Find flights
When to book
Airlines
FAQs

Cheap flights from Winnipeg to San José from C$ 478

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 28/4. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — SJO
30 Mar — 6 Apr1
1 adult

Cheapflights Tip: The best prices from Winnipeg to San José Juan Santamaria Intl are usually found in August or September, booked 4 days in advance, depart on a Tuesday or Friday and return on a Monday

Cheap flight deals from Winnipeg to San José

Discover tips and strategies to find the most affordable flight options for your journey from Winnipeg (YWG) to San José (SJO). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated 25 March 2025.

Round-trip from

C$ 649

One-way from

C$ 478

Popular in

March

Cheapest in

August

Average price

C$ 1,696
8/5-15/5
  • 8/5-15/5
  • 5 total stops
  • 53h 04m total
  • Winnipeg to San José
Search Deals
Delta
  • Delta
  • 28/4
  • 2 total stops
  • 19h 25m total
  • Winnipeg to San José
Search Deals
Highest demand for flights based on searches. 8% potential increase in price (C$ 163 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease (C$ 56 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 2025
Search Deals

Find flight deals from Winnipeg to San José

Cheapest flights from Winnipeg to San José
Explore the most affordable flight options available from Winnipeg to San José. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 25 March 2025.

Thu 8/511:25 a.m.YWG - SJO
3 stops25h 08mMultiple Airlines
Thu 15/511:32 a.m.SJO - YWG
2 stops27h 56mMultiple Airlines
Deal found 24/3C$ 649
Wed 25/67:00 a.m.YWG - SJO
2 stops28h 11mUnited Airlines
Sat 19/76:00 a.m.SJO - YWG
2 stops30h 09mUnited Airlines
Deal found 23/3C$ 699
Sun 22/68:00 a.m.YWG - SJO
1 stop13h 25mAir Canada
Thu 26/67:55 a.m.SJO - YWG
1 stop11h 24mAir Canada
Deal found 24/3C$ 1,183
Tue 25/35:00 a.m.YWG - SJO
2 stops17h 24mDelta
Mon 31/37:25 a.m.SJO - YWG
2 stops15h 04mDelta
Deal found 24/3C$ 1,543
Tue 25/37:05 p.m.YWG - SJO
2 stops15h 15mAvianca
Sun 30/31:40 a.m.SJO - YWG
2 stops29h 42mAvianca
Deal found 24/3C$ 2,001

Cheapflights Fare Finder

Customize your flight search to find flights from Winnipeg to San José 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 25 March 2025.
Use the filters below to find and compare flights from Winnipeg to San José that are best for you.

Fly from

Winnipeg

Fly to

San José

Route

Depart

Return

Price

WinnipegSan José

YWG - SJO

YWGSJO

Winnipeg

Thu 8/5

11:25 a.m.-11:33 a.m.

3 stops25h 08m

San José Juan Santamaria Intl

Thu 15/5

11:32 a.m.-4:28 p.m.

2 stops27h 56m

C$ 649

WinnipegSan José

YWG - SJO

YWGSJO

Winnipeg

Wed 25/6

7:00 a.m.-10:11 a.m.

2 stops28h 11m

San José Juan Santamaria Intl

Sat 19/7

6:00 a.m.-1:09 p.m.

2 stops30h 09m

C$ 699

WinnipegSan José

YWG - SJO

YWGSJO

Winnipeg

Sun 22/6

8:00 a.m.-8:25 p.m.

1 stop13h 25m

San José Juan Santamaria Intl

Thu 26/6

7:55 a.m.-8:19 p.m.

1 stop11h 24m

C$ 1,183

WinnipegSan José

YWG - SJO

YWGSJO

Winnipeg

Mon 21/4

5:25 p.m.-11:35 p.m.

2 stops31h 10m

San José Juan Santamaria Intl

Sun 27/4

1:40 a.m.-8:22 a.m.

2 stops29h 42m

C$ 2,017

WinnipegSan José

YWG - SJO

YWGSJO

Winnipeg

Mon 28/4

5:30 p.m.-11:55 a.m.

2 stops19h 25m

C$ 478

WinnipegSan José

YWG - SJO

YWGSJO

Winnipeg

Mon 28/4

10:40 a.m.-9:20 p.m.

1 stop11h 40m

C$ 589

Flights are sorted by cheapest round-trip flights first.

Deals found on 24/3

Best time to book a flight from Winnipeg to San José

Have a flexible travel schedule? Discover the best time to fly to San José 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 San José

How far ahead should I book a flight from Winnipeg to San José, San José Province?

Use this chart to determine the optimal time to book a round-trip flight from Winnipeg to San José. Price data was last updated on 21 March 2025.

The best time to book flights from Winnipeg to San José, San José Province is 2 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

What is the cheapest month to book a flight from Winnipeg to San José, San José Province?

Currently, September is the cheapest month in which you can book a flight from Winnipeg to San José, San José Province (average of C$ 486). Flying from Winnipeg to San José, San José Province 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 SJO?

Find hourly flight availability from Winnipeg to San José. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated 25 March 2025.

A simple way to save on the total cost of your ticket is to fly from Winnipeg to San José, San José Province at noon. If you’re flexible enough to do this you can expect to save up to 43% on your trip compared to booking a flight in the morning.

