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Cheap flights from Winnipeg to Costa Rica from C$ 295

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 9/1. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — SJO
20 Dec — 27 Dec1
1 adult
1 adult, Economy, 0 bags

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 20 November 2025.

Round-trip from

C$ 585

One-way from

C$ 352

Popular in

December

Cheapest in

July

Average price

C$ 1,348

Good round-trip deal

C$ 1,096 or less
Porter Airlines
  • Porter Airlines
  • 5/12-11/12
  • 4 total stops
  • 89h 48m total
  • Winnipeg to Costa Rica
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United Airlines
  • United Airlines
  • 8/1
  • 2 total stops
  • 28h 17m total
  • Winnipeg to Costa Rica
Search Deals
Highest demand for flights based on searches. 16% potential increase in price (C$ 319 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease (C$ 63 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 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

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 20 November 2025.

Fri 5/124:25 p.m.YWG - LIR
2 stops45h 30mPorter Airlines
Thu 11/122:55 p.m.LIR - YWG
1 stop24h 35mPorter Airlines
Deal found 18/11C$ 585
Fri 21/111:45 p.m.YWG - LIR
1 stop24h 05mAir Canada
Fri 28/113:45 p.m.LIR - YWG
2 stops18h 31mAir Canada
Deal found 19/11C$ 632
Fri 5/1212:20 p.m.YWG - LIR
1 stop26h 09mWestJet
Thu 11/123:20 p.m.LIR - YWG
1 stop20h 15mWestJet
Deal found 18/11C$ 764
Fri 28/116:00 a.m.YWG - LIR
1 stop29h 45mMultiple Airlines
Sat 27/127:00 a.m.LIR - YWG
Nonstop6h 27mMultiple Airlines
Deal found 18/11C$ 812
Wed 17/121:45 p.m.YWG - LIR
1 stop24h 05mAir Canada
Sat 27/123:55 p.m.LIR - YWG
1 stop18h 21mAir Canada
Deal found 19/11C$ 817
Wed 26/118:40 a.m.YWG - LIR
1 stop31h 28mUnited Airlines
Wed 3/122:20 p.m.LIR - YWG
2 stops21h 37mUnited Airlines
Deal found 19/11C$ 844
Fri 28/112:20 p.m.YWG - LIR
2 stops22h 50mUnited Airlines
Sat 27/123:50 p.m.LIR - YWG
2 stops20h 07mUnited Airlines
Deal found 18/11C$ 864
Thu 20/114:10 p.m.YWG - SJO
3 stops31h 57mMultiple Airlines
Thu 27/111:20 p.m.SJO - YWG
3 stops25h 47mMultiple Airlines
Deal found 19/11C$ 1,012
Sun 21/126:00 a.m.YWG - SJO
2 stops43h 20mMultiple Airlines
Mon 5/11:29 p.m.SJO - YWG
1 stop29h 39mMultiple Airlines
Deal found 19/11C$ 1,337
Sun 21/128:15 a.m.YWG - SJO
1 stop15h 00mAir Canada
Mon 5/18:50 a.m.SJO - YWG
1 stop25h 26mAir Canada
Deal found 19/11C$ 1,455
Fri 19/127:30 a.m.YWG - SJO
2 stops52h 12mMultiple Airlines
Sun 4/16:00 a.m.SJO - YWG
2 stops13h 08mMultiple Airlines
Deal found 19/11C$ 1,456

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 20 November 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 5/12

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

2 stops45h 30m

Liberia

Thu 11/12

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

2 stops44h 18m

C$ 585

WinnipegSan José

YWG - SJO

YWGSJO

Winnipeg

Wed 7/1

7:30 a.m.-12:22 p.m.

2 stops28h 52m

San José Juan Santamaria Intl

Wed 28/1

1:30 p.m.-11:35 a.m.

2 stops22h 05m

C$ 644

WinnipegLiberia

YWG - LIR

YWGLIR

Winnipeg

Fri 16/1

2:20 p.m.-3:51 p.m.

2 stops25h 31m

Liberia

Mon 26/1

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

2 stops47h 07m

C$ 647

WinnipegLiberia

YWG - LIR

YWGLIR

Winnipeg

Thu 22/1

2:20 p.m.-12:55 p.m.

