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Cheap flights from Cleveland to Winnipeg from C$ 611

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 30/7. Fares are subject to change and may not be available on all flights or dates of travel.
CLE — YWG
28 May — 4 Jun1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Cleveland to Winnipeg

Enter your travel dates to find the best prices.

Cheapest flights from Cleveland to Winnipeg
Explore the most affordable flight options available from Cleveland to Winnipeg. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 28 April 2026.

Thu 30/76:45 a.m.
CLE
-
YWG
2 stops17h 55m
Multiple Airlines
Wed 5/86:25 p.m.
YWG
-
CLE
3 stops16h 24m
Multiple Airlines
Deal found 24/4C$ 611
Thu 15/102:45 p.m.
CLE
-
YWG
1 stop7h 29m
Air Canada
Thu 22/1010:50 a.m.
YWG
-
CLE
1 stop6h 33m
Air Canada
Deal found 24/4C$ 836
Sat 26/92:45 p.m.
CLE
-
YWG
1 stop7h 29m
Air Canada
Wed 30/92:05 p.m.
YWG
-
CLE
1 stop5h 32m
Air Canada
Deal found 28/4C$ 843
Sat 26/93:06 p.m.
CLE
-
YWG
2 stops8h 18m
United Airlines
Wed 30/97:00 a.m.
YWG
-
CLE
1 stop5h 12m
United Airlines
Deal found 28/4C$ 854
Thu 30/77:00 p.m.
CLE
-
YWG
1 stop5h 20m
Air Canada
Wed 5/810:55 a.m.
YWG
-
CLE
1 stop6h 28m
Air Canada
Deal found 24/4C$ 855
Sun 10/57:00 a.m.
CLE
-
YWG
1 stop5h 52m
United Airlines
Tue 12/52:00 p.m.
YWG
-
CLE
1 stop8h 59m
United Airlines
Deal found 26/4C$ 859
Thu 30/710:00 a.m.
CLE
-
YWG
1 stop5h 25m
Air Canada
Thu 6/812:20 p.m.
YWG
-
CLE
1 stop7h 15m
Air Canada
Deal found 27/4C$ 862
Sun 10/55:35 a.m.
CLE
-
YWG
1 stop7h 17m
United Airlines
Sun 10/52:00 p.m.
YWG
-
CLE
2 stops22h 59m
United Airlines
Deal found 26/4C$ 871
Thu 23/76:00 a.m.
CLE
-
YWG
2 stops17h 33m
United Airlines
Mon 27/72:00 p.m.
YWG
-
CLE
2 stops18h 41m
United Airlines
Deal found 28/4C$ 880
Sun 10/55:35 a.m.
CLE
-
YWG
1 stop7h 17m
United Airlines
Wed 13/58:45 a.m.
YWG
-
CLE
2 stops12h 59m
United Airlines
Deal found 26/4C$ 919

Find flight deals from Cleveland to Winnipeg

Discover tips and strategies to find the most affordable flight options for your journey from Cleveland (CLE) to Winnipeg (YWG). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated 28 April 2026.

Round-trip from

C$ 611
30/7-5/8
  • 30/7-5/8
  • 5 total stops
  • 34h 19m total
  • Cleveland to Winnipeg
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Cleveland to Winnipeg that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 629,999 searches. Data last updated 28 April 2026.
Use the filters below to find and compare flights from Cleveland to Winnipeg that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ClevelandWinnipeg

CLE - YWG

CLEYWG

Cleveland Hopkins Intl

Sat 26/9

3:06 p.m.-10:24 p.m.

2 stops8h 18m

Winnipeg

Wed 30/9

7:00 a.m.-1:12 p.m.

1 stop5h 12m

C$ 854

ClevelandWinnipeg

CLE - YWG

CLEYWG

Cleveland Hopkins Intl

Thu 30/7

7:00 p.m.-11:20 p.m.

1 stop5h 20m

Winnipeg

Wed 5/8

10:55 a.m.-6:23 p.m.

1 stop6h 28m

C$ 855
Quickest round-trip

ClevelandWinnipeg

CLE - YWG

CLEYWG

Cleveland Hopkins Intl

Sun 10/5

6:00 a.m.-10:54 a.m.

