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 24/1. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — SJO
14 Jan — 21 Jan1
1 adult
1 adult, Economy, 0 bags

Cheap 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 15 December 2025.

Wed 17/128:05 p.m.YWG - LIR
1 stop15h 54mWestJet
Sat 27/127:00 a.m.LIR - YWG
Nonstop6h 27mWestJet
Deal found 15/12C$ 651
Tue 16/124:25 p.m.YWG - LIR
1 stop22h 35mPorter Airlines
Tue 23/124:15 p.m.LIR - YWG
1 stop23h 15mPorter Airlines
Deal found 15/12C$ 888
Tue 16/128:15 a.m.YWG - LIR
1 stop29h 35mAir Canada
Tue 23/123:50 p.m.LIR - YWG
2 stops20h 49mAir Canada
Deal found 15/12C$ 1,055
Thu 18/122:20 p.m.YWG - SJO
2 stops22h 55mUnited Airlines
Thu 25/126:30 a.m.SJO - YWG
2 stops14h 21mUnited Airlines
Deal found 13/12C$ 1,086
Sun 21/124:25 p.m.YWG - LIR
1 stop22h 55mPorter Airlines
Sun 28/122:05 p.m.LIR - YWG
1 stop25h 25mPorter Airlines
Deal found 14/12C$ 1,099
Fri 26/124:25 p.m.YWG - LIR
1 stop23h 15mPorter Airlines
Sat 3/14:00 p.m.LIR - YWG
1 stop19h 13mPorter Airlines
Deal found 14/12C$ 1,290
Fri 26/124:25 p.m.YWG - LIR
1 stop23h 15mPorter Airlines
Wed 31/124:00 p.m.LIR - YWG
1 stop19h 13mPorter Airlines
Deal found 15/12C$ 1,326
Fri 26/124:25 p.m.YWG - LIR
1 stop23h 15mPorter Airlines
Fri 2/14:00 p.m.LIR - YWG
1 stop19h 13mPorter Airlines
Deal found 15/12C$ 1,418
Thu 18/128:40 a.m.YWG - SJO
2 stops11h 59mUnited Airlines
Thu 18/1211:28 p.m.SJO - YWG
2 stops36h 29mUnited Airlines
Deal found 13/12C$ 3,152
Thu 18/126:00 a.m.YWG - SJO
2 stops14h 14mAmerican Airlines
Thu 25/126:20 a.m.SJO - YWG
3 stops17h 15mAmerican Airlines
Deal found 13/12C$ 5,157

Find 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 15 December 2025.

Round-trip from

C$ 501

One-way from

C$ 255

Popular in

December

Cheapest in

July

Average price

C$ 1,526
23/1-30/1
  • 23/1-30/1
  • 3 total stops
  • 40h 20m total
  • Winnipeg to Costa Rica
12/1
  • 12/1
  • 2 total stops
  • 27h 37m total
  • Winnipeg to Costa Rica
Highest demand for flights based on searches. 15% potential increase in price (C$ 289 potential increase over avg. RT price).
Cheapest flight prices on average. 3% potential price decrease (C$ 51 potential savings vs. average RT price).
Average for round-trip flights in December 2025

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 15 December 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 23/1

8:20 p.m.-5:05 p.m.

2 stops20h 45m

Liberia

Fri 30/1

4:15 p.m.-11:13 a.m.

2 stops18h 58m

C$ 559

WinnipegLiberia

YWG - LIR

YWGLIR

Winnipeg

Mon 30/3

8:20 p.m.-2:25 p.m.

2 stops19h 05m

Liberia

Thu 9/4

3:25 p.m.-7:35 p.m.

2 stops27h 10m

C$ 647

WinnipegSan José

YWG - SJO

YWGSJO

Winnipeg

Mon 12/1

8:00 a.m.-12:22 p.m.

1 stop28h 22m

San José Juan Santamaria Intl

Mon 19/1

1:30 p.m.-12:42 a.m.

2 stops35h 12m

C$ 657

WinnipegSan José

YWG - SJO

YWGSJO

Winnipeg

Tue 3/3

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

2 stops27h 56m

San José Juan Santamaria Intl

Tue 10/3

11:35 a.m.-11:57 a.m.

2 stops23h 22m

C$ 671

WinnipegLiberia

YWG - LIR

YWGLIR

Winnipeg

Mon 12/1

5:00 a.m.-3:25 p.m.

