C$ 350 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 15/3. 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$ 381
San José
San José1 stopC$ 639
Liberia
Liberia2 stopsC$ 381
San José
San José1 stopC$ 639

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

Thu, 16 Apr - Sat, 25 Apr
WestJet Logo
9:00 p.m. - 1:23 p.m.
YWG
-
LIR
17h 23m
2 stops
WestJet Logo
7:00 a.m. - 2:27 p.m.
LIR
-
YWG
6h 27mdirect
C$ 381WestJet
Sat, 11 Apr - Sat, 18 Apr
WestJet Logo
9:00 p.m. - 1:23 p.m.
YWG
-
LIR
17h 23m
2 stops
WestJet Logo
7:00 a.m. - 2:27 p.m.
LIR
-
YWG
6h 27mdirect
C$ 383WestJet
Thu, 16 Apr - Sat, 25 Apr
WestJet Logo
9:00 p.m. - 1:23 p.m.
YWG
-
LIR
17h 23m
2 stops
WestJet Logo
7:00 a.m. - 2:27 p.m.
LIR
-
YWG
6h 27mdirect
C$ 384WestJet
Fri, 10 Apr - Sat, 18 Apr
WestJet Logo
12:40 a.m. - 6:01 a.m.
YWG
-
LIR
6h 21mdirect
WestJet Logo
7:00 a.m. - 2:27 p.m.
LIR
-
YWG
6h 27mdirect
C$ 386WestJet
Sat, 11 Apr - Thu, 16 Apr
WestJet Logo
9:00 p.m. - 1:23 p.m.
YWG
-
LIR
17h 23m
2 stops
WestJet Logo
11:50 a.m. - 12:39 a.m.
LIR
-
YWG
11h 49m
1 stop
C$ 388WestJet
Fri, 10 Apr - Thu, 16 Apr
WestJet Logo
12:40 a.m. - 6:01 a.m.
YWG
-
LIR
6h 21mdirect
WestJet Logo
11:50 a.m. - 12:39 a.m.
LIR
-
YWG
11h 49m
1 stop
C$ 390WestJet
Mon, 13 Apr - Thu, 23 Apr
Multiple Airlines Logo
8:00 a.m. - 11:19 a.m.
YWG
-
SJO
28h 19m
1 stop
Multiple Airlines Logo
10:10 a.m. - 8:40 a.m.
SJO
-
YWG
21h 30m
2 stops
C$ 639Multiple Airlines
Mon, 13 Apr - Thu, 23 Apr
United Airlines Logo
8:45 a.m. - 12:21 p.m.
YWG
-
SJO
28h 36m
2 stops
United Airlines Logo
1:25 p.m. - 8:57 p.m.
SJO
-
YWG
30h 32m
2 stops
C$ 679United Airlines
Fri, 1 May - Sat, 23 May
United Airlines Logo
2:00 p.m. - 11:55 a.m.
YWG
-
SJO
22h 55m
1 stop
United Airlines Logo
7:55 a.m. - 11:39 a.m.
SJO
-
YWG
26h 44m
2 stops
C$ 729United Airlines
Sat, 2 May - Sun, 10 May
United Airlines Logo
2:00 p.m. - 12:21 p.m.
YWG
-
SJO
23h 21m
2 stops
United Airlines Logo
1:25 p.m. - 11:52 a.m.
SJO
-
YWG
21h 27m
2 stops
C$ 730United 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$ 495 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$ 495.

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.

No, with an average price for the route of C$ 870, prices are generally cheapest when you fly direct.

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$ 635 (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$ 1,100 and C$ 926 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 1 week before departure. For the absolute cheapest price, our data suggests you should book 14 weeks before departure.

Good to know

Low seasonOctober
Cheapest flightC$ 289
Best time to beat the crowds (14% less expensive on average)
Most popular time to fly (14% more expensive 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 at night, when round-trip flights cost C$ 956 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$ 956.

