C$ 259 Find Cheap Flights from Winnipeg to Playa del Carmen

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 Playa del Carmen departing on 5/2. 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

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Everything you should know

Cheapest round-trip
C$ 543
Overall average: C$ 870
Multiple Airlines
Mon 19/1Mon 26/1
YWG - CUN • 1 stop
Cheapest direct flights
C$ 577
Air Canada
Tue 13/1Tue 20/1
YWG - CUN • Direct
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Flight Deals
Useful Info
Flight Deals

Cheap Flights from Winnipeg to Playa del Carmen (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 Playa del Carmen 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 Playa del Carmen

Mon, 19 Jan - Mon, 26 Jan
Multiple Airlines Logo
8:00 a.m. - 12:16 p.m.
YWG
-
CUN
27h 16m1 stop
Multiple Airlines Logo
7:50 p.m. - 11:35 a.m.
CUN
-
YWG
16h 45m1 stop
C$ 543Multiple Airlines
Mon, 2 Feb - Fri, 6 Feb
Multiple Airlines Logo
8:00 a.m. - 10:54 a.m.
YWG
-
CUN
25h 54m2 stops
Multiple Airlines Logo
7:50 p.m. - 7:35 p.m.
CUN
-
YWG
24h 45m1 stop
C$ 544Multiple Airlines
Tue, 6 Jan - Thu, 15 Jan
United Airlines Logo
2:20 p.m. - 11:25 a.m.
YWG
-
CUN
20h 05m2 stops
United Airlines Logo
5:55 p.m. - 11:57 a.m.
CUN
-
YWG
19h 02m2 stops
C$ 555United Airlines
Tue, 6 Jan - Thu, 15 Jan
United Airlines Logo
2:20 p.m. - 3:59 p.m.
YWG
-
CUN
24h 39m2 stops
United Airlines Logo
12:28 p.m. - 11:57 a.m.
CUN
-
YWG
24h 29m2 stops
C$ 557United Airlines
Sat, 10 Jan - Sat, 17 Jan
Multiple Airlines Logo
8:20 p.m. - 11:55 a.m.
YWG
-
CUN
14h 35m1 stop
Multiple Airlines Logo
3:20 p.m. - 11:13 a.m.
CUN
-
YWG
20h 53m2 stops
C$ 558Multiple Airlines
Sun, 1 Feb - Sun, 8 Feb
Multiple Airlines Logo
7:30 a.m. - 12:16 p.m.
YWG
-
CUN
27h 46m2 stops
Multiple Airlines Logo
3:20 p.m. - 7:35 p.m.
CUN
-
YWG
29h 15m1 stop
C$ 560Multiple Airlines
Mon, 12 Jan - Sat, 24 Jan
Multiple Airlines Logo
8:20 p.m. - 11:55 a.m.
YWG
-
CUN
14h 35m1 stop
Multiple Airlines Logo
12:40 p.m. - 12:42 a.m.
CUN
-
YWG
13h 02m1 stop
C$ 561Multiple Airlines
Sat, 10 Jan - Fri, 13 Mar
Multiple Airlines Logo
8:20 p.m. - 11:55 a.m.
YWG
-
CUN
14h 35m1 stop
Multiple Airlines Logo
11:40 a.m. - 12:39 a.m.
CUN
-
YWG
12h 59m1 stop
C$ 562Multiple Airlines
Sat, 10 Jan - Mon, 19 Jan
Multiple Airlines Logo
8:20 p.m. - 11:55 a.m.
YWG
-
CUN
14h 35m1 stop
Multiple Airlines Logo
12:40 p.m. - 12:42 a.m.
CUN
-
YWG
13h 02m1 stop
C$ 564Multiple Airlines
Sat, 10 Jan - Sun, 25 Jan
Multiple Airlines Logo
8:20 p.m. - 11:55 a.m.
YWG
-
CUN
14h 35m1 stop
Multiple Airlines Logo
7:50 p.m. - 11:13 a.m.
CUN
-
YWG
16h 23m2 stops
C$ 565Multiple Airlines
Useful Info

Good to know

Low seasonSeptember
Cheapest flightC$ 267
Best time to beat the crowds (19% less expensive on average)
Most popular time to fly (41% more expensive on average)
Flight from Winnipeg to Cancun

When to book flights from Winnipeg to Playa del Carmen

Are your dates flexible? Find out the best times to travel from Winnipeg to Playa del Carmen based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price

FAQs for booking flights from Winnipeg to Playa del Carmen

  • Which airports will I be using when flying from Winnipeg to Playa del Carmen?