1 stop10h 25m

Liberia

Mon 19/1

4:15 p.m.-11:35 a.m.

1 stop19h 20m

C$ 717

WinnipegLiberia

YWG - LIR

YWGLIR

Winnipeg

Tue 10/3

2:20 p.m.-10:24 a.m.

2 stops45h 04m

Liberia

Tue 17/3

1:01 p.m.-11:57 a.m.

1 stop21h 56m

C$ 719

WinnipegSan José

YWG - SJO

YWGSJO

Winnipeg

Wed 25/2

8:05 p.m.-11:35 p.m.

1 stop27h 30m

San José Juan Santamaria Intl

Tue 3/3

4:15 p.m.-11:32 a.m.

2 stops19h 17m

C$ 720

WinnipegLiberia

YWG - LIR

YWGLIR

Winnipeg

Sun 29/3

8:20 p.m.-2:00 p.m.

2 stops18h 40m

Liberia

Mon 6/4

3:00 p.m.-7:35 p.m.

2 stops27h 35m

C$ 739

WinnipegLiberia

YWG - LIR

YWGLIR

Winnipeg

Mon 9/2

2:20 p.m.-1:10 p.m.

2 stops22h 50m

Liberia

Mon 23/2

8:35 a.m.-11:57 a.m.

2 stops27h 22m

C$ 744

WinnipegLiberia

YWG - LIR

YWGLIR

Winnipeg

Thu 5/2

2:20 p.m.-1:10 p.m.

2 stops22h 50m

Liberia

Thu 19/2

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

2 stops45h 37m

C$ 744

Flights are sorted by cheapest round-trip flights first.

Deals found on 13/12

Showing 1-10 of 28 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$ 397). Flying from Winnipeg to Costa Rica in December is currently the most expensive (average of C$ 701). 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 15 December 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. Sunday 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 15 December 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.

Overall

8.0

Crew

8.6

Food

7.6

Boarding

8.2

Comfort

7.9

Entertainment

7.0

Reviews

1 / 20
8.0
Excellent

Mohameed,Nov 2025

LAS - YYZ

It's good. Planes are new and fresh. WiFi is best and stands out

Overall

8.0

Crew

8.6

Food

7.6

Boarding

8.2

Comfort

7.9

Entertainment

7.0

Reviews

1 / 20
8.0
Excellent

Mohameed,Nov 2025

LAS - YYZ

It's good. Planes are new and fresh. WiFi is best and stands out

Overall

8.0

Crew

8.6

Food

7.6

Boarding

8.2

Comfort

7.9

Entertainment

7.0

Reviews

1 / 20
8.0
Excellent

Mohameed,Nov 2025

LAS - YYZ

It's good. Planes are new and fresh. WiFi is best and stands out

Overall

8.0

Crew

8.6

Food

7.6

Boarding

8.2

Comfort

7.9

Entertainment

7.0

Reviews

1 / 20
8.0
Excellent

Mohameed,Nov 2025

LAS - YYZ

It's good. Planes are new and fresh. WiFi is best and stands out

Overall

8.0

Crew

8.6

Food

7.6

Boarding

8.2

Comfort

7.9

Entertainment

7.0

Reviews

1 / 20
8.0
Excellent

Mohameed,Nov 2025

LAS - YYZ

It's good. Planes are new and fresh. WiFi is best and stands out

Overall

8.0

Crew

8.6

Food

7.6

Boarding

8.2

Comfort

7.9

Entertainment

7.0

Reviews

1 / 20
8.0
Excellent

Mohameed,Nov 2025

LAS - YYZ

It's good. Planes are new and fresh. WiFi is best and stands out

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 27h 56m. Fly via United Airlines to get the fastest option. Winnipeg and Costa Rica are separated by a distance of 4595 km.

  • 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$ 397). Flying from Winnipeg to Costa Rica in December is currently the most expensive (average of C$ 701). 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 15 December 2025.
AirlineCheapestAverageFlexibilityOn-time
Porter AirlinesCheapestC$ 385AverageC$ 668FlexibilityNo cancel feeOn-time52%
Search Porter Airlines flights
United AirlinesCheapestC$ 541AverageC$ 777FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
WestJetCheapestC$ 587AverageC$ 931FlexibilityNo cancel feeOn-time60%
Search WestJet flights
Air CanadaCheapestC$ 1,030AverageC$ 1,447FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
AviancaCheapestC$ 1,227AverageC$ 1,581FlexibilityNo 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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