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Cheap flights from Winnipeg to Costa Rica from C$ 296

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 4/9. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — SJO
27 Aug — 3 Sep1
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 22 August 2025.

Round-trip from

C$ 481

One-way from

C$ 349

Popular in

March

Cheapest in

July

Average price

C$ 1,112

Good round-trip deal

C$ 794 or less
United Airlines
  • United Airlines
  • 28/10-2/11
  • 3 total stops
  • 53h 05m total
  • Winnipeg to Costa Rica
Search Deals
21/10
  • 21/10
  • 3 total stops
  • 49h 10m total
  • Winnipeg to Costa Rica
Search Deals
Highest demand for flights based on searches. 7% potential increase in price (C$ 133 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (C$ 46 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in August 2025
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Price to beat on a round-trip flight from Winnipeg to Costa Rica.
Search Deals

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 22 August 2025.

Tue 28/108:40 a.m.YWG - LIR
1 stop31h 28mUnited Airlines
Sun 2/112:20 p.m.LIR - YWG
2 stops21h 37mUnited Airlines
Deal found 20/8C$ 481
Tue 28/108:05 p.m.YWG - LIR
1 stop18h 24mWestJet
Sun 2/113:20 p.m.LIR - YWG
1 stop27h 52mWestJet
Deal found 20/8C$ 515
Fri 31/105:00 a.m.YWG - LIR
1 stop9h 29mWestJet
Sun 2/113:20 p.m.LIR - YWG
2 stops24h 01mWestJet
Deal found 20/8C$ 539
Thu 11/92:20 p.m.YWG - LIR
2 stops46h 50mUnited Airlines
Mon 22/91:20 p.m.LIR - YWG
2 stops25h 11mUnited Airlines
Deal found 21/8C$ 594
Sat 6/1212:10 p.m.YWG - LIR
1 stop26h 30mPorter Airlines
Sat 3/14:00 p.m.LIR - YWG
1 stop19h 13mPorter Airlines
Deal found 20/8C$ 606
Tue 16/125:00 a.m.YWG - LIR
1 stop9h 29mWestJet
Sat 27/127:00 a.m.LIR - YWG
Nonstop6h 27mWestJet
Deal found 19/8C$ 631
Tue 16/125:00 a.m.YWG - LIR
1 stop9h 29mWestJet
Fri 26/123:20 p.m.LIR - YWG
1 stop20h 15mWestJet
Deal found 19/8C$ 640
Sat 6/1212:10 p.m.YWG - LIR
1 stop26h 30mPorter Airlines
Sun 4/14:00 p.m.LIR - YWG
1 stop19h 13mPorter Airlines
Deal found 20/8C$ 646
Wed 19/118:05 p.m.YWG - LIR
1 stop18h 24mWestJet
Thu 27/113:20 p.m.LIR - YWG
1 stop20h 15mWestJet
Deal found 19/8C$ 650
Mon 15/124:10 p.m.YWG - LIR
2 stops22h 19mWestJet
Sat 27/123:20 p.m.LIR - YWG
1 stop27h 52mWestJet
Deal found 19/8C$ 654
Fri 14/112:20 p.m.YWG - SJO
2 stops30h 19mUnited Airlines
Sun 23/112:20 p.m.SJO - YWG
2 stops21h 37mUnited Airlines
Deal found 20/8C$ 722
Mon 6/109:00 a.m.YWG - SJO
2 stops27h 30mMultiple Airlines
Mon 13/1011:37 a.m.SJO - YWG
2 stops35h 36mMultiple Airlines
Deal found 21/8C$ 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 22 August 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 28/10

8:40 a.m.-5:37 p.m.

2 stops33h 57m

Liberia

Sun 2/11

12:50 p.m.-11:57 a.m.

2 stops23h 07m

C$ 481

WinnipegLiberia

YWG - LIR

YWGLIR

Winnipeg

Tue 28/10

8:05 p.m.-1:29 p.m.

1 stop18h 24m

Liberia

Sun 2/11

3:20 p.m.-7:12 p.m.

