YWG - CUN

C$ 289 Find Cheap Flights from Winnipeg to Cancún

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

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

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Winnipeg to Cancún.
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Winnipeg to Cancún.
Travellers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 23% or moreCompare multiple travel sites with one search.

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

Free to useThere are no hidden charges or fees.

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

Flight Deals
Expert advice
Booking Insights
Flight Deals

Cheap Flights from Winnipeg to Cancún (YWG-CUN)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Winnipeg to Cancún 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 Winnipeg to Cancún

Wed, 17 Sep - Fri, 26 Sep
WestJet Logo
4:30 p.m. - 5:07 p.m.YWG-CUN
24h 37m2 stops
WestJet Logo
4:55 p.m. - 11:26 a.m.CUN-YWG
18h 31m2 stops
C$ 510WestJet
Find Deal
Wed, 17 Sep - Tue, 30 Sep
WestJet Logo
8:15 p.m. - 5:07 p.m.YWG-CUN
20h 52m1 stop
WestJet Logo
5:55 p.m. - 9:01 a.m.CUN-YWG
15h 06m1 stop
C$ 512WestJet
Find Deal
Wed, 17 Sep - Fri, 26 Sep
WestJet Logo
8:15 p.m. - 5:07 p.m.YWG-CUN
20h 52m1 stop
WestJet Logo
4:55 p.m. - 5:25 p.m.CUN-YWG
24h 30m2 stops
C$ 517WestJet
Find Deal
Wed, 5 Nov - Mon, 10 Nov
WestJet Logo
8:00 a.m. - 2:02 p.m.YWG-CUN
5h 02mdirect
WestJet Logo
8:20 p.m. - 11:35 a.m.CUN-YWG
16h 15m1 stop
C$ 519WestJet
Find Deal
Sat, 25 Oct - Sat, 1 Nov
WestJet Logo
6:15 p.m. - 11:31 a.m.YWG-CUN
17h 16m2 stops
WestJet Logo
2:05 p.m. - 7:08 p.m.CUN-YWG
5h 03mdirect
C$ 520WestJet
Find Deal
Mon, 1 Dec - Mon, 8 Dec
United Airlines Logo
8:40 a.m. - 2:18 p.m.YWG-CUN
28h 38m1 stop
United Airlines Logo
5:55 p.m. - 11:57 a.m.CUN-YWG
19h 02m2 stops
C$ 523United Airlines
Find Deal
Mon, 1 Dec - Mon, 8 Dec
United Airlines Logo
8:40 a.m. - 2:18 p.m.YWG-CUN
28h 38m1 stop
United Airlines Logo
5:55 p.m. - 11:57 a.m.CUN-YWG
19h 02m2 stops
C$ 524United Airlines
Find Deal
Wed, 5 Nov - Mon, 10 Nov
Air Canada Logo
6:05 p.m. - 7:00 a.m.YWG-CUN
11h 55m1 stop
Air Canada Logo
3:00 p.m. - 12:39 p.m.CUN-YWG
22h 39m2 stops
C$ 534Air Canada
Find Deal
Wed, 5 Nov - Mon, 10 Nov
 Logo
6:00 a.m. - 3:10 p.m.YWG-CUN
8h 10m1 stop
 Logo
5:55 p.m. - 11:13 a.m.CUN-YWG
18h 18m2 stops
C$ 535
Find Deal
Tue, 2 Dec - Tue, 16 Dec
 Logo
5:00 a.m. - 7:05 p.m.YWG-CUN
13h 05m1 stop
 Logo
4:05 p.m. - 8:08 p.m.CUN-YWG
5h 03mdirect
C$ 538
Find Deal
Expert advice

Expert advice for your flight from Winnipeg to Cancún

 
Snippets provided in this section are AI-generated based on a summarisation of KAYAK-commissioned articles. The articles are presented as-is, for general informational purposes only, and may not be up-to-date. The opinions contained in the articles are original to the author and reflect their authentic experience, which may vary significantly from the experience of others.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Airlines
WestJet

Premium cabin offers extra legroom and priority boarding on narrowbody aircraft.


Wi-Fi available for purchase on most flights; download the WestJet app for entertainment.

