C$ 275 Find Cheap Flights from Winnipeg to Costa Rica – Compare and Save

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Best Costa Rica Flight Deals from Winnipeg

Cheapest round-trip prices found by our users on KAYAK in the last 5 days
Sort by: Cheapest
Liberia
6h 20mNonstop
from C$ 339per person
San José
12h 55m2 stops
from C$ 763per person
Booking Insights

KAYAK's insights & trends for Winnipeg to Costa Rica flights

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

What is the cheapest Winnipeg to Costa Rica flight route?

The cheapest ticket to Costa Rica from Winnipeg found in the last 5 days was to Liberia, at C$ 355 round-trip. The most popular route is from Winnipeg (YWG) to Liberia (LIR), and the cheapest round-trip airline ticket found on this route in the last 5 days was C$ 355.

What is the cheapest time of day to fly to Costa Rica?

The cheapest time of day to fly to Costa Rica is generally at night, when round-trip flights cost C$ 1,094 on average. The most expensive time of day to fly to Costa Rica is generally at night, which is peak travel time and where the average cost of a ticket is C$ 1,094.

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

No, with an average price for the route of C$ 698, prices are generally cheapest when you fly direct.

What is the cheapest month to fly from Winnipeg to Costa Rica?

The cheapest month for flights from Winnipeg to Costa Rica is April, when tickets cost C$ 647 (return) on average. On the other hand, the most expensive months are December and July, when the average cost of round-trip tickets is C$ 1,577 and C$ 1,323 respectively.

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

To get a below-average price on a flight from Winnipeg to Costa Rica, you should book around 2 weeks before departure, which saves you about 48% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 11 weeks before departure.

Good to know

Low season

May

Cheapest flight

C$ 275
Best time to beat the crowds (37% less expensive on average)
Most popular time to fly (57% more expensive on average)
Flight from Winnipeg to Liberia

FAQs - booking Costa Rica flights

  • Do Canadians require a visa to travel to Costa Rica?

    No, Canadians can travel to Costa Rica for tourism purposes for stays of up to 180 days without a visa. You will need to present your valid passport at customs upon landing. 

  • What are some common layovers on the route from Winnipeg to Costa Rica?

    Your layovers on this journey will depend on the airline you choose to fly with and your destination airport in Costa Rica. Those flying to Liberia (LIR) with Air Transat or WestJet will have a stop in Toronto (YYZ). Those flying to San Jose (SJO) with Air Canada will also stop in Toronto (YYZ). Other flight routes may require two layovers. 

  • Where should I fly to if I want to visit Tamarindo? 

    If you want to visit Tamarindo, you can fly to the airport in Liberia (LIR). This is the closest international airport to this beach town. To reach Tamarindo after landing, you can either rent a car or book a private transfer to your final destination. 

  • How can I make my flight from Winnipeg to Costa Rica more sustainable?

    To lessen your environmental impact on your flight from Winnipeg to Costa Rica, you can consider flying with Air Canada when possible, as this is one of the most eco-friendly airlines operating this route. Next, book a flight with the fewest layovers possible in order to conserve fuel used during landings and takeoffs during the trip. Finally, pack light and book an economy seat for a smaller carbon footprint during your trip. 

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

    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 Costa Rica.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Winnipeg to Costa Rica is likely to change within 7 days, so travellers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Winnipeg to Costa Rica?

    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 from Winnipeg to Costa Rica with an airline and back with another airline.

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

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

Top tips for finding cheap flights to Costa Rica

  • Travelers on flights from Winnipeg to Costa Rica will depart from Winnipeg Richardson International Airport (YWG). This airport is a hub for Calm Air, Cargojet, Bearskin Airlines, and more. Aside from Winnipeg, this airport also serves other nearby destinations in Manitoba, like Stonewall and Saint Malo. 
  • Those looking for the cheapest flights from Winnipeg to Costa Rica will likely be flying into Liberia, which is served by Daniel Oduber Quiros International Airport (LIR). This flight will typically have one or two layovers. 
  • If you would like to visit the capital city of San Jose, you will fly into Juan Santamaria International Airport (SJO). This airport is a hub for Sansa Airlines, Volaris Costa Rica, Avianca Costa Rica, and others. This is also a good airport to fly to if you plan to extend your travel domestically, as it is centrally located. 
  • Travelers looking to relax before their flight to Costa Rica can consider visiting one of the airport lounges in Winnipeg. YWG hosts the Air Canada Maple Leaf Lounge as well as the Plaza Premium Lounge, Skylight Lounge, and Sapphire Lounge. An entrance fee may be required, depending on the ticket class.
  • If you have limited mobility and you are traveling from Winnipeg to Costa Rica, you can be sure that you will have access to accessible facilities and assistance both in Winnipeg and at the destination airports in Costa Rica. You can request wheelchair assistance free of charge, help with boarding and deplaning, help with navigating the airports, including during layovers, and more by contacting your airline in advance. 

