CLE - YWG

C$ 605 Find Cheap Flights from Cleveland to Winnipeg – Compare and Save

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Everything you should know

Cheapest round-trip
C$ 612
Typical prices: C$ 1,044-C$ 1,115
Multiple Airlines
Fri 7/12Thu 13/12
CLE - YWG • 3 stops
Cheapest one-way flights
C$ 605
Typical prices: C$ 400-C$ 602
Delta
Fri 7/12
CLE - YWG • 1 stop
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 C$ 590 (round-trip)
Minneapolis St Paul (MSP)
Shortest trip • 5h 09m (one-way)
Insights
Insights
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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

Mon, 7 Dec - Sun, 13 Dec
Multiple Airlines Logo
5:41 p.m. - 5:25 p.m.CLE  Cleveland Hopkins Intl-YWG Winnipeg
23h 44m3 stops Fort Lauderdale Atlanta Hartsfield-Jackson Calgary
Multiple Airlines Logo
9:35 p.m. - 11:34 a.m.YWG  Winnipeg-CLE Cleveland Hopkins Intl
13h 59m2 stops Calgary Atlanta Hartsfield-Jackson
C$ 612Multiple Airlines
Fri, 4 Dec - Fri, 11 Dec
Multiple Airlines Logo
6:05 a.m. - 1:10 a.m.CLE  Cleveland Hopkins Intl-YWG Winnipeg
19h 05m2 stops Atlanta Hartsfield-Jackson Calgary
Multiple Airlines Logo
9:35 p.m. - 12:56 a.m.YWG  Winnipeg-CLE Cleveland Hopkins Intl
27h 21m2 stops Calgary Atlanta Hartsfield-Jackson
C$ 729Multiple Airlines
Fri, 4 Dec - Fri, 11 Dec
Multiple Airlines Logo
5:41 p.m. - 5:25 p.m.CLE  Cleveland Hopkins Intl-YWG Winnipeg
23h 44m3 stops Fort Lauderdale Atlanta Hartsfield-Jackson Calgary
Multiple Airlines Logo
9:35 p.m. - 12:56 a.m.YWG  Winnipeg-CLE Cleveland Hopkins Intl
27h 21m2 stops Calgary Atlanta Hartsfield-Jackson
C$ 738Multiple Airlines
Fri, 4 Dec - Fri, 11 Dec
Multiple Airlines Logo
5:41 p.m. - 5:25 p.m.CLE  Cleveland Hopkins Intl-YWG Winnipeg
23h 44m3 stops Fort Lauderdale Atlanta Hartsfield-Jackson Calgary
Multiple Airlines Logo
9:35 p.m. - 12:37 a.m.YWG  Winnipeg-CLE Cleveland Hopkins Intl
27h 02m3 stops Calgary Atlanta Hartsfield-Jackson Tampa
C$ 749Multiple Airlines
Fri, 4 Dec - Fri, 11 Dec
Multiple Airlines Logo
6:05 a.m. - 1:10 a.m.CLE  Cleveland Hopkins Intl-YWG Winnipeg
19h 05m2 stops Atlanta Hartsfield-Jackson Calgary
Multiple Airlines Logo
3:20 p.m. - 1:46 p.m.YWG  Winnipeg-CLE Cleveland Hopkins Intl
22h 26m1 stop Orlando
C$ 859Multiple Airlines
Wed, 25 Nov - Fri, 4 Dec
Multiple Airlines Logo
8:59 a.m. - 10:15 a.m.CLE  Cleveland Hopkins Intl-YWG Winnipeg
49h 16m2 stops Fort Lauderdale Toronto Pearson Intl
Multiple Airlines Logo
3:20 p.m. - 1:46 p.m.YWG  Winnipeg-CLE Cleveland Hopkins Intl
22h 26m1 stop Orlando
C$ 902Multiple Airlines
Wed, 25 Nov - Fri, 4 Dec
Multiple Airlines Logo
8:59 a.m. - 11:42 a.m.CLE  Cleveland Hopkins Intl-YWG Winnipeg
26h 43m3 stops Fort Lauderdale Ottawa Toronto Pearson Intl
Multiple Airlines Logo
9:35 p.m. - 12:56 a.m.YWG  Winnipeg-CLE Cleveland Hopkins Intl
27h 21m2 stops Calgary Atlanta Hartsfield-Jackson
C$ 933Multiple Airlines
Wed, 25 Nov - Fri, 4 Dec
Multiple Airlines Logo
9:31 p.m. - 10:52 p.m.CLE  Cleveland Hopkins Intl-YWG Winnipeg
25h 21m2 stops Orlando Toronto Pearson Intl
Multiple Airlines Logo
9:35 p.m. - 12:56 a.m.YWG  Winnipeg-CLE Cleveland Hopkins Intl
27h 21m2 stops Calgary Atlanta Hartsfield-Jackson
C$ 934Multiple Airlines
Wed, 25 Nov - Fri, 4 Dec
Multiple Airlines Logo
8:59 a.m. - 11:42 a.m.CLE  Cleveland Hopkins Intl-YWG Winnipeg
26h 43m3 stops Fort Lauderdale Ottawa Toronto Pearson Intl
Multiple Airlines Logo
9:35 p.m. - 12:37 a.m.YWG  Winnipeg-CLE Cleveland Hopkins Intl
27h 02m3 stops Calgary Atlanta Hartsfield-Jackson Tampa
C$ 1,012Multiple Airlines
Mon, 7 Dec - Sun, 13 Dec
Multiple Airlines Logo
7:02 a.m. - 11:45 p.m.CLE  Cleveland Hopkins Intl-YWG Winnipeg
16h 43m1 stop Las Vegas Harry Reid Intl
Multiple Airlines Logo
12:05 p.m. - 6:19 p.m.YWG  Winnipeg-CLE Cleveland Hopkins Intl
6h 14m1 stop Toronto Pearson Intl
C$ 1,061Multiple 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.

What’s the most popular layover airport when flying from Cleveland to Winnipeg?

Toronto Pearson Intl (YYZ) is the most popular layover for the Cleveland to Winnipeg route. 49% of KAYAK users who booked 1-stop round-trips over the past 3 months connected via YYZ.

What is the cheapest layover airport when flying from Cleveland to Winnipeg?

Flights via Atlanta Hartsfield-Jackson (ATL) offer the most affordable fares, with an average round-trip price of C$ 590. Based on KAYAK data over the past 3 months.

When flying from Cleveland to Winnipeg, which airport offers the shortest layover?

Minneapolis St Paul (MSP) had the shortest average connection time for Cleveland to Winnipeg layovers at 3h 13m over the past three months.

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Key details for Cleveland to Winnipeg flights

Cheapest flight

C$ 605
The most popular month to fly with an average 75% increase in traveller numbers.
One-way 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.

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

    There are currently no direct 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 C$ 1,044 to C$ 1,115, with an average of C$ 1,044 over the past 12 months. Anything below C$ 1,044 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 C$ 612 to C$ 1,981. That means the highest observed fare was about 3x 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 higher than usual. Average one-way flight prices are about C$ 672, which is 68% above 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 averaging C$ 61 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 C$ 1,044 round-trip on average, while Saturday is the most expensive at C$ 1,676, a difference of C$ 632.

    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 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).

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 C$ 1,044, about C$ 632 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 C$ 811 round-trip in that month – typically C$ 865 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
    • Days Inn and Suites Winnipeg Airport, Manitoba

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