C$ 346 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 8/5. 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$ 523
San José
San José2 stopsC$ 748
Liberia
Liberia2 stopsC$ 523
San José
San José2 stopsC$ 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

Tue, 1 Sep - Sat, 12 Sep
WestJet Logo
9:05 p.m. - 12:25 p.m.
YWG
-
LIR
16h 20m
2 stops
WestJet Logo
1:15 p.m. - 9:20 a.m.
LIR
-
YWG
19h 05m
2 stops
C$ 523WestJet
Tue, 1 Sep - Sat, 12 Sep
WestJet Logo
6:05 p.m. - 12:25 p.m.
YWG
-
LIR
19h 20m
1 stop
WestJet Logo
1:15 p.m. - 2:15 p.m.
LIR
-
YWG
24h 00m
2 stops
C$ 527WestJet
Tue, 1 Sep - Sat, 12 Sep
WestJet Logo
6:05 p.m. - 12:25 p.m.
YWG
-
LIR
19h 20m
1 stop
WestJet Logo
1:15 p.m. - 12:55 a.m.
LIR
-
YWG
10h 40m
1 stop
C$ 538WestJet
Sat, 17 Oct - Sat, 24 Oct
WestJet Logo
4:55 p.m. - 12:25 p.m.
YWG
-
LIR
20h 30m
2 stops
WestJet Logo
1:15 p.m. - 12:05 p.m.
LIR
-
YWG
21h 50m
2 stops
C$ 547WestJet
Tue, 29 Sep - Fri, 2 Oct
Air Canada Logo
8:15 a.m. - 11:40 p.m.
YWG
-
SJO
16h 25m
2 stops
Air Canada Logo
7:10 a.m. - 11:12 a.m.
SJO
-
YWG
27h 02m
1 stop
C$ 748Air Canada
Tue, 29 Sep - Fri, 2 Oct
Air Canada Logo
8:15 a.m. - 11:40 p.m.
YWG
-
SJO
16h 25m
2 stops
Air Canada Logo
7:10 a.m. - 8:00 p.m.
SJO
-
YWG
35h 50m
2 stops
C$ 751Air Canada
Wed, 8 Jul - Tue, 14 Jul
Air Canada Logo
5:10 p.m. - 11:40 p.m.
YWG
-
SJO
31h 30m
2 stops
Air Canada Logo
5:05 a.m. - 11:15 a.m.
SJO
-
YWG
29h 10m
2 stops
C$ 848Air Canada
Mon, 6 Jul - Wed, 15 Jul
United Airlines Logo
7:00 a.m. - 10:11 a.m.
YWG
-
SJO
28h 11m
2 stops
United Airlines Logo
1:25 p.m. - 10:33 p.m.
SJO
-
YWG
32h 08m
2 stops
C$ 857United Airlines
Fri, 3 Jul - Thu, 16 Jul
United Airlines Logo
8:45 a.m. - 11:55 a.m.
YWG
-
SJO
28h 10m
2 stops
United Airlines Logo
12:30 a.m. - 10:33 p.m.
SJO
-
YWG
21h 03m
2 stops
C$ 858United Airlines
Sun, 10 May - Sun, 24 May
United Airlines Logo
8:45 a.m. - 7:37 p.m.
YWG
-
SJO
11h 52m
2 stops
United Airlines Logo
6:00 a.m. - 10:38 p.m.
SJO
-
YWG
39h 38m
2 stops
C$ 859United 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$ 1,603 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$ 1,603.

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$ 1,158 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$ 1,158.

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$ 844, 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 June, when tickets cost C$ 275 (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$ 661 and C$ 659 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 16% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 14 weeks before departure.

Good to know

Low seasonSeptember
Cheapest flightC$ 337
Best time to beat the crowds (10% less expensive on average)
Most popular time to fly (7% 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 435 reviews
7.6Food
8.0Comfort
8.2Boarding
7.0Entertainment
8.6Crew
Airline reviews

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

10.0 ExcellentAnonymous, Apr 2026
YHM - YHZ
Read more Porter Airlines reviews

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.

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.

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.

Flight attendants had a little attitude. Food tastes no good.

From pre boarding to flight attendant, crew and baggage handler, excellent. Didn’t lost my luggage like West jet.

