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Cheap flights from Winnipeg to Costa Rica from C$ 299

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 28/5. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — SJO
4 May — 11 May1
1 adult

Cheap flight deals from Winnipeg to Costa Rica

Keep the following information in mind while searching for Winnipeg to Costa Rica flight deals. Data was last updated 29 April 2025.

Round-trip from

C$ 672

One-way from

C$ 299

Popular in

December

Cheapest in

August

Average price

C$ 1,078
27/5-3/6
  • 27/5-3/6
  • 4 total stops
  • 51h 02m total
  • Winnipeg to Costa Rica
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28/5
  • 28/5
  • 2 total stops
  • 24h 02m total
  • Winnipeg to Costa Rica
Search Deals
Highest demand for flights based on searches. 10% potential increase in price (C$ 208 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease (C$ 72 potential savings vs. average RT price).
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Average for round-trip flights in April 2025
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Find flight deals from Winnipeg to Costa Rica

Cheapest flights from Winnipeg to Costa Rica
Explore the most affordable flight options available from Winnipeg to Costa Rica. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 29 April 2025.

Wed 6/812:15 p.m.YWG - SJO
3 stops19h 58mMultiple Airlines
Mon 18/82:42 p.m.SJO - YWG
3 stops25h 59mMultiple Airlines
Deal found 27/4C$ 664
Tue 19/87:00 a.m.YWG - SJO
2 stops30h 26mUnited Airlines
Tue 26/81:30 p.m.SJO - YWG
2 stops25h 01mUnited Airlines
Deal found 28/4C$ 671
Fri 11/77:00 a.m.YWG - LIR
2 stops32h 23mUnited Airlines
Sat 19/73:25 p.m.LIR - YWG
2 stops20h 44mUnited Airlines
Deal found 28/4C$ 819
Mon 5/56:30 a.m.YWG - LIR
1 stop30h 54mMultiple Airlines
Thu 8/51:25 p.m.LIR - YWG
1 stop26h 00mMultiple Airlines
Deal found 27/4C$ 1,124
Wed 11/611:10 a.m.YWG - SJO
1 stop10h 15mAir Canada
Thu 26/67:55 a.m.SJO - YWG
1 stop25h 24mAir Canada
Deal found 27/4C$ 1,146
Mon 5/56:30 a.m.YWG - LIR
1 stop30h 54mWestJet
Wed 7/51:25 p.m.LIR - YWG
1 stop19h 18mWestJet
Deal found 27/4C$ 1,164
Wed 28/55:00 a.m.YWG - SJO
2 stops19h 35mAvianca
Tue 3/61:55 a.m.SJO - YWG
2 stops30h 45mAvianca
Deal found 28/4C$ 1,735

Cheapflights Fare Finder

Customize your flight search to find flights from Winnipeg to Costa Rica that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 629,999 searches. Data last updated 29 April 2025.
Use the filters below to find and compare flights from Winnipeg to Costa Rica that are best for you.

Fly from

Winnipeg

Fly to

Costa Rica

Route

Depart

Return

Price

WinnipegSan José

YWG - SJO

YWGSJO

Winnipeg

Tue 19/8

7:00 a.m.-12:26 p.m.

2 stops30h 26m

San José Juan Santamaria Intl

Tue 26/8

1:30 p.m.-3:31 p.m.

2 stops25h 01m

C$ 671

WinnipegSan José

YWG - SJO

YWGSJO

Winnipeg

Tue 27/5

11:25 a.m.-10:27 a.m.

2 stops24h 02m

San José Juan Santamaria Intl

Tue 3/6

12:28 p.m.-4:28 p.m.

2 stops27h 00m

C$ 672

WinnipegLiberia

YWG - LIR

YWGLIR

Winnipeg

Fri 11/7

7:00 a.m.-2:23 p.m.

2 stops32h 23m

Liberia

Sat 19/7

3:25 p.m.-1:09 p.m.

2 stops20h 44m

C$ 819

WinnipegSan José

YWG - SJO

YWGSJO

Winnipeg

Sat 18/10

7:40 a.m.-10:55 p.m.

1 stop16h 15m

San José Juan Santamaria Intl

Sat 1/11

7:55 a.m.-6:28 p.m.