1 stop22h 35m

Liberia

Sat 7/2

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

2 stops45h 37m

C$ 649

WinnipegLiberia

YWG - LIR

YWGLIR

Winnipeg

Sun 12/4

8:45 a.m.-12:10 p.m.

2 stops28h 25m

Liberia

Thu 16/4

3:25 p.m.-11:39 a.m.

2 stops19h 14m

C$ 650

WinnipegLiberia

YWG - LIR

YWGLIR

Winnipeg

Wed 21/1

2:20 p.m.-12:55 p.m.

1 stop22h 35m

Liberia

Wed 18/2

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

2 stops27h 22m

C$ 650

WinnipegLiberia

YWG - LIR

YWGLIR

Winnipeg

Tue 3/3

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

2 stops22h 50m

Liberia

Tue 24/3

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

1 stop21h 56m

C$ 650

WinnipegSan José

YWG - SJO

YWGSJO

Winnipeg

Sat 10/1

5:00 a.m.-3:20 p.m.

2 stops34h 20m

San José Juan Santamaria Intl

Sat 7/2

8:07 a.m.-3:09 p.m.

3 stops31h 02m

C$ 651

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$ 675

WinnipegSan José

YWG - SJO

YWGSJO

Winnipeg

Tue 31/3

2:15 p.m.-10:11 a.m.

2 stops20h 56m

San José Juan Santamaria Intl

Tue 7/4

11:13 a.m.-8:52 p.m.

2 stops32h 39m

C$ 675

Flights are sorted by cheapest round-trip flights first.

Deals found on 20/11

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$ 405). Flying from Winnipeg to Costa Rica in July is currently the most expensive (average of C$ 681). 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 20 November 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 20 November 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
8.0
Very good
393 reviews
Check prices

Entertainment

7.0

Boarding

8.2

Comfort

8.0

Crew

8.6

Overall

8.0

Food

7.6

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
Porter Airlines
8.0
Very good
393 reviews
Porter Airlines
8.0
Very good
393 reviews
Check prices

Entertainment

7.0

Boarding

8.2

Comfort

8.0

Crew

8.6

Overall

8.0

Food

7.6

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
United Airlines
7.4
Good
9,029 reviews
Porter Airlines
8.0
Very good
393 reviews
Check prices

Entertainment

7.0

Boarding

8.2

Comfort

8.0

Crew

8.6

Overall

8.0

Food

7.6

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
WestJet
7.2
Good
3,169 reviews
Porter Airlines
8.0
Very good
393 reviews
Check prices

Entertainment

7.0

Boarding

8.2

Comfort

8.0

Crew

8.6

Overall

8.0

Food

7.6

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
Air Canada
7.1
Good
10,463 reviews
Porter Airlines
8.0
Very good
393 reviews
Check prices

Entertainment

7.0

Boarding

8.2

Comfort

8.0

Crew

8.6

Overall

8.0

Food

7.6

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
Avianca
6.6
Okay
2,477 reviews
Porter Airlines
8.0
Very good
393 reviews
Check prices

Entertainment

7.0

Boarding

8.2

Comfort

8.0

Crew

8.6

Overall

8.0

Food

7.6

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 25h 31m. Fly via 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.

  • 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$ 360 on United Airlines. Other airlines that offer cheap prices include WestJet from C$ 402 and Air Transat from C$ 456 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, June is the cheapest month in which you can book a flight from Winnipeg to Costa Rica (average of C$ 405). Flying from Winnipeg to Costa Rica in July is currently the most expensive (average of C$ 681). 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 20 November 2025.
AirlineCheapestAverageFlexibilityOn-time
Porter AirlinesCheapestC$ 393AverageC$ 747FlexibilityNo cancel feeOn-time52%
Search Porter Airlines flights
United AirlinesCheapestC$ 474AverageC$ 778FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
WestJetCheapestC$ 601AverageC$ 975FlexibilityNo cancel feeOn-time60%
Search WestJet flights
Air CanadaCheapestC$ 1,023AverageC$ 1,457FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
AviancaCheapestC$ 1,254AverageC$ 1,616FlexibilityNo 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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