Cheap flights from Winnipeg to Costa Rica from C$ 262

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 22/10. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — SJO
11 Oct — 18 Oct1
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 11 September 2025.

Round-trip from

C$ 552

One-way from

C$ 262

Popular in

March

Cheapest in

July

Average price

C$ 847

Good round-trip deal

C$ 859 or less
WestJet
  • WestJet
  • 26/10-10/11
  • 4 total stops
  • 63h 35m total
  • Winnipeg to Costa Rica
23/10
  • 23/10
  • 2 total stops
  • 27h 30m total
  • Winnipeg to Costa Rica
Highest demand for flights based on searches. 8% potential increase in price (C$ 145 potential increase over avg. RT price).
Cheapest flight prices on average. 3% potential price decrease (C$ 47 potential savings vs. average RT price).
Average for round-trip flights in September 2025
Price to beat on a round-trip flight from Winnipeg to Costa Rica.

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 11 September 2025.

Fri 12/92:20 p.m.YWG - LIR
2 stops22h 50mUnited Airlines
Fri 19/91:20 p.m.LIR - YWG
2 stops32h 13mUnited Airlines
Deal found 11/9C$ 528
Thu 9/109:00 a.m.YWG - SJO
3 stops26h 41mMultiple Airlines
Thu 16/1012:35 p.m.SJO - YWG
3 stops26h 47mMultiple Airlines
Deal found 10/9C$ 667
Tue 11/117:50 a.m.YWG - SJO
3 stops27h 37mMultiple Airlines
Mon 17/117:30 a.m.SJO - YWG
2 stops28h 05mMultiple Airlines
Deal found 11/9C$ 673
Wed 31/128:05 p.m.YWG - LIR
1 stop18h 24mWestJet
Sat 10/17:00 a.m.LIR - YWG
Nonstop6h 27mWestJet
Deal found 10/9C$ 685
Fri 12/99:05 p.m.YWG - LIR
2 stops16h 16mWestJet
Fri 19/97:25 a.m.LIR - YWG
1 stop16h 05mWestJet
Deal found 11/9C$ 690
Wed 31/128:05 p.m.YWG - LIR
1 stop15h 54mWestJet
Thu 8/13:20 p.m.LIR - YWG
2 stops24h 01mWestJet
Deal found 11/9C$ 703
Wed 31/122:20 p.m.YWG - LIR
1 stop24h 20mUnited Airlines
Thu 8/18:35 a.m.LIR - YWG
2 stops27h 22mUnited Airlines
Deal found 10/9C$ 721
Wed 31/125:00 a.m.YWG - LIR
1 stop30h 59mWestJet
Fri 9/13:20 p.m.LIR - YWG
1 stop20h 15mWestJet
Deal found 11/9C$ 728
Wed 31/128:40 a.m.YWG - LIR
2 stops26h 44mUnited Airlines
Sat 10/18:35 a.m.LIR - YWG
2 stops27h 22mUnited Airlines
Deal found 11/9C$ 729
Wed 31/122:20 p.m.YWG - LIR
1 stop24h 20mUnited Airlines
Sun 11/18:35 a.m.LIR - YWG
2 stops27h 22mUnited Airlines
Deal found 10/9C$ 730
Tue 11/112:20 p.m.YWG - SJO
2 stops22h 55mUnited Airlines
Mon 17/112:20 p.m.SJO - YWG
2 stops21h 37mUnited Airlines
Deal found 11/9C$ 813
Mon 1/128:40 a.m.YWG - SJO
2 stops28h 35mUnited Airlines
Wed 31/128:45 a.m.SJO - YWG
2 stops27h 12mUnited Airlines
Deal found 10/9C$ 897

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 11 September 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

Fri 2/1

11:40 p.m.-6:01 a.m.

Nonstop6h 21m

Liberia

Sat 10/1

7:00 a.m.-1:27 p.m.

Nonstop6h 27m

C$ 665

WinnipegLiberia

YWG - LIR

YWGLIR

Winnipeg

Mon 12/1

8:05 p.m.-2:40 p.m.

1 stop18h 35m

Liberia

Fri 16/1

7:50 a.m.-8:06 p.m.

1 stop12h 16m

C$ 667

WinnipegSan José

YWG - SJO

YWGSJO

Winnipeg

Thu 9/10

9:00 a.m.-10:41 a.m.

3 stops26h 41m

San José Juan Santamaria Intl

Thu 16/10

12:35 p.m.-4:22 p.m.

3 stops26h 47m

C$ 667

WinnipegSan José

YWG - SJO

YWGSJO

Winnipeg

Tue 3/3

2:15 p.m.-6:16 p.m.

2 stops28h 01m

San José Juan Santamaria Intl

Tue 10/3

7:45 a.m.-11:39 a.m.

