C$ 411 Find Cheap Flights from Winnipeg to Costa Rica – Compare and Save

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 5/12. 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$ 484
San José
San José1 stopC$ 748
Liberia
Liberia2 stopsC$ 484
San José
San José1 stopC$ 748

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

Sat, 12 Sep - Sun, 27 Sep
WestJet Logo
7:00 a.m. - 6:25 a.m.
YWG
-
LIR
24h 25m
2 stops
WestJet Logo
7:15 a.m. - 12:15 a.m.
LIR
-
YWG
16h 00m
2 stops
C$ 484WestJet
Sat, 12 Sep - Sun, 27 Sep
WestJet Logo
9:05 p.m. - 6:25 a.m.
YWG
-
LIR
10h 20m
1 stop
WestJet Logo
7:15 a.m. - 3:45 p.m.
LIR
-
YWG
31h 30m
2 stops
C$ 491WestJet
Sat, 12 Sep - Sun, 27 Sep
WestJet Logo
4:55 p.m. - 6:25 a.m.
YWG
-
LIR
14h 30m
1 stop
WestJet Logo
7:15 a.m. - 11:10 a.m.
LIR
-
YWG
26h 55m
1 stop
C$ 494WestJet
Fri, 4 Sep - Sun, 13 Sep
WestJet Logo
7:00 a.m. - 12:25 p.m.
YWG
-
LIR
30h 25m
2 stops
WestJet Logo
7:15 a.m. - 12:15 a.m.
LIR
-
YWG
16h 00m
2 stops
C$ 522WestJet
Fri, 4 Sep - Sun, 13 Sep
WestJet Logo
4:15 p.m. - 12:25 p.m.
YWG
-
LIR
21h 10m
2 stops
WestJet Logo
7:15 a.m. - 11:10 a.m.
LIR
-
YWG
26h 55m
1 stop
C$ 529WestJet
Mon, 5 Oct - Fri, 9 Oct
Air Canada Logo
5:10 a.m. - 10:00 p.m.
YWG
-
SJO
17h 50m
1 stop
Air Canada Logo
7:10 a.m. - 11:12 a.m.
SJO
-
YWG
27h 02m
1 stop
C$ 748Air Canada
Sat, 21 Nov - Wed, 25 Nov
Air Canada Logo
2:35 p.m. - 10:05 p.m.
YWG
-
SJO
31h 30m
1 stop
Air Canada Logo
9:50 a.m. - 10:16 a.m.
SJO
-
YWG
24h 26m
1 stop
C$ 799Air Canada
Sun, 8 Nov - Tue, 17 Nov
Air Canada Logo
6:00 a.m. - 10:05 p.m.
YWG
-
SJO
40h 05m
2 stops
Air Canada Logo
8:35 a.m. - 10:39 p.m.
SJO
-
YWG
14h 04m
1 stop
C$ 803Air Canada
Mon, 5 Oct - Fri, 9 Oct
United Airlines Logo
7:00 a.m. - 12:21 p.m.
YWG
-
SJO
30h 21m
2 stops
United Airlines Logo
1:25 p.m. - 12:37 p.m.
SJO
-
YWG
22h 12m
2 stops
C$ 810United Airlines
Mon, 5 Oct - Fri, 9 Oct
United Airlines Logo
7:00 a.m. - 12:21 p.m.
YWG
-
SJO
30h 21m
2 stops
United Airlines Logo
1:25 p.m. - 12:37 p.m.
SJO
-
YWG
22h 12m
2 stops
C$ 811United 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 5 days was to Liberia, at C$ 695 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$ 695.

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

The average price for all round-trip flights from Winnipeg to Costa Rica depending on the time of departure, clicked by users on KAYAK in the last 2 weeks.

The cheapest time of day to fly to Costa Rica is generally at night, when round-trip flights cost C$ 1,173 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$ 1,173.

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 1 stop layover the cheapest option at C$ 1,014 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 February, when tickets cost C$ 338 (return) on average. On the other hand, the most expensive months are July and August, when the average cost of round-trip tickets is C$ 817 and C$ 674 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 34% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 14 weeks before departure.

