C$ 282 Find Cheap Flights from Winnipeg to Costa Rica

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 Costa Rica departing on 23/1. 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, 0 bags

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Flight Deals

Best Costa Rica Flight Deals from Winnipeg

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Liberia
Liberia2 stopsC$ 501
San José
San José1 stopC$ 657
Liberia
Liberia2 stopsC$ 501
San José
San José1 stopC$ 657

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

Fri, 23 Jan - Fri, 30 Jan
Multiple Airlines Logo
8:05 p.m. - 5:05 p.m.
YWG
-
LIR
21h 00m2 stops
Multiple Airlines Logo
4:15 p.m. - 11:35 a.m.
LIR
-
YWG
19h 20m1 stop
C$ 501Multiple Airlines
Fri, 23 Jan - Fri, 30 Jan
Multiple Airlines Logo
8:20 p.m. - 5:05 p.m.
YWG
-
LIR
20h 45m2 stops
Multiple Airlines Logo
4:15 p.m. - 11:13 a.m.
LIR
-
YWG
18h 58m2 stops
C$ 559Multiple Airlines
Fri, 23 Jan - Fri, 30 Jan
Multiple Airlines Logo
12:55 p.m. - 5:05 p.m.
YWG
-
LIR
28h 10m3 stops
Multiple Airlines Logo
4:15 p.m. - 11:13 a.m.
LIR
-
YWG
18h 58m2 stops
C$ 625Multiple Airlines
Fri, 23 Jan - Fri, 30 Jan
Multiple Airlines Logo
4:25 p.m. - 5:05 p.m.
YWG
-
LIR
24h 40m1 stop
Multiple Airlines Logo
4:15 p.m. - 7:35 p.m.
LIR
-
YWG
27h 20m1 stop
C$ 632Multiple Airlines
Mon, 30 Mar - Thu, 9 Apr
Multiple Airlines Logo
8:20 p.m. - 2:25 p.m.
YWG
-
LIR
19h 05m2 stops
Multiple Airlines Logo
3:25 p.m. - 7:35 p.m.
LIR
-
YWG
27h 10m2 stops
C$ 647Multiple Airlines
Mon, 12 Jan - Mon, 19 Jan
Multiple Airlines Logo
8:00 a.m. - 12:22 p.m.
YWG
-
SJO
28h 22m1 stop
Multiple Airlines Logo
1:30 p.m. - 12:42 a.m.
SJO
-
YWG
35h 12m2 stops
C$ 657Multiple Airlines
Tue, 3 Mar - Tue, 10 Mar
United Airlines Logo
2:20 p.m. - 6:16 p.m.
YWG
-
SJO
27h 56m2 stops
United Airlines Logo
1:05 p.m. - 11:57 a.m.
SJO
-
YWG
21h 52m1 stop
C$ 670United Airlines
Tue, 10 Mar - Tue, 17 Mar
United Airlines Logo
2:20 p.m. - 5:37 p.m.
YWG
-
LIR
28h 17m2 stops
United Airlines Logo
7:35 a.m. - 11:57 a.m.
LIR
-
YWG
27h 22m2 stops
C$ 719United Airlines
Thu, 22 Jan - Thu, 5 Feb
Lufthansa Logo
2:20 p.m. - 1:15 p.m.
YWG
-
SJO
22h 55m2 stops
Lufthansa Logo
2:20 p.m. - 11:57 a.m.
SJO
-
YWG
21h 37m2 stops
C$ 753Lufthansa
Mon, 12 Jan - Wed, 11 Feb
United Airlines Logo
2:20 p.m. - 1:15 p.m.
YWG
-
SJO
22h 55m2 stops
United Airlines Logo
8:45 a.m. - 11:57 a.m.
SJO
-
YWG
27h 12m2 stops
C$ 763United Airlines
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?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest ticket to Costa Rica from Winnipeg found in the last 72 hours was to Liberia, at C$ 1,863 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 72 hours was C$ 1,863.

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

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$ 863 on average.

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 May, when tickets cost C$ 644 (return) on average. On the other hand, the most expensive months are December and February, when the average cost of round-trip tickets is C$ 1,115 and C$ 939 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 a flight from Winnipeg to Costa Rica, you should book around 2 weeks before departure, which saves you about 25% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 5 weeks before departure.

Good to know

Low seasonSeptember
Cheapest flightC$ 282
Best time to beat the crowds (22% less expensive on average)
Most popular time to fly (8% 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.

  • 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 evening, when round-trip flights cost C$ 726 on average. Morning departures are around 28% more expensive than evening flights, 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$ 1,077.

