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Cheap flights from Winnipeg to Costa Rica from C$ 323

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 9/8. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — SJO
17 Jun — 24 Jun1
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 12 June 2025.

Round-trip from

C$ 718

One-way from

C$ 323

Popular in

March

Cheapest in

July

Average price

C$ 1,488
United Airlines
  • United Airlines
  • 23/8-30/8
  • 4 total stops
  • 67h 40m total
  • Winnipeg to Costa Rica
Search Deals
9/8
  • 9/8
  • 1 total stop
  • 31h 03m total
  • Winnipeg to Costa Rica
Search Deals
Highest demand for flights based on searches. 9% potential increase in price (C$ 172 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease (C$ 52 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in June 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 12 June 2025.

Mon 29/912:30 p.m.YWG - SJO
3 stops19h 58mMultiple Airlines
Tue 7/102:37 p.m.SJO - YWG
3 stops26h 03mMultiple Airlines
Deal found 11/6C$ 563
Mon 29/97:00 a.m.YWG - SJO
2 stops13h 37mUnited Airlines
Tue 7/107:55 a.m.SJO - YWG
2 stops28h 14mUnited Airlines
Deal found 11/6C$ 669
Mon 17/117:20 p.m.YWG - LIR
1 stop17h 35mAir Canada
Fri 28/111:55 p.m.LIR - YWG
1 stop19h 48mAir Canada
Deal found 9/6C$ 860
Thu 16/101:35 p.m.YWG - SJO
1 stop10h 20mAir Canada
Sun 19/108:00 a.m.SJO - YWG
1 stop14h 25mAir Canada
Deal found 10/6C$ 1,083
Mon 29/910:45 a.m.YWG - SJO
2 stops26h 08mDelta
Tue 7/101:13 p.m.SJO - YWG
1 stop26h 09mDelta
Deal found 11/6C$ 1,687
Mon 29/97:40 a.m.YWG - SJO
2 stops16h 55mAvianca
Mon 6/101:55 a.m.SJO - YWG
2 stops30h 44mAvianca
Deal found 11/6C$ 1,831

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 12 June 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

Mon 29/9

12:30 p.m.-7:28 a.m.

3 stops19h 58m

San José Juan Santamaria Intl

Tue 7/10

2:37 p.m.-5:40 p.m.

3 stops26h 03m

C$ 563

WinnipegSan José

YWG - SJO

YWGSJO

Winnipeg

Mon 29/9

7:00 a.m.-7:37 p.m.

2 stops13h 37m

San José Juan Santamaria Intl

Tue 7/10

7:55 a.m.-1:09 p.m.

2 stops28h 14m

C$ 669

WinnipegLiberia

YWG - LIR

YWGLIR

Winnipeg

Mon 17/11

7:20 p.m.-12:55 p.m.

1 stop17h 35m

Liberia

Fri 28/11

1:55 p.m.-9:43 a.m.

1 stop19h 48m

C$ 860

WinnipegSan José

YWG - SJO

YWGSJO

Winnipeg

Thu 16/10

1:35 p.m.-10:55 p.m.

1 stop10h 20m

San José Juan Santamaria Intl

Sun 19/10

8:00 a.m.-11:25 p.m.

1 stop14h 25m

C$ 1,083

WinnipegSan José

YWG - SJO

YWGSJO

Winnipeg

Mon 29/9

10:45 a.m.-11:53 a.m.

2 stops26h 08m

San José Juan Santamaria Intl

Tue 7/10

1:13 p.m.-4:22 p.m.

1 stop26h 09m

C$ 1,687

WinnipegSan José

YWG - SJO

YWGSJO

Winnipeg

Mon 29/9

7:40 a.m.-11:35 p.m.

2 stops16h 55m

San José Juan Santamaria Intl

Mon 6/10

1:55 a.m.-9:39 a.m.

2 stops30h 44m

C$ 1,831

WinnipegSan José

YWG - SJO

YWGSJO

Winnipeg

Sat 9/8

9:10 a.m.-3:13 p.m.

1 stop31h 03m

C$ 323

WinnipegLiberia

YWG - LIR

YWGLIR

Winnipeg

Wed 6/8

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

1 stop19h 39m

C$ 332

WinnipegLiberia

YWG - LIR

YWGLIR

Winnipeg

Thu 14/8

8:55 p.m.-6:26 a.m.

1 stop10h 31m

C$ 383

WinnipegSan José

YWG - SJO

YWGSJO

Winnipeg

Wed 13/8

3:50 p.m.-8:25 p.m.

1 stop29h 35m

C$ 562

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/6

Showing 1-10 of 12 results
1
2

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 12 June 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 12 June 2025.
To help decide which airline to fly from Winnipeg to Costa Rica, see what other customers have to say about United Airlines, WestJet and Air Canada. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
8,790 reviews
Check prices

Overall

7.4

Food

6.6

Boarding

7.7

Comfort

7.3

Entertainment

7.0

Crew

8.1

Reviews

1 / 20
8.0
Excellent

Anonymous,Dec 2024

YVR - SFO

It was a good experience. The flight took 45 minutes longer to fly and all passengers had to wait inside the plane till the technical issue was fixed. Overall it was a good experience.
United Airlines
7.4
Good
8,790 reviews
United Airlines
7.4
Good
8,790 reviews
Check prices

Overall

7.4

Food

6.6

Boarding

7.7

Comfort

7.3

Entertainment

7.0

Crew

8.1

Reviews

1 / 20
8.0
Excellent

Anonymous,Dec 2024

YVR - SFO

It was a good experience. The flight took 45 minutes longer to fly and all passengers had to wait inside the plane till the technical issue was fixed. Overall it was a good experience.
WestJet
7.2
Good
2,868 reviews
United Airlines
7.4
Good
8,790 reviews
Check prices

Overall

7.4

Food

6.6

Boarding

7.7

Comfort

7.3

Entertainment

7.0

Crew

8.1

Reviews

1 / 20
8.0
Excellent

Anonymous,Dec 2024

YVR - SFO

It was a good experience. The flight took 45 minutes longer to fly and all passengers had to wait inside the plane till the technical issue was fixed. Overall it was a good experience.
Air Canada
7.1
Good
9,537 reviews
United Airlines
7.4
Good
8,790 reviews
Check prices

Overall

7.4

Food

6.6

Boarding

7.7

Comfort

7.3

Entertainment

7.0

Crew

8.1

Reviews

1 / 20
8.0
Excellent

Anonymous,Dec 2024

YVR - SFO

It was a good experience. The flight took 45 minutes longer to fly and all passengers had to wait inside the plane till the technical issue was fixed. Overall it was a good experience.

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.

  • What are the cheapest airlines to fly from Winnipeg to Costa Rica one-way?

    One-way options have recently been found by users for as low as C$ 332 on WestJet. Other airlines that offer cheap prices include Air Canada from C$ 562 and United Airlines from C$ 762 one-way.

  • 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

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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 12 June 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapestC$ 513AverageC$ 753FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
WestJetCheapestC$ 563AverageC$ 967FlexibilityNo cancel feeOn-time60%
Search WestJet flights
Air CanadaCheapestC$ 620AverageC$ 1,146FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
AviancaCheapestC$ 1,323AverageC$ 1,570FlexibilityNo 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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