HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Winnipeg

$176+ 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 11/14. Fares are subject to change and may not be available on all flights or dates of travel.
CLE — YWG
nov. 13 — nov. 201
jeu. 11/13
jeu. 11/20
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.

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 octobre 14, 2025.

This Kiwi.com deal was found by Cheapflights users on 10/12. 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.
dim. 11/167:20 amCLE - YWG
1 stop8h 47mMultiple Airlines
lun. 11/1712:55 pmYWG - CLE
2 stops24h 19mMultiple Airlines
Deal found 10/12$523
This Kiwi.com deal was found by Cheapflights users on 10/12. 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.
sam. 11/158:22 pmCLE - YWG
1 stop29h 21mMultiple Airlines
lun. 11/1712:20 pmYWG - CLE
2 stops10h 37mMultiple Airlines
Deal found 10/12$738
This Delta deal was found by Cheapflights users on 10/12. 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.
sam. 11/157:05 amCLE - YWG
1 stop5h 43mDelta
lun. 11/175:49 pmYWG - CLE
1 stop4h 40mDelta
Deal found 10/12$825
This United Airlines deal was found by Cheapflights users on 10/12. 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.
sam. 11/152:55 pmCLE - YWG
2 stops19h 54mUnited Airlines
lun. 11/175:30 amYWG - CLE
2 stops17h 00mUnited Airlines
Deal found 10/12$879
This American Airlines deal was found by Cheapflights users on 10/12. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sam. 11/155:29 pmCLE - YWG
3 stops31h 06mAmerican Airlines
lun. 11/176:00 amYWG - CLE
2 stops16h 49mAmerican Airlines
Deal found 10/12$979
This Delta deal was found by Cheapflights users on 10/12. 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.
dim. 11/165:22 amCLE - YWG
2 stops7h 26mDelta
lun. 11/175:49 pmYWG - CLE
2 stops18h 53mDelta
Deal found 10/12$1,003

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 octobre 14, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$515
(Kiwi.com)

One-way from

$176
(Kiwi.com)

Popular in

November

Cheapest in

December

Average price

$771
Provider with most accurate pricing for Cleveland Hopkins Intl-Winnipeg flight deals.
Search Deals
Provider most trusted by Cheapflights users for Cleveland Hopkins Intl-Winnipeg flights.
Search Deals
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. 0% potential increase in price ($3 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($27 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
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 2,558,603 searches. Data last updated octobre 14, 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

