CLE - YWG

$269 Find Cheap Flights from Cleveland to Winnipeg - Compare and Save

1 adult
1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$361
Typical prices: $740-$780
Multiple Airlines
Sun 10/28Fri 11/2
CLE - YWG • 2 stops
Cheapest one-way
$269
Typical prices: $283-$439
Multiple Airlines
Sun 10/7
CLE - YWG • 2 stops
When to travel
October
Cheapest • 12% 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 • 4h 47m (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

Wed, Oct 28 - Mon, Nov 2
Multiple Airlines Logo
7:00 am - 1:10 amCLE  Cleveland Hopkins Intl-YWG Winnipeg
19h 10m2 stops Atlanta Hartsfield-Jackson Calgary
Multiple Airlines Logo
8:35 pm - 12:16 pmYWG  Winnipeg-CLE Cleveland Hopkins Intl
14h 41m2 stops Calgary Atlanta Hartsfield-Jackson
$361Multiple Airlines
Thu, Oct 29 - Mon, Nov 2
Multiple Airlines Logo
7:00 am - 1:10 amCLE  Cleveland Hopkins Intl-YWG Winnipeg
19h 10m2 stops Atlanta Hartsfield-Jackson Calgary
Multiple Airlines Logo
8:35 pm - 12:16 pmYWG  Winnipeg-CLE Cleveland Hopkins Intl
14h 41m2 stops Calgary Atlanta Hartsfield-Jackson
$374Multiple Airlines
Wed, Oct 28 - Mon, Nov 2
Multiple Airlines Logo
7:00 am - 1:10 amCLE  Cleveland Hopkins Intl-YWG Winnipeg
19h 10m2 stops Atlanta Hartsfield-Jackson Calgary
Multiple Airlines Logo
8:35 pm - 11:06 pmYWG  Winnipeg-CLE Cleveland Hopkins Intl
25h 31m3 stops Calgary Atlanta Hartsfield-Jackson Orlando
$389Multiple Airlines
Thu, Oct 29 - Mon, Nov 2
Multiple Airlines Logo
7:00 am - 1:10 amCLE  Cleveland Hopkins Intl-YWG Winnipeg
19h 10m2 stops Atlanta Hartsfield-Jackson Calgary
Multiple Airlines Logo
8:35 pm - 11:06 pmYWG  Winnipeg-CLE Cleveland Hopkins Intl
25h 31m3 stops Calgary Atlanta Hartsfield-Jackson Orlando
$402Multiple Airlines
Wed, Oct 28 - Mon, Nov 2
Multiple Airlines Logo
9:59 pm - 1:10 amCLE  Cleveland Hopkins Intl-YWG Winnipeg
28h 11m3 stops Orlando Atlanta Hartsfield-Jackson Calgary
Multiple Airlines Logo
8:35 pm - 11:06 pmYWG  Winnipeg-CLE Cleveland Hopkins Intl
25h 31m3 stops Calgary Atlanta Hartsfield-Jackson Orlando
$428Multiple Airlines
Tue, Oct 20 - Mon, Oct 26
Multiple Airlines Logo
9:59 pm - 12:55 amCLE  Cleveland Hopkins Intl-YWG Winnipeg
27h 56m2 stops Orlando Toronto Pearson Intl
Multiple Airlines Logo
4:00 pm - 5:55 amYWG  Winnipeg-CLE Cleveland Hopkins Intl
12h 55m1 stop Las Vegas Harry Reid Intl
$443Multiple Airlines
Tue, Oct 20 - Mon, Oct 26
Multiple Airlines Logo
6:00 am - 8:20 pmCLE  Cleveland Hopkins Intl-YWG Winnipeg
15h 20m2 stops Orlando Toronto Pearson Intl
Multiple Airlines Logo
9:35 pm - 12:16 pmYWG  Winnipeg-CLE Cleveland Hopkins Intl
13h 41m2 stops Calgary Atlanta Hartsfield-Jackson
$465Multiple Airlines
Thu, Oct 29 - Mon, Nov 2
Multiple Airlines Logo
9:59 pm - 5:25 pmCLE  Cleveland Hopkins Intl-YWG Winnipeg
20h 26m3 stops Orlando Atlanta Hartsfield-Jackson Calgary
Multiple Airlines Logo
8:35 pm - 11:06 pmYWG  Winnipeg-CLE Cleveland Hopkins Intl
25h 31m3 stops Calgary Atlanta Hartsfield-Jackson Orlando
$468Multiple Airlines
Mon, Nov 30 - Tue, Dec 1
United Airlines Logo
6:00 am - 12:23 pmCLE  Cleveland Hopkins Intl-YWG Winnipeg
7h 23m1 stop Chicago O'Hare Intl
United Airlines Logo
8:40 am - 6:15 pmYWG  Winnipeg-CLE Cleveland Hopkins Intl
8h 35m2 stops Denver Intl Chicago O'Hare Intl
$781United Airlines
Mon, Nov 30 - Tue, Dec 1
United Airlines Logo
6:00 am - 12:23 pmCLE  Cleveland Hopkins Intl-YWG Winnipeg
7h 23m1 stop Chicago O'Hare Intl
United Airlines Logo
8:40 am - 6:47 pmYWG  Winnipeg-CLE Cleveland Hopkins Intl
9h 07m1 stop Denver Intl
$781United 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 from Cleveland to Winnipeg with more confidence.

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

United Airlines ($781) 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

Low season

April

Cheapest flight

$269
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 route details based on KAYAK data, including flight times, airports, airlines and booking questions.

  • 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 4h 47m 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 $780, 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 $361 to $1,830. That means the highest observed fare was about 5x higher than the lowest one.

  • How are flight prices from Cleveland to Winnipeg looking right now?

    One-way fares from Cleveland to Winnipeg are currently lower than usual. Average one-way flight prices are about $320, which is 26% below the typical average for this route.

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

    Winnipeg Airport (YWG) hosts 5 major car rental companies, with daily rates starting from around $18 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) - 59% of one-stop connections
    • Minneapolis St Paul (MSP) - 26% of one-stop connections
    • Chicago O'Hare Intl (ORD) - 11% of one-stop connections
    • Atlanta Hartsfield-Jackson (ATL) - 4% of one-stop connections

    Toronto Pearson Intl (YYZ) handles the largest share of one-stop connections on this route.

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

    Yes. Being flexible with your travel dates can save you up to 34% on the Cleveland to Winnipeg route. Friday is the cheapest departure day at $740 round-trip on average, while Monday is the most expensive at $1,107, a difference of $367. 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 4h 47m, compared with 5h 26m via Toronto Pearson Intl (YYZ) and 5h 42m 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 can be flexible, aim for a Friday departure instead of Monday. On this route, Friday flights average $740 - about $367 less than Monday (33% savings) based on the last 12 months.
  • If you can choose when to travel, plan your Cleveland to Winnipeg trip for October. Fares historically average $653 round-trip in that month - typically $518 less than the most expensive month, which is June (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