Good to know

Low seasonOctober
Cheapest flightC$ 411
Best time to beat the crowds (24% less expensive on average)
Most popular time to fly (15% 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.

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 438 reviews
7.6Food
8.2Boarding
8.0Comfort
8.6Crew
6.9Entertainment
Airline reviews

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.

10.0 ExcellentAngela, May 2026
YYZ - YVR
Read more Porter Airlines reviews

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.

I didn’t receive any help when they messed up and wasn’t honest and the supervisor did absolutely nothing to help me so I had to buy another ticket at $537

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

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.

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.

Starlink is great Crew was polite Business class didn’t get a welcome drink just water and snacks were ok

very average service no complimentary alcoholics drinks unlike other airlines such as Porter airlines No decent seats available during check-in time the day before

Good but airlines getting smaller. I didn't like the meal but the service was fine. Flight was fine and luggage arrived. So good.

They were fast and I like how they used to entertainment system to play video about the safety.

Flight delayed. Connecting to night flight was stressful but made it. Jusr in time. Ran.88Flight was fine.

Hopped on time for the flight only to get deplaned and delayed another 2.5 hours.

Given I (and I’m assuming most people) have both carry in and a personal item included in their fare, I find it very unfair that on neither of my flights I was able to use the overhead for my small backpack because they were completely rammed with luggage, people personal items, jackets, hats and other items. So the only item I brought in had to be stuffed under my seat while they had their leg room and sat comfortable with all of their items in the overhead. This has to stop because I was uncomfortable on both flights when I only had one smaller item that could not be checked due to its contents (medication etc). Plenty of people could have checked theirs but chose not to and then took up the space allotment for 2 people.

Despite travelling ultra basic for the first time due to such increased rates we both managed with one bag each. Even boarding last wasn’t SO bad.

There was no food but a singular cookie for a flight that was over 5hours??? Yeah not fun I was starving and again super cramped plane and you guys need to get planes with screens too, WiFi is nice but common we need more

I loved the fact it was on time and it was a smooth flight to my destination.

I like that we landed safely and that my dog was safe underneath as well. Outside of that, we were 45 mins late for a direct flight that is 1.5 hours long. And 2 of my 3 bags did not make the flight. Only my dog was onboard.

Service was okay except attendant over served alcohol to passenger and passenger got tipsy and made me uncomfortable

Food was not inspired but was satisfying. Same for infotainment selection. You’d think business class would come with complimentary WiFi. Crew was uniformly attentive and excellent.

Could not make the flight. No one would help us at all

Decent entertainment although my wife was not offered any ear buds so couldn’t enjoy. Real issue was the appalling food. Presentation was unacceptable with cheap hard to open packaged bread, plastic cheese again in hard to open shrink wrap, main course in small cardboard box again hard to open, wooden utensils which lack substance making the whole experience poor. Surprised I didn’t cover myself or neighbour as the food moved all over the place. Breakfast calzone was dry and unappealing with the staff basically throwing them around. Very disappointed

Better movie options. More diligence on the size and amount of bags people bring on board. Lady across aisle from me had a bucket style bag that would only go so far under the seat in front of her. She was not told once that the whole bag is supposed to be under the seat. Crew is very hardworking however.

I didn’t have any food but my Prosecco hit the spot. We left on time and the crew was friendly.

Flight was oversold. Seats assigned to multiple passengers. Delay 1 hour to sort out.

Good but I don’t received my bags yet is been 5days still no update

Boarding is always chaotic. Delay was over 2 hours while inside plane . Crew not very friendly

Congested seating area Toronto Poor announcements Terrible food in flight Limited entertainment options

The flight was good. My luggage didn’t land with me when I arrived in Columbus. So grateful I was able to get my luggage back within the 2 hours😍👍.

Comfortable seats with good leg room. But not screens on seat backs.

I was rescheduled when I missed my flight due to border clearance issue

Air Canada has very professional , friendly and co operative crew.

Screens not working; flight delay due to mechanical issues I tried to get information about food on flight — no information available

Flight was delayed twice which made our arrival extremely late (actually into next day). Not an easy travel. But when we requested assistance for boarding we were really impressed with how they helped us! Strongly praise their assistance.

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

Information on your arrival and departure airports