YWG - CUN

$216 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 9/1. 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, 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 Winnipeg to Cancún, as well as popular online travel agencies
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Flights 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

Mon, Dec 1 - Mon, Dec 8
Porter Airlines Logo
5:00 am - 4:55 pmYWG-CUN
10h 55m1 stop
Porter Airlines Logo
5:55 pm - 6:04 pmCUN-YWG
25h 09m2 stops
$322Porter Airlines
Find Deal
Mon, Dec 1 - Mon, Dec 8
Porter Airlines Logo
5:00 am - 4:55 pmYWG-CUN
10h 55m1 stop
Porter Airlines Logo
5:55 pm - 10:55 amCUN-YWG
18h 00m1 stop
$328Porter Airlines
Find Deal
Mon, Dec 1 - Mon, Dec 8
 Logo
5:00 am - 4:55 pmYWG-CUN
10h 55m1 stop
 Logo
5:55 pm - 10:55 amCUN-YWG
18h 00m1 stop
Fri, Dec 5 - Mon, Dec 15
WestJet Logo
8:00 am - 2:02 pmYWG-CUN
5h 02mnonstop
WestJet Logo
8:45 pm - 9:02 pmCUN-YWG
25h 17m2 stops
$360WestJet
Find Deal
Mon, Dec 1 - Mon, Dec 8
 Logo
9:00 pm - 6:32 pmYWG-CUN
20h 32m2 stops
 Logo
5:55 pm - 6:04 pmCUN-YWG
25h 09m2 stops
Fri, Dec 5 - Mon, Dec 15
WestJet Logo
8:00 am - 2:02 pmYWG-CUN
5h 02mnonstop
WestJet Logo
5:05 pm - 1:52 pmCUN-YWG
21h 47m1 stop
$366WestJet
Find Deal
Thu, Sep 11 - Thu, Sep 18
United Airlines Logo
7:00 am - 2:28 pmYWG-CUN
7h 28m1 stop
United Airlines Logo
12:20 pm - 10:33 pmCUN-YWG
10h 13m1 stop
$391United Airlines
Find Deal
Sun, Sep 14 - Sat, Sep 20
United Airlines Logo
7:00 am - 2:28 pmYWG-CUN
7h 28m1 stop
United Airlines Logo
3:38 pm - 3:31 pmCUN-YWG
23h 53m1 stop
$420United Airlines
Find Deal
Thu, Jan 8 - Thu, Feb 5
Air Transat Logo
5:00 am - 7:10 pmYWG-CUN
13h 10m1 stop
Air Transat Logo
11:55 am - 10:45 amCUN-YWG
23h 50m1 stop
$473Air Transat
Find Deal
Thu, Sep 11 - Tue, Sep 23
Air Transat Logo
7:00 pm - 10:05 amYWG-CUN
15h 05m1 stop
Air Transat Logo
11:15 am - 11:20 amCUN-YWG
24h 05m1 stop
$491Air Transat
Find Deal
Expert advice

Expert advice for your flight from Winnipeg to Cancún

 
Snippets provided in this section are AI-generated based on a summarization 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 Schultz is an award-winning food and travel writer based in New York City. His work has appeared in Forbes, AAA, Thrillist, Travel + Leisure, and The Daily Meal, among many others, and he is the author of 6 books, including 3 cookbooks.

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 April, where tickets cost $427 (return) on average. On the other hand, the most expensive months are February and December, where the average cost of round-trip tickets is $678 and $614 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.

No, with an average price for the route of $841, prices are generally cheapest when you fly direct.

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. For the absolute cheapest price, our data suggests you should book 10 weeks before departure.

Good to know

Low seasonSeptember
High seasonJanuary
Cheapest flight$216
Best time to beat the crowds with an average 12% drop in price.
Most popular time to fly with an average 9% increase in price.
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 $216 for a one-way ticket and $322 for a round-trip.

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

    Yes, you'll most likely have to show a valid passport before boarding the plane in Winnipeg and on arrival in Cancun.

  • 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?

    Air Canada, and WestJet offer inflight Wi-Fi service on the Winnipeg to Cancun flight route.

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

    The Airbus A320-100/200 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, and SkyTeam are the airline alliances operating flights between Winnipeg and Cancun, with SkyTeam being the most commonly used for this route.