Reviews of the top 4 airlines flying from Winnipeg to Costa Rica

 
Need help choosing which airline to fly with from Winnipeg to Costa Rica? 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.
8.0
Porter AirlinesOverall score based on 462 reviews
7.6Food
8.2Boarding
6.9Entertainment
8.0Comfort
8.6Crew
Airline reviews

A very comfortable flight, an additional wash room could have made it almost perfect.

10.0 ExcellentAnonymous, Aug 2026
Read more Porter Airlines reviews

A very comfortable flight, an additional wash room could have made it almost perfect.

Boarding pass counter did not open until 2 hrs before flight. We were there 3 hrs before as we like to be early ( eat, relax etc). Due to this the line up was large , thus never got through security till 15 min before boarding. Other than that, everything was great

The agent at check in was very cordial and gave me seat 4a with nobody beside me as I asked if possible

Seats not as comfortable but understand as it was a smaller plane/ short flight. All in all, I’ve never had any issues with Porter. Great company to fly with

Look, I understand that Kayak doesn't know I cancelled my flight on Porter. So I didn't actually fly yesterday. My main disappointment is with Porter ticket fare policies, and maybe you can pass this on to them: At my employer's request, I had booked a full fare ticket with no change fees since my trip to Toronto would likely be extended. Indeed, when I went to change my flight home to a later date, I was told the Fare Difference would cost an additional $550. So much for no change fees lol! While I had the agent on the line, I hopped over to Kayak, searched for new flights on the date in question, and saw a one-way ticket that got me home for only $355. So I got reimbursed about $450for the unused half of my roundtrip and bought a new ticket for $355. What good is a full fare / no change fee ticket if they screw you with "fare difference" BS. I'm still flying home on Porter Airlines but they just lost a hundred bucks with their stupid shenanigans.

I flew with Porter yesterday and overall had a positive experience. The flight was delayed, but the airline did a good job keeping passengers informed with frequent updates throughout the process. My biggest challenge was actually in Terminal 3, where the speaker system wasn’t very clear. It was often difficult to hear the announcements, which made it harder to follow updates at the gate. On board, the experience improved significantly. The aircraft felt very new and well maintained, and the seats were surprisingly comfortable for a short-haul flight. One of the flight attendants seemed a little disengaged, but the other was excellent—friendly, professional, and a pleasure to interact with. Despite the delay, the comfortable aircraft, clear communication from Porter, and positive onboard service made for a good overall experience.

We were very offended Reserva check in agent in Calgary. Erroneously profiled and reprimanded for using Reserve line . Hadn't even looked at tickets. We were in fact Reserve passengers

The staff was amazing. Best service I’ve had on an aircraft in a long time. Was not particularly happy with the food. Flight was at 10:50 and left home too early for breakfast and wasn’t able to purchase food at airport and felt for sure I could get some breakfast to buy on airplane. Nope as food was served around 11:30 and only one choice left (I was at 22C) so ordered the chicken dish thinking I’m getting a hot meal but cold chicken with rice and carrots etc. I was looking forward to a croissant sandwich and a hot cup of tea. The FA was kind to explain they were serving dinner at that time. She was lovely Other than the disappointment with the food the staff was amazing. On my return flight I will make sure to eat and take some food with me so I’m not hungry or disappointed. This was my second time ever flying Porter and will consider checking them when I next come to visit my daughter. Have to say it again best crew I’ve ever experienced on a flight and I travel quite a bit. Thanks.

Even tho the flight was a bit delayed the team was apologetic. Everyone was friendly and efficient.

Everything was good except the fact you charge more for a carry on bag vs a check in bag and to top it off in US$ that was not impressive

Boarding was a complete mess. The whole system went down. People got wrong seat for the first half an hour.

