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Cheap flights from Winnipeg to Costa Rica from C$ 268

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 11/12. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — SJO
8 Jul — 15 Jul1
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 3 July 2025.

Round-trip from

C$ 700

One-way from

C$ 327

Popular in

March

Cheapest in

July

Average price

C$ 788
30/8-3/9
  • 30/8-3/9
  • 3 total stops
  • 53h 26m total
  • Winnipeg to Costa Rica
Search Deals
WestJet
  • WestJet
  • 8/7
  • 2 total stops
  • 40h 19m total
  • Winnipeg to Costa Rica
Search Deals
Highest demand for flights based on searches. 9% potential increase in price (C$ 170 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease (C$ 51 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 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 3 July 2025.

Tue 18/118:00 p.m.YWG - LIR
1 stop18h 02mWestJet
Wed 3/122:55 p.m.LIR - YWG
1 stop28h 15mWestJet
Deal found 2/7C$ 502
Mon 17/118:20 p.m.YWG - LIR
1 stop17h 42mMultiple Airlines
Tue 2/122:55 p.m.LIR - YWG
1 stop28h 40mMultiple Airlines
Deal found 2/7C$ 579
Mon 17/117:05 p.m.YWG - LIR
1 stop19h 40mAir Canada
Tue 2/123:45 p.m.LIR - YWG
2 stops24h 50mAir Canada
Deal found 2/7C$ 600
Thu 23/104:25 p.m.YWG - SJO
2 stops45h 01mUnited Airlines
Wed 12/118:45 a.m.SJO - YWG
2 stops27h 12mUnited Airlines
Deal found 3/7C$ 692
Sat 30/89:10 a.m.YWG - SJO
1 stop26h 22mMultiple Airlines
Wed 3/912:18 p.m.SJO - YWG
2 stops27h 04mMultiple Airlines
Deal found 2/7C$ 700
Wed 31/128:30 a.m.YWG - LIR
2 stops33h 27mUnited Airlines
Tue 14/41:20 p.m.LIR - YWG
2 stops21h 19mUnited Airlines
Deal found 3/7C$ 715
Tue 9/125:00 a.m.YWG - LIR
1 stop9h 40mPorter Airlines
Sun 8/32:40 p.m.LIR - YWG
1 stop19h 05mPorter Airlines
Deal found 1/7C$ 747
Fri 28/1111:05 a.m.YWG - SJO
1 stop13h 00mAir Canada
Tue 2/128:35 a.m.SJO - YWG
1 stop10h 49mAir Canada
Deal found 2/7C$ 991
Fri 12/127:00 p.m.YWG - LIR
1 stop19h 25mAir Transat
Fri 13/32:35 p.m.LIR - YWG
1 stop19h 10mAir Transat
Deal found 1/7C$ 1,041
Tue 8/76:35 p.m.YWG - SJO
2 stops17h 40mAvianca
Fri 11/77:45 p.m.SJO - YWG
2 stops19h 28mAvianca
Deal found 1/7C$ 1,289

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 3 July 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

Tue 18/11

8:00 p.m.-2:02 p.m.

1 stop18h 02m

Liberia

Wed 3/12

2:55 p.m.-7:10 p.m.

1 stop28h 15m

C$ 502

WinnipegLiberia

YWG - LIR

YWGLIR

Winnipeg

Mon 17/11

8:20 p.m.-2:02 p.m.

1 stop17h 42m

Liberia

Tue 2/12

2:55 p.m.-7:35 p.m.

1 stop28h 40m

C$ 579

WinnipegLiberia

YWG - LIR

YWGLIR

Winnipeg

Mon 17/11

7:05 p.m.-2:45 p.m.

1 stop19h 40m

Liberia

Tue 2/12

3:45 p.m.-4:35 p.m.

2 stops24h 50m

C$ 600

WinnipegSan José

YWG - SJO

YWGSJO

Winnipeg

Thu 23/10

4:25 p.m.-12:26 p.m.

2 stops45h 01m

San José Juan Santamaria Intl

Wed 12/11

8:45 a.m.-11:57 a.m.

2 stops27h 12m

C$ 692

WinnipegSan José

YWG - SJO

YWGSJO

Winnipeg

Sat 30/8

9:10 a.m.-10:32 a.m.

1 stop26h 22m

San José Juan Santamaria Intl

Wed 3/9

12:18 p.m.-4:22 p.m.

2 stops27h 04m

C$ 700

WinnipegLiberia

YWG - LIR

YWGLIR

Winnipeg

Wed 10/12

8:30 a.m.-6:37 p.m.

2 stops34h 07m

Liberia

Wed 11/3

7:50 a.m.-11:39 a.m.

2 stops26h 49m

C$ 717

WinnipegLiberia

YWG - LIR

YWGLIR

Winnipeg

Tue 9/12

5:00 a.m.-2:40 p.m.

1 stop9h 40m

Liberia

Sun 8/3

2:40 p.m.-10:45 a.m.

1 stop19h 05m

C$ 747

WinnipegSan José

YWG - SJO

YWGSJO

Winnipeg

Fri 28/11

7:05 p.m.-11:15 p.m.

2 stops28h 10m

San José Juan Santamaria Intl

Tue 2/12

8:35 a.m.-9:44 p.m.

1 stop13h 09m

C$ 991

WinnipegLiberia

YWG - LIR

YWGLIR

Winnipeg

Fri 12/12

7:00 p.m.-2:25 p.m.

1 stop19h 25m

Liberia

Fri 13/3

2:35 p.m.-10:45 a.m.

1 stop19h 10m

C$ 1,041

WinnipegSan José

YWG - SJO

YWGSJO

Winnipeg

Thu 17/7

5:10 p.m.-11:15 a.m.

2 stops19h 05m

San José Juan Santamaria Intl

Fri 31/10

2:15 a.m.-10:49 a.m.

2 stops31h 34m

C$ 1,586

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/7

Showing 1-10 of 17 results
1
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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, 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 3 July 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.

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 3 July 2025.
Check out reviews from past customers who have flown with United Airlines,WestJet, andAir Canada 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.
United Airlines
7.4
Good
8,861 reviews
Check prices

Comfort

7.3

Crew

8.1

Boarding

7.7

Overall

7.4

Entertainment

7.0

Food

6.6

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
8,861 reviews
United Airlines
7.4
Good
8,861 reviews
Check prices

Comfort

7.3

Crew

8.1

Boarding

7.7

Overall

7.4

Entertainment

7.0

Food

6.6

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
2,917 reviews
United Airlines
7.4
Good
8,861 reviews
Check prices

Comfort

7.3

Crew

8.1

Boarding

7.7

Overall

7.4

Entertainment

7.0

Food

6.6

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
9,681 reviews
United Airlines
7.4
Good
8,861 reviews
Check prices

Comfort

7.3

Crew

8.1

Boarding

7.7

Overall

7.4

Entertainment

7.0

Food

6.6

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.
Avianca
6.7
Okay
2,363 reviews
United Airlines
7.4
Good
8,861 reviews
Check prices

Comfort

7.3

Crew

8.1

Boarding

7.7

Overall

7.4

Entertainment

7.0

Food

6.6

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$ 327 on WestJet. Other airlines that offer cheap prices include Air Canada from C$ 825 and United Airlines from C$ 996 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

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 3 July 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapestC$ 511AverageC$ 748FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
WestJetCheapestC$ 562AverageC$ 969FlexibilityNo cancel feeOn-time60%
Search WestJet flights
Air CanadaCheapestC$ 618AverageC$ 1,166FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
AviancaCheapestC$ 1,318AverageC$ 1,565FlexibilityNo 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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