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Cheap flights from Winnipeg to Costa Rica from C$ 354

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 7/7. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — SJO
30 Jul — 6 Aug1
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 30 June 2026.

Mon 6/712:56 p.m.
YWG
-
LIR
2 stops27h 23m
United Airlines
Sat 18/711:49 a.m.
LIR
-
YWG
2 stops33h 49m
United Airlines
Deal found 30/6C$ 652
Wed 19/82:00 p.m.
YWG
-
LIR
2 stops47h 10m
United Airlines
Thu 27/81:20 p.m.
LIR
-
YWG
2 stops56h 13m
United Airlines
Deal found 29/6C$ 750
Mon 9/117:15 a.m.
YWG
-
SJO
1 stop15h 15m
Air Canada
Mon 16/119:20 a.m.
SJO
-
YWG
1 stop24h 40m
Air Canada
Deal found 29/6C$ 794
Wed 9/126:00 a.m.
YWG
-
SJO
2 stops16h 30m
Air Canada
Sun 24/18:45 a.m.
SJO
-
YWG
2 stops25h 15m
Air Canada
Deal found 30/6C$ 821
Sat 7/116:55 p.m.
YWG
-
SJO
1 stop27h 35m
Air Canada
Mon 16/119:20 a.m.
SJO
-
YWG
1 stop31h 18m
Air Canada
Deal found 30/6C$ 836
Sun 8/116:55 p.m.
YWG
-
SJO
1 stop27h 35m
Air Canada
Tue 17/118:45 a.m.
SJO
-
YWG
1 stop12h 29m
Air Canada
Deal found 28/6C$ 843
Sun 26/78:45 a.m.
YWG
-
LIR
2 stops28h 25m
United Airlines
Sun 2/84:05 p.m.
LIR
-
YWG
2 stops29h 33m
United Airlines
Deal found 29/6C$ 859
Sun 26/710:30 p.m.
YWG
-
LIR
2 stops38h 55m
WestJet
Sun 2/81:15 p.m.
LIR
-
YWG
1 stop27h 00m
WestJet
Deal found 29/6C$ 875
Mon 6/76:05 p.m.
YWG
-
LIR
1 stop19h 20m
Multiple Airlines
Sat 18/73:15 p.m.
LIR
-
YWG
1 stop16h 25m
Multiple Airlines
Deal found 30/6C$ 977
Mon 6/74:25 p.m.
YWG
-
LIR
1 stop21h 00m
WestJet
Sat 18/71:15 p.m.
LIR
-
YWG
1 stop10h 40m
WestJet
Deal found 29/6C$ 981
Sat 26/1212:55 p.m.
YWG
-
LIR
2 stops17h 05m
WestJet
Sat 16/13:20 p.m.
LIR
-
YWG
2 stops55h 30m
WestJet
Deal found 28/6C$ 1,009

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 30 June 2026.

Round-trip from

C$ 750

One-way from

C$ 354

Popular in

December

Cheapest in

May

Average price

C$ 1,413

Good round-trip deal

C$ 1,079 or less
United Airlines
  • United Airlines
  • 19/8-27/8
  • 4 total stops
  • 103h 23m total
  • Winnipeg to Costa Rica
Search Deals
United Airlines
  • United Airlines
  • 7/7
  • 2 total stops
  • 27h 23m total
  • Winnipeg to Costa Rica
Search Deals
Highest demand for flights based on searches. 13% potential increase in price (C$ 262 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease (C$ 69 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in June 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 30 June 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

Wed 19/8

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

2 stops47h 10m

Liberia

Thu 27/8

1:20 p.m.-10:33 p.m.

2 stops56h 13m

C$ 750

WinnipegSan José

YWG - SJO

YWGSJO

Winnipeg

Sat 7/11

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

1 stop27h 35m

San José Juan Santamaria Intl

Mon 16/11

9:20 a.m.-4:38 p.m.

1 stop31h 18m

C$ 836
Quickest round-trip

WinnipegSan José

YWG - SJO

YWGSJO

Winnipeg

Mon 9/11

5:15 a.m.-11:45 a.m.

3 stops30h 30m

San José Juan Santamaria Intl

Mon 16/11

5:00 a.m.-9:14 p.m.

2 stops16h 14m

C$ 938

WinnipegLiberia

YWG - LIR

YWGLIR

Winnipeg

Sat 26/12

12:55 p.m.-6:00 a.m.

2 stops17h 05m

Liberia

Sat 16/1

3:20 p.m.-10:50 p.m.