    When flying out of Winnipeg you’ll be using Winnipeg. Playa del Carmen does not have its own airport so you’ll be flying into nearby Cancun airport, which is 50.1 km away.

  • How long does a flight from Winnipeg to Playa del Carmen take?

    Direct flights cover the 5,367 km separating Winnipeg and Playa del Carmen in about 4h 56m.

  • How many flights are there between Winnipeg and Playa del Carmen?

    2 direct flights run between Winnipeg and Playa del Carmen on a daily basis. On average, there are about 15 departures each week.

  • What’s the cheapest day of the week to fly between Winnipeg and Playa del Carmen?

    Consider leaving on a Monday and avoid Fridays if you are looking for the best rates. For your return to Winnipeg, you’ll find the best rates on Mondays and the most expensive ones on Sundays.

  • How does KAYAK find such low prices on flights from Winnipeg to Playa del Carmen?

    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 Playa del Carmen.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Playa del Carmen 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 Playa del Carmen?

    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 Playa del Carmen 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 Playa del Carmen?

    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 Playa del Carmen from Winnipeg 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 Winnipeg to Playa del Carmen?

    In the last 72 hours, the cheapest one-way ticket between Winnipeg and Playa del Carmen found on KAYAK was with WestJet for C$ 204. United Airlines offered a round-trip connection from C$ 297 and WestJet from C$ 452.

Top tips for finding cheap flights from Winnipeg to Playa del Carmen

  • There is no airport in Playa del Carmen. Instead, you’ll be flying into Cancun Airport when flying between Winnipeg and Playa del Carmen.
  • The cheapest flight from Winnipeg to Playa del Carmen was found 69 days before departure, on average.
  • Book at least 1 week before departure in order to get a below-average price.
  • High season is considered to be January, February and March. The cheapest month to fly is April.

Top 5 airlines flying from Winnipeg to Playa del Carmen

 
Need help choosing which airline to fly with from Winnipeg to Playa del Carmen? 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.
7.8
Air TransatOverall score based on 484 reviews
8.4Crew
7.4Comfort
7.9Boarding
7.1Entertainment
6.8Food
Airline reviews

I did not like I have been charged for my carry on

6.0 GoodSilvia, Dec 2025
YUL - MCO
Read more Air Transat reviews

I did not like I have been charged for my carry on

Onward flight was okay. return from Lisbon was poor as we missed our flight due to a long line at the passport control. Air Transat made no effort to accommodate us even though we were at the passport control 40 minutes prior to the departure.

Very good. A lot better experience then I expected for an economy flight.

It was very good but no tv but the experience was great

Thank you for making my first experience very enjoyable. You made it all very pleasant

Great flight great seats will absolutely fly with you again

Porter airlines was good. I didn't have the best experience when booking through airfare assist however, as I got no final confirmation from them that the flight was booked until I called them. Even then, the confirmation code they gave me was incorrect and couldn't be used for check in. On a positive note airfare assist was actually picked up the phone relatively quickly when calling

The flight crew were very good, polite, and professional. Unfortunately, the rest of the experience left much to be desired. The food was extremely bland—almost tasteless. We chose the non vegetarian .The lasagna was just plain pasta with a tiny garnish and no seasoning. It felt like eating starch only, The bigger issue was with luggage and space. We boarded with three tickets, and while the seats in front of us were nearly empty, all the overhead compartments had already been filled by passengers boarding to the back. This left us and many others with no overhead storage for our carry-ons. Our bags couldn’t fit well under the seats either, which meant we lost the little legroom we had. The result was a horrible, cramped experience—sore knees, no space to stretch, and no way to rest or sleep comfortably. According to the crew this was a rather normal thing. It is obviously normal that people board with handbag and carry on but they should be only allowed to use their overhead compartment and under their seat not the way it is managed that all the spaces in the front of the plane being occupied by the people sitting way back in the plane.

Nice complete meal included and great services. Plus the plane was very clean.

Everything was horrible. On the day of my departure, I was denied check-in and boarding because my reservation only showed one of my last names, while my passport contains both. This minor discrepancy could have been easily corrected, but I was informed that no adjustment could be made. As a result, I lost not only my outbound flight but also my return flight and had to purchase a new ticket at a significantly higher cost.

