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Cheap flights from Winnipeg to Costa Rica from C$ 261

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 12/9. 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
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 28 July 2026.

Sat 5/97:10 p.m.
YWG
-
LIR
1 stop12h 15m
WestJet
Sat 26/91:15 p.m.
LIR
-
YWG
2 stops21h 45m
WestJet
Deal found 23/7C$ 515
Tue 15/96:05 p.m.
YWG
-
LIR
1 stop19h 20m
WestJet
Sun 20/97:15 a.m.
LIR
-
YWG
2 stops31h 40m
WestJet
Deal found 27/7C$ 518
Tue 20/107:00 a.m.
YWG
-
LIR
2 stops30h 25m
WestJet
Sat 24/107:15 a.m.
LIR
-
YWG
2 stops36h 50m
WestJet
Deal found 26/7C$ 520
Thu 10/125:00 a.m.
YWG
-
LIR
1 stop9h 29m
WestJet
Fri 18/1212:50 p.m.
LIR
-
YWG
1 stop11h 55m
WestJet
Deal found 26/7C$ 522
Tue 20/106:05 p.m.
YWG
-
LIR
1 stop19h 20m
WestJet
Sun 25/102:20 p.m.
LIR
-
YWG
2 stops32h 30m
WestJet
Deal found 26/7C$ 523
Sun 8/114:55 p.m.
YWG
-
LIR
2 stops45h 34m
WestJet
Thu 12/113:20 p.m.
LIR
-
YWG
2 stops43h 45m
WestJet
Deal found 23/7C$ 525
Mon 19/107:00 a.m.
YWG
-
LIR
2 stops54h 25m
WestJet
Sat 24/107:15 a.m.
LIR
-
YWG
1 stop12h 00m
WestJet
Deal found 26/7C$ 526
Thu 3/94:10 p.m.
YWG
-
SJO
1 stop29h 10m
Air Canada
Fri 25/97:10 a.m.
SJO
-
YWG
2 stops11h 50m
Air Canada
Deal found 25/7C$ 714
Sun 13/98:45 a.m.
YWG
-
SJO
2 stops28h 36m
United Airlines
Fri 25/97:55 a.m.
SJO
-
YWG
2 stops27h 42m
United Airlines
Deal found 23/7C$ 722
Sat 31/106:55 p.m.
YWG
-
SJO
1 stop28h 35m
Air Canada
Sat 7/119:20 a.m.
SJO
-
YWG
1 stop31h 18m
Air Canada
Deal found 26/7C$ 739
Sat 31/102:40 p.m.
YWG
-
SJO
1 stop32h 50m
Air Canada
Sun 8/118:45 a.m.
SJO
-
YWG
1 stop12h 29m
Air Canada
Deal found 26/7C$ 746
Sat 12/98:45 a.m.
YWG
-
SJO
2 stops11h 52m
United Airlines
Fri 25/91:25 p.m.
SJO
-
YWG
2 stops22h 12m
United Airlines
Deal found 23/7C$ 762

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 28 July 2026.

Round-trip from

C$ 518

One-way from

C$ 261

Popular in

December

Cheapest in

April

Average price

C$ 876

Good round-trip deal

C$ 763 or less
WestJet
  • WestJet
  • 15/9-20/9
  • 3 total stops
  • 51h 00m total
  • Winnipeg to Costa Rica
Search Deals
WestJet
  • WestJet
  • 12/9
  • 2 total stops
  • 19h 10m total
  • Winnipeg to Costa Rica
Search Deals
Highest demand for flights based on searches. 21% potential increase in price (C$ 344 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 8% potential price decrease (C$ 95 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 2026
Search Deals
Price to beat on a round-trip flight from Winnipeg to Costa Rica.
Search Deals

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 28 July 2026.
Use the filters below to find and compare flights from Winnipeg to Costa Rica that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

WinnipegLiberia

YWG - LIR

YWGLIR

Winnipeg

Mon 16/11

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

1 stop18h 24m

Liberia

Thu 19/11

3:20 p.m.-7:15 p.m.

1 stop27h 55m

C$ 564

WinnipegLiberia

YWG - LIR

YWGLIR

Winnipeg

Sat 14/11

2:15 p.m.-6:37 p.m.

2 stops28h 22m

Liberia

Sat 21/11

4:56 p.m.-8:57 p.m.

2 stops52h 01m

C$ 691

WinnipegLiberia

YWG - LIR

YWGLIR

Winnipeg

Fri 23/10

7:00 a.m.-11:53 a.m.

1 stop29h 53m

Liberia

Sat 14/11

4:56 p.m.-8:57 p.m.

2 stops28h 01m

C$ 701

WinnipegLiberia

YWG - LIR

YWGLIR

Winnipeg

Sat 17/10

2:00 p.m.-12:10 p.m.

2 stops23h 10m

Liberia

Sun 25/10

1:20 p.m.-12:23 p.m.

2 stops22h 03m

C$ 701

WinnipegSan José

YWG - SJO

YWGSJO

Winnipeg

Sun 13/9

8:45 a.m.-12:21 p.m.