2 stops55h 30m

C$ 1,009

WinnipegSan José

YWG - SJO

YWGSJO

Winnipeg

Mon 20/7

12:56 p.m.-12:21 p.m.

2 stops24h 25m

San José Juan Santamaria Intl

Mon 3/8

7:55 a.m.-11:52 a.m.

2 stops26h 57m

C$ 1,012

WinnipegSan José

YWG - SJO

YWGSJO

Winnipeg

Sun 8/11

6:55 p.m.-11:40 p.m.

2 stops28h 45m

San José Juan Santamaria Intl

Tue 17/11

12:40 p.m.-9:14 p.m.

3 stops32h 34m

C$ 1,024

WinnipegLiberia

YWG - LIR

YWGLIR

Winnipeg

Sat 26/12

12:55 p.m.-6:00 a.m.

2 stops17h 05m

Liberia

Sat 23/1

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

2 stops35h 30m

C$ 1,119
Cheapest one-way

WinnipegLiberia

YWG - LIR

YWGLIR

Winnipeg

Tue 7/7

8:45 a.m.-3:19 p.m.

1 stop31h 34m

C$ 354

WinnipegLiberia

YWG - LIR

YWGLIR

Winnipeg

Sat 11/7

8:45 a.m.-3:19 p.m.

1 stop31h 34m

C$ 354

WinnipegLiberia

YWG - LIR

YWGLIR

Winnipeg

Fri 14/8

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

2 stops23h 10m

C$ 354

Flights are sorted by cheapest round-trip flights first.

Deals found on 28/6

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

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, February is the cheapest month in which you can book a flight from Winnipeg to Costa Rica (average of C$ 344). Flying from Winnipeg to Costa Rica in July is currently the most expensive (average of C$ 829). 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 54 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 30 June 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
441 reviews
Check prices

Comfort

8.0

Entertainment

6.9

Overall

8.0

Boarding

8.2

Food

7.5

Crew

8.6

Reviews

1 / 20
6.0
Good

Justin,May 2026

YYZ - MCO

Staff very nice. Seats were uncomfortable. Complimentary snacks leave much to be desired.
Porter Airlines
8.0
Very good
441 reviews
Porter Airlines
8.0
Very good
441 reviews
Check prices

Comfort

8.0

Entertainment

6.9

Overall

8.0

Boarding

8.2

Food

7.5

Crew

8.6

Reviews

1 / 20
6.0
Good

Justin,May 2026

YYZ - MCO

Staff very nice. Seats were uncomfortable. Complimentary snacks leave much to be desired.
United Airlines
7.4
Good
9,901 reviews
Porter Airlines
8.0
Very good
441 reviews
Check prices

Comfort

8.0

Entertainment

6.9

Overall

8.0

Boarding

8.2

Food

7.5

Crew

8.6

Reviews

1 / 20
6.0
Good

Justin,May 2026

YYZ - MCO

Staff very nice. Seats were uncomfortable. Complimentary snacks leave much to be desired.
WestJet
7.2
Good
3,390 reviews
Porter Airlines
8.0
Very good
441 reviews
Check prices

Comfort

8.0

Entertainment

6.9

Overall

8.0

Boarding

8.2

Food

7.5

Crew

8.6

Reviews

1 / 20
6.0
Good

Justin,May 2026

YYZ - MCO

Staff very nice. Seats were uncomfortable. Complimentary snacks leave much to be desired.
Air Canada
7.1
Good
11,275 reviews
Porter Airlines
8.0
Very good
441 reviews
Check prices

Comfort

8.0

Entertainment

6.9

Overall

8.0

Boarding

8.2

Food

7.5

Crew

8.6

Reviews

1 / 20
6.0
Good

Justin,May 2026

YYZ - MCO

Staff very nice. Seats were uncomfortable. Complimentary snacks leave much to be desired.

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 15h 15m. Fly via United Airlines, Air Canada, or WestJet to get the fastest option. Winnipeg and Costa Rica are separated by a distance of 4595 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, February is the cheapest month in which you can book a flight from Winnipeg to Costa Rica (average of C$ 344). Flying from Winnipeg to Costa Rica in July is currently the most expensive (average of C$ 829). 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 30 June 2026.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapestC$ 427AverageC$ 1,008FlexibilityNo cancel feeOn-time60%
Search WestJet flights
United AirlinesCheapestC$ 428AverageC$ 758FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
Porter AirlinesCheapestC$ 433AverageC$ 734FlexibilityNo cancel feeOn-time52%
Search Porter Airlines flights
Air CanadaCheapestC$ 513AverageC$ 1,060FlexibilityNo 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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