1 stop9h 33m

C$ 1,217

WinnipegLiberia

YWG - LIR

YWGLIR

Winnipeg

Fri 11/7

5:45 p.m.-12:24 p.m.

1 stop19h 39m

Liberia

Sat 19/7

1:25 p.m.-1:43 p.m.

1 stop23h 18m

C$ 1,382

WinnipegSan José

YWG - SJO

YWGSJO

Winnipeg

Wed 28/5

5:00 a.m.-11:35 p.m.

2 stops19h 35m

San José Juan Santamaria Intl

Tue 3/6

1:55 a.m.-9:40 a.m.

2 stops30h 45m

C$ 1,735

WinnipegSan José

YWG - SJO

YWGSJO

Winnipeg

Wed 28/5

11:25 a.m.-10:27 a.m.

2 stops24h 02m

C$ 299

WinnipegSan José

YWG - SJO

YWGSJO

Winnipeg

Wed 28/5

4:30 p.m.-10:50 p.m.

1 stop31h 20m

C$ 581

Flights are sorted by cheapest round-trip flights first.

Deals found on 28/4

Best time to book a flight from Winnipeg to Costa Rica

Have a flexible travel schedule? Discover the best time to fly to Costa Rica from Winnipeg with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

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

What is the cheapest month to book a flight from Winnipeg to Costa Rica?

Currently, September is the cheapest month in which you can book a flight from Winnipeg to Costa Rica (average of C$ 486). Flying from Winnipeg to Costa Rica in December is currently the most expensive (average of C$ 683). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from YWG to CR?

Find hourly flight availability from Winnipeg to Costa Rica. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated 29 April 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Winnipeg to Costa Rica as you normally would.

Rainfall in Costa Rica by month

Plan your trip to Costa Rica by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Costa Rica ranges from 0.0 - 300.0 mm per month. September is typically the wettest month, when rainfall can reach 300.0 mm. February is typically the driest time to visit Costa Rica when rainfall is around 0.0 mm.

Temperature in Costa Rica by month

Plan your trip to Costa Rica by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Costa Rica, use this chart to help with planning. For those seeking warmer temperatures, April is the ideal time of year to visit, when temperatures reach an average of 21.0 C. Travellers hoping to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 18.0 C).

Reviews of airlines servicing Costa Rica

Get insights into the airlines that provide service to Costa Rica. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Costa Rica. Reviews last updated 29 April 2025.
To help decide which airline to fly from Winnipeg to Costa Rica, see what other customers have to say about Delta, United Airlines and WestJet. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,929 reviews
Check prices

Crew

8.5

Entertainment

7.9

Comfort

7.9

Boarding

8.2

Food

7.3

Overall

8.0

Reviews

1 / 20
4.0
Okay

Peter,Oct 2023

MSP - GEG

The amount of carry on is put of control. We were in group 3 boarding and there was no room in upper storage for our 1 bag (between 2 people) Just because we can’t afford to up grade our seats… $2000 more. We get penaltized. Make us feel less than
Delta
8.0
Very good
7,929 reviews
Delta
8.0
Very good
7,929 reviews
Check prices

Crew

8.5

Entertainment

7.9

Comfort

7.9

Boarding

8.2

Food

7.3

Overall

8.0

Reviews

1 / 20
4.0
Okay

Peter,Oct 2023

MSP - GEG

The amount of carry on is put of control. We were in group 3 boarding and there was no room in upper storage for our 1 bag (between 2 people) Just because we can’t afford to up grade our seats… $2000 more. We get penaltized. Make us feel less than
United Airlines
7.4
Good
8,696 reviews
Delta
8.0
Very good
7,929 reviews
Check prices

Crew

8.5

Entertainment

7.9

Comfort

7.9

Boarding

8.2

Food

7.3

Overall

8.0

Reviews

1 / 20
4.0
Okay

Peter,Oct 2023

MSP - GEG

The amount of carry on is put of control. We were in group 3 boarding and there was no room in upper storage for our 1 bag (between 2 people) Just because we can’t afford to up grade our seats… $2000 more. We get penaltized. Make us feel less than
WestJet
7.2
Good
2,823 reviews
Delta
8.0
Very good
7,929 reviews
Check prices

