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Cheap flights from Cleveland to Winnipeg from C$ 522

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 5/8. Fares are subject to change and may not be available on all flights or dates of travel.
CLE — YWG
30 Aug — 6 Sep1
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 31 July 2026.

Wed 30/97:00 p.m.
CLE
-
YWG
1 stop30h 35m
Multiple Airlines
Sun 4/109:05 p.m.
YWG
-
CLE
2 stops13h 59m
Multiple Airlines
Deal found 28/7C$ 730
Wed 30/97:00 p.m.
CLE
-
YWG
1 stop30h 35m
Multiple Airlines
Mon 5/109:05 p.m.
YWG
-
CLE
2 stops22h 47m
Multiple Airlines
Deal found 28/7C$ 735
Fri 4/95:15 p.m.
CLE
-
YWG
2 stops23h 10m
Multiple Airlines
Mon 7/96:40 a.m.
YWG
-
CLE
1 stop15h 41m
Multiple Airlines
Deal found 26/7C$ 749
Fri 11/97:00 a.m.
CLE
-
YWG
2 stops16h 10m
Multiple Airlines
Fri 18/95:44 p.m.
YWG
-
CLE
1 stop4h 47m
Multiple Airlines
Deal found 28/7C$ 752
Thu 1/103:45 p.m.
CLE
-
YWG
2 stops24h 40m
Multiple Airlines
Mon 5/105:00 p.m.
YWG
-
CLE
1 stop12h 19m
Multiple Airlines
Deal found 28/7C$ 801
Sat 15/810:52 a.m.
CLE
-
YWG
1 stop7h 00m
Multiple Airlines
Wed 19/89:05 p.m.
YWG
-
CLE
2 stops13h 50m
Multiple Airlines
Deal found 29/7C$ 852
Sat 22/810:52 a.m.
CLE
-
YWG
1 stop5h 16m
Multiple Airlines
Sun 23/89:05 p.m.
YWG
-
CLE
2 stops13h 50m
Multiple Airlines
Deal found 28/7C$ 853
Sat 15/810:52 a.m.
CLE
-
YWG
1 stop7h 00m
Multiple Airlines
Thu 20/89:05 p.m.
YWG
-
CLE
2 stops13h 50m
Multiple Airlines
Deal found 29/7C$ 854
Thu 1/106:00 a.m.
CLE
-
YWG
1 stop6h 51m
WestJet
Sun 4/106:40 a.m.
YWG
-
CLE
1 stop15h 51m
WestJet
Deal found 27/7C$ 878
Sat 12/910:54 a.m.
CLE
-
YWG
1 stop5h 14m
Multiple Airlines
Sat 19/99:05 p.m.
YWG
-
CLE
2 stops13h 59m
Multiple Airlines
Deal found 29/7C$ 881
Wed 30/910:54 a.m.
CLE
-
YWG
2 stops34h 06m
WestJet
Mon 5/109:05 p.m.
YWG
-
CLE
2 stops12h 06m
WestJet
Deal found 28/7C$ 897
Sat 15/810:52 a.m.
CLE
-
YWG
1 stop7h 00m
WestJet
Tue 18/89:05 p.m.
YWG
-
CLE
2 stops19h 08m
WestJet
Deal found 29/7C$ 909

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 31 July 2026.

Round-trip from

C$ 730

One-way from

C$ 522
30/9-4/10
  • 30/9-4/10
  • 3 total stops
  • 44h 34m total
  • Cleveland to Winnipeg
Search Deals
5/8
  • 5/8
  • 3 total stops
  • 31h 05m 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 31 July 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 4/9

5:15 p.m.-3:25 p.m.

2 stops23h 10m

Winnipeg

Mon 7/9

6:40 a.m.-11:21 p.m.

1 stop15h 41m

C$ 749
Quickest round-trip

ClevelandWinnipeg

CLE - YWG

CLEYWG

Cleveland Hopkins Intl

Fri 11/9

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

2 stops16h 10m

Winnipeg

Fri 18/9

5:44 p.m.-11:31 p.m.

1 stop4h 47m

C$ 752

ClevelandWinnipeg

CLE - YWG

CLEYWG

Cleveland Hopkins Intl

Thu 1/10

10:54 a.m.-9:40 p.m.

2 stops11h 46m

Winnipeg

Sun 4/10

6:40 a.m.-11:31 p.m.

1 stop15h 51m

C$ 881

ClevelandWinnipeg

CLE - YWG

CLEYWG

Cleveland Hopkins Intl

Fri 4/9

7:42 p.m.-10:10 p.m.

2 stops27h 28m

Winnipeg

Mon 7/9

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

2 stops15h 21m

C$ 916

ClevelandWinnipeg

CLE - YWG

CLEYWG

Cleveland Hopkins Intl

Sat 22/8

9:39 a.m.-2:25 p.m.

2 stops29h 46m

Winnipeg

Sun 23/8

9:05 p.m.-11:21 p.m.

2 stops25h 16m

C$ 970

ClevelandWinnipeg

CLE - YWG

CLEYWG

Cleveland Hopkins Intl

Wed 9/9

4:26 p.m.-4:54 p.m.

1 stop25h 28m

Winnipeg

Sat 12/9

3:58 p.m.-10:45 p.m.

1 stop5h 47m

C$ 1,052

ClevelandWinnipeg

CLE - YWG

CLEYWG

Cleveland Hopkins Intl

Fri 20/11

6:00 a.m.-10:50 a.m.

2 stops29h 50m

Winnipeg

Sun 22/11

6:35 a.m.-7:19 p.m.

1 stop11h 44m

C$ 1,064
Cheapest one-way

ClevelandWinnipeg

CLE - YWG

CLEYWG

Cleveland Hopkins Intl

Wed 5/8

4:05 p.m.-10:10 p.m.

3 stops31h 05m

C$ 522
Quickest one-way

ClevelandWinnipeg

CLE - YWG

CLEYWG

Cleveland Hopkins Intl

Wed 5/8

5:26 a.m.-3:25 p.m.

2 stops10h 59m

C$ 526

Flights are sorted by cheapest round-trip flights first.

Deals found on 27/7

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 11h 46m. 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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