The website check in was poor. Baggage fees were in US dollars but registered in Canadian dollars. The site would not accept my credit card. Scanning the passport was the worst. Someone from United needs to try the process. I’m not a novice with tech and I have to say this was a bad experience. Everything else was great.

We boarded the plane and were about to take off when we were notified that the tires had to be checked. Upon inspection, they were found to need replacement, so the entire plane had to be deboarded. After we exited the plane, United staff forced us to stay in the gate area by posting "Do Not Exit" signs on the doors connecting the gate area to the terminal. Many of us had already rebooked our flights and had no checked bags, but they told us we could not leave. This seemed inappropriate to hold people under false pretenses. When the agent told us we could leave, I asked them to please take down the "Do Not Exit" signs, as they were misleading. The agent refused, and I told them that it didn't feel right to hold people like that.

Friendly crew, but we were delayed for more than an hour and had to change planes due to maintenance issues.

Prefer not to have an almost 3 hour delay with useless communication that wasn't accurate.

Boarding was smooth and efficient. The only food was some pretzels, but it was a short flight. Not much to order if you were hungry.

Crew were welcoming, accommodating and they worked hard to find places for all carry on.

Seats very comfortable; service efficient and pleasant; flight was on-time; boarding organized.

My experience on this United Airlines flight was highly uncomfortable, primarily due to two issues: Cabin Temperature: The temperature on the Boeing 737 MAX 8 was unacceptably high, feeling consistently around 80 degrees throughout the flight. This made sleeping impossible and significantly detracted from the experience. Seating Arrangement: Being stuck in a middle seat for a six-and-a-half-hour overnight flight compounded the discomfort. Moving forward, I will always purchase a seat assignment to avoid this situation.

I had very little time to change planes originally in Denver after my flight from Omaha. I had an hour and a half layover in Denver originally and my flight leaving Omaha was delayed an hour because they had to change a tire, which I can understand. When I reached Denver my other flight was late, fortunately, but I still had only 10 minutes to run about a mile through the airport to get to my flight. Again, fortunately, I am a healthy 71-year-old and was able to accomplish this feat. However, the stress was more than necessary to bear.

Everything went well, smooth flight, arrived on time, no lost luggage!

My flight was cancelled due to weather but Westjet got me on a new flight in a timely and efficient manor.

No internet, not even westjet connect makes for a boring flight

Our first flight from LAX to Winnipeg was changed but you never informed us at all. It went from a nonstop flight to a stay at Calgary. This impacted our trip negatively as we arrived much later than we planned to. Our returning flight was horrible. The flight was delayed 6 hours!! And we were NOT going to wait that long. The only way we got on our original flight was running there. However all of our suitcases were now coming on the delayed flight. It was the worst experience we ever had flying. I want my money back.

Lots of overhead storage and a good crew and service.

On time. Friendly and efficient staff at check in and flight crew.

Very good over all , would have been nice to have entertainment on the flight

It was an awesome experience flying with Westjet. This was my first domestic flight experience in Canada.

The flight itself was fine, but two of the ladies at the gate were extremely rude to a few of us in line. Their customer service really needs some help. I’ve always had good experiences with WestJet until these two ladies. They had the worst attitudes and really left a bad taste in my mouth after a good trip

Smooth process, on time. Everything ran perfectly. It would be nice to have in flight entertainment and better food choices but these were short flights so not a big deal

Terrible 12 hours delay Terrible We lost our suitcases No medication with us nothing

I like the fact air Canada is on time The food you guys serve is not good

Upgraded to sit at the exit door so good leg room.

Very tight leg room and not a fan of the new policy on no free carry on luggage. Besides that, it was fine.

Flight delay, cancellation rescheduling and misdirected luggage which created some stress. It all worked out in the end.

The flight was delayed several times, however , they kept me well informed with enough advance warning that I had not left home yet

Sat on the tarmac with no ventilation for almost an hour, without a single word from the crew. Appalling. When Air Canada goes bankrupt, again, almost everyone in Canada will be cheering.

If you have checked the status of my booking you would have seen that it was cancelled. And the travelers insurance we purchased only covered $100 per ticket. So my overall experience with kayak and air canada is poor

The plane for my second flight was reassigned. We had to wait for them to get a different plane out of the hangar and call in a crew

Send me 20 dollars and i will do the survey. You survey people think we do things in life to do surveys.

More options for your flight from Winnipeg to Costa Rica

Complete your trip to Costa Rica with a hotel stay or car rental