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Cheap flights from Winnipeg to San José from C$ 324

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 5/4. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — SJO
26 Feb — 5 Mar1
1 adult

The best prices from Winnipeg to San José Juan Santamaria Intl are usually found in September or August, 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 21 February 2025.

Round-trip from

C$ 584

One-way from

C$ 324

Popular in

December

Cheapest in

September

Average price

C$ 1,298
21/3-27/3
  • 21/3-27/3
  • 3 total stops
  • 51h 16m total
  • Winnipeg to San José
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5/4
  • 5/4
  • 2 total stops
  • 13h 15m total
  • Winnipeg to San José
Search Deals
Highest demand for flights based on searches. 8% potential increase in price (C$ 154 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease (C$ 60 potential savings vs. average RT price).
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Average for round-trip flights in February 2025
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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 21 February 2025.

Mon 6/104:15 p.m.YWG - SJO
2 stops21h 11mUnited Airlines
Fri 17/107:55 a.m.SJO - YWG
2 stops37h 38mUnited Airlines
Deal found 20/2C$ 676
Tue 11/38:00 a.m.YWG - SJO
1 stop28h 26mMultiple Airlines
Tue 18/311:30 a.m.SJO - YWG
2 stops26h 38mMultiple Airlines
Deal found 20/2C$ 776
Mon 5/56:30 p.m.YWG - SJO
1 stop29h 20mAir Canada
Sun 25/58:00 a.m.SJO - YWG
1 stop15h 02mAir Canada
Deal found 20/2C$ 1,352
Thu 9/106:40 a.m.YWG - SJO
2 stops30h 08mDelta
Sat 18/107:26 a.m.SJO - YWG
2 stops27h 04mDelta
Deal found 20/2C$ 1,703
Tue 11/37:05 p.m.YWG - SJO
2 stops29h 15mAvianca
Mon 17/32:15 a.m.SJO - YWG
2 stops31h 53mAvianca
Deal found 20/2C$ 2,219

Find flights from Winnipeg to San José within your budget

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 21 February 2025.

Fly from

Winnipeg

Fly to

San José

Route

Depart

Return

Price

WinnipegSan José

YWG - SJO

YWGSJO

Winnipeg

Mon 5/5

2:20 p.m.-12:26 p.m.

2 stops23h 06m

San José Juan Santamaria Intl

Sun 25/5

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

2 stops30h 09m

C$ 702

WinnipegSan José

YWG - SJO

YWGSJO

Winnipeg

Tue 11/3

8:00 a.m.-11:26 a.m.

1 stop28h 26m

San José Juan Santamaria Intl

Tue 18/3

11:30 a.m.-3:08 p.m.

2 stops26h 38m

C$ 776

WinnipegSan José

YWG - SJO

YWGSJO

Winnipeg

Mon 5/5

6:30 p.m.-10:50 p.m.

1 stop29h 20m

San José Juan Santamaria Intl

Sun 25/5

8:00 a.m.-12:02 a.m.

1 stop15h 02m

C$ 1,352

WinnipegSan José

YWG - SJO

YWGSJO

Winnipeg

Tue 11/3

7:05 p.m.-11:20 p.m.

2 stops29h 15m

San José Juan Santamaria Intl

Mon 17/3

2:15 a.m.-11:08 a.m.

2 stops31h 53m

C$ 2,219

WinnipegSan José

YWG - SJO

YWGSJO

Winnipeg

Mon 17/3

7:45 a.m.-9:25 p.m.

1 stop14h 40m

C$ 466

WinnipegSan José

YWG - SJO

YWGSJO

Winnipeg

Mon 10/3

6:05 p.m.-11:20 p.m.

2 stops30h 15m

C$ 639

Flights are sorted by cheapest round-trip flights first.

Deals found on 20/2

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.

Travel insights for flights from Winnipeg to San José

Get recent, data-driven insights about flights from Winnipeg to San José including ideal travel times, pricing trends, and more.

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 14 February 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 July is currently the most expensive (average of C$ 685). 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 21 February 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 21 February 2025.
United Airlines
7.4
Good
8,766 reviews
Check prices

Entertainment

7.1

Crew

8.1

Food

6.7

Comfort

7.3

Boarding

7.7

Overall

7.4

Reviews

1 / 20

8.0
Excellent

Anonymous,Dec 2024

YVR - SFO

It was a good experience. The flight took 45 minutes longer to fly and all passengers had to wait inside the plane till the technical issue was fixed. Overall it was a good experience.

United Airlines
7.4
Good
8,766 reviews
United Airlines
7.4
Good
8,766 reviews
Check prices

Entertainment

7.1

Crew

8.1

Food

6.7

Comfort

7.3

Boarding

7.7

Overall

7.4

Reviews

1 / 20

8.0
Excellent

Anonymous,Dec 2024

YVR - SFO

It was a good experience. The flight took 45 minutes longer to fly and all passengers had to wait inside the plane till the technical issue was fixed. Overall it was a good experience.

Air Canada
7.0
Good
8,748 reviews
United Airlines
7.4
Good
8,766 reviews
Check prices

Entertainment

7.1

Crew

8.1

Food

6.7

Comfort

7.3

Boarding

7.7

Overall

7.4

Reviews

1 / 20

8.0
Excellent

Anonymous,Dec 2024

YVR - SFO

It was a good experience. The flight took 45 minutes longer to fly and all passengers had to wait inside the plane till the technical issue was fixed. Overall it was a good experience.

Avianca
6.8
Okay
2,435 reviews
United Airlines
7.4
Good
8,766 reviews
Check prices

Entertainment

7.1

Crew

8.1

Food

6.7

Comfort

7.3

Boarding

7.7

Overall

7.4

Reviews

1 / 20

8.0
Excellent

Anonymous,Dec 2024

YVR - SFO

It was a good experience. The flight took 45 minutes longer to fly and all passengers had to wait inside the plane till the technical issue was fixed. Overall it was a good experience.

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$ 702, 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$ 1,352 and C$ 1,555, respectively. United Airlines is priced at 43% 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 July is currently the most expensive (average of C$ 685). 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

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Alternative routes for Winnipeg to San José

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Winnipeg to Liberia flights

Top 3 airlines flying from Winnipeg to San José

Discover the top 3 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 21 February 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapestC$ 554AverageC$ 732FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
United AirlinesCheapestC$ 682AverageC$ 820FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
Air CanadaCheapestC$ 1,041AverageC$ 1,455FlexibilityNo cancel feeOn-time67%
Search Air Canada flights

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How does Cheapflights help users find flights from Winnipeg to San José?

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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.

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