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San Jose

$176+ Cheap flights from Winnipeg (YWG) to San Jose, CA (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 12/11. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — SJC
nov. 27 — dic. 41
jue. 11/27
jue. 12/4
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 octubre 28, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars
Provider with most accurate pricing for Winnipeg-San Jose flight deals.
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Provider most trusted by Cheapflights users for Winnipeg-San Jose flights.
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Find flight deals from Winnipeg to San Jose

One-way flights from Winnipeg to San Jose
Search for one-way flight options from Winnipeg to San Jose. Find affordable one-way fares based on user searches. Data last updated octubre 28, 2025.

This Kiwi.com deal was found by Cheapflights users on 10/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 12/1112:55 pmYWG - SJC
2 stops27h 37mMultiple Airlines
Deal found 10/27$176
This Delta deal was found by Cheapflights users on 10/25. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 12/106:40 amYWG - SJC
2 stops14h 38mDelta
Deal found 10/25$185
This Delta deal was found by Cheapflights users on 10/27. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 12/1112:35 pmYWG - SJC
1 stop10h 01mDelta
Deal found 10/27$202
This Kiwi.com deal was found by Cheapflights users on 10/25. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 12/1012:40 pmYWG - SJC
3 stops23h 11mMultiple Airlines
Deal found 10/25$222
This United Airlines deal was found by Cheapflights users on 10/25. 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.
mié. 12/108:40 amYWG - SJC
1 stop6h 52mUnited Airlines
Deal found 10/25$272
This Yatra.com deal was found by Cheapflights users on 10/27. 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 Yatra.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 12/216:00 amYWG - SJC
2 stops17h 16mAir Canada
Deal found 10/27$339
This United Airlines deal was found by Cheapflights users on 10/27. 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.
dom. 12/218:40 amYWG - SJC
1 stop14h 36mUnited Airlines
Deal found 10/27$394
This Kiwi.com deal was found by Cheapflights users on 10/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 12/216:55 pmYWG - SJC
3 stops27h 05mMultiple Airlines
Deal found 10/27$399

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 octubre 28, 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

jue. 12/11

12:55 pm-2:32 pm

2 stops27h 37m

$176

WinnipegSan Jose

YWG - SJC

YWGSJC

Winnipeg

mié. 12/10

6:40 am-7:18 pm

2 stops14h 38m

$185

WinnipegSan Jose

YWG - SJC

YWGSJC

Winnipeg

jue. 12/11

12:35 pm-8:36 pm

1 stop10h 01m

$202

WinnipegSan Jose

YWG - SJC

YWGSJC

Winnipeg

mié. 12/10

12:40 pm-9:51 am

3 stops23h 11m

$222

WinnipegSan Jose

YWG - SJC

YWGSJC

Winnipeg

mié. 12/10

8:40 am-1:32 pm

1 stop6h 52m

$272

WinnipegSan Jose

YWG - SJC

YWGSJC

Winnipeg

dom. 12/21

6:00 am-9:16 pm

2 stops17h 16m

$339

WinnipegSan Jose

YWG - SJC

YWGSJC

Winnipeg

dom. 12/21

8:40 am-9:16 pm

1 stop14h 36m

$394

WinnipegSan Jose

YWG - SJC

YWGSJC

Winnipeg

dom. 12/21

6:55 pm-8:00 pm

3 stops27h 05m

$399

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/27

Compare providers for flights from Winnipeg to San Jose

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Winnipeg to San Jose in October.
ProviderPrice AccuracyTrust Score*
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Winnipeg-San Jose, California flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Winnipeg-San Jose, California flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Winnipeg-San Jose, California flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Winnipeg-San Jose, California flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Winnipeg-San Jose, California flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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, California?

Currently, October is the cheapest month in which you can book a flight from Winnipeg to San Jose, California (average of $140). Flying from Winnipeg to San Jose, California in February is currently the most expensive (average of $226). 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.

  • 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, California?

    Currently, October is the cheapest month in which you can book a flight from Winnipeg to San Jose, California (average of $140). Flying from Winnipeg to San Jose, California in February is currently the most expensive (average of $226). 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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