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Cheap flights from Winnipeg to Costa Rica from C$ 256

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 21/10. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — SJO
9 nov. — 16 nov.1
1 adult
1 adult, Economy

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 10 octubre 2025.

Round-trip from

C$ 567

One-way from

C$ 256

Popular in

December

Cheapest in

July

Average price

C$ 1,041

Good round-trip deal

C$ 878 or less
Air Canada
  • Air Canada
  • 5/12-11/12
  • 2 total stops
  • 43h 26m total
  • Winnipeg to Costa Rica
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21/10
  • 21/10
  • 3 total stops
  • 30h 00m total
  • Winnipeg to Costa Rica
Search Deals
Highest demand for flights based on searches. 16% potential increase in price (C$ 321 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease (C$ 62 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
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Price to beat on a round-trip flight from Winnipeg to Costa Rica.
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Find flight deals from Winnipeg to Costa Rica

Enter your travel dates to find the best prices.

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 10 octubre 2025.

vie. 5/121:45 p.m.YWG - LIR
1 stop24h 05mAir Canada
jue. 11/122:55 p.m.LIR - YWG
1 stop19h 21mAir Canada
Deal found 7/10C$ 567
vie. 5/124:25 p.m.YWG - LIR
2 stops45h 30mPorter Airlines
jue. 11/122:55 p.m.LIR - YWG
2 stops44h 18mPorter Airlines
Deal found 9/10C$ 632
vie. 28/115:00 a.m.YWG - LIR
1 stop9h 29mWestJet
lun. 8/123:20 p.m.LIR - YWG
1 stop20h 15mWestJet
Deal found 8/10C$ 695
lun. 8/122:20 p.m.YWG - SJO
2 stops46h 55mUnited Airlines
sáb. 20/126:30 a.m.SJO - YWG
2 stops38h 21mUnited Airlines
Deal found 9/10C$ 697
vie. 28/116:10 p.m.YWG - LIR
1 stop19h 40mAir Canada
mar. 9/122:55 p.m.LIR - YWG
1 stop25h 40mAir Canada
Deal found 9/10C$ 720
lun. 8/128:00 a.m.YWG - SJO
1 stop16h 21mMultiple Airlines
sáb. 20/1210:41 a.m.SJO - YWG
2 stops28h 26mMultiple Airlines
Deal found 9/10C$ 728

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 10 octubre 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

WinnipegLiberia

YWG - LIR

YWGLIR

Winnipeg

vie. 5/12

1:45 p.m.-1:50 p.m.

1 stop24h 05m

Liberia

jue. 11/12

2:55 p.m.-10:16 a.m.

1 stop19h 21m

C$ 567

WinnipegLiberia

YWG - LIR

YWGLIR

Winnipeg

jue. 1/1

4:25 p.m.-3:00 p.m.

1 stop22h 35m

Liberia

jue. 8/1

2:55 p.m.-11:13 a.m.

2 stops20h 18m

C$ 640

WinnipegLiberia

YWG - LIR

YWGLIR

Winnipeg

vie. 5/12

4:25 p.m.-1:55 p.m.

2 stops45h 30m

Liberia

jue. 11/12

2:55 p.m.-3:30 p.m.

1 stop24h 35m

C$ 657

WinnipegSan José

YWG - SJO

YWGSJO

Winnipeg

dom. 1/3

2:20 p.m.-12:56 p.m.

1 stop22h 36m

San José Juan Santamaria Intl

mar. 31/3

1:30 p.m.-8:48 p.m.

2 stops30h 18m

C$ 674

WinnipegSan José

YWG - SJO

YWGSJO

Winnipeg

mar. 3/3

2:20 p.m.-6:16 p.m.

2 stops27h 56m

San José Juan Santamaria Intl

mar. 10/3

1:20 p.m.-11:39 a.m.

2 stops21h 19m

C$ 674

WinnipegSan José

YWG - SJO

YWGSJO

Winnipeg

lun. 8/12

2:20 p.m.-1:15 p.m.

2 stops46h 55m

San José Juan Santamaria Intl

sáb. 20/12

6:30 a.m.-8:51 p.m.

2 stops38h 21m

C$ 697

WinnipegSan José

YWG - SJO

YWGSJO

Winnipeg

sáb. 17/1

2:20 p.m.-12:56 p.m.

1 stop22h 36m

San José Juan Santamaria Intl

vie. 30/1

2:20 p.m.-11:57 a.m.

2 stops21h 37m

C$ 699

WinnipegSan José

YWG - SJO

YWGSJO

Winnipeg

jue. 5/3

2:15 p.m.-9:55 p.m.

2 stops31h 40m

San José Juan Santamaria Intl

jue. 19/3

11:35 a.m.-11:39 a.m.

2 stops23h 04m

C$ 699

WinnipegLiberia

YWG - LIR

YWGLIR

Winnipeg

vie. 28/11

5:00 a.m.-2:29 p.m.

1 stop9h 29m

Liberia

lun. 8/12

3:20 p.m.-11:50 p.m.

2 stops32h 30m

C$ 703

WinnipegLiberia

YWG - LIR

YWGLIR

Winnipeg

dom. 4/1

5:00 a.m.-2:29 p.m.

1 stop9h 29m

Liberia

lun. 19/1

3:20 p.m.-11:35 a.m.