Read more about WestJetby Stefanie Waldek
Sunwing Airlines

Check-in online 24 hours before to avoid long airport lines.


Elite Plus seats offer 6 extra inches of legroom and priority boarding.

Airports
YWG

Winnipeg Airport's security lines are efficient, with quick-moving lines managed by CATSA, ensuring a smooth departure process.

Read more about YWGby Mark Stachiew
CUN

At CUN, immigration is typically quick, taking 5–15 minutes thanks to automated passport checks, easing your arrival process.

Read more about CUNby Brandon Schultz
Our travel experts
Stefanie Waldek

Stefanie Waldek

Expert on WestJet

Stefanie Waldek

Stefanie Waldek

Stefanie Waldek is a freelance space, travel, and design writer based in Saratoga Springs, NY. Her words have appeared in Space.com, Travel + Leisure, Condé Nast Traveler, Architectural Digest, and House Beautiful, among other publications. An expert in aviation and expedition cruising, Stefanie is frequently up in the air or on the sea, likely en route to Antarctica or the Arctic.

Read more
Mark Stachiew

Mark Stachiew

Expert on Sunwing Airlines and YWG

Mark Stachiew

Mark Stachiew

Mark Stachiew has been exploring the world and writing about it for more than 30 years. His travel stories have appeared in numerous newspapers, magazines and online publications in Canada, the United States and beyond.

Read more
Brandon Schultz

Brandon Schultz

Expert on CUN

Brandon Schultz

Brandon Schultz

Brandon travels every week and makes friends with stray cats wherever he goes. Dogs, too... he once brought one home to the US from the Amalfi Coast. He’s written 6 books, visited 6 continents (still waiting on Antarctica), and would eat ice cream 6 times a day if he could. He lives in Brooklyn, New York, with his partner and three cats.

Read more
Booking Insights

KAYAK's insights & trends for Winnipeg to Cancún flights

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

What is the cheapest month to fly from Winnipeg to Cancún?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Winnipeg to Cancún, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Winnipeg to Cancún is November, where tickets cost C$ 573 (return) on average. On the other hand, the most expensive months are February and December, where the average cost of round-trip tickets is C$ 946 and C$ 847 respectively.

Can I save money by flying with a layover from Winnipeg to Cancún?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 2 stops layover the cheapest option at C$ 1,205 on average.

How far in advance should I book a flight from Winnipeg to Cancún?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Winnipeg to Cancún, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Winnipeg to Cancún, you should book around 2 weeks before departure, which saves you about 8% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 16 weeks before departure.

Good to know

Low seasonMay
Cheapest flightC$ 289
Best time to beat the crowds but there is an average 4% increase in price.
Most popular time to fly (10% more expensive on average)
Flight from Winnipeg to Cancun

When to book flights from Winnipeg to Cancún

Are your dates flexible? Find out the best times to travel from Winnipeg to Cancún 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 Winnipeg to Cancun

  • What are some transportation choices to get from Cancun International Airport (CUN) to the center of Cancun?

    Passengers that would prefer to utilize public transportation to make this trip can travel on buses provided by ADO that can make the trip to the Cancun Bus Station in about 35 minutes, with buses departing the airport every 30 minutes or so. There are also plenty of taxi services available at this airport they can make the trip in a minimum of about 21 minutes.

  • Are there any hotels that are close to the Cancun International Airport?

    One of the great features of this airport is that it has a hotel right adjacent to the airport property. The Hilton Garden Inn Cancun Airport is only about a five-minute drive away from Terminal Two, or if passengers prefer, they can walk to this hotel in about 15 minutes after their flight.

  • What other destinations in Mexico are well served by a flight to Cancun International Airport (CUN)?

    Three of the most popular destinations in this part of Mexico that passengers will utilize the airport for include the island of Cozumel, the city of Playa Del Carmen, and Isla Mujeres. Passengers will find abundant ground transportation options from the airport directly to all of these locations or to ferry services that can take them to island locations.

  • If I am a parent that is traveling with children from Winnipeg James Armstrong Richardson International Airport, what should I know about this airport?

    One of the great features of this airport for parents and their children is that the airport offers two separate play areas inside of the terminal, with one on the Arrivals Level adjacent to Door Three and then another one in the Transborder Hold Room in between Gates Two and Three.

