C$ 669 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 19/8. 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.
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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 José2 stopsC$ 669
Liberia
Liberia2 stopsC$ 1,149
San José
San José2 stopsC$ 669
Liberia
Liberia2 stopsC$ 1,149

Cheap Flight Deals from Winnipeg to Costa Rica (YWG-CR0)

 
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.

Recent round-trip flight deals from Winnipeg to Costa Rica

Recommended round-trip deals departing in the coming months from the most popular airlines that fly from Winnipeg to Costa Rica.
Discover the best prices for you by selecting your travel dates on KAYAK.
United Airlines Logo
2:20 p.m. - 12:26 p.m.YWG-SJO
23h 06m2 stops
United Airlines Logo
7:55 a.m. - 1:09 p.m.SJO-YWG
28h 14m2 stops
C$ 669United Airlines
Find Deal
Tue, 19 Aug - Tue, 26 Aug
United Airlines Logo
7:00 a.m. - 10:11 a.m.YWG-SJO
28h 11m2 stops
United Airlines Logo
8:45 a.m. - 1:03 p.m.SJO-YWG
28h 18m2 stops
C$ 695United Airlines
Find Deal
Thu, 26 Jun - Tue, 11 Nov
United Airlines Logo
4:25 p.m. - 10:11 a.m.YWG-SJO
42h 46m2 stops
United Airlines Logo
5:30 a.m. - 3:31 p.m.SJO-YWG
33h 01m2 stops
C$ 745United Airlines
Find Deal
Tue, 17 Jun - Fri, 27 Jun
 Logo
6:30 a.m. - 10:37 a.m.YWG-SJO
29h 07m3 stops
 Logo
11:32 a.m. - 4:28 p.m.SJO-YWG
27h 56m2 stops
C$ 760
Find Deal
Tue, 17 Jun - Tue, 24 Jun
 Logo
6:30 a.m. - 10:27 a.m.YWG-SJO
28h 57m2 stops
 Logo
11:32 a.m. - 9:43 a.m.SJO-YWG
21h 11m2 stops
C$ 771
Find Deal
Tue, 27 May - Tue, 3 Jun
Air Canada Logo
2:50 p.m. - 10:50 p.m.YWG-SJO
9h 00m1 stop
Air Canada Logo
8:00 a.m. - 11:23 p.m.SJO-YWG
14h 23m1 stop
C$ 1,127Air Canada
Find Deal
Tue, 17 Jun - Fri, 27 Jun
Air Canada Logo
11:10 a.m. - 10:50 p.m.YWG-SJO
12h 40m2 stops
Air Canada Logo
8:00 a.m. - 9:40 a.m.SJO-YWG
24h 40m1 stop
C$ 1,182Air Canada
Find Deal
Tue, 17 Jun - Fri, 27 Jun
Avianca Logo
6:35 p.m. - 9:20 a.m.YWG-SJO
15h 45m2 stops
Avianca Logo
2:15 a.m. - 12:43 p.m.SJO-YWG
33h 28m2 stops
C$ 1,552Avianca
Find Deal
Sat, 18 Oct - Fri, 31 Oct
Avianca Logo
4:30 p.m. - 9:20 a.m.YWG-SJO
17h 50m2 stops
Avianca Logo
1:55 a.m. - 9:40 a.m.SJO-YWG
30h 45m2 stops
C$ 1,683Avianca
Find Deal
Wed, 28 May - Tue, 3 Jun
Delta Logo
9:00 a.m. - 11:59 a.m.YWG-SJO
27h 59m1 stop
Delta Logo
1:24 p.m. - 4:28 p.m.SJO-YWG
26h 04m1 stop
C$ 3,496Delta
Find Deal
Tue, 27 May - Tue, 3 Jun
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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 August, when tickets cost C$ 822 (return) on average. On the other hand, the most expensive months are December and June, when the average cost of round-trip tickets is C$ 1,819 and C$ 1,606 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 24 weeks before departure.


Good to know

Low seasonSeptember
High seasonJanuary
Cheapest flightC$ 669
Best time to beat the crowds (28% less expensive on average)
Most popular time to fly and prices are also 5% 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 8696 reviews
7.7Boarding
7.3Comfort
6.6Food
7.1Entertainment
8.1Crew
Airline reviews

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

2.0 MediocreBrant, Apr 2025YHZ - EWR
Read more United Airlines reviews

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

Plane 3 hours late. Missed connection. No help from gate staff. App horrible. Lost connection repeatedly. No service desk. Finally got help from young girl driving cart.