Rainfall in San José by month

Plan your trip to San José by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in San José, San José Province ranges from 0.0 - 300.0 mm per month. September is typically the wettest month, when rainfall can reach 300.0 mm. February is typically the driest time to visit San José, San José Province when rainfall is around 0.0 mm.

Temperature in San José by month

Plan your trip to San José by taking into account the average temperature totals by month.

If weather is an important factor for your trip to San José, San José Province, use this chart to help with planning. For those seeking warmer temperatures, April is the ideal time of year to visit, when temperatures reach an average of 21.0 C. Travellers hoping to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 18.0 C).

Reviews of airlines servicing San José

Get insights into the airlines that provide service to San José. 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 San José. Reviews last updated 25 March 2025.
Peruse reviews from past customers who have flown with Delta, United Airlines and Air Canada from Winnipeg to San José 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.
Delta
8.0
Very good
7,890 reviews
Check prices

Comfort

8.0

Boarding

8.2

Crew

8.5

Overall

8.0

Food

7.3

Entertainment

7.9

Reviews

1 / 20
4.0
Okay

Tony,Apr 2024

MCO - ATL

Terrible flight crew that skipped our row for service multiple times.
Delta
8.0
Very good
7,890 reviews
Delta
8.0
Very good
7,890 reviews
Check prices

Comfort

8.0

Boarding

8.2

Crew

8.5

Overall

8.0

Food

7.3

Entertainment

7.9

Reviews

1 / 20
4.0
Okay

Tony,Apr 2024

MCO - ATL

Terrible flight crew that skipped our row for service multiple times.
United Airlines
7.4
Good
8,605 reviews
Delta
8.0
Very good
7,890 reviews
Check prices

Comfort

8.0

Boarding

8.2

Crew

8.5

Overall

8.0

Food

7.3

Entertainment

7.9

Reviews

1 / 20
4.0
Okay

Tony,Apr 2024

MCO - ATL

Terrible flight crew that skipped our row for service multiple times.
Air Canada
7.0
Good
8,952 reviews
Delta
8.0
Very good
7,890 reviews
Check prices

Comfort

8.0

Boarding

8.2

Crew

8.5

Overall

8.0

Food

7.3

Entertainment

7.9

Reviews

1 / 20
4.0
Okay

Tony,Apr 2024

MCO - ATL

Terrible flight crew that skipped our row for service multiple times.
Avianca
6.7
Okay
2,295 reviews
Delta
8.0
Very good
7,890 reviews
Check prices

Comfort

8.0

Boarding

8.2

Crew

8.5

Overall

8.0

Food

7.3

Entertainment

7.9

Reviews

1 / 20
4.0
Okay

Tony,Apr 2024

MCO - ATL

Terrible flight crew that skipped our row for service multiple times.

Related info for your journey

Find useful and relevant information for your journey from Winnipeg to San José. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What are the cheapest airlines flying from Winnipeg to San José, San José Province round-trip?

    Currently priced at C$ 699, United Airlines will fly you from Winnipeg to San José, San José Province and back. In addition to United Airlines, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from Air Canada and Avianca - these airlines can fly you to your destination from C$ 1,183 and C$ 2,017, respectively. United Airlines is priced at 45% lower than the current average price of a flight leaving 3 months from now.

  • Can I find deals for flights from Winnipeg to San José that include hotel bookings?

    Yes. In addition to deals on Winnipeg to San José flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Winnipeg to San José?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Winnipeg to San José.

  • Can I find deals for business class flights from Winnipeg to San José?

    Yes. Cheapflights offers flight deals from Winnipeg to San José 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 San José, San José Province?

    Currently, September is the cheapest month in which you can book a flight from Winnipeg to San José, San José Province (average of C$ 486). Flying from Winnipeg to San José, San José Province 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

Travelling to a place near Winnipeg?

Book flights to Winnipeg if you plan to visit one of these locations
Jacó
Alajuela
Dominical
Monteverde

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.

Alternative routes for Winnipeg to San José

See prices for flight routes from nearby airports that may be better suited for you.
Winnipeg to Liberia flights

Top 2 airlines flying from Winnipeg to San José

Discover the top 2 airlines that operate flights from Winnipeg to San José. 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 25 March 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapestC$ 685AverageC$ 828FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
Air CanadaCheapestC$ 1,051AverageC$ 1,482FlexibilityNo 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 San José?

900+ travel sites are searched through when a user searches for a flight using Cheapflights. From the search interface, users can use filters to choose airlines, airports, flight times, cabin classes and more to their preference. Book your flight to San José from Winnipeg today with Cheapflights!

Why should you use Cheapflights to find cheap flight tickets from Winnipeg to San José?

Cheapflights simply makes it quick and affordable to book flights from Winnipeg to San José by bringing together all flight options from hundreds of airlines and agencies online — and put it in one place for you to choose from. Plus, Cheapflights is 100% free to use for all.

Can Cheapflights find flights from Winnipeg to San José with no change fees?

Users can book flights with no change fees policies with our dedicated filters. Book flights from Winnipeg to San José flexibly with Cheapflights today.

Can Cheapflights notify me if prices for flights from Winnipeg to San José become cheaper?

Yes, and it’s super simple to set up. Click the bell icon next to the flight deals above and provide a valid email address to enable Price Alerts. That’s it!

100% Free
Cheapflights is completely free to use, so you can start saving the moment you arrive.
Book with Flexibility
Our users can plan ahead with confidence and find flights with no change fees
Travel Smart
Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.