  • What is the cheapest flight from Winnipeg to Cancún?

    In the last 3 days, the lowest price for a flight from Winnipeg to Cancún was C$ 208 for a one-way ticket and C$ 368 for a round-trip.

  • Which airports will I be using when flying from Winnipeg to Cancun?

    When flying out of Winnipeg you will be using Winnipeg. You will be landing at Cancun, also known as Cancun.

  • Which airlines offer Wi-Fi service onboard planes from Winnipeg to Cancun?

    Only Air Canada offers inflight Wi-Fi service on the Winnipeg to Cancun flight route.

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

    The Boeing 737-800 Passenger/BBJ2 (winglets) is the aircraft model that flies most regularly on the Winnipeg to Cancun flight route.

  • Which airline alliances offer flights from Winnipeg to Cancun?

    Star Alliance is the only airline alliance operating flights between Winnipeg and Cancun.

  • Which is the best airline for flights from Winnipeg to Cancún, Delta or Air Transat?

    The two airlines most popular with KAYAK users for flights from Winnipeg to Cancún are Delta and Air Transat. With an average price for the route of C$ 918 and an overall rating of 7.9, Delta is the most popular choice. Air Transat is also a great choice for the route, with an average price of C$ 679 and an overall rating of 7.7.

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

    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 Winnipeg to Cancun.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Cancun from Winnipeg 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 Winnipeg to Cancun?

    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 Cancun with an airline and back to Winnipeg with another airline.

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

    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 Cancun from Winnipeg up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from Winnipeg to Cancún

  • Looking for a cheap flight? 25% of our users found flights on this route for C$ 324 or less one-way and C$ 656 or less round-trip.
  • A quite convenient way to travel from Downtown Winnipeg to the Winnipeg James Armstrong Richardson International Airport (YWG) without having to drive yourself is to travel on the Line 15 bus provided by Winnipeg Transit that makes this trip in about 20 minutes, with buses departing every 20 minutes or so.
  • If you are looking for one of the cheapest ways you can travel from Winnipeg to Cancun, one option is to travel on two-stop flights provided by WestJet that have layovers at Calgary International Airport (YYC) and Vancouver International Airport (YVR).
  • Travelers who plan on flying aboard Air Canada on the trip from Winnipeg to Cancun can find a great place to wait for their flight inside of the Air Canada Maple Leaf lounge that travelers can find in the main terminal building just past the security checkpoints. This lounge offers a wealth of comfortable seeing options plus entertainment and food and beverage choices.
  • Travelers looking for a cost-effective way to fly on Air Canada from Winnipeg to Cancun should consider one of the one-stop flight options this airline offers that has a layover at Montréal-Pierre Elliott Trudeau International Airport (YUL) or Toronto Pearson International Airport (YYZ).
  • Passengers who plan on driving their own car to the Winnipeg James Armstrong Richardson International Airport can utilize the utmost in parking convenience when they avail themselves of this airport's Valet and Away parking zone. Not only is this a convenient way to park your vehicle, but travelers that use the service also receive priority line access at pre-board screening.

Prefer to fly direct from Winnipeg to Cancun?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Winnipeg to Cancun.
Find which airlines fly direct from Winnipeg Airport to Cancun Airport, which days they fly and book direct flights.

Direct departures

Winnipeg to Cancun

Monday

WestJet

WestJet

Wednesday

WestJet

WestJet

Saturday

Air Canada,WestJet

Air Canada,WestJet

Sunday

Air Canada,WestJet

Air Canada,WestJet

See more nonstop flights

Direct returns

Cancun to Winnipeg

Monday

WestJet

WestJet

Wednesday

WestJet

WestJet

Saturday

Air Canada,WestJet

Air Canada,WestJet

Sunday

Air Canada,WestJet

Air Canada,WestJet

See more nonstop flights

Reviews of the top 5 airlines flying from Winnipeg to Cancún

 
See real verified KAYAK customer reviews for airlines flying from Winnipeg to Cancún. 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 Winnipeg to Cancún? 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.
7.7
Air TransatOverall score based on 430 reviews
8.5Crew
7.3Comfort
7.0Entertainment
7.9Boarding
6.8Food
Airline reviews

It’s ok just the boarding point is far too far

8.0 ExcellentAnonymous, Aug 2025YYZ - YYT
Read more Air Transat reviews

It’s ok just the boarding point is far too far

Check in slow even though completed online check in, there was no bag drop available so had to query for 90mins as only 2 staff on desks.

