CLE - YWG

$497 Find Cheap Flights from Cleveland to Winnipeg - Compare and Save

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1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$497
Typical prices: $740-$790
Multiple Airlines
Sat 11/17Sun 12/9
CLE - YWG • 3 stops
When to travel
December
Cheapest • 22% price drop
August
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Atlanta Hartsfield-Jackson (ATL)
Cheapest • Avg $418 (round-trip)
Minneapolis St Paul (MSP)
Shortest trip • 5h 09m (one-way)
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Flight Deals

Cheap Flights from Cleveland to Winnipeg (CLE-YWG)

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

Recent round-trip flight deals from Cleveland to Winnipeg

Tue, Nov 17 - Wed, Dec 9
Multiple Airlines Logo
6:00 pm - 4:25 pmCLE  Cleveland Hopkins Intl-YWG Winnipeg
23h 25m3 stops Las Vegas Harry Reid Intl Atlanta Hartsfield-Jackson Calgary
Multiple Airlines Logo
9:35 pm - 12:34 pmYWG  Winnipeg-CLE Cleveland Hopkins Intl
13h 59m2 stops Calgary Atlanta Hartsfield-Jackson
$497Multiple Airlines
Tue, Nov 17 - Wed, Dec 9
Multiple Airlines Logo
6:00 pm - 4:25 pmCLE  Cleveland Hopkins Intl-YWG Winnipeg
23h 25m3 stops Las Vegas Harry Reid Intl Atlanta Hartsfield-Jackson Calgary
Multiple Airlines Logo
9:35 pm - 5:03 pmYWG  Winnipeg-CLE Cleveland Hopkins Intl
18h 28m3 stops Calgary Atlanta Hartsfield-Jackson Fort Lauderdale
$536Multiple Airlines
Tue, Nov 17 - Wed, Dec 9
Multiple Airlines Logo
6:35 am - 10:20 amCLE  Cleveland Hopkins Intl-YWG Winnipeg
28h 45m2 stops Atlanta Hartsfield-Jackson Calgary
Multiple Airlines Logo
9:35 pm - 12:34 pmYWG  Winnipeg-CLE Cleveland Hopkins Intl
13h 59m2 stops Calgary Atlanta Hartsfield-Jackson
$536Multiple Airlines
Mon, Nov 16 - Tue, Nov 17
Multiple Airlines Logo
6:35 am - 10:42 amCLE  Cleveland Hopkins Intl-YWG Winnipeg
29h 07m3 stops Atlanta Hartsfield-Jackson Austin Bergstrom Toronto Pearson Intl
Multiple Airlines Logo
9:35 pm - 8:02 pmYWG  Winnipeg-CLE Cleveland Hopkins Intl
21h 27m3 stops Calgary Atlanta Hartsfield-Jackson Fort Lauderdale
$786Multiple Airlines
Mon, Nov 16 - Tue, Nov 17
Multiple Airlines Logo
6:35 am - 10:42 amCLE  Cleveland Hopkins Intl-YWG Winnipeg
29h 07m3 stops Atlanta Hartsfield-Jackson Austin Bergstrom Toronto Pearson Intl
Multiple Airlines Logo
9:35 pm - 1:07 pmYWG  Winnipeg-CLE Cleveland Hopkins Intl
14h 32m2 stops Calgary Atlanta Hartsfield-Jackson
$820Multiple Airlines
Tue, Nov 17 - Wed, Dec 9
Multiple Airlines Logo
6:00 am - 4:30 pmCLE  Cleveland Hopkins Intl-YWG Winnipeg
11h 30m1 stop Orlando
Multiple Airlines Logo
8:35 am - 12:34 pmYWG  Winnipeg-CLE Cleveland Hopkins Intl
26h 59m2 stops Calgary Atlanta Hartsfield-Jackson
$860Multiple Airlines
Tue, Nov 17 - Wed, Dec 9
Multiple Airlines Logo
6:00 am - 12:23 pmCLE  Cleveland Hopkins Intl-YWG Winnipeg
7h 23m1 stop Chicago O'Hare Intl
Multiple Airlines Logo
12:05 pm - 7:19 pmYWG  Winnipeg-CLE Cleveland Hopkins Intl
6h 14m1 stop Toronto Pearson Intl
$871Multiple Airlines
Mon, Nov 16 - Tue, Nov 17
Multiple Airlines Logo
7:18 am - 9:52 pmCLE  Cleveland Hopkins Intl-YWG Winnipeg
15h 34m2 stops Fort Lauderdale Toronto Pearson Intl
Multiple Airlines Logo
9:35 pm - 1:07 pmYWG  Winnipeg-CLE Cleveland Hopkins Intl
14h 32m2 stops Calgary Atlanta Hartsfield-Jackson
$887Multiple Airlines
Wed, Dec 9 - Sun, Dec 13
United Airlines Logo
8:30 am - 8:55 pmCLE  Cleveland Hopkins Intl-YWG Winnipeg
13h 25m1 stop Denver Intl
United Airlines Logo
3:15 pm - 11:21 pmYWG  Winnipeg-CLE Cleveland Hopkins Intl
7h 06m1 stop Chicago O'Hare Intl
$912United Airlines
Wed, Dec 9 - Sun, Dec 13
United Airlines Logo
8:30 am - 8:55 pmCLE  Cleveland Hopkins Intl-YWG Winnipeg
13h 25m1 stop Denver Intl
United Airlines Logo
9:40 am - 9:43 pmYWG  Winnipeg-CLE Cleveland Hopkins Intl
11h 03m2 stops Denver Intl Newark
$922United Airlines
Booking Insights

