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San Jose

$186+ Cheap flights from Winnipeg (YWG) to San Jose (SJC)

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 10/25. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — SJC
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
1 adult, Economy
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Cheap flight deals from Winnipeg to San Jose

Discover tips and strategies to find the most affordable flight options for your journey from Winnipeg (YWG) to San Jose (SJC). 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 September 11, 2025.

Round-trip from

$771
(WestJet)

One-way from

$186
(Delta)
From Winnipeg to San Jose
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One-way flight from Winnipeg to San Jose
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Find flight deals from Winnipeg to San Jose

Cheapest flights from Winnipeg to San Jose
Explore the most affordable flight options available from Winnipeg to San Jose. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 11, 2025.

This WestJet deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/2612:55 pmYWG - SJC
2 stops11h 42mWestJet
Fri 1/27:05 amSJC - YWG
2 stops15h 36mWestJet
Deal found 9/10$771
This United Airlines deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/268:40 amYWG - SJC
1 stop14h 37mUnited Airlines
Fri 1/29:00 amSJC - YWG
1 stop9h 51mUnited Airlines
Deal found 9/10$782
This Air Canada deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/266:00 amYWG - SJC
2 stops17h 17mAir Canada
Fri 1/29:00 amSJC - YWG
2 stops25h 59mAir Canada
Deal found 9/10$813

Cheapflights Fare Finder

 
Customize your flight search to find flights from Winnipeg to San Jose 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 2,558,603 searches. Data last updated September 11, 2025.
Use the filters below to find and compare flights from Winnipeg to San Jose that are best for you.

Fly from

Winnipeg

Fly to

San Jose

Route

Depart

Return

Price

WinnipegSan Jose

YWG - SJC

YWGSJC

Winnipeg

Fri 12/26

12:55 pm-10:37 pm

2 stops11h 42m

San Jose

Fri 1/2

7:05 am-12:41 am

2 stops15h 36m

$771

WinnipegSan Jose

YWG - SJC

YWGSJC

Winnipeg

Fri 12/26

8:40 am-9:17 pm

1 stop14h 37m

San Jose

Fri 1/2

9:00 am-8:51 pm

1 stop9h 51m

$782

WinnipegSan Jose

YWG - SJC

YWGSJC

Winnipeg

Fri 12/26

8:40 am-9:17 pm

1 stop14h 37m

San Jose

Fri 1/2

9:00 am-8:51 pm

1 stop9h 51m

$782

WinnipegSan Jose

YWG - SJC

YWGSJC

Winnipeg

Sat 10/25

8:45 am-9:05 pm

2 stops14h 20m

$186

WinnipegSan Jose

YWG - SJC

YWGSJC

Winnipeg

Mon 10/27

8:00 am-12:01 pm

2 stops30h 01m

$193

WinnipegSan Jose

YWG - SJC

YWGSJC

Winnipeg

Sat 10/25

6:30 pm-10:09 am

3 stops41h 39m

$199

WinnipegSan Jose

YWG - SJC

YWGSJC

Winnipeg

Sun 10/12

9:05 pm-11:44 am

2 stops40h 39m

$208

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/10

Best time to book a flight from Winnipeg to San Jose

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

What is the cheapest month to book a flight from Winnipeg to San Jose?

Currently, September is the cheapest month in which you can book a flight from Winnipeg to San Jose (average of $255). Flying from Winnipeg to San Jose in June is currently the most expensive (average of $358). 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.

Related info for your journey

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

  • How long is the flight from Winnipeg to San Jose?

    A quick flight from Winnipeg to San Jose can take about 11h 42m. WestJet provides one of the quickest options available for as low as $771. The distance from Winnipeg to San Jose is about 1496 mi. This flight may include one or multiple stops.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Winnipeg to San Jose 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 Jose?

    Currently, September is the cheapest month in which you can book a flight from Winnipeg to San Jose (average of $255). Flying from Winnipeg to San Jose in June is currently the most expensive (average of $358). 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.

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