Flying to a far away destination is a miracle in itself, so please take these with a grain of salt. The seats are a bit tired, and need a freshen up. The entertainment could be a bit newer, especially with all services available now. The food really is where we need help. But again, flying is a privilege, so all is good.

Not so much porter it's your site! Not good

They are a sister company with Air Transat and the two companies do not work well together. If you have any issues the two companies will blame each other and you will miss your flights. The help line does not help

Never book through a third party. Book through Air transats website. Terrible process to get help and many issues happen with them and sister companies because half the flights you book with them aren’t even through air transat.

The plane was pretty full, and we dis not have any includes meal for our 4h30 flight? And on-board entertainment wasn't available, there was no TV or plugging to charger your device on the plane. They told us to download an app if we wanted to watch movies but it never connected, that was a disappointment, the r we st was very good though and the crew were really nice!

Seats were very tight especially for first leg of trip.

Not necessarily a Transat issue but it took 2 hours to go through immigration. Tried to reach out to Transat for resolution but was unable to reach an agent.

The flight was excellent, once it started, however we were delayed two hours when the first plane’s engines wouldn’t start. They found another identical plane and transferred us and our luggage in under two hours and made up almost an hour in the air.

The experience was great, the crew was very polite and hospitable. I will definitely make if my go to airlines.

Staff was rude. Didn’t give water for 2 hours. Worst service

It was all good flight was on time, service was good I enjoyed a few movies and everything was smooth

Efficient, calm when things were delayed and kept us regularly informed of what was happening.

Airbus plane, nice and polite staff, entertainment even as it was a short flight.

Breakfast was not loaded at SFO due to catering company change. Seems like a major airline at a major hub would have thought of something else or warned passengers to pick up food before boarding a 3 hour flight.

Very nice and clean plane. Transit time between flights was tight though

Our flights got changed from United to Air Canada and our purchased seats did not get transferred so we had to pay for seats twice. I brought it up with Air Canada and they stated I had to go back and chase it with United. The united seats were $21 Canadian each and Air Canada were $56 each so we have paid $77 for each seat. Very unhappy

So far so good but food and entertainment are not available for this flight

They switched out gate from terminal 1 to terminal two ten minutes before boarding. So we had to make a 20 min crazy fast walk to a different terminal. Then we boarded the plane and waited for over 40 minutes until push back. Brutal

A little better seat cushions would be appreciated. Crews were all good.

The process and flight were both smooth and trouble free

The keg from Edmonton to Toronto My wife found it very cold. Other than that great flight.

Delays and missed connections were very hard the crew were wonderful but 1 1/2 hours late from Abbotsford to a 4 hour wait in Calgary was too much. I am 79 years old and I didn’t get to my destination until after 1 in the morning. They could have offered a seat in the lounge or a meal. I was very disappointed in the treatment

No dogs! Can we have no dogs in the cabin? Why was there a yappy little dog behind me? Lucky I had ear plugs. Sorry for others without

Flight delayed 3 hours, missed my connection in Atlanta. Instead of getting to Savannah at 6PM arrived after 10:00PM Middle seat, couldn't get isle or window, couldn't book my seats in advance, had to book at the gate. That's a 1st for me and I used to travel a lot

my carry-on bag was delayed and I did not receive it until the day of my return at the airport. This delay caused me significant inconvenience, as I did not have access to my personal belongings for the duration of my trip. I had expected to rely on my carry-on items, and being without them negatively impacted my travel experience.

everything was fine expect massive delays - not the airline’s fault

Technology issues at the bag-check counter caused a delay, and we were unable to check out our bags, ultimately missing our flight. They offered no assistance other than telling us to book another flight out of Calgary. We arrived with plenty of time; if there hadn't been an issue with the kiosk and the length of the lines due to the technical issues, we could have made it home.

