YWG - CLE

C$ 920 Find Cheap Flights from Winnipeg to Cleveland – Compare and Save

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Everything you should know

Cheapest round-trip
C$ 920
Typical prices: C$ 764-C$ 863
United Airlines
Wed 26/12Thu 4/1
YWG - CLE • 1 stop
When to travel
November
Cheapest • 34% price drop
June
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Chicago O'Hare Intl (ORD)
Cheapest • Avg C$ 765 (round-trip)
Toronto Pearson Intl (YYZ)
Shortest trip • 6h 11m (one-way)
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Cheap Flights from Winnipeg to Cleveland (YWG-CLE)

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Winnipeg to Cleveland

Sat, 26 Dec - Mon, 4 Jan
United Airlines Logo
3:15 p.m. - 11:59 p.m.YWG  Winnipeg-CLE Cleveland Hopkins Intl
8h 44m1 stop Chicago O'Hare Intl
United Airlines Logo
5:00 a.m. - 7:28 p.m.CLE  Cleveland Hopkins Intl-YWG Winnipeg
14h 28m1 stop Chicago O'Hare Intl
C$ 920United Airlines
Sat, 26 Dec - Mon, 4 Jan
American Airlines Logo
7:00 a.m. - 10:19 p.m.YWG  Winnipeg-CLE Cleveland Hopkins Intl
15h 19m3 stops Toronto Pearson Intl Washington, D.C. Reagan-National Charlotte Douglas
American Airlines Logo
6:05 a.m. - 10:59 p.m.CLE  Cleveland Hopkins Intl-YWG Winnipeg
16h 54m2 stops Washington, D.C. Reagan-National Toronto Pearson Intl
C$ 1,692American Airlines
Sat, 26 Dec - Mon, 4 Jan
Multiple Airlines Logo
5:50 a.m. - 5:30 a.m.YWG  Winnipeg-CLE Cleveland Hopkins Intl
23h 40m3 stops Vancouver Intl Phoenix Sky Harbor Intl Las Vegas Harry Reid Intl
Multiple Airlines Logo
5:51 p.m. - 12:05 p.m.CLE  Cleveland Hopkins Intl-YWG Winnipeg
18h 14m3 stops Minneapolis St Paul Montreal Pierre Elliott Trudeau Intl Toronto Pearson Intl
C$ 2,185Multiple Airlines
Booking Insights

Price, demand, and travel trends for Winnipeg to Cleveland flights

Use KAYAK data on prices, travel dates, airlines, and seasonal trends to compare options and book flights with more confidence.

How much is a round-trip flight from Winnipeg to Cleveland?

Round-trip flights from Winnipeg to Cleveland typically range from C$ 764 to C$ 863. The lowest price found in the past 5 days was C$ 920, on United Airlines.

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Key details for Winnipeg to Cleveland flights

Cheapest flight

C$ 920
The most popular month to fly with an average 20% increase in traveller numbers.
Round-trip flight from Winnipeg to Cleveland

When to book flights from Winnipeg to Cleveland

Are your dates flexible? Find out the best times to travel from Winnipeg to Cleveland based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price

Your Winnipeg to Cleveland flight questions, answered

Find helpful answers about this route, including flight times, airports, airlines, and booking tips.

  • How long does a flight from Winnipeg to Cleveland take?

    There are currently no direct flights available from Winnipeg to Cleveland. Flights with 1 layover take between 6h 11m and 8h 36m in total, depending on the connection.

  • Do I need a passport to fly from Winnipeg to Cleveland?

    Yes, a valid passport is required for this international route. Many destinations require at least six months of validity beyond your travel dates. Check your passport expiry well before booking.

  • How much should I expect to pay for a Winnipeg to Cleveland flight?

    Round-trip flights from Winnipeg to Cleveland range from C$ 764 to C$ 863, with an average of C$ 816 over the past 12 months. Anything below C$ 764 counts as a good deal.

  • Have flight prices from Winnipeg to Cleveland changed much recently?

    Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about C$ 920 to C$ 2,185. That means the highest observed fare was about 2x higher than the lowest one.

  • What car rental options are available at Cleveland Hopkins Intl Airport (CLE)?

    Cleveland Hopkins Intl Airport (CLE) hosts 5 major car rental companies, with daily rates averaging C$ 100 for economy cars. Top options include:

    • Hertz
    • Budget
    • Alamo
    • Dollar
    • Thrifty

  • Which airports can I use when flying from Winnipeg to Cleveland?

    Flights from Winnipeg to Cleveland usually depart from Winnipeg (YWG) and arrive at Cleveland Hopkins Intl (CLE).

  • Which airports do connecting flights from Winnipeg to Cleveland pass through?

    One-stop flights from Winnipeg to Cleveland most commonly connect through:

    • Chicago O'Hare Intl (ORD) – 44% of one-stop connections
    • Toronto Pearson Intl (YYZ) – 44% of one-stop connections
    • Minneapolis St Paul (MSP) – 11% of one-stop connections

  • Can I save money by using flexible dates for flights from Winnipeg to Cleveland?

    Yes. Flexible dates can save you up to 12% on flights from Winnipeg to Cleveland. Thursday is the cheapest departure day at C$ 764 round-trip on average, while Friday is the most expensive at C$ 863, a difference of C$ 99.

    KAYAK's flexible dates feature shows options up to three days before and after your selected dates, making it easier to compare nearby fares.

  • How much time can I save by choosing a different layover airport when travelling from Winnipeg to Cleveland?

    Flying via Toronto Pearson Intl (YYZ) gives the shortest average 1-stop total travel time at 6h 11m, compared with 7h 59m via Chicago O'Hare Intl (ORD) and 8h 36m via Minneapolis St Paul (MSP).

  • Which popular places can I visit in Cleveland?

    Some of the most popular sights in Cleveland are Progressive Field, Huntington Bank Field, and Quicken Loans Arena. These are among the most viewed places in Cleveland on KAYAK.

Your guide to booking Winnipeg to Cleveland flights

Get tips on when to book, when to fly, and what to know before your trip.
  • If your dates are flexible, aim for a Thursday departure and avoid flying on Friday. On this route, Thursday flights average C$ 764, about C$ 99 less than Friday fares (11% savings) based on the last 12 months.
  • If you can choose when to travel, plan your Winnipeg to Cleveland trip for November. Fares historically average C$ 539 round-trip in that month – typically C$ 371 less than the most expensive month, which is May (based on the last 12 months).
  • If you're arriving late at night and need somewhere to stay, check out these hotels close to Cleveland Hopkins Intl Airport.

    • Extended Stay America Select Suites - Cleveland - Airport
    • Hilton Garden Inn Cleveland Airport

More options for your flight from Winnipeg to Cleveland

Complete your trip to Cleveland with a hotel stay or car rental

Car rentals in Cleveland
Hotels in Cleveland
Vacations in Cleveland