Very poor. The flight was delayed from Toronto because some forget to do there job . I got to my connecting gate in San Francisco 10 minutes before the departure.but this didn’t let me board even though the flight was still there for an other 30 minutes. The the gentleman at the unite airline desk told me that they usually wait for passengers but air Canada called and told them not to we I been rerouted to Manila instead of Hong Kong . In San Francisco they mad me check in my carryon bag . I was told the it will directly go yo ho chi minn cuyt but I was told that by the Vietnams airline desk that’s not there I’m 10 hours behind my scheduled flight and looks like I I’m going without baggage. I don’t have a chance of catching ..

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

The pricing was split into an ultra basic fare with a comfort seat upgrade. This is misleading. Never were we shown an ultra basic fare. What this did because the fare category was ultra basic we could not bid on an upgrade first class seat. All e mails from WestJet were for ultra basic category with my wife and I upset as we could not confirm this with anyone from your firm.The check in counter were not going to allow our carry on but after some checking saw we had ultra basic and a comfort seat upgrade. They could not figure out how this was done. Now we have to go through this again at the gate in Mexico. Unless I missed it - please let customers know the billing in future. Respectfully. Gary & Nancy Moughtin

Flight didn’t happen because both my connections were lost and Toronto wouldn’t let me board. I was checked in to all 3 flights at the check-in fest in Dublin.

The flight didn’t happen because they apparently lost my check in and wouldn’t let me board.

Access to movies was rather confusing. Apart from that, I have no complaints.

I wasn’t able to book or pay for a seat and they forgot to check me in for my third flight so I spent 24 hours in Toronto waiting for another one.

I wasn’t checked in for the third leg of my flight, my bag was checked through to Dublin but when I went to the gate in Toronto they said I wasn’t on the flight and had given my seat away. I had to wait 24 hours for another flight and instead on the one I had booked it was now 2 flights.

Flight was delayed for 5hours. Food vouchers just aren’t good enough

The agents at the Kelowna YLW airport were really grumpy. Same with oversized baggage person. Staff on the plane were great.

Flight was early. That’s the only positive I can share. I paid for wifi on the flight and it didn’t allow me to use any streaming services so it was a waste of $20. West Jet also lost my ski equipment on my way to a ski vacation. They told me it would be delivered to the hotel as soon as it arrived at the airport. It was never delivered. I had to pick it up at the airport on my way home. I am completely disgusted with my experience on west jet

Baggage check is an aggravation. We had four 4 bags, if a bag is just .10 of a kilo you cannot check it on AC self baggage check. It is not possible to check the weight of the bag at the self checking. Should you check a bag that is under the limit it will go right through and you can’t get it back to redistribute weight from a heavier bag.

I cannot think how they could put more seats together but they did. So elbow to elbow leg to leg for these long journeys they should consider leg space at least. Since they did not offer to check people's carry one space was tight and if you did not get on first people used your assigned overhead storage so now your doing these same to another. Cascading inconvenience.

Despite exit row seating, which gave leg room, seating was so narrow, the next passenger spilled over onto my seat. WiFi did not work.

It was okay. The seating didn’t give you much space especially when you book a premium. It was still pretty close. The seats had no screens which was a disappointment. The crew was awesome though. Again I wish the wait between families with children boarding and general boarding was a little longer to give families some time to get situated especially those bringing a stroller like myself or for solo parents travelling like myself who has to do everything. The time between boarding zones especially with chilling is so short, I had to gate check my stroller and did not have enough time to pull it down and transport my luggage inside all while having my infant strapped to me or to even ask a flight attendant to assist as they’re busy with the the general boarding going on

Complimentary food options could be better. There should be a little wait between people boarding with children under 6 and the rest of the boarding. There isn’t enough time to get yourself situated before take off.

Flight itself was not bad at all. However: my checked bag (checked in Calgary) did not make it onto this flight as I found out after I landed at EWR. I still don't have it but it appears that it is on its way to me.

I was tired enough to fall asleep soon after takeoff and slept until "we are starting our descent to Toronto" announcement. That's not bad at all.

Very tight seats - no legroom at all, very tight to the person in front of you. If you have basic fare, you are loading zone 6 regardless of where you are sitting in the plane - meaning even as a middle aisle person at the front of the plane, I had to get people to get up and let me in as they had boarded earlier. Having to pay for a carry on is criminal. I am a frequent flyer, and air Canada has now joined the list of other terrible North American Airlines.

The crew was amazing! I was a bit surprised and disappointed that there was not wifi available for personal use. The only thing I would change would be the seat cushions. They are not comfortable at all for long flights.

Flight and attendance were very good we had 2 hour delay that took the shine of it

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

Information on your arrival and departure airports