2 stops26h 54m

C$ 669

WinnipegLiberia

YWG - LIR

YWGLIR

Winnipeg

Mon 12/1

4:25 p.m.-2:40 p.m.

2 stops22h 15m

Liberia

Thu 15/1

3:40 p.m.-11:13 a.m.

2 stops43h 33m

C$ 697

WinnipegLiberia

YWG - LIR

YWGLIR

Winnipeg

Sat 10/1

4:25 p.m.-2:40 p.m.

2 stops22h 15m

Liberia

Thu 15/1

3:40 p.m.-11:13 a.m.

2 stops43h 33m

C$ 697

WinnipegLiberia

YWG - LIR

YWGLIR

Winnipeg

Wed 31/12

5:00 a.m.-11:59 a.m.

1 stop30h 59m

Liberia

Thu 8/1

3:20 p.m.-3:21 p.m.

2 stops24h 01m

C$ 703

WinnipegSan José

YWG - SJO

YWGSJO

Winnipeg

Tue 11/11

7:50 a.m.-11:27 a.m.

3 stops27h 37m

San José Juan Santamaria Intl

Mon 17/11

8:29 a.m.-11:13 a.m.

3 stops26h 44m

C$ 710

WinnipegLiberia

YWG - LIR

YWGLIR

Winnipeg

Fri 9/1

11:40 p.m.-6:01 a.m.

Nonstop6h 21m

Liberia

Tue 20/1

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

1 stop20h 15m

C$ 711

WinnipegLiberia

YWG - LIR

YWGLIR

Winnipeg

Mon 12/1

12:10 p.m.-2:40 p.m.

1 stop26h 30m

Liberia

Sun 18/1

4:00 p.m.-11:13 a.m.

1 stop19h 13m

C$ 714

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/9

Showing 1-10 of 27 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, May 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 11 September 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.

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 Friday evenings when fares are most often at their lowest. Friday evenings 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 11 September 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.

Crew

8.1

Overall

7.4

Entertainment

7.1

Comfort

7.3

Food

6.6

Boarding

7.7

Reviews

1 / 20
4.0
Okay

Thomas,Apr 2025

TPE - SFO

The boarding experience was okay. The dietary food choices were limited, the midway snacks were hard and dry. The seat was uncomfortable - stiff seat cushion, seat back kept springing back to the upright position, narrow seat width. Love the app and the ability to track my luggage. Flight crew was efficient.

Crew

8.1

Overall

7.4

Entertainment

7.1

Comfort

7.3

Food

6.6

Boarding

7.7

Reviews

1 / 20
4.0
Okay

Thomas,Apr 2025

TPE - SFO

The boarding experience was okay. The dietary food choices were limited, the midway snacks were hard and dry. The seat was uncomfortable - stiff seat cushion, seat back kept springing back to the upright position, narrow seat width. Love the app and the ability to track my luggage. Flight crew was efficient.

Crew

8.1

Overall

7.4

Entertainment

7.1

Comfort

7.3

Food

6.6

Boarding

7.7

Reviews

1 / 20
4.0
Okay

Thomas,Apr 2025

TPE - SFO

The boarding experience was okay. The dietary food choices were limited, the midway snacks were hard and dry. The seat was uncomfortable - stiff seat cushion, seat back kept springing back to the upright position, narrow seat width. Love the app and the ability to track my luggage. Flight crew was efficient.

Crew

8.1

Overall

7.4

Entertainment

7.1

Comfort

7.3

Food

6.6

Boarding

7.7

Reviews

1 / 20
4.0
Okay

Thomas,Apr 2025

TPE - SFO

The boarding experience was okay. The dietary food choices were limited, the midway snacks were hard and dry. The seat was uncomfortable - stiff seat cushion, seat back kept springing back to the upright position, narrow seat width. Love the app and the ability to track my luggage. Flight crew was efficient.

Crew

8.1

Overall

7.4

Entertainment

7.1

Comfort

7.3

Food

6.6

Boarding

7.7

Reviews

1 / 20
4.0
Okay

Thomas,Apr 2025

TPE - SFO

The boarding experience was okay. The dietary food choices were limited, the midway snacks were hard and dry. The seat was uncomfortable - stiff seat cushion, seat back kept springing back to the upright position, narrow seat width. Love the app and the ability to track my luggage. Flight crew was efficient.

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 6h 21m. Fly via WestJet, United Airlines, or Porter 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, May 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 11 September 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapestC$ 520AverageC$ 763FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
WestJetCheapestC$ 570AverageC$ 965FlexibilityNo cancel feeOn-time60%
Search WestJet flights
Air CanadaCheapestC$ 1,010AverageC$ 1,430FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
AviancaCheapestC$ 1,235AverageC$ 1,591FlexibilityNo 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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