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 5 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 399 reviews
7.9Comfort
8.6Crew
7.0Entertainment
7.6Food
8.2Boarding
Airline reviews

Much roomer than air Canada! Great flight for the price. No complaints

8.0 ExcellentDiane, Dec 2025
TPA - YYZ
Read more Porter Airlines reviews

Much roomer than air Canada! Great flight for the price. No complaints

On my e-boarding pass it shows free wifi, yet the plane I was on didn’t have wifi. Please remove false advertising from your website and boarding passes

3.5 hr delay for a 1 hr work flight. No information as to why the delay until 20 mins before boarding.

Organization and the adjusted times but the snacks could be of a bigger portion

Smaller plane. Food and bar service for free is amazing. Drinks were in glass not plastic cups.

Poor landing as we overshot the runway and had to re land the plane. Lost both of my luggage not found as of yet. Had to pay extra money for my luggage in USD, now great my luggage is gone. Will not fly with Porter again.

This flight to St. Johns was really good. Boarding was a breeze. We left spot on time. Seats were actually pretty good. Recliner further than I expected. Three more flights to go we will see if this is the status quo for Porter.👍

I was not happy with AirfareAssist, the agency that kayak advised me would be handling my booking. I was advised by porter airlines that I had been overcharged for the Basic express , a option that I had asked airfare assist to help arrange after I realized that the basic fare I had chosen with porter did not include a carryon. At each checkin porter advised I had been overcharged for this . They advised that money would be refunded to my credit card, however, this is not likely to happen as it is not my name and credit card that appeared on the porter invoice, but that of another individual/agent. When airfare assist was arranging the basic express with porter on my behalf, they asked me to confirm that I agreed to pay $263 USD for this. I did agree, as I was advised this was needed to proceed. When I checked the invoice on the porter website and saw that it was not my name and credit card on the invoice, I was advised that this was how airfareassist processed the payment. The Porter invoice indicated a billed amount of $126USD I will not use Kayak or their designated AirfareAssist again

Our flight was delayed by a bit. I appreciated that we were kept informed on why periodically. Boarding was fine. I overheard one flight attendant sounding very rude to a passenger who was not paying attention to the safety demonstration. The snacks were minimal as it was a short flight. There was no entertainment. Overall the flight was good back to LGA.

There was a 5 hour delay. Missed connection and now an almost 21 hour lay over!

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

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. 🙂

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.

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

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

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

My flight was delayed about 1 1/2 hours in Chicago, but other then that it was a good flight.

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

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.

I selected "carry-on" for a round trip on Kayak, but my return flight on WestJet did not include a carry-on and they would not allow me to add one. My only option was to add a "checked bag" which I had to wait for on the luggage carousel after landing. Not a good experience.

The plug in to charge our phones are all loose my block would not stay in!!

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.

Flight was good, breakfast could be much better. We had come from a domestic flight on the same aircraft and the domestic flight was much better regarding service compared to this international flight.

Flight was great. Meal was really good. Boarding was terrible. Too many people in a small boarding lounge, zones not clearly marked.

3 hr delay at the gate while they were doing maintenance. Next time, do not board passengers while maintenance is being performed

Digital check in is very poor with air canada compaired to other airlines

I handed in my suitcase in perfect condition at SAL Airport. And in MIA Airport I received it with one corner broken and the wheels bent.

No free snacks nor drinks on very short 30min flight. Entertainment system is over wifi to your own phone or tablet, which is good but often a show or movie just stops and refuses to continue

Not even water is offered on the flight. You cannot lean back on the seats and the seats are so narrow you can’t avoid rubbing elbows with the person next to you.

6 hour flight and have to pay for everything 100 dollars to add a carry-on bag is insane

Usb plugs for charging your phone does not work in every flight. uncomfortable chairs even in higher categories.

The check in is the only positive thing in Avianca. The seat is the most uncomfortable I have traveled, the distance is minimal.

Avianca is not what it used to be. So disappointing

It was horrible. My experience with Avianca. I didn’t know it was Pakistan international Airlines but anyway, whatever it is it is bad horrible you guys need to upgrade everything in those planes. And you guys charge $130 for a carry-on did they wanna let me in with my carry-on that I travel everywhere with the luggage you guys are such a dog thank you

The incoming plane was late and no information was shared. They even announced we would board in 10 muntes 40 minutes prior to the plane arriving, and the website said until takeoff that we had taken off an hour earlier

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.

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

Information on your arrival and departure airports