CLE - YWG

$364 Find Cheap Flights from Cleveland to Winnipeg

This is the cheapest round-trip flight price found by a KAYAK user in the last 72 hours by searching for a flight from Cleveland to Winnipeg departing on 8/25. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy

KAYAK searches hundreds of travel sites at once for deals on flights to Winnipeg

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Cleveland to Winnipeg, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Cleveland to Winnipeg, as well as popular online travel agencies
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Flights Deals

Cheap Flights from Cleveland to Winnipeg (CLE-YWG)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Cleveland to Winnipeg that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Cleveland to Winnipeg

Mon, Aug 25 - Fri, Aug 29
Logo
12:53 pm - 9:43 amCLE-YWG
21h 50m2 stops
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9:00 am - 5:03 pmYWG-CLE
7h 03m1 stop
$364
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Fri, Aug 8 - Sun, Aug 17
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5:30 am - 4:23 pmCLE-YWG
11h 53m1 stop
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2:35 pm - 5:01 pmYWG-CLE
25h 26m2 stops
$397
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Sat, Jul 26 - Sat, Aug 2
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3:48 pm - 7:24 pmCLE-YWG
28h 36m3 stops
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9:10 am - 11:32 amYWG-CLE
25h 22m2 stops
$422
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Sat, Jul 26 - Sat, Aug 2
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3:48 pm - 7:24 pmCLE-YWG
28h 36m3 stops
Logo
9:10 am - 11:32 amYWG-CLE
25h 22m3 stops
$454
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Mon, Aug 25 - Fri, Aug 29
United Airlines Logo
8:00 pm - 2:03 pmCLE-YWG
19h 03m2 stops
United Airlines Logo
7:00 am - 9:44 amYWG-CLE
25h 44m2 stops
$579United Airlines
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Fri, Aug 8 - Sun, Aug 17
Delta Logo
7:00 am - 4:23 pmCLE-YWG
10h 23m1 stop
Delta Logo
5:41 pm - 11:57 pmYWG-CLE
5h 16m1 stop
$661Delta
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Mon, Aug 25 - Fri, Aug 29
United Airlines Logo
7:30 pm - 1:09 pmCLE-YWG
18h 39m2 stops
United Airlines Logo
2:20 pm - 2:04 pmYWG-CLE
22h 44m2 stops
$679United Airlines
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Sun, Aug 3 - Sun, Aug 10
Air Canada Logo
11:05 am - 4:18 pmCLE-YWG
6h 13m1 stop
Air Canada Logo
7:40 am - 3:23 pmYWG-CLE
6h 43m1 stop
$695Air Canada
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Sat, Jul 26 - Sat, Aug 2
Air Canada Logo
4:10 pm - 11:28 pmCLE-YWG
8h 18m1 stop
Air Canada Logo
7:40 am - 3:23 pmYWG-CLE
6h 43m1 stop
$719Air Canada
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Sun, Aug 3 - Sun, Aug 10
Delta Logo
5:30 am - 1:43 pmCLE-YWG
9h 13m2 stops
Delta Logo
5:42 pm - 12:32 amYWG-CLE
5h 50m1 stop
$784Delta
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KAYAK's insights & trends for Cleveland to Winnipeg flights

Get data-powered insights and trends into flights from Cleveland to Winnipeg to help you find the cheapest flights, the best time to fly and much more.

What’s the cheapest day of the week to fly from Cleveland to Winnipeg?

The average price of all round-trip flights from Cleveland to Winnipeg clicked on KAYAK for each day over the last 12 months.

Your flight ticket price will generally be cheaper if you fly to Winnipeg on a Saturday and more expensive on a Friday. On your return trip to Cleveland, you should consider flying back on a Saturday, and avoid Thursdays for better deals.

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Good to know

Low seasonSeptember
High seasonJune
Cheapest flight$364
Best time to beat the crowds with an average 24% drop in price.
Most popular time to fly with an average 4% increase in price.
Flight from Cleveland to Winnipeg

When to book flights from Cleveland to Winnipeg

Are your dates flexible? Find out the best times to travel from Cleveland to Winnipeg based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Cleveland to Winnipeg

  • What is the cheapest flight from Cleveland to Winnipeg?

