Cleveland 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 Chicago (CHI) to Cleveland (CLE) cost?

    According to Trip.com's data, the lowest price is around S$ 308.
  • How long is a flight from Chicago (CHI) to Cleveland (CLE)?

    It takes about 1 hour 24 minutes to fly from Chicago (CHI) to Cleveland (CLE).
  • What is the transportation method from the main airport to downtown in Cleveland?

    • The distance from Cleveland Hopkins International Airport to downtown is about 16km, by taxi about 30 minutes.
    • The distance from Cleveland Burke Lakefront Airport to downtown is about 1km, by taxi about 20 minutes.
  • What time does the earliest flight from Chicago to Cleveland depart?

    The earliest flight departs from Chicago (ORD) at 07:30 and arrives in Cleveland (CLE) at 09:49.
  • What time does the latest flight from Chicago to Cleveland depart?

    The latest flight departs from Chicago (ORD) at 20:30 and arrives in Cleveland (CLE) at 22:52.
  • What are the most popular airlines that fly from Chicago (CHI) to Cleveland (CLE)?

    Airlines with flights from Chicago (CHI) to Cleveland (CLE): United Airlines, American Airlines, Aer Lingus, Southwest Airlines, Alaska Airlines, Ana, Royal Jordanian and IBERIA.
  • What's the most popular airline for direct flights from Chicago (CHI) to Cleveland (CLE)?

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

How to find a cheap flight from Chicago to Cleveland

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 Chicago to Cleveland. 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 Chicago to Cleveland

Cheapest direct flight price

S$ 61

Cheapest return ticket price

S$ 128

Cheapest month

November

Peak season for travel

October

Flight distance

483.65km

Average flight time

1 hour 24 minutes

Popular airline

American Airlines