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.
7.9
Porter AirlinesOverall score based on 412 reviews
7.5Food
8.2Boarding
6.9Entertainment
8.6Crew
7.9Comfort
Airline reviews

The Flight took off 2hrs late because there was no pilot showing up when the flight was ready to board.. Though the cabin crew was present and had prepared the plane, the FO turned around after 15 min and went away. A crew to fly the plane finally arrived over an hour later and we were able to board 1h30 min later than planned time... until everything was loaded, we left 2h late from the gate. This was a small plane, so don't expect any Entertainment... Wi-Fi access on board would work, but took an awful amount of time to figure out and get it work (I'm an IT person). Flying as VIPorter customer, I was expecting at least some warm meal, but everything served was just cold.. except the coffee maybe. Even in so-called VIPorter seats, space is cramped and trays are so tiny, you can barely setup your food. Flight caught up during the coast-to-coast crossing and was able to recoup about 45 min from the delay.. still arrived very late in Vancouver and had to wait a long time to get our registered bags. Let's see how the return flight will be in a few days..

6.0 GoodBeat, Jan 2026
YUL - YVR
Read more Porter Airlines reviews

The Flight took off 2hrs late because there was no pilot showing up when the flight was ready to board.. Though the cabin crew was present and had prepared the plane, the FO turned around after 15 min and went away. A crew to fly the plane finally arrived over an hour later and we were able to board 1h30 min later than planned time... until everything was loaded, we left 2h late from the gate. This was a small plane, so don't expect any Entertainment... Wi-Fi access on board would work, but took an awful amount of time to figure out and get it work (I'm an IT person). Flying as VIPorter customer, I was expecting at least some warm meal, but everything served was just cold.. except the coffee maybe. Even in so-called VIPorter seats, space is cramped and trays are so tiny, you can barely setup your food. Flight caught up during the coast-to-coast crossing and was able to recoup about 45 min from the delay.. still arrived very late in Vancouver and had to wait a long time to get our registered bags. Let's see how the return flight will be in a few days..

It was okay. Had a thing with the front desk, she had me repack my suitcases to have them be under the weight restrictions, but then the other one was overweight, she argued with me about it when there were tons of people in line. Wasn’t great.

Due to a known technical error that Porter has not fixed in over a year, I was unable to check in the children on my reservation online and had to do it at the airport. Upon check in, there were no seats together, which was an issue as we had young children. The gate agent did manage to seat us together by moving other passengers, which was appreciated, but the other passengers were never informed, leading to confusion and delay upon boarding. The flight was over an hour late; no explanation or apology was ever issued. The bags on Porter take a long time to arrive--over half an hour at Hamilton on my inbound flight, and not much better on my return to Edmonton.

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.

The flight was half empty yet they charged me $50 for a basic carry on! I saw how passengers of different colors were treated differently.

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.👍

It was great. There were some issues prior to takeoff. The weather was poor so we had to go through deicing, and we were delayed a bit by the pilots' concern about one of the engines, but that's aviation. The pilots handled everything with aplomb, and kept us apprised

Reliable, nice crew, I fly often on that flight and I like it all.

l really enjoy very much the flight was very pleasant

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

Everything was great until we had to get our bags. The bags came out in several different batches over 90 minutes after we landed maybe more we got our bags. So much for the old West Jet where they promised bags in 20 minutes. I Next time I will pack lighter and go with a carry-on.

Flight left on time. The crew was very friendly. I had to buy a proper meal. Small cookie and a drink just doesn’t cut it for a 4.5 hours flight.

The flight was full and good as could be expected. We arrived early which is always a good thing.

Experience was good, the wifi hook up is somewhat tough

Plane was one hour late. Hardly any space for our carry-ons. Stressful to catch connections.

The delays were never ending and we were never properly informed as to why. 1st and 2nd delay were handled well, but by the time we received our 7th delay, and then subsequently asked to willingly get bumped, it turned into one of the worst flying situations of my life. I didn’t get home until 2am which is roughly 5 hours later than originally planned.