    In the last 3 days, the lowest price for a flight from Cleveland to Winnipeg was $364 for a round-trip ticket.

  • Do I need a passport to fly between Cleveland and Winnipeg?

    Yes

  • Which aircraft models fly most regularly from Cleveland to Winnipeg?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from Cleveland to Winnipeg?

    Star Alliance, and SkyTeam are the airline alliances operating flights between Cleveland and Winnipeg, with Star Alliance being the most commonly used for this route.

  • How does KAYAK find such low prices on flights from Cleveland to Winnipeg?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Cleveland to Winnipeg.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Cleveland to Winnipeg?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Winnipeg from Cleveland is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Cleveland to Winnipeg?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Winnipeg with an airline and back to Cleveland with another airline. Booking your flights between Cleveland and YWG can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Cleveland to Winnipeg?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Winnipeg from Cleveland up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Top airline flying from Cleveland to Winnipeg

 
See real verified KAYAK customer reviews for airlines flying from Cleveland to Winnipeg. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Cleveland to Winnipeg? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.4
United AirlinesOverall score based on 8790 reviews
7.0Entertainment
6.6Food
7.7Boarding
7.3Comfort
8.1Crew
Airline reviews

it was so bad. I tried to board my flight from vancouver to saskatoon. And to my surprise they did not board me cause the flight was changed and no email was send to me. and on my boarding pass which i got from seattle says different flight. I did not knew anyone from Vancouver, air canada crew was rude, i asked for today flight but they were rude and i had early morning dental appointment in saskatoon. I was so much in pain and my whole day is wasted today. and i suffered alot. They did provide me hotel but they did not provide me any food. I am really really disappointed first time had so bad experience with air canada. I may think twice to book it again. If i can get any reply or any composition that would be great. Thanks

2.0 MediocreAnonymous, Jun 2025LAX - SEA
Read more United Airlines reviews

it was so bad. I tried to board my flight from vancouver to saskatoon. And to my surprise they did not board me cause the flight was changed and no email was send to me. and on my boarding pass which i got from seattle says different flight. I did not knew anyone from Vancouver, air canada crew was rude, i asked for today flight but they were rude and i had early morning dental appointment in saskatoon. I was so much in pain and my whole day is wasted today. and i suffered alot. They did provide me hotel but they did not provide me any food. I am really really disappointed first time had so bad experience with air canada. I may think twice to book it again. If i can get any reply or any composition that would be great. Thanks

It was fine, definitely older planes with no charging or anything. There’s no entertainment set up on board, but it is nice that they allow you to access the in flight entertainment from your phone without having to pay for the Wi-Fi and they do offer free texting.

Terrible. Out flight was delayed for 21 (twenty one) hours. United is a joke.

Boarding was mayhem. Late boarding by 15 minutes because of lack of staff (missing 1 flight attendant. We had to wait for an arrival of another plane before we could board). Flight was a little rough, but cannot blame on airlines.

Flight was late as pilot crew had to land at different airport in their previous flight. Passengers boarded and had to wait for pilots inside plane. Series of incomplete and unnecessary announcements by an annoying voice, rather than complete, informative announcements.

Delay and keep changing gates. I have to run around from B to C then to E.

Boarding was a little difficult. The gate area at O'Hare was very small and crowded due to multiple gates in the area. Could not hear the intercom, so had to rely on signage to see when my group was boarding and the signage was blocked by passengers standing in the gate. Flight was great and we arrived in Montreal on time.

My suitcase was completed destroyed. The top part is broken and unusable now.

When I booked it on Kayak it aaid that I wasn't allowed hamd luggage. I called United Airlines and it took them 6 minutes to figure out if I was allowed free hand luggage. Surely something that simple they should be able to tell me instantly.

I do prefer to fly United and have always had excellent service, except for bad weather. Flights are on time and staff is alway curtious and helpful

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

Information on your arrival and departure airports

Cleveland (CLE)
Winnipeg (YWG)

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