CLE - YWG

$139 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 3/9. 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, 0 bags

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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Everything you should know

Cheapest round-trip
$413
Multiple Airlines
Mon 3/9Fri 3/13
CLE - YWG • 2 stops
Cheapest one-way
Multiple Airlines
Thu 2/5
CLE - YWG • multi-stop
Top airlines
WestJet
Cheapest • from $709 (round-trip)
United Airlines
Best reviews • 7.4 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
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KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Winnipeg!
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

Mon, Mar 9 - Fri, Mar 13
Multiple Airlines Logo
11:40 am - 11:32 am
CLE
-
YWG
24h 52m
2 stops
Multiple Airlines Logo
7:30 am - 10:40 am
YWG
-
CLE
26h 10m
1 stop
$413Multiple Airlines
Fri, Mar 6 - Fri, Mar 13
Multiple Airlines Logo
5:30 am - 12:40 am
CLE
-
YWG
20h 10m
2 stops
Multiple Airlines Logo
7:30 am - 11:11 pm
YWG
-
CLE
14h 41m
1 stop
$430Multiple Airlines
Fri, Mar 6 - Fri, Mar 13
Multiple Airlines Logo
5:30 am - 3:09 pm
CLE
-
YWG
10h 39m
1 stop
Multiple Airlines Logo
7:30 am - 11:11 pm
YWG
-
CLE
14h 41m
1 stop
$431Multiple Airlines
Mon, Mar 9 - Fri, Mar 13
Multiple Airlines Logo
7:30 am - 12:36 am
CLE
-
YWG
18h 06m
1 stop
Multiple Airlines Logo
7:30 am - 10:40 am
YWG
-
CLE
26h 10m
1 stop
$497Multiple Airlines
Fri, Mar 6 - Fri, Mar 13
Multiple Airlines Logo
5:30 am - 12:40 am
CLE
-
YWG
20h 10m
2 stops
Multiple Airlines Logo
7:30 am - 1:42 am
YWG
-
CLE
17h 12m
2 stops
$561Multiple Airlines
Sun, Mar 22 - Sun, Mar 29
Multiple Airlines Logo
5:30 am - 3:09 pm
CLE
-
YWG
10h 39m
1 stop
Multiple Airlines Logo
7:30 am - 7:42 am
YWG
-
CLE
47h 12m
2 stops
$567Multiple Airlines
Sun, Mar 22 - Sun, Mar 29
Multiple Airlines Logo
5:30 am - 3:09 pm
CLE
-
YWG
10h 39m
1 stop
Multiple Airlines Logo
7:30 am - 10:40 am
YWG
-
CLE
26h 10m
1 stop
$583Multiple Airlines
Thu, Jul 30 - Fri, Aug 7
WestJet Logo
7:00 am - 11:00 pm
CLE
-
YWG
17h 00m
2 stops
WestJet Logo
6:30 am - 7:20 pm
YWG
-
CLE
11h 50m
2 stops
$709WestJet
Sat, Jun 27 - Thu, Jul 2
WestJet Logo
11:00 am - 3:23 pm
CLE
-
YWG
5h 23m
1 stop
WestJet Logo
4:09 pm - 10:54 pm
YWG
-
CLE
5h 45m
1 stop
$721WestJet
Thu, Jul 30 - Fri, Aug 7
Air Canada Logo
2:45 pm - 9:19 pm
CLE
-
YWG
7h 34m
1 stop
Air Canada Logo
10:55 am - 6:23 pm
YWG
-
CLE
6h 28m
1 stop
$722Air Canada
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 is the most popular layover airport when flying from Cleveland to Winnipeg?

Percentage of 1-stop round-trip flights from Cleveland to Winnipeg chosen by KAYAK users via each layover airport in the last 12 months (only includes trips with the same layover airport on both legs).

Minneapolis (MSP) is the top choice – 44% of KAYAK users who clicked on 1-stop flights from Cleveland to Winnipeg picked an itinerary connecting there.

What is the cheapest layover airport when flying from Cleveland to Winnipeg?

Average round-trip price for 1-stop flights from Cleveland to Winnipeg clicked by KAYAK users in the last 12 months (only includes trips with the same layover airport on both legs).

Flights via Denver (DEN) offer the most affordable fares, with an average round-trip price of $771.

Which layover airport offers the shortest total travel time from Cleveland to Winnipeg?

Shortest average total travel time for 1-stop one-way flights from Cleveland to Winnipeg via different layover airports, based on KAYAK user data from the last 12 months.

Consider flying via Minneapolis (MSP) for the shortest journey. The average one-way travel time for flights connecting there is 5h 10m.

Which layover airport has the quickest connection when flying from Cleveland to Winnipeg?

Average layover duration at different layover airports for 1-stop one-way flights from Cleveland to Winnipeg, based on KAYAK user data from the last 12 months.

If you prefer a quick connection, Minneapolis (MSP) often has the shortest layovers from Cleveland to Winnipeg, with an average of 1h 11m.

Good to know

Cheapest flight$413
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 $413 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 is the only airline alliance operating flights between Cleveland and Winnipeg.

  • 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.

  • Which airlines provide the cheapest flights from Cleveland to Winnipeg?

    In the past 3 days, the cheapest round-trip tickets from Cleveland to Winnipeg were found on WestJet ($709) and Air Canada ($722).

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 9240 reviews
8.1Crew
7.3Comfort
7.1Entertainment
7.7Boarding
6.6Food
Airline reviews

Teeny tiny bathrooms, crew was not realistic about when we'd arrive.

4.0 OkayWalter, Jan 2026
CLE - SFO
Read more United Airlines reviews

Teeny tiny bathrooms, crew was not realistic about when we'd arrive.

Not United Airlines' fault. It's ORL airport's fault.

United overall experience is great these days. Airport experience was very organized. Staff on flight were great. App and information as good as it gets.

Very bad! They kept delaying my flight and wouldn’t do anything about it

Very nice flight love the small aircraft. We had a wonderful flight attendant. Nice to see someone that really enjoys her job. Don't have her name but had a southern accent.

Seats in waiting area and on plane hard as rock. Fast internet on the flight was great! Crew was kind.

Not the fault of United—weather, reroute around weather, time sitting on tarmac, arrived couple hours late, too late for train into city necessitating a much pricier cab but weather…can’t be helped.

Flight was good but there are way to many announcements for credit cards etc.

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.

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

Information on your arrival and departure airports