Great flight, great landing, nice staff. Our seats were a little cramped.

I will not be flying with westjet again. I was uncomfortable in my seat. The position made my back hurt so bad. My wife was able to fit the seatbelt around her with out an extension but was unable to put the tray table down or fit in the seat for that matter. Our bag was smashed and I spent two hours trying to fill out the application for a damaged bag before I gave up. The 80 photos I took would not work and nothing telling me the format to upload them as.. I made the mistake of unpacking the bag before taking photos so no claim for me. Next trip to Canada I will have to use air Canada.

No food, water, snacks.”beverages”. This was on Christmas Day. Upgrading cost $100, for what exactly?

Overall good experience. The wait for baggage at our destination was quite long, but other than that everything was good as expected

Very bed experience never want to travel air canada anymore

Overall very good 👍 the only disappointment was that I pre ordered a vegan meal and the longest flight YVR-SIN wasn’t on board even though check in said it was and my email booking shows that confirmed ✅ luckily some passengers were not on board and there was a vegetarian meal available, but still, I think you should know because every all the other flights were vegan meals except for the longest so that was a bit of a concern at the beginning of the flight.

Overall a good experience as this leg I was in Business Class. The Lounge was amazing with a view of the planes. The flight attendant spoke way to quickly when giving the information for take off and landing and it would be of no use to a first time traveler. Overall a great airline to travel on.

It was a very small plane and was ok. No food or entertainment so there should be an option for NA.

I travelled in Business class for the first time and wish I could do that again.

Smooth on-time flight but NO AC in the middle of the cabin. Business Class and the rear of the cabin were too cold but mid-cabin was stuffy and hot with virtually no air coming out of the ducts. Made for a very long and uncomfortable flight.

The crew from Toronto Santiago (and the other way) weren't nice people. They seemed angry. Other flights with Air Canada had much nicer crews. Bathrooms always had sticky floors. Yuck!

Air Canada’s problems are not staff related by and large, no. The problem is tiny jets between the U.S. and Canada - yes, believe it or not they are still “international” (just ask our own Mango Maniac in power in the U.S.). The little aisle is compounded by a design flaw of a “dog leg” starting at seat 12. Woe be unto you if you sit here as passengers and attendants do not have sufficient room to not hit you in the face with backpacks. One thing I will say very positively about Air Canada is you still provide pillows and blankets on transcontinental flights to all, not just the elites. Your tiny improperly designed jets are also a problem flying city to city within Canada also. One can only say you remind us of a “Jet Blue” or “Spirit” experience. Also your luggage space is downright Byzantine! We will endeavor to avoid you and use other U.S. carriers, albeit charging more.

Terrible canceled flight and lost my luggage. Flew me to Halifax. Tgat flight was delayed, had to spend night in airport chair.

My flights were all either late or canceled. It was stressful and a waste of my time. This is the third flight in a row with Air Canada that has been a scheduling mess. Not appreciated.

Provide free food and drinks on an international flight. Add updated head rests

Not good, tried to purchase a first class upgrade and they couldn’t get it done. Was super uncomfortable the whole time.

Pros: we leave and arrive on time Cons: the most uncomfortable seats ever. You cant recline at all your seats. No entertainment No TVs flight attendants didn't provide even a glass of water. You have to go to back of the airplane and ask for one. I am Colombian and I remember seeing the flight attendants very neat, elegants which is or was a staple of Avianca.it was one with tennis shoes, no male up, the hair was messy... that was really odd.

We waited for one hour to deboard the plane after landing. That could be better

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.

I couldnt recline the seat. Other than that crew was very attentive and helpful. Thsnk you

Horrible experience. Flight cancelled. Arrived at destination 12 hs later. No one gave us an answer or any information. Very very poor service. We won’t ever travel again with Avianca

Luggage lost and nowhere to be found, no response from either airline regarding my bag

The usb plugs for charging your phone didn’t work, the seats were coarse and hard. Not very comfortable. No inflight WiFi

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

Information on your arrival and departure airports