Crew

8.5

Entertainment

7.9

Comfort

7.9

Boarding

8.2

Food

7.3

Overall

8.0

Reviews

1 / 20
4.0
Okay

Peter,Oct 2023

MSP - GEG

The amount of carry on is put of control. We were in group 3 boarding and there was no room in upper storage for our 1 bag (between 2 people) Just because we can’t afford to up grade our seats… $2000 more. We get penaltized. Make us feel less than
Air Canada
7.0
Good
9,228 reviews
Delta
8.0
Very good
7,929 reviews
Check prices

Crew

8.5

Entertainment

7.9

Comfort

7.9

Boarding

8.2

Food

7.3

Overall

8.0

Reviews

1 / 20
4.0
Okay

Peter,Oct 2023

MSP - GEG

The amount of carry on is put of control. We were in group 3 boarding and there was no room in upper storage for our 1 bag (between 2 people) Just because we can’t afford to up grade our seats… $2000 more. We get penaltized. Make us feel less than
Avianca
6.7
Okay
2,317 reviews
Delta
8.0
Very good
7,929 reviews
Check prices

Crew

8.5

Entertainment

7.9

Comfort

7.9

Boarding

8.2

Food

7.3

Overall

8.0

Reviews

1 / 20
4.0
Okay

Peter,Oct 2023

MSP - GEG

The amount of carry on is put of control. We were in group 3 boarding and there was no room in upper storage for our 1 bag (between 2 people) Just because we can’t afford to up grade our seats… $2000 more. We get penaltized. Make us feel less than

Related info for your journey

Find useful and relevant information for your journey from Winnipeg to Costa Rica. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Winnipeg to Costa Rica?

    Winnipeg (YWG) is the airport you will fly out of if you book a flight from Winnipeg to Costa Rica. It is only a 7.3 km journey to Winnipeg (YWG) from Winnipeg’s city centre.

  • Can I find deals for flights from Winnipeg to Costa Rica that include hotel bookings?

    Yes. In addition to deals on Winnipeg to Costa Rica flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Winnipeg to Costa Rica?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Winnipeg to Costa Rica.

  • Can I find deals for business class flights from Winnipeg to Costa Rica?

    Yes. Cheapflights offers flight deals from Winnipeg to Costa Rica by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Winnipeg to Costa Rica?

    Currently, September is the cheapest month in which you can book a flight from Winnipeg to Costa Rica (average of C$ 486). Flying from Winnipeg to Costa Rica in December is currently the most expensive (average of C$ 683). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Top 4 airlines flying from Winnipeg to Costa Rica

Discover the top 4 airlines that operate flights from Winnipeg to Costa Rica. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 629,999 searches. Data last updated 29 April 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapestC$ 520AverageC$ 771FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
WestJetCheapestC$ 576AverageC$ 991FlexibilityNo cancel feeOn-time60%
Search WestJet flights
Air CanadaCheapestC$ 629AverageC$ 1,161FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
AviancaCheapestC$ 1,116AverageC$ 1,592FlexibilityNo cancel feeOn-time71%
Search Avianca flights

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Winnipeg to Costa Rica?

Deals for Winnipeg to Costa Rica flights are sourced from 900+ travel sites when you use Cheapflights. When all flight results come back, Cheapflights lets you sort and filter flights using different criteria to choose better, like price, airport, cabin class, and plenty of other options.

Why should you use Cheapflights to find cheap flight tickets from Winnipeg to Costa Rica?

By finding flights from multiple airlines and providers at completely no cost, Cheapflights helps millions of users like you annually find the best flights to Costa Rica from Winnipeg.

Can Cheapflights find flights from Winnipeg to Costa Rica with no change fees?

Cheapflights does show flights with no change fees to all users. To see these options for flights from Winnipeg to Costa Rica, users can toggle the no change fees filter when performing a flight search.

Can Cheapflights notify me if prices for flights from Winnipeg to Costa Rica become cheaper?

Yes, Cheapflights offers price alerts on Winnipeg to Costa Rica flights so you can book your travel at the perfect time. Price Alerts can be enabled by clicking the bell icon next to the flight deals above and providing your email address where you want to receive the alerts.

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