CLE - YWG

$76 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 10/25. 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
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 22% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Flight Deals
Booking Insights
Flight 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, Oct 31 - Sun, Nov 9
 Logo
7:51 pm - 12:41 amCLE-YWG
29h 50m2 stops
 Logo
7:30 am - 12:22 pmYWG-CLE
27h 52m1 stop
Fri, Oct 24 - Fri, Oct 31
 Logo
7:39 pm - 5:40 pmCLE-YWG
23h 01m2 stops
 Logo
7:30 am - 12:54 amYWG-CLE
16h 24m1 stop
Tue, Mar 10 - Wed, Mar 11
Air Canada Logo
6:15 pm - 11:44 pmCLE-YWG
6h 29m1 stop
Air Canada Logo
11:05 am - 5:36 pmYWG-CLE
5h 31m1 stop
$671Air Canada
Find Deal
Tue, Mar 10 - Wed, Mar 11
Delta Logo
7:00 am - 11:43 amCLE-YWG
5h 43m1 stop
Delta Logo
12:40 pm - 12:37 amYWG-CLE
10h 57m2 stops
$716Delta
Find Deal
Wed, Feb 18 - Tue, Feb 24
United Airlines Logo
8:30 am - 11:39 amCLE-YWG
28h 09m2 stops
United Airlines Logo
5:30 am - 8:43 pmYWG-CLE
14h 13m2 stops
$729United Airlines
Find Deal
Tue, Mar 10 - Wed, Mar 11
Air Canada Logo
6:00 am - 4:35 pmCLE-YWG
11h 35m2 stops
Air Canada Logo
11:05 am - 5:36 pmYWG-CLE
5h 31m1 stop
$749Air Canada
Find Deal
Sat, Oct 25 - Sat, Nov 1
United Airlines Logo
2:21 pm - 10:33 pmCLE-YWG
9h 12m1 stop
United Airlines Logo
8:40 am - 10:30 pmYWG-CLE
12h 50m1 stop
$757United Airlines
Find Deal
Wed, Feb 18 - Tue, Feb 24
Delta Logo
11:00 am - 5:00 pmCLE-YWG
7h 00m1 stop
Delta Logo
12:40 pm - 11:04 pmYWG-CLE
9h 24m1 stop
$771Delta
Find Deal
Mon, Jan 19 - Mon, Jan 26
WestJet Logo
6:00 am - 7:12 pmCLE-YWG
14h 12m2 stops
WestJet Logo
6:45 am - 4:38 pmYWG-CLE
8h 53m2 stops
$811WestJet
Find Deal
Tue, Mar 10 - Wed, Mar 11
WestJet Logo
6:15 am - 7:09 pmCLE-YWG
13h 54m2 stops
WestJet Logo
12:55 pm - 11:03 amYWG-CLE
21h 08m2 stops
$853WestJet
Find Deal

Everything you should know

Top airlines
Air Canada
Cheapest • from $671 (round-trip)
United Airlines
Best reviews • 7.4 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Cheapest round-trip
$270
Multiple Airlines
Fri 10/31Sun 11/9
CLE - YWG • 2 stops
Cheapest one-way
$76
Multiple Airlines
Sat 10/25
CLE - YWG • 1 stop
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Winnipeg!
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.

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

Cheapest flight$76
Most popular time to fly and prices are also 1% lower on average.
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 $76 for a one-way ticket and $270 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 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.

Reviews of the 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 8937 reviews
7.7Boarding
7.1Entertainment
6.6Food
8.1Crew
7.3Comfort
Airline reviews

IAD with the archaic people movers is just a place to be avoided.

10.0 ExcellentThomas, Aug 2025CMH - IAD
Read more United Airlines reviews

IAD with the archaic people movers is just a place to be avoided.

I had no checked baggage but was required to hand over carry on baggage at the door of the plane. There was a lot of overboard space in the plane and I was one of the last ones. I ran to get my carry on but it was gone. I was given back at the plane door in Toronto, so the wait was not as long as it would have been at the carousel.

We had a layover from YVR to Denver. We bought 4 bottles of Absolut Vodka at the YVR Duty Free for $116.20, after going through security and American Customs Pre Clearance at YVR, Vancouver. When we landed in Denver, United put us behind the American Customs as well as TSA again for some reason. We were forced to go through American Customs and TSA again. TSA confiscated our rightfully owned Duty Free Absolut Vodka bottles. Because United incorrectly forced our flight behind American border and TSA again, we missed the connecting flight. After United put us on a later flight, we eventually arrived in Chicago very late, with hardly any sleep. I am looking for compensation from United for our incorrectly confiscated Absolut Vodka bottles worth $116.20, as well as compensation for incorrectly putting us behind American Customs and TSA again, causing us to miss our connecting flight, making us arrive extremely late in Chicago.

From the first moment you interact with United Airlines, you can expect nothing less but extreme frustration. The baggage handler at the bag drop seems completely unbothered by the presence of customers waiting in line. No help was extended to load the baggage whatsoever. And if any of your bags is overweight by 0.01 pound they will make you re-distribute everything in your suitcase just to play power trip. When it was time to board no help was extended to customers to locate their seats. Moreover. It was a chaotic mess at the gate when it was unclear who should board first and everyone just bunched up, trying to get on the plane. I am sure the crew was doing their best to perform their jobs while being paid their wages however it shouldn’t be that hard to smile once or twice when you’re in the business if serving customers. It is a shame for the United States of America to have a flagship carrier of such low caliber. Our flight was also delayed by about an hour and a half due to further delays prior to our inbound flight. Being someone who has travelled for both business and leisure in Asia, Europe, and South America I have never experienced such poor quality of service.

The pilots were late and it made us 1 hour late. The meat was tough and bok choy was also tough.

the delay for 3 hours was understandable due to weather conditions but the flight should’ve provided some on flight compensations or at least provide more 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.

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

Information on your arrival and departure airports

Not what you’re looking for? Find thousands of other hotels, flights, car rentals and package deals with KAYAK.