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Cheap flights from Cleveland to Winnipeg from C$ 324

This is the cheapest one-way 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
15 Jul — 22 Jul1
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 15 June 2026.

Mon 10/82:42 p.m.
CLE
-
YWG
2 stops30h 18m
WestJet
Thu 13/83:15 p.m.
YWG
-
CLE
2 stops24h 58m
WestJet
Deal found 15/6C$ 853
Fri 23/105:30 a.m.
CLE
-
YWG
2 stops29h 15m
Multiple Airlines
Mon 26/108:00 a.m.
YWG
-
CLE
1 stop14h 44m
Multiple Airlines
Deal found 12/6C$ 867
Thu 6/87:42 p.m.
CLE
-
YWG
1 stop4h 48m
WestJet
Fri 14/87:00 a.m.
YWG
-
CLE
2 stops15h 21m
WestJet
Deal found 15/6C$ 953
Tue 15/92:45 p.m.
CLE
-
YWG
1 stop7h 29m
Air Canada
Sat 19/910:50 a.m.
YWG
-
CLE
1 stop6h 33m
Air Canada
Deal found 14/6C$ 956
Thu 3/910:52 a.m.
CLE
-
YWG
1 stop5h 16m
WestJet
Mon 7/95:42 p.m.
YWG
-
CLE
1 stop4h 39m
WestJet
Deal found 11/6C$ 987

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 15 June 2026.

Round-trip from

C$ 853

One-way from

C$ 324
WestJet
  • WestJet
  • 10/8-13/8
  • 4 total stops
  • 55h 16m total
  • Cleveland to Winnipeg
Search Deals
30/7
  • 30/7
  • 2 total stops
  • 28h 08m 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 15 June 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

Fri 23/10

5:30 a.m.-9:45 a.m.

2 stops29h 15m

Winnipeg

Mon 26/10

8:00 a.m.-11:44 p.m.

1 stop14h 44m

C$ 867

ClevelandWinnipeg

CLE - YWG

CLEYWG

Cleveland Hopkins Intl

Thu 6/8

7:42 p.m.-11:30 p.m.

1 stop4h 48m

Winnipeg

Fri 14/8

7:00 a.m.-11:21 p.m.

2 stops15h 21m

C$ 967

ClevelandWinnipeg

CLE - YWG

CLEYWG

Cleveland Hopkins Intl

Thu 3/9

6:00 a.m.-11:54 a.m.

1 stop6h 54m

Winnipeg

Mon 7/9

7:00 a.m.-6:31 p.m.

2 stops10h 31m

C$ 994

ClevelandWinnipeg

CLE - YWG

CLEYWG

Cleveland Hopkins Intl

Tue 7/7

6:00 a.m.-9:40 p.m.

2 stops16h 40m

Winnipeg

Sat 11/7

7:00 a.m.-10:41 p.m.

2 stops14h 41m

C$ 1,004

ClevelandWinnipeg

CLE - YWG

CLEYWG

Cleveland Hopkins Intl

Tue 14/7

11:10 a.m.-8:57 p.m.

1 stop10h 47m

Winnipeg

Mon 20/7

7:00 a.m.-11:49 p.m.

1 stop15h 49m

C$ 1,016
Quickest round-trip

ClevelandWinnipeg

CLE - YWG

CLEYWG

Cleveland Hopkins Intl

Sat 27/6

6:05 p.m.-10:38 p.m.

1 stop5h 33m

Winnipeg

Tue 30/6

12:56 p.m.-11:49 p.m.

1 stop9h 53m

C$ 1,016

ClevelandWinnipeg

CLE - YWG

CLEYWG

Cleveland Hopkins Intl

Thu 6/8

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

1 stop5h 52m

Winnipeg

Fri 14/8

7:00 a.m.-11:58 p.m.

1 stop15h 58m

C$ 1,016
Cheapest one-way

ClevelandWinnipeg

CLE - YWG

CLEYWG

Cleveland Hopkins Intl

Thu 30/7

9:47 p.m.-12:55 a.m.

2 stops28h 08m

C$ 324

ClevelandWinnipeg

CLE - YWG

CLEYWG

Cleveland Hopkins Intl

Thu 30/7

10:53 a.m.-10:38 p.m.

1 stop12h 45m

C$ 451
Quickest one-way

ClevelandWinnipeg

CLE - YWG

CLEYWG

Cleveland Hopkins Intl

Fri 23/10

7:00 p.m.-11:07 p.m.

1 stop5h 07m

C$ 765

Flights are sorted by cheapest round-trip flights first.

Deals found on 14/6

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 4h 48m. Fly via WestJet to get the fastest option. Cleveland and Winnipeg are separated by a distance of 1518 km.

  • 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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