C$ 596 Find Cheap Flights from Winnipeg to Costa Rica

This is the cheapest round-trip flight price found by a KAYAK user in the last 72 hours by searching for a flight from Winnipeg to Costa Rica departing on 11/8. 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

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Best Costa Rica Flight Deals from Winnipeg

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
San José
San José3 stopsC$ 596
Liberia
Liberia2 stopsC$ 716
San José
San José3 stopsC$ 596
Liberia
Liberia2 stopsC$ 716

Cheap Flights from Winnipeg to Costa Rica

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

Mon, 11 Aug - Mon, 18 Aug
 Logo
6:00 a.m. - 7:28 a.m.YWG-SJO
26h 28m3 stops
 Logo
2:37 p.m. - 5:41 p.m.SJO-YWG
26h 04m3 stops
C$ 596
Find Deal
Mon, 11 Aug - Tue, 19 Aug
United Airlines Logo
7:00 a.m. - 10:11 a.m.YWG-SJO
28h 11m2 stops
United Airlines Logo
1:30 p.m. - 3:31 p.m.SJO-YWG
25h 01m2 stops
C$ 667United Airlines
Find Deal
Mon, 11 Aug - Mon, 18 Aug
United Airlines Logo
4:25 p.m. - 7:37 p.m.YWG-SJO
28h 12m2 stops
United Airlines Logo
11:13 a.m. - 1:09 p.m.SJO-YWG
24h 56m2 stops
C$ 693United Airlines
Find Deal
Wed, 20 Aug - Wed, 27 Aug
United Airlines Logo
4:25 p.m. - 12:10 p.m.YWG-LIR
20h 45m2 stops
United Airlines Logo
1:20 p.m. - 1:09 p.m.LIR-YWG
22h 49m2 stops
C$ 716United Airlines
Find Deal
Thu, 21 Aug - Fri, 29 Aug
United Airlines Logo
7:00 a.m. - 12:10 p.m.YWG-LIR
30h 10m2 stops
United Airlines Logo
1:20 p.m. - 1:09 p.m.LIR-YWG
46h 49m2 stops
C$ 741United Airlines
Find Deal
Wed, 20 Aug - Sun, 31 Aug
WestJet Logo
6:30 a.m. - 12:24 p.m.YWG-LIR
30h 54m1 stop
WestJet Logo
1:25 p.m. - 12:13 a.m.LIR-YWG
9h 48m1 stop
C$ 830WestJet
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Mon, 17 Nov - Fri, 28 Nov
Air Canada Logo
7:20 p.m. - 12:55 p.m.YWG-LIR
17h 35m1 stop
Air Canada Logo
1:55 p.m. - 9:43 a.m.LIR-YWG
19h 48m1 stop
C$ 858Air Canada
Find Deal
Sun, 24 Aug - Sat, 30 Aug
WestJet Logo
5:45 p.m. - 12:24 p.m.YWG-LIR
19h 39m1 stop
WestJet Logo
1:25 p.m. - 12:13 a.m.LIR-YWG
9h 48m1 stop
C$ 860WestJet
Find Deal
Fri, 22 Aug - Sat, 30 Aug
Air Canada Logo
1:35 p.m. - 12:00 p.m.YWG-LIR
23h 25m1 stop
Air Canada Logo
1:00 p.m. - 11:28 p.m.LIR-YWG
9h 28m1 stop
C$ 963Air Canada
Find Deal
Fri, 22 Aug - Thu, 28 Aug
Delta Logo
5:41 p.m. - 12:00 p.m.YWG-LIR
19h 19m2 stops
Delta Logo
1:25 p.m. - 4:23 p.m.LIR-YWG
25h 58m1 stop
C$ 1,498Delta
Find Deal
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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 month to fly from Winnipeg to Costa Rica?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Winnipeg to Costa Rica, 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 Costa Rica is July, when tickets cost C$ 785 (return) on average. On the other hand, the most expensive months are March and June, when the average cost of round-trip tickets is C$ 1,559 and C$ 1,476 respectively.

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

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 Costa Rica, 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 Costa Rica, you should book around 6 weeks before departure. For the absolute cheapest price, our data suggests you should book 19 weeks before departure.


Good to know

Low seasonAugust
High seasonJanuary
Cheapest flightC$ 596
Best time to beat the crowds (21% less expensive on average)
Most popular time to fly and prices are also 0% lower on average.
Flight from Winnipeg to San José

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.

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

    The cheapest time of day to fly to Costa Rica is generally in the afternoon, when round-trip flights cost C$ 564 on average. Morning departures are around 66% more expensive than evening flights, on average. The most expensive time of day to fly to Costa Rica is generally in the morning, which is peak travel time and where the average cost of a ticket is C$ 982.

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. 

Top 4 airlines serving 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.
7.4
United AirlinesOverall score based on 8801 reviews
6.6Food
8.1Crew
7.0Entertainment
7.7Boarding
7.3Comfort
Airline reviews

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

10.0 ExcellentAnonymous, Jun 2025YVR - DEN
Read more United Airlines reviews

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.