2 stops28h 36m

San José Juan Santamaria Intl

Fri 25/9

7:55 a.m.-12:37 p.m.

2 stops27h 42m

C$ 722

WinnipegSan José

YWG - SJO

YWGSJO

Winnipeg

Mon 14/9

7:00 a.m.-12:21 p.m.

2 stops30h 21m

San José Juan Santamaria Intl

Fri 25/9

1:25 p.m.-10:33 p.m.

2 stops32h 08m

C$ 722
Quickest round-trip

WinnipegSan José

YWG - SJO

YWGSJO

Winnipeg

Sun 8/11

6:55 p.m.-10:30 p.m.

1 stop27h 35m

San José Juan Santamaria Intl

Tue 17/11

8:45 a.m.-7:09 p.m.

1 stop10h 24m

C$ 771

WinnipegSan José

YWG - SJO

YWGSJO

Winnipeg

Wed 14/10

8:45 a.m.-12:21 p.m.

2 stops28h 36m

San José Juan Santamaria Intl

Wed 21/10

1:25 p.m.-12:37 p.m.

2 stops22h 12m

C$ 783

WinnipegSan José

YWG - SJO

YWGSJO

Winnipeg

Mon 18/1

6:55 p.m.-12:40 a.m.

2 stops29h 45m

San José Juan Santamaria Intl

Thu 28/1

8:45 a.m.-11:44 p.m.

1 stop14h 59m

C$ 793

WinnipegSan José

YWG - SJO

YWGSJO

Winnipeg

Sun 13/9

5:25 p.m.-10:00 p.m.

1 stop29h 35m

San José Juan Santamaria Intl

Fri 25/9

7:10 a.m.-9:27 p.m.

1 stop13h 17m

C$ 798

Flights are sorted by cheapest round-trip flights first.

Deals found on 24/7

Showing 1-10 of 28 resultsSorted by cheapest first
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2
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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, April is the cheapest month in which you can book a flight from Winnipeg to Costa Rica (average of C$ 656). Flying from Winnipeg to Costa Rica in December is currently the most expensive (average of C$ 1,595). 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.

How far ahead should I book a flight from Winnipeg to Costa Rica?

The price you pay for your flight from Winnipeg to Costa Rica may vary depending on when you book. For the best chance of a lower fare, look to book 53 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

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 28 July 2026.
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
449 reviews
Check prices

Entertainment

6.9

Overall

8.0

Boarding

8.2

Comfort

8.0

Food

7.5

Crew

8.6

Reviews

1 / 20
6.0
Good

Shannon,Jul 2026

YQT - YOW

Seats need to be a bit bigger & I'm not impressed that you have to pay to change seats
Porter Airlines
8.0
Very good
449 reviews
Porter Airlines
8.0
Very good
449 reviews
Check prices

Entertainment

6.9

Overall

8.0

Boarding

8.2

Comfort

8.0

Food

7.5

Crew

8.6

Reviews

1 / 20
6.0
Good

Shannon,Jul 2026

YQT - YOW

Seats need to be a bit bigger & I'm not impressed that you have to pay to change seats
United Airlines
7.4
Good
10,048 reviews
Porter Airlines
8.0
Very good
449 reviews
Check prices

Entertainment

6.9

Overall

8.0

Boarding

8.2

Comfort

8.0

Food

7.5

Crew

8.6

Reviews

1 / 20
6.0
Good

Shannon,Jul 2026

YQT - YOW

Seats need to be a bit bigger & I'm not impressed that you have to pay to change seats
WestJet
7.2
Good
3,415 reviews
Porter Airlines
8.0
Very good
449 reviews
Check prices

Entertainment

6.9

Overall

8.0

Boarding

8.2

Comfort

8.0

Food

7.5

Crew

8.6

Reviews

1 / 20
6.0
Good

Shannon,Jul 2026

YQT - YOW

Seats need to be a bit bigger & I'm not impressed that you have to pay to change seats
Air Canada
7.1
Good
11,399 reviews
Porter Airlines
8.0
Very good
449 reviews
Check prices

Entertainment

6.9

Overall

8.0

Boarding

8.2

Comfort

8.0

Food

7.5

Crew

8.6

Reviews

1 / 20
6.0
Good

Shannon,Jul 2026

YQT - YOW

Seats need to be a bit bigger & I'm not impressed that you have to pay to change seats

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 WestJet, United Airlines, or Air Canada 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, April is the cheapest month in which you can book a flight from Winnipeg to Costa Rica (average of C$ 656). Flying from Winnipeg to Costa Rica in December is currently the most expensive (average of C$ 1,595). 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 28 July 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapestC$ 425AverageC$ 725FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
Porter AirlinesCheapestC$ 430AverageC$ 684FlexibilityNo cancel feeOn-time52%
Search Porter Airlines flights
WestJetCheapestC$ 450AverageC$ 1,056FlexibilityNo cancel feeOn-time60%
Search WestJet flights
Air CanadaCheapestC$ 509AverageC$ 1,065FlexibilityNo cancel feeOn-time67%
Search Air Canada 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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