In spite of purchasing premium, I felt it was perhaps the most uncomfortable seat I have flown in. The base was either broken or poorly made and had no support. Even placing pillows and blankets on the seat (1D aisle) didn’t help. It made for a long and mostly sleepless six hour flight. Crew also were very loudly talking to each other through the night making it very hard to sleep. It was purchased for the price, so I get the risk, but was not impressed.

What a silly survey to send - all AC flights were cancelled due to the strike so of course we did not fly yesterday

The flight was cancelled, which led me to cancel my entire trip

Flight was cancelled last minute. Had to scramble and purchase a $2000 flight through a separate airlines. Stuck in Toronto two extra days. Missed my first two days on a new job. Had to rent a car for an additional two days. Scrambled to fins a place to live those extra two days. Spent a ton of extra money and lost a lot of money, as well as made a poor impression at work. Difficult difficult difficult

Terrible, return flight was cancelled a night before the flight was scheduled to depart and I was notified by an email and an automated message on their phone line. I’ll never book Air Canada again

Could not understand what the attendant was saying during his announcements.

Due to the strike by AC flight attendants, my flight was cancelled. Very disappointing! A refund is being processed. This was not a Kayak issue. I will be sure to come back to Kayak in the future.

The WiFi was down the whole flight, a flight that had no on board of any kind

Terrible, it’s a mess with the strike. Couldn’t do the Smithers flight because my flight to Vanvouver was cancelled and there is no customer service help to get refund or help

They canceled my flight, I had to rent a car, drive 14 hours. They tell to go on line for a refund, but only offer $24 for a $210 flight and you can’t get hold of anybody by phone and no help from staff at the airport.

They went on strike before time and screwed us big time. Which is not fair. We respect their planned strike but why they went on strike ahead of time ??? Poor garbage management

Confortable plane. Clean modern No frills. Competent crew. On time

Not good. The planes are old, no food for a 5 hour + flight (unless you pay), paid for a carry-on, had to take a bus to board the plane - so far from the actual airport, waited 60 minutes after the flight landed to receive our luggage, no entertainment in the plane, no charging available, boarding passes error message for everyone trying to add to Apple Wallet. Probably my worst experience on a flight.

It's good value for the price. Snacks are available for a price but there is no meal. The flight was aboutr 40 mn late leaving, and the gate was not ready for the plaine in Ottawa. That took an extra 15 mn once landed. You can use the express NEXUS line at Customs in Ottawa if you have a NEXUS card. I thought it was worth paying an extra $50 for extra leg room on the flight.

Good flight and all but airlines are now moving away from providing anything as part of the flight which was previously included, ie in flight entertainment service or snacks.

The real problem with Sunwing is that they are totally undependable. Plane was supposed to heave at 8:20 pm from Varadero to Toronto. Instead because of delays on their part, finally left at 2:30 AM Same thing happened a few days back to my family whereby they were delayed one full day. Throughout the process, no one told them anything. They found out by accident from another passenger after waiting a few hours in the hotel all for nothing Same thing happened with my daughter and husband last year with delays which caused them to miss two days of s much needed 7 days break to Aruba No matter what the cost, I will nit fly Sunwing again and also encourage friends and values to never fly this hihh highly problematic airline

Edreams did not pay the airline and I had to buy another ticket to be able to travel and they still have not refunded my money

Why do I have to pay $20 to leave the airport? Why do I have to pay $25 for the carry on? This was my worst travelling experiences ever. This was my second time and my last time

Minimal service (no entertainment or snack) as advertised, so be prepared. Very friendly flight crew and staff. Excellent service all around

Most standard features are now to be paid as extra

I bought a 1-way ticket from Punta Cana home to Canada, surprise, when I got to the lineup at the airport Sunwing charges a 20 USD airport tax separately. I was told I should have known, though it is the only airline in the terminal that charges it (separately, USD only, no cards or local currency accepted). ATMs at the airport out of service, nowhere to purchase USD on-site. Local banks do not sell you USD if you don't have an account with them... Eventually I found a taxi driver to buy the currency from. Luckily I speak Spanish and am comfortable in the country on my own. I was able to find a solution as the Nexus greeter for Sunwing offered no help. Other Sunwing team members and flight crew I met later were much more helpful when I could not complete self-check-in (flying with carry-on only) as all the seats were locked and apparently could only be assigned at the desk (despite the greeter telling me to use the self-check-in).

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

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.