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

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)

We tried to upgrade to economy premium but were told this was not possible as we had booked through United Airlines (and Air Canada was operating the flight). This seemed silly given there was ample space in economy premium. Additionally, we had to wait almost 1.5 hours upon arrival to taxi to the gate. Otherwise, the crew were very pleasant and passengers were friendly.

It was my first time with United Airlines and I would say it was very good experience and best of all the flights were on time. Will definitely fly with United Airlines next time.

headphone jack didnt work for the first flight and not much variety

The seats are totally uncomfortable making the flight less than pleasant. The cookies & pretzels were terrible!!!

Not the greatest experience everything was pretty mediocre. My seat was by the washroom in the aisle and was not located well as everyone past each other people were right in my seat and space.

Lots of overhead storage, good crew, good service, smooth landing.

Lots of overhead storage and a good crew and service.

The small prop plane was crowded and the overhead luggage storage is a smaller than on the jets. Other than that, the crew was good, the flight was on time and the landing was smooth.

There was a medical emergency that the crew handled very well. There was no “entertainment” of any sort-no movie/music/whatever. Food was typical of airlines: mediocre.

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

Terrible decision to take a night flight. Not enough time to sleep and premium seat has no foot rest ao couldn’t get comfortable!

Late departure, so I missed connection in Detroit. But Delta gave me a great hotel & breakfast. Just sorry I could not get anything from my checked baggage.

Crew was friendly. Lost our luggage and told us it’d be in later in the evening of the day we returned. It was not. Still after 5 days have not received it.

There was no food other than pretzels or a single cookie for a 4.5 hour flight. The in-flight entertainment system was not available on the back of the seat - instead I had to use my cell phone and the plane's wifi - which drained my battery even though my phone was plugged into the seat ahead of me and should have been charging - it did not. Very irritating.

No space in overhead bin, one cookie, 2 oz of juice - is not customer service.

Flight was in business class on an older Lufthansa 747. Business class seats definitely old style. Flight attendants were a little curt but attentive. Movie choices did not include anything that would be considered new releases.

This flight was canceled at the last moment and I was stranded in the Vancouver International. I spent the night there without compensation and the staff looked annoyed and wanted to get rid of the passengers without offering much help.

My luggage passed security but just before boarding the plane I watched as my luggage was thrown on the belt to enter the plane in Windsor and my luggage cover was half off. it was damaged before even making it onto the plane! I’ve had the luggage and covered for a year and have never had any issues. I mentioned it to an Air Canada employee who told me to use the app to make the crew aware of this (she said so they could fix it) but sure enough my luggage was damaged with no cover in sight! I sent an email to AC that was ignored. Awful experience! Also, a 4.5 hour flight and you are offered pretzels or a cheap single cookie?? Wow. The return flight did not have any entertainment available unless you used your own device and their wifi. The USB plug on the back of the seat did not charge my phone so my battery drained by using it for a short period of time. There was no warning that this was the case prior to boarding the aircraft. Lastly, the plane was freezing. I asked if they had any small blankets (which used to be standard) and was told they were only for the front section. Would never fly AC again!

On the flight from Montreal to Calgary the flight attendant we had was excellent. Unfortunately I did not get her name but she made the flight very comfortable and enjoyable.

Food hope it make it international not mainly like pilipino food

Just a little improvement on food but everything is excellent

Like- beer/wine for free Dis-like- all other aspects- customer service was horrible the entire trip. No help from Air Canada after they changed flight 6+ hours later. Also they put us on standby for no reason. Then almost 2 hours to get our bags after we arrived back at airport

This was actually a bus ride to the KW airport. It was smooth and comfortable and on time.

The chicken that was served in business class was cold!

Flight to Bogotá delayed by 3 h Missed connection from Bogotá to Guayaquil. Avianca unable to bring us to Baltra on time Overall delay 36h. We missed boat departure from galagos. Overall 10 day trip needed to be cancelled. Avianca was completely un-professional.

Late departure. When the flight arrived in Medellin the plane sat at the gate for 20 minutes waiting for a bus for us to get off the plane.

I receive a service for what I pay, so it is fair.

A few years ago long flights 6 hours or so used to have video screens and they offered ear phones. The food cart used to come and drinks. Now absolutely nothing. Avianca is as bad as Spirit Airlines. Avianca will now be my last choice when booking my next flight.

Terrible, We had to stay in Bogota for two days due to weather but the airline did not provide for the same day flight. Only two days later

Purchased a business class ticket and got a economy seat with center seat blocked they call it business. 3100usd ticket on a flight where economy costs 500usd The biggest scam insult have had on a regular airline. Avianca should be in the low cost category and kicked out of Star Alliance. I want the difference to be credited. Ets see what Avianca does. No reply so far. Avianca = low cost airline. Beware

Business class seats did not lie flat. There was only powdered milk for your coffee....in Business Class!! Food was good.

The seats were very uncomfortable. I would have upgrade or got different flight if I knew. I usually sleep in the plane but I couldn’t sleep at all. Very uncomfortable. Also no food or drink everything was to purchase, and that’s u usual for international flight.

There isn't much space in-between seats and even water needs to be paid for during the flight.

Everything you need to know for your flight from Winnipeg to Costa Rica

Information on your arrival and departure airports

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