dim. 11/16

7:20 am-3:07 pm

1 stop8h 47m

Winnipeg

lun. 11/17

12:55 pm-2:14 pm

2 stops24h 19m

$523

ClevelandWinnipeg

CLE - YWG

CLEYWG

Cleveland Hopkins Intl

sam. 11/15

8:22 pm-12:43 am

1 stop29h 21m

Winnipeg

lun. 11/17

12:20 pm-11:57 pm

2 stops10h 37m

$738

ClevelandWinnipeg

CLE - YWG

CLEYWG

Cleveland Hopkins Intl

sam. 11/15

7:05 am-11:48 am

1 stop5h 43m

Winnipeg

lun. 11/17

5:49 pm-11:29 pm

1 stop4h 40m

$825

ClevelandWinnipeg

CLE - YWG

CLEYWG

Cleveland Hopkins Intl

dim. 11/16

10:57 am-4:59 pm

1 stop7h 02m

Winnipeg

lun. 11/17

5:49 pm-11:29 pm

1 stop4h 40m

$825

ClevelandWinnipeg

CLE - YWG

CLEYWG

Cleveland Hopkins Intl

sam. 11/15

2:55 pm-9:49 am

2 stops19h 54m

Winnipeg

lun. 11/17

5:30 am-11:30 pm

2 stops17h 00m

$879

ClevelandWinnipeg

CLE - YWG

CLEYWG

Cleveland Hopkins Intl

sam. 11/15

5:29 pm-11:35 pm

3 stops31h 06m

Winnipeg

lun. 11/17

6:00 am-11:49 pm

2 stops16h 49m

$979

ClevelandWinnipeg

CLE - YWG

CLEYWG

Cleveland Hopkins Intl

ven. 11/14

7:51 pm-10:41 pm

3 stops27h 50m

$195

ClevelandWinnipeg

CLE - YWG

CLEYWG

Cleveland Hopkins Intl

ven. 11/14

7:50 pm-11:57 am

2 stops17h 07m

$391

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/14

Compare providers for flights from Cleveland to Winnipeg

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Cleveland to Winnipeg in October.
ProviderPrice AccuracyTrust Score*
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Cleveland-Winnipeg flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Cleveland-Winnipeg flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Cleveland-Winnipeg flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Cleveland-Winnipeg flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Cleveland-Winnipeg flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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, March is the cheapest month in which you can book a flight from Cleveland to Winnipeg (average of $126). Flying from Cleveland to Winnipeg in February is currently the most expensive (average of $687). 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 octobre 14, 2025.

It’s optimal to fly from Cleveland to Winnipeg in the morning. By choosing this option you can save up to 12% on the cost of your flight, compared to a flight in the evening.

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 octobre 14, 2025.
Get a feel of what it's like to fly with United Airlines 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.
United Airlines
7.4
Good
8,976 reviews

Comfort

7.3

Boarding

7.7

Overall

7.4

Food

6.6

Crew

8.1

Entertainment

7.1

Reviews

1 / 20
4.0
Okay

Tim,Sep 2025

IAD - GSP

This was pretty bad. It’s chaos at the Dulles boarding gates for the small regional jets because they use one gate to board 3-4 flights at a time. So, it’s difficult knowing where and when to go. There is little space for any size of carrry-on, so most had to gate check their bags. However, the worst of it was that our single flight attendant fell asleep before we took off and the pilot couldn’t do so until she responded to his messages. My wife had to wake her up! So we were a little late leaving. Not to be thwarted, the flight attendant fell asleep right after take off and there was no sight of her during the flight. When the aircraft touched down, a tray of unsecured canned drinks came crashing onto the aisle up front. I can only assume someone didn’t do what they were supposed to. The pilot was great, but I’m sure he must not be happy with this crew member.
United Airlines
7.4
Good
8,976 reviews
United Airlines
7.4
Good
8,976 reviews

Comfort

7.3

Boarding

7.7

Overall

7.4

Food

6.6

Crew

8.1

Entertainment

7.1

Reviews

1 / 20
4.0
Okay

Tim,Sep 2025

IAD - GSP

This was pretty bad. It’s chaos at the Dulles boarding gates for the small regional jets because they use one gate to board 3-4 flights at a time. So, it’s difficult knowing where and when to go. There is little space for any size of carrry-on, so most had to gate check their bags. However, the worst of it was that our single flight attendant fell asleep before we took off and the pilot couldn’t do so until she responded to his messages. My wife had to wake her up! So we were a little late leaving. Not to be thwarted, the flight attendant fell asleep right after take off and there was no sight of her during the flight. When the aircraft touched down, a tray of unsecured canned drinks came crashing onto the aisle up front. I can only assume someone didn’t do what they were supposed to. The pilot was great, but I’m sure he must not be happy with this crew member.

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?

    Departing from Cleveland to Winnipeg will take you 5h 43m. There are 943 mi between Cleveland and Winnipeg. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What is the cheapest airline to fly from Cleveland to Winnipeg round-trip?

    According to our current data, United Airlines ($744), offers the cheapest pricing from Cleveland to Winnipeg. You may be able to fly from Cleveland to Winnipeg for 6% less than the average price by searching for this airline.

  • 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, March is the cheapest month in which you can book a flight from Cleveland to Winnipeg (average of $126). Flying from Cleveland to Winnipeg in February is currently the most expensive (average of $687). 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

Traveling to a place near Winnipeg?

Book flights to Winnipeg if you plan to visit one of these locations
Portage la Prairie

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.
Columbus to Winnipeg flights
Dayton to Winnipeg flights
Detroit to Winnipeg flights
Cincinnati to Winnipeg flights
Akron 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 octobre 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$744Average$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.