1 stop20h 15m

C$ 716

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/10

Showing 1-10 of 22 results
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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, June is the cheapest month in which you can book a flight from Winnipeg to Costa Rica (average of C$ 403). Flying from Winnipeg to Costa Rica in July is currently the most expensive (average of C$ 676). 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 10 octubre 2025.

It’s optimal to fly from Winnipeg to Costa Rica at noon. By choosing this option you can save up to 36% on the cost of your flight, compared to a flight in the morning.

What is the cheapest day to fly from Winnipeg to Costa Rica?

Use this chart to determine the cheapest time to fly round-trip from Winnipeg to Costa Rica. Price data was last updated on 16 December 2024.

Travelers seeking maximum savings on their Winnipeg to Costa Rica flight should consider departing on Tuesday mornings when fares are most often at their lowest. Saturday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

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 10 octubre 2025.
Check out reviews from past customers who have flown with Porter Airlines,United Airlines, andWestJet from Winnipeg to Costa Rica to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Porter Airlines
7.9
Good
377 reviews
Check prices

Food

7.6

Crew

8.6

Boarding

8.2

Overall

7.9

Entertainment

7.0

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Anonymous,Sep 2025

YYZ - OPO

Very disappointing, booked with Porter airlines and changed to Air Transit last minute. Old plane, cramped seating, even the aisle was the narrowest I’ve ever seen. Very uncomfortable flight. Full meal at 130 am and only a small piece of banana bread in the morning… should be opposite.
Porter Airlines
7.9
Good
377 reviews
Porter Airlines
7.9
Good
377 reviews
Check prices

Food

7.6

Crew

8.6

Boarding

8.2

Overall

7.9

Entertainment

7.0

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Anonymous,Sep 2025

YYZ - OPO

Very disappointing, booked with Porter airlines and changed to Air Transit last minute. Old plane, cramped seating, even the aisle was the narrowest I’ve ever seen. Very uncomfortable flight. Full meal at 130 am and only a small piece of banana bread in the morning… should be opposite.
United Airlines
7.4
Good
8,965 reviews
Porter Airlines
7.9
Good
377 reviews
Check prices

Food

7.6

Crew

8.6

Boarding

8.2

Overall

7.9

Entertainment

7.0

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Anonymous,Sep 2025

YYZ - OPO

Very disappointing, booked with Porter airlines and changed to Air Transit last minute. Old plane, cramped seating, even the aisle was the narrowest I’ve ever seen. Very uncomfortable flight. Full meal at 130 am and only a small piece of banana bread in the morning… should be opposite.
WestJet
7.2
Good
3,122 reviews
Porter Airlines
7.9
Good
377 reviews
Check prices

Food

7.6

Crew

8.6

Boarding

8.2

Overall

7.9

Entertainment

7.0

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Anonymous,Sep 2025

YYZ - OPO

Very disappointing, booked with Porter airlines and changed to Air Transit last minute. Old plane, cramped seating, even the aisle was the narrowest I’ve ever seen. Very uncomfortable flight. Full meal at 130 am and only a small piece of banana bread in the morning… should be opposite.
Air Canada
7.1
Good
10,263 reviews
Porter Airlines
7.9
Good
377 reviews
Check prices

Food

7.6

Crew

8.6

Boarding

8.2

Overall

7.9

Entertainment

7.0

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Anonymous,Sep 2025

YYZ - OPO

Very disappointing, booked with Porter airlines and changed to Air Transit last minute. Old plane, cramped seating, even the aisle was the narrowest I’ve ever seen. Very uncomfortable flight. Full meal at 130 am and only a small piece of banana bread in the morning… should be opposite.
Avianca
6.7
Okay
2,447 reviews
Porter Airlines
7.9
Good
377 reviews
Check prices

Food

7.6

Crew

8.6

Boarding

8.2

Overall

7.9

Entertainment

7.0

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Anonymous,Sep 2025

YYZ - OPO

Very disappointing, booked with Porter airlines and changed to Air Transit last minute. Old plane, cramped seating, even the aisle was the narrowest I’ve ever seen. Very uncomfortable flight. Full meal at 130 am and only a small piece of banana bread in the morning… should be opposite.

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.

  • How long is the flight from Winnipeg to Costa Rica?

    There are many flights that can get you from Winnipeg to Costa Rica in 22h 35m. Fly via Air Canada, Porter Airlines, or United Airlines to get the fastest option. Winnipeg and Costa Rica are separated by a distance of 4498 km. This flight may include one or multiple stops.

  • 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, June is the cheapest month in which you can book a flight from Winnipeg to Costa Rica (average of C$ 403). Flying from Winnipeg to Costa Rica in July is currently the most expensive (average of C$ 676). 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 5 airlines flying from Winnipeg to Costa Rica

Discover the top 5 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 10 octubre 2025.
AirlineCheapestAverageFlexibilityOn-time
Porter AirlinesCheapestC$ 391AverageC$ 742FlexibilityNo cancel feeOn-time52%
Search Porter Airlines flights
United AirlinesCheapestC$ 524AverageC$ 770FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
WestJetCheapestC$ 598AverageC$ 978FlexibilityNo cancel feeOn-time60%
Search WestJet flights
Air CanadaCheapestC$ 1,016AverageC$ 1,445FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
AviancaCheapestC$ 1,246AverageC$ 1,605FlexibilityNo 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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