CLE - YWG

$100 Find Cheap Flights from Cleveland to Winnipeg

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Cleveland to Winnipeg departing on 9/17. 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

Fri, Sep 5 - Mon, Sep 8
 Logo
5:30 am - 4:22 pmCLE-YWG
11h 52m1 stop
 Logo
9:05 pm - 12:35 pmYWG-CLE
14h 30m2 stops
Fri, Sep 5 - Sun, Sep 7
 Logo
5:30 am - 4:22 pmCLE-YWG
11h 52m1 stop
 Logo
9:05 pm - 7:06 pmYWG-CLE
21h 01m2 stops
Fri, Aug 8 - Tue, Sep 16
 Logo
5:30 am - 4:23 pmCLE-YWG
11h 53m1 stop
 Logo
9:05 pm - 12:35 pmYWG-CLE
14h 30m2 stops
Fri, Sep 5 - Mon, Sep 8
United Airlines Logo
8:00 pm - 3:31 pmCLE-YWG
20h 31m2 stops
United Airlines Logo
7:00 am - 11:44 pmYWG-CLE
15h 44m2 stops
$616United Airlines
Find Deal
Wed, Aug 27 - Wed, Sep 3
United Airlines Logo
7:00 am - 3:31 pmCLE-YWG
9h 31m1 stop
United Airlines Logo
2:20 pm - 2:08 pmYWG-CLE
22h 48m2 stops
$646United Airlines
Find Deal
Fri, Sep 5 - Sun, Sep 7
Delta Logo
2:12 pm - 11:27 pmCLE-YWG
10h 15m2 stops
Delta Logo
5:41 pm - 12:31 amYWG-CLE
5h 50m1 stop
$666Delta
Find Deal
Sat, Oct 4 - Sat, Oct 11
United Airlines Logo
2:21 pm - 10:33 pmCLE-YWG
9h 12m1 stop
United Airlines Logo
2:20 pm - 11:58 pmYWG-CLE
8h 38m1 stop
$673United Airlines
Find Deal
Sat, Oct 4 - Sat, Oct 11
United Airlines Logo
7:00 am - 5:45 pmCLE-YWG
11h 45m2 stops
United Airlines Logo
2:20 pm - 11:58 pmYWG-CLE
8h 38m1 stop
$684United Airlines
Find Deal
Fri, Sep 5 - Sun, Sep 7
Delta Logo
7:05 am - 4:22 pmCLE-YWG
10h 17m1 stop
Delta Logo
5:41 pm - 12:31 amYWG-CLE
5h 50m1 stop
$690Delta
Find Deal
Sat, Aug 9 - Fri, Sep 19
Delta Logo
8:20 am - 11:25 pmCLE-YWG
16h 05m2 stops
Delta Logo
9:00 am - 10:10 pmYWG-CLE
12h 10m1 stop
$746Delta
Find Deal
Booking Insights

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.

How much is a round-trip flight from Cleveland to Winnipeg?

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.

Good to know

Low seasonOctober
Cheapest flight$100
Best time to beat the crowds with an average 19% drop in price.
Most popular time to fly with an average 2% 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 $100 for a one-way ticket and $347 for a round-trip.

  • 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 SkyTeam being the most commonly used for this route.

  • Which is the best airline for flights from Cleveland to Winnipeg, Delta or United Airlines?

    The two airlines most popular with KAYAK users for flights from Cleveland to Winnipeg are Delta and United Airlines. With an average price for the route of $753 and an overall rating of 8.0, Delta is the most popular choice. United Airlines is also a great choice for the route, with an average price of $806 and an overall rating of 7.4.

  • 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.

Reviews of the top airlines 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.
8.0
DeltaOverall score based on 7977 reviews
8.2Boarding
7.9Comfort
7.3Food
8.5Crew
7.9Entertainment
Airline reviews

Delayed and took off even later than the scheduled delay time

8.0 ExcellentAnonymous, Jul 2025DTW - SEA
Read more Delta reviews

Delayed and took off even later than the scheduled delay time

For a 69 year old with health problems I had the worse experience, no wheelchair when I entered a lady told me to sit and wait while a gentleman told me I had to walk to the Delta station, which I did. I had a carry on and a bag, and I was traveling with my service dog, which was on his carrier and the lady charged me for my carry on luggage, beside all the waiting cause of the delay, I had to walk to get my luggage cause no wheelchair showed up, I am so disappointed. I will get in touch with the company. I got home at 3:00 am, not good for my health situation.

Only issue was with seating. The economy fare we purchased did say there was no guarantee the three people in our party would be seated together, and we were not. At the gate, the agent told us more specifically, the fare we purchased meant we would be seated in middle seats only. This should just be made more obvious.

Great experience on Delta. Staff from baggage check to flight attendants were very courteous and professional. My only issue was a personal preference for pretzels instead of the chips and cookies that were offered.

There was no problems, just a little uncomfortable with seats that do not lay back a little

Always good but we must do something about people in rows ahead of you that don't put their seats back up when they are suppose to. And It's rough to not be able to even lean over to get something out of my purse.

Flight was delayed, 30+ bags had to be gate checked. Crew were very friendly!

Everything was good until we were boarding our connection flight in Atlanta, we were told to gate check our carry-on, but when we got inside the plane, there was plenty of room in the overhead.

Did not know my son and I had different seating arrangements. He was fine, but it was disappointing.

Flight was canceled, and no effort was made to help with rebooking, no hotel vouchers, no car transportation and minimal food voucher and most places for food were closed by the time the voucher was given. Waited for 3 hours for bags. Simply the worst travel experience I have ever had

Weather delay in Chicago?. No sense of urgency to make connection in Chicago for our connecting flight that wasn't delayed. Connection was missed.

Flight was actually on Air Canada. The flight itself was fine. Nothing special. Food was pretty pathetic except for cookies. They offered plenty of food and drinks but just wasn't very good. Even for airline food.

Boarding experience was smooth. Flight attendants were friendly and helpful. Entertainment system on the Houston-Edmonton flight did not function for passengers on the left side of the aisle. On the bird's eye flight from Quito to Houston, they should not serve a meal. No one needs to eat after midnight and it is disturbing for those passengers trying to sleep.

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

We were delayed in Toronto on the tarmac for THREE hours with no clear indication as to why except that it was not a safety hazard. Pilot did apologize more than once but even he was unable to explain why exactly we were delayed. I overheard the stewards saying that the captain was very frustrated with the situation as well because he was not able to explain why except it had something to do with water supply or system on the aircraft and now we needed to wait for an engineer to approve the aircraft for flight. It was very frustrating and distressing as a passenger and we should have been given complimentary meals at the very least.

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

Information on your arrival and departure airports

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