Price, demand and travel trends for Cleveland to Winnipeg flights

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

Which airline is the cheapest to fly from Cleveland to Winnipeg?

United Airlines ($912) offered the cheapest round-trip ticket from Cleveland to Winnipeg in the last 5 days.

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Key details for Cleveland to Winnipeg flights

Cheapest flight

$497
The most popular month to fly with an average 75% increase in travelers.
Round-trip flight from Cleveland to Winnipeg

When to book flights from Cleveland to Winnipeg

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

Your Cleveland to Winnipeg flight questions, answered

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

  • What cabin classes can I book on flights from Cleveland to Winnipeg?

    Only Economy Class is available on flights from Cleveland to Winnipeg.

  • How long is a flight from Cleveland to Winnipeg?

    There are currently no nonstop flights available from Cleveland to Winnipeg. Flights with 1 layover take between 5h 09m and 18h 24m in total, depending on the connection.

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

    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 Cleveland to Winnipeg flight?

    Round-trip flights from Cleveland to Winnipeg range from $740 to $790, with an average of $740 over the past 12 months. Anything below $740 counts as a good deal.

  • Have flight prices from Cleveland to Winnipeg 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 $497 to $1,430. That means the highest observed fare was about 3x higher than the lowest one.

  • What car rental options are available at Winnipeg Airport (YWG)?

    Winnipeg Airport (YWG) hosts 5 major car rental companies, with daily rates averaging $43 for economy cars. Top options include:

    • Thrifty
    • Dollar
    • Hertz
    • Alamo
    • Fox

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

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

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

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

    • Toronto Pearson Intl (YYZ) - 49% of one-stop connections
    • Minneapolis St Paul (MSP) - 31% of one-stop connections
    • Chicago O'Hare Intl (ORD) - 17% of one-stop connections
    • Atlanta Hartsfield-Jackson (ATL) - 3% of one-stop connections

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

    Yes. Flexible dates can save you up to 38% on flights from Cleveland to Winnipeg. Friday is the cheapest departure day at $740 round-trip on average, while Saturday is the most expensive at $1,188, a difference of $448.

    KAYAK's flexible dates feature shows options up to 3 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 from Cleveland to Winnipeg?

    Flying via Minneapolis St Paul (MSP) gives the shortest average 1-stop total travel time at 5h 09m, compared with 5h 25m via Toronto Pearson Intl (YYZ) and 6h 19m via Chicago O'Hare Intl (ORD).

  • What is the time difference between Cleveland and Winnipeg?

    Winnipeg is 1 hour behind Cleveland (Central Time vs Eastern Time). Plan for the time shift when scheduling connections or first-day activities.

Your guide to booking Cleveland to Winnipeg 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 Friday departure and avoid flying on Saturday. On this route, Friday flights average $740, about $448 less than Saturday fares (38% savings) based on the last 12 months.
  • If you can choose when to travel, plan your Cleveland to Winnipeg trip for December. Fares historically average $575 round-trip in that month - typically $613 less than the most expensive month, which is August (based on the last 12 months).
  • If you're arriving late at night and need somewhere to stay, check out these hotels close to Winnipeg Airport.

    • Victoria Inn Hotel & Convention Centre
    • Lakeview Signature, Trademark Collection by Wyndham
    • The Grand Winnipeg Airport Hotel by Lakeview

More options for your flight from Cleveland to Winnipeg

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

Car rentals in Winnipeg
Hotels in Winnipeg
Vacations in Winnipeg