The Sears in the 800s are not too good perfect Airbus why cant the new 737 fix that

Seats had less pitch than a regional jet. Food was OK. Have to buy alcohol on US based carriers flying international. Boarding was a mess. Did not have bags but overhead space was gone quick. Would like to see the airlines enforce the one bag over and one bag under policy

Quick and seamless boarding. No entertainment but fast Starlink wifi for this short trip and the staff was really friendly.

I dread trans-Pacific flights. They are very long. This was my first time on Universal, and it was my best crossing ever. The staff were professional, the hospitality was great, and the food was delicious. The entertainment system filled the long flight hours. I will seek out Universal flights from now onwards. 🙂

The food quality sucks. One must starve if they do not eat flesh Or wheat based products Some variety would be expected. The trivial amount of snacks and or food is inhumane

Great smooth flight. Had a seating change, but that was an improvement. Thanks United Airways Crew.

We Left Calgary 1/2 hour late and that made for a tight connection in Denver. After arriving everything was done to help us make our connection. That was a great effort. Thank You United

Efficient all round, very good crew. Short flight so the food, of course, was just snacks

We had to deboard 2 times due to maintenance issues. They changed the plane, and then we got deviated to LAX due to maibtenance issues on the other plane, had to sleep at LAX and los a full day.

Overall, it was good. I was seating next to a wonderful lady and did not notice how time flew. Thanks

Took 3 hours to check in and drop off our suitcases. Half of the passengers were still in line by boarding time. The computer systems and staff were very slow. Staff were also disorganized and kept allowing later flights to skip lines. Suitcases were piling on that several other passengers didn't get their suitcases. Then, we were sitting in the plane for 2 hours and were told that the flight was overbooked. We missed our connecting flight and had to fly the following day but with a stop over. Good thing ONE WestJet customer rep was pleasant and actually knew how to do her job when we wanted to rebook to a direct flight. Thank you to Kim at Toronto airport. Terrible experience at PUJ. Won't go back to Dominican Republic.

I like the wider seats, Plus lots of legroom, Lacking entertainment, no tv or screen to play with

Great seats, super comfortable, but no in flight entertainment which was a let down

Not sure what happened, but for some reason we had to sit on the plane for an extra 10 minutes once we arrived in Abbotsford. Obviously, it was an engine issue.

8 hrs. Of waiting instead of couple of hours..the only good thing I'm still able to go to my destination...

Flight delayed missed connecting flight crew not very helpful very frustrating customer service

Our biggest complaint was a major schedule change that was not communicated to us in any way. Luckily the time change went later not earlier so we did not miss the flight. Our email addresses and phone numbers were on file but we received no email no text message no nothing. Short flight so not much to say.

Airplane is too small. Crew, especially the flight attendant who looked after our area, was not at all friendly and a touch authoratative. She may have been the most gruff flight attendant i've come across in 40 years of business travel

I when to Jamaica for my dad funeral and I did not get my luggage from westjet . I add to buy clothes putting me financial debt i did no want to be in Westjet did not call me to apologize are to inquire about my luggage I am still angry about it

Ground staff was not helpful, but staff at the business counter were excellent.

Delay, after delay, after delay. It was hard as an adult travelling alone. I felt bad for the families with young children to entertain for several hours. Agents and crew performed to their usual good standard. Air Canada, never again.

They are very proactive and made our boarding easy and always notified us about any changes well in advance.

Was notified on a timely manner of any changes, if any, of the flight schedules.

My seat was covered in vomit and I will be reaching out to Air Canada

We were happy with the service and cost of checking a bag

I would like to review the next flight from Toronto to Fort Myers as it was a disaster!!

This flight with a lot empty place , and I have more room, feeling comfortable.

It's kindof ridiculous that your system is even asking me about this since my flight was canceled and I wasn't rescheduled.

Flight was cancelled. Not enough agents to deal with the people in the line. We left and found our own way to Vancouver.

Seats were so small. I’m 6ft and a good 20% of me hung out into the aisle and the flight attendants come dashing with the cart. On multiple occasions they hit me before saying mind your elbows and knees. I’m like, yes, but where do i put them. There isn’t a space that exists that i can fold into. The carts are so close to the seats when they pass through that i regularly felt water dripping on me as they poured drinks. Overall 3/10 experience. Highly unlikely to recommend

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 Playa del Carmen

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