1 stop27h 52m

C$ 515

WinnipegLiberia

YWG - LIR

YWGLIR

Winnipeg

Fri 31/10

5:00 a.m.-1:29 p.m.

1 stop9h 29m

Liberia

Sun 2/11

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

2 stops24h 01m

C$ 539

WinnipegLiberia

YWG - LIR

YWGLIR

Winnipeg

Thu 11/9

2:20 p.m.-12:10 p.m.

2 stops46h 50m

Liberia

Mon 22/9

1:20 p.m.-3:31 p.m.

2 stops25h 11m

C$ 594

WinnipegLiberia

YWG - LIR

YWGLIR

Winnipeg

Wed 19/11

8:05 p.m.-2:29 p.m.

1 stop18h 24m

Liberia

Thu 27/11

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

1 stop20h 15m

C$ 650

WinnipegLiberia

YWG - LIR

YWGLIR

Winnipeg

Tue 18/11

9:00 p.m.-2:29 p.m.

2 stops41h 29m

Liberia

Thu 27/11

3:20 p.m.-12:41 a.m.

2 stops33h 21m

C$ 665

WinnipegSan José

YWG - SJO

YWGSJO

Winnipeg

Fri 14/11

2:20 p.m.-8:39 p.m.

2 stops30h 19m

San José Juan Santamaria Intl

Sun 23/11

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

2 stops21h 37m

C$ 722

WinnipegSan José

YWG - SJO

YWGSJO

Winnipeg

Fri 31/10

4:00 p.m.-10:41 a.m.

1 stop19h 41m

San José Juan Santamaria Intl

Sun 2/11

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

2 stops19h 20m

C$ 756

WinnipegSan José

YWG - SJO

YWGSJO

Winnipeg

Wed 17/9

9:05 p.m.-11:35 p.m.

3 stops27h 30m

San José Juan Santamaria Intl

Wed 24/9

4:45 p.m.-12:13 a.m.

2 stops30h 28m

C$ 781

WinnipegSan José

YWG - SJO

YWGSJO

Winnipeg

Fri 14/11

12:10 p.m.-11:27 a.m.

2 stops47h 17m

San José Juan Santamaria Intl

Sat 22/11

12:55 a.m.-11:35 a.m.

1 stop10h 40m

C$ 836

Flights are sorted by cheapest round-trip flights first.

Deals found on 18/8

Showing 1-10 of 23 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, 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 22 August 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 22 August 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
8,934 reviews
Check prices

Food

6.6

Overall

7.4

Boarding

7.7

Comfort

7.3

Crew

8.1

Entertainment

7.1

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.
United Airlines
7.4
Good
8,934 reviews
United Airlines
7.4
Good
8,934 reviews
Check prices

Food

6.6

Overall

7.4

Boarding

7.7

Comfort

7.3

Crew

8.1

Entertainment

7.1

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.
WestJet
7.2
Good
3,044 reviews
United Airlines
7.4
Good
8,934 reviews
Check prices

Food

6.6

Overall

7.4

Boarding

7.7

Comfort

7.3

Crew

8.1

Entertainment

7.1

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.
Air Canada
7.1
Good
10,000 reviews
United Airlines
7.4
Good
8,934 reviews
Check prices

Food

6.6

Overall

7.4

Boarding

7.7

Comfort

7.3

Crew

8.1

Entertainment

7.1

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.
Avianca
6.7
Okay
2,415 reviews
United Airlines
7.4
Good
8,934 reviews
Check prices

Food

6.6

Overall

7.4

Boarding

7.7

Comfort

7.3

Crew

8.1

Entertainment

7.1

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 18h 24m. Fly via United Airlines or WestJet 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, 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 22 August 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapestC$ 521AverageC$ 764FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
WestJetCheapestC$ 561AverageC$ 963FlexibilityNo cancel feeOn-time60%
Search WestJet flights
Air CanadaCheapestC$ 1,011AverageC$ 1,447FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
AviancaCheapestC$ 1,238AverageC$ 1,595FlexibilityNo 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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