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

    The two airlines most popular with KAYAK users for flights from Winnipeg to Cancún are United Airlines and WestJet. With an average price for the route of $485 and an overall rating of 7.4, United Airlines is the most popular choice. WestJet is also a great choice for the route, with an average price of $644 and an overall rating of 7.2.

  • 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. Booking your flights between Winnipeg and CUN 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 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

  • 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.

Reviews of the top 4 airlines serving 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.
7.4
United AirlinesOverall score based on 8865 reviews
7.7Boarding
6.6Food
7.3Comfort
8.1Crew
7.0Entertainment
Airline reviews

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

10.0 ExcellentAnonymous, Jul 2025YYZ - SFO
Read more United Airlines reviews

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

Plane temperature was comfortable (not to hot) when boarding and waiting for takeoff.

Michael, our FA was very attentive, even finding me a chocolate brownie from economy class when the dessert selections were all dairy based. ( intolerant, not allergic so don’t usually need to order dairy free)

My flight was delayed three times then eventually cancelled the next flight was the following day scheduled for 1030 it was delayed I had to cancel reservations I had to put people up in hotels on the other end as they came out of town to pick me up all at my expense because WestJet couldn’t get it together I’m very disappointed in WestJet’s performance and how they handled the situation Get your customers to where they need to be in a timely fashion, even if that means putting them on your competitors jets Customer service should be number one I will think twice now with booking with WestJet

Staff was nice, helpful, and did all they could. I understand economy seats are bottom of the barrel, but we're crammed in there with others in our row.

Arrival at Comox from, London,ON 6 hours later... No bueano

Business class lie down seats on WestJet aren't very comfortable. Crew were excellent and overall flight was ok.

Poorly staffed check-in in Victoria. Unhappy WestJet person on counter. Then our flight was delayed by 2 hours, which meant our luggage failed to make the flight to LHR. Overall poor communications to passengers. Fortunately the flight from YYC to LHR was good and on time.

Our flight info was lost as the original booking was with westjet... almost missed our outbound flight trying to get it corrected. Inbound we had to reschedule completely as they didn't have our information and resold our seats ending up getting home much later than planned. The confirmation numbers we received from justfly for westjet didn't help anything with delta as they said we needed a delta confirmation which we never received. I talked with justfly and they said it's the airlines problem and with westjet and they said it is the 3rd party bookers issue.... so, not fun

Flight itself good .Landing at terminal3 and connections to terminal1,it is connections nightmare,specially for disable person

They kept making changes to the itinerary. I actually wasn't able to go and i tried to get flight credit in exchange for the ticket, but the customer service chat was taking way too much time.

This flight was better than the first. Two of the flight attendants were wonderful at supporting m through nausea and vomiting through the flight. No tv, no food, very interesting. I’ve never paid for wifi (just the $3 chatting) until these 2 flights. This experience has changed my opinion on layovers. Idk if I’ll ever do one again

The seats very Uncomfortable, no meal and no entertainment for a 4Hours flight. Smooth Flight, Great Take off and landing. Superb crew!

Took forever to depart parked on the runway for ever after three departure delays. Could have walked...

Orlando to Canada, despite being close and an international flight, the plane was not at all comfortable. It felt like the chair was being pushed forward, in addition to not having a TV and having to choose from a tiny glass of drink, for example, water or soda. I couldn't have both. When I asked the flight attendant for an extra glass of water, she looked at me with an ugly face. This is ridiculous. They don't want to give water to passengers. I will never fly with this airline again in my life.

The food on this 5 hour flight was a cookie or pretzels.

luggage and cary on were extra, as well as seat selection. $240.00 was added to the final price tag.

The checking of my carry-on was not the greatest idea. It was selected for a security check in Toronto and didn't make it to my connecting flight. Fortunately Air Canada delivers late luggage to Whistler so I got it at 2 A M.

It was good except I was sitting beside a bigger gentleman so I didn’t have much room

It was 3 hours late and ruined my plans at destination. Also rough landing.

Flight got canceled last minute and rescheduled 3 days later, as if we do not have jobs and children to return to. 5+ hours on hold with customer support with no answer. We booked a different airline and spent 3x as much to escape Montreal bc of Air Canada. Still haven’t heard from them. Boooo

The seating and lack of leg room. I paid extra for more leg room. The space for under seat storage was a joke.

The space for seats were uncomfortable and lack of leg room . I paid extra for more leg room. I’m not a big person.

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

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