HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Winnipeg

$162+ Cheap flights from Cleveland (CLE) to Winnipeg (YWG)

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 7/28. Fares are subject to change and may not be available on all flights or dates of travel.
CLE — YWG
Jul 16 — Jul 231
Wed 7/16
Wed 7/23
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Cleveland to Winnipeg with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap 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 July 11, 2025.

Round-trip from

$299
(Kiwi.com)

One-way from

$162
(Kiwi.com)

Popular in

November

Cheapest in

September
From Cleveland Hopkins Intl to Winnipeg
Search Deals
One-way flight from Cleveland Hopkins Intl to Winnipeg
Search Deals
Highest demand for flights based on searches. 3% potential increase in price ($31 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($31 potential savings vs. average RT price).
Search Deals

Find flight deals from Cleveland to Winnipeg

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 July 11, 2025.

This Kiwi.com deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/195:30 amCLE - YWG
1 stop11h 52mMultiple Airlines
Fri 9/269:05 pmYWG - CLE
2 stops20h 46mMultiple Airlines
Deal found 7/9$299
This United Airlines deal was found by Cheapflights users on 7/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/52:16 pmCLE - YWG
1 stop9h 17mUnited Airlines
Sun 9/72:20 pmYWG - CLE
1 stop18h 29mUnited Airlines
Deal found 7/10$629
This Delta deal was found by Cheapflights users on 7/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/197:07 amCLE - YWG
1 stop10h 15mDelta
Fri 9/2612:44 pmYWG - CLE
2 stops10h 06mDelta
Deal found 7/10$640
This Air Canada deal was found by Cheapflights users on 7/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/34:10 pmCLE - YWG
1 stop5h 58mAir Canada
Sun 8/107:40 amYWG - CLE
1 stop6h 43mAir Canada
Deal found 7/10$704

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 2,558,603 searches. Data last updated July 11, 2025.
Use the filters below to find and compare flights from Cleveland to Winnipeg that are best for you.

Fly from

Cleveland

Fly to

Winnipeg

Route

Depart

Return

Price

ClevelandWinnipeg

CLE - YWG

CLEYWG

Cleveland Hopkins Intl

Fri 9/19

5:30 am-4:22 pm

1 stop11h 52m

Winnipeg

Fri 9/26

9:05 pm-6:51 pm

2 stops20h 46m

$299

ClevelandWinnipeg

CLE - YWG

CLEYWG

Cleveland Hopkins Intl

Fri 9/5

2:16 pm-10:33 pm

1 stop9h 17m

Winnipeg

Sun 9/7

2:20 pm-9:49 am

1 stop18h 29m

$629

ClevelandWinnipeg

CLE - YWG

CLEYWG

Cleveland Hopkins Intl

Fri 9/19

7:07 am-4:22 pm

1 stop10h 15m

Winnipeg

Fri 9/26

12:44 pm-11:50 pm

2 stops10h 06m

$640

ClevelandWinnipeg

CLE - YWG

CLEYWG

Cleveland Hopkins Intl

Sun 8/3

4:10 pm-9:08 pm

1 stop5h 58m

Winnipeg

Sun 8/10

7:40 am-3:23 pm

1 stop6h 43m

$704

ClevelandWinnipeg

CLE - YWG

CLEYWG

Cleveland Hopkins Intl

Mon 7/28

7:26 pm-12:31 am

2 stops30h 05m

$162

ClevelandWinnipeg

CLE - YWG

CLEYWG

Cleveland Hopkins Intl

Mon 7/28

7:09 pm-11:25 pm

1 stop5h 16m

$325

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/10

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.

Cheapflights Insights

Everything you need to know about your flight from Cleveland to Winnipeg

What is the cheapest month to book a flight from Cleveland to Winnipeg?

Currently, August is the cheapest month in which you can book a flight from Cleveland to Winnipeg (average of $358). Flying from Cleveland to Winnipeg in December is currently the most expensive (average of $498). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from CLE to YWG?

Find hourly flight availability from Cleveland to Winnipeg. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated July 11, 2025.

It’s optimal to fly from Cleveland to Winnipeg in the morning. By choosing this option you can save up to 13% on the cost of your flight, compared to a flight in the afternoon.

Reviews of airlines servicing Winnipeg

Get insights into the airlines that provide service to Winnipeg. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Winnipeg. Reviews last updated July 11, 2025.
Get a feel of what it's like to fly with Delta, United Airlines, and Air Canada from Cleveland to Winnipeg by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,951 reviews

Crew

8.5

Comfort

7.9

Boarding

8.2

Entertainment

7.9

Overall

8.0

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,951 reviews
Delta
8.0
Very good
7,951 reviews

Crew

8.5

Comfort

7.9

Boarding

8.2

Entertainment

7.9

Overall

8.0

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
United Airlines
7.4
Good
8,846 reviews
Delta
8.0
Very good
7,951 reviews

Crew

8.5

Comfort

7.9

Boarding

8.2

Entertainment

7.9

Overall

8.0

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Air Canada
7.1
Good
9,695 reviews
Delta
8.0
Very good
7,951 reviews

Crew

8.5

Comfort

7.9

Boarding

8.2

Entertainment

7.9

Overall

8.0

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

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.

  • What are the cheapest airlines flying from Cleveland to Winnipeg round-trip?

    According to our current data, United Airlines ($629), Delta ($640), and Air Canada ($704) offers the cheapest pricing from Cleveland to Winnipeg. You may be able to fly from Cleveland to Winnipeg for 18% less than the average price by searching for these airlines.

  • 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.

  • What is the cheapest month to book a flight from Cleveland to Winnipeg?

    Currently, August is the cheapest month in which you can book a flight from Cleveland to Winnipeg (average of $358). Flying from Cleveland to Winnipeg in December is currently the most expensive (average of $498). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Cleveland to Winnipeg

See prices for flight routes from nearby airports that may be better suited for you.
Detroit to Winnipeg flights
Columbus to Winnipeg flights
Cincinnati to Winnipeg flights
Akron to Winnipeg flights
Dayton to Winnipeg flights
Erie to Winnipeg flights

Top airline flying from Cleveland to Winnipeg

Discover the top airline that operate flights from Cleveland to Winnipeg. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated July 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$638Average$806FlexibilityNo cancel feeOn-time69%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.