1 stop5h 54m

Winnipeg

Tue 12/5

11:55 a.m.-6:31 p.m.

1 stop5h 36m

C$ 859

ClevelandWinnipeg

CLE - YWG

CLEYWG

Cleveland Hopkins Intl

Thu 23/7

8:30 a.m.-10:33 p.m.

1 stop15h 03m

Winnipeg

Mon 27/7

7:00 a.m.-12:59 p.m.

1 stop4h 59m

C$ 859

ClevelandWinnipeg

CLE - YWG

CLEYWG

Cleveland Hopkins Intl

Thu 30/7

4:24 p.m.-10:33 p.m.

1 stop7h 09m

Winnipeg

Thu 6/8

7:00 a.m.-4:54 p.m.

1 stop8h 54m

C$ 859

ClevelandWinnipeg

CLE - YWG

CLEYWG

Cleveland Hopkins Intl

Sun 10/5

7:00 a.m.-11:52 a.m.

1 stop5h 52m

Winnipeg

Tue 12/5

2:00 p.m.-11:59 p.m.

1 stop8h 59m

C$ 859

ClevelandWinnipeg

CLE - YWG

CLEYWG

Cleveland Hopkins Intl

Thu 30/7

10:00 a.m.-2:25 p.m.

1 stop5h 25m

Winnipeg

Thu 6/8

12:20 p.m.-8:35 p.m.

1 stop7h 15m

C$ 862

ClevelandWinnipeg

CLE - YWG

CLEYWG

Cleveland Hopkins Intl

Sat 16/5

7:00 a.m.-11:52 a.m.

1 stop5h 52m

Winnipeg

Wed 20/5

2:00 p.m.-9:41 a.m.

2 stops18h 41m

C$ 871

Flights are sorted by cheapest round-trip flights first.

Deals found on 28/4

Sorted by cheapest first

Best time to book a flight from Cleveland to Winnipeg

Have a flexible travel schedule? Discover the best time to fly to Winnipeg from Cleveland with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Related info for your journey

Find useful and relevant information for your journey from Cleveland to Winnipeg. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Cleveland to Winnipeg?

    There are many flights that can get you from Cleveland to Winnipeg in 5h 20m. Fly via United Airlines, Air Canada, or Delta to get the fastest option. Cleveland and Winnipeg are separated by a distance of 1518 km. When browsing for deals, the options you’ll see will be for both direct flights and flights with stops.

  • Can I find deals for flights from Cleveland to Winnipeg that include hotel bookings?

    Yes. In addition to deals on Cleveland to Winnipeg flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Cleveland to Winnipeg?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Cleveland to Winnipeg.

  • Can I find deals for business class flights from Cleveland to Winnipeg?

    Yes. Cheapflights offers flight deals from Cleveland to Winnipeg by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

Travelling to a place near Winnipeg?

Book flights to Winnipeg if you plan to visit one of these locations
Selkirk

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Alternative routes for Cleveland to Winnipeg

See prices for flight routes from nearby airports that may be better suited for you.
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Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Cleveland to Winnipeg?

Cheapflights helps you search for flights from Cleveland to Winnipeg via 900+ travel sites so you don’t have to. After performing a flight search, users can also filter their flight selection by filtering for price, number of stops, airlines, and so on.

Why should you use Cheapflights to find cheap flight tickets from Cleveland to Winnipeg?

Cheapflights taps into our reliable network of hundreds of airlines and travel agencies to find the best deals for flights from Cleveland to Winnipeg for you. Better yet — we are completely free to use.

Can Cheapflights find flights from Cleveland to Winnipeg with no change fees?

Certainly. Search results for flights to Winnipeg from Cleveland shown to you on Cheapflights can be narrowed down with different useful search filters, which includes flexible booking options.

Can Cheapflights notify me if prices for flights from Cleveland to Winnipeg become cheaper?

Yes, Cheapflights offers price alerts on Cleveland to Winnipeg flights so you can book your travel at the perfect time. Price Alerts can be enabled by clicking the bell icon next to the flight deals above and providing your email address where you want to receive the alerts.

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