Not as good as expected Air Can needs to improve totally rated on internet as worst

The flight was delayed, it took longer than anticipated because of weather, and they broke my luggage.

My husband required a wheelchair to get to the airplane and the service he received was exemplary. Thank you.

Internet on both flights was sketchy. Thus in flight entertainment was non- existent on MN - Balrimote leg.

crew was great, wifi was very poor could not even load a youtube video

WestJet was able to re-book us to the next available flight at no charge when air traffic controller staffing shortage delayed our inbound flight

Our flight was delayed for almost 2 hours resulting in a rush to connect to our next flight

I am a tall woman and could not move my legs enough to reach down under the seat in front of me to retrieve anything I put down there. I sat in both aisle and window seats and felt extremely cramped. In the aisle seat, if the stewardess was heavy, it was impossible to pass, and she would knock my arm shoulder and thigh every time she went by. If I can avoid it, I will not be flying this airline again.

We never had an experience they canceled the flight and they did not offer us an alternative flight. I had to book one on my own expense. They offered us food voucher and we could not use them at the airport it kept saying not attached to an existing flight. The people at the counter were rude and cold and they did not care about our situation

It took 30 minutes to check in with the Westjet rep. They didn’t have enough seats and she needed to make a call… I am always “randomly” selected to be checked at security. Their “randomly “ selection system may need some updating. They treat people like criminals. It is not appropriate behavior.

Get our, as a group, skis on time to their destination. Have more attendants checking people in. There was only one. The line was a block long :( . Also flight change with 5-hour delay

Found the seats very crowded—too close together ! And waited a long time for our luggage All staff at both ends were excellent!!!

Flight left on time. Crew was polite and helpful. Flight arrived early at destination. Had some trouble with in-flight entertainment system (not built in to seat-back) but found a work-around. Good experience.

As usual, terrible. Delayed flight, missed connection and wasted hours at the airport. The only reason I use this airline is because of limited options.

My flight got delayed 5 times and then got cancelled eventually, I had to get a hotel and uber and pay for food for an extra night without any plans. It was a horrible experience, instead of Air Canada, I was flying with United .

I had a nice flight with free wifi. So I was able to message family members and stream music during my flight, which made the trip go by fast. I also enjoyed flying on there Airbus A220. The plane looked very new and it also got up to speed fast down the runway and didn't need much runway to get airborne.

nothing exceptional and like other airlines food becoming smaller in size...

Lynda was rude and unhelpful. We asked for tea wiht a slice of lemon. She served us Coffee instead. When we spoke to her she made it seem as if we were lying. I asked if she would like to taste it and see - her reply was I don’t need to be rude. After this incident we were treated with subpar service for all beverages and food items after. We’re were purposely left out when they did garbage collection.

They lost my checked in luggage, why do I pay for my cargo not arriving at the same destination as me?

Overall good experience. The flight from Toronto to Denver does not have entertainment - movies to watch.

Not enough electronic outlets for charging in the Air Canada waiting to board area but the Most important thing….the plane was booked to only 40% capacity and my row of 2 other seats were empty. My row happened to be one of the few rows that did NOT have raising arm rests. The flight attendant made effort to seat me in a different row. I needed wheelchair assistance due to a cyst on my knee and struggled to move from seat to seat to get to the row. Those 2 empty seats tormented me the entire 15+ hour flight as I had to be upright the entire flight and was not able to elevate my knee. Lots of other passengers were laying down due to the arm rest being able to retract. It is a shame that he couldn’t be gracious and find a row that I could move to.

Crew was pleasant and efficient. The speaker system for instructions was hard to understand

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.

i think the flight was late because they were so strict about measuring everyone's personal items to try and charge them $119. It was really petty and made us late.

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.

Lounge for business was closed. Boarding was rush and stand by. Seat for business is just the middle seat blocked and some more leg room.

We were not aware carry-on bags cost extra until we arrived at the airport so, we were charged $240.00 for two small carry- on bags! There was a substantial fee for drinks and snacks. No wifi, or other entertainment was available. Waiting areas were crowded and uncomfortable.

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

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