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Cheap flights from Winnipeg to San Jose, CA from C$ 210

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 28/1. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — SJC
8 ene. — 15 ene.1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Winnipeg to San Jose

Enter your travel dates to find the best prices.

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 9 diciembre 2025.

mar. 23/124:10 p.m.YWG - SJC
2 stops32h 26mWestJet
vie. 2/17:13 a.m.SJC - YWG
2 stops15h 28mWestJet
Deal found 8/12C$ 1,022
mar. 23/122:20 p.m.YWG - SJC
1 stop10h 14mUnited Airlines
vie. 2/19:00 a.m.SJC - YWG
2 stops24h 57mUnited Airlines
Deal found 8/12C$ 1,419
mar. 23/128:40 a.m.YWG - SJC
1 stop14h 36mAir Canada
vie. 2/19:00 a.m.SJC - YWG
1 stop9h 51mAir Canada
Deal found 8/12C$ 1,502
mar. 23/126:00 a.m.YWG - SJC
3 stops17h 13mAmerican Airlines
vie. 2/17:17 p.m.SJC - YWG
3 stops26h 18mAmerican Airlines
Deal found 8/12C$ 2,233

Find 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 9 diciembre 2025.

Round-trip from

C$ 427

One-way from

C$ 210
22/1-29/1
  • 22/1-29/1
  • 3 total stops
  • 40h 28m total
  • Winnipeg to San Jose
Search Deals
28/1
  • 28/1
  • 2 total stops
  • 21h 29m total
  • Winnipeg to San Jose
Search Deals

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 629,999 searches. Data last updated 9 diciembre 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. 22/1

7:30 a.m.-3:11 p.m.

1 stop9h 41m

San Jose

jue. 29/1

4:06 p.m.-12:53 a.m.

2 stops30h 47m

C$ 427

WinnipegSan Jose

YWG - SJC

YWGSJC

Winnipeg

lun. 12/1

4:10 p.m.-2:52 p.m.

2 stops24h 42m

San Jose

mié. 14/1

9:15 a.m.-10:41 p.m.

2 stops11h 26m

C$ 597

WinnipegSan Jose

YWG - SJC

YWGSJC

Winnipeg

jue. 22/1

6:15 a.m.-5:40 p.m.

2 stops13h 25m

San Jose

jue. 29/1

11:40 a.m.-12:39 a.m.

2 stops34h 59m

C$ 639

WinnipegSan Jose

YWG - SJC

YWGSJC

Winnipeg

jue. 22/1

11:53 a.m.-9:28 p.m.

1 stop11h 35m

San Jose

jue. 29/1

6:20 a.m.-4:29 p.m.

1 stop8h 09m

C$ 916

WinnipegSan Jose

YWG - SJC

YWGSJC

Winnipeg

mar. 23/12

4:10 p.m.-10:36 p.m.

2 stops32h 26m

San Jose

vie. 2/1

7:13 a.m.-12:41 a.m.

2 stops15h 28m

C$ 1,022

WinnipegSan Jose

YWG - SJC

YWGSJC

Winnipeg

jue. 22/1

12:10 p.m.-12:10 p.m.

3 stops26h 00m

San Jose

jue. 29/1

2:32 p.m.-11:35 p.m.

3 stops31h 03m

C$ 1,306

WinnipegSan Jose

YWG - SJC

YWGSJC

Winnipeg

mar. 23/12

2:20 p.m.-10:34 p.m.

1 stop10h 14m

San Jose

vie. 2/1

9:00 a.m.-11:57 a.m.

2 stops24h 57m

C$ 1,419

WinnipegSan Jose

YWG - SJC

YWGSJC

Winnipeg

mar. 23/12

8:40 a.m.-9:16 p.m.

1 stop14h 36m

San Jose

vie. 2/1

9:00 a.m.-8:51 p.m.

1 stop9h 51m

C$ 1,502

WinnipegSan Jose

YWG - SJC

YWGSJC

Winnipeg

lun. 12/1

11:53 a.m.-9:28 p.m.

1 stop11h 35m

San Jose

mié. 14/1

6:20 a.m.-4:29 p.m.

1 stop8h 09m

C$ 1,534

WinnipegSan Jose

YWG - SJC

YWGSJC

Winnipeg

mar. 23/12

6:00 a.m.-9:13 p.m.

3 stops17h 13m

San Jose

vie. 2/1

7:17 p.m.-11:35 p.m.

3 stops26h 18m

C$ 2,233

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/12

Showing 1-10 of 14 results
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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 C$ 192). Flying from Winnipeg to San Jose, California in December is currently the most expensive (average of C$ 307). 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, California?

    WestJet can get you from Winnipeg to San Jose, California in just under 24h 42m. Your travel time can differ by up to . There are 2408 km between Winnipeg and San Jose, California.

  • 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 C$ 192). Flying from Winnipeg to San Jose, California in December is currently the most expensive (average of C$ 307). 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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How does Cheapflights help users find flights from Winnipeg to San Jose?

Cheapflights goes through 900+ travel sites to look for the best flight deals for flights from Winnipeg to San Jose. Too many options? Cheapflights also provides filters for things like airlines, price ranges, and number of stops to help you make a decision easily.

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

Cheapflights helps you find that perfect flight to San Jose from Winnipeg by searching from hundreds of airlines and agencies you know and love. We are also free to use, in case you were wondering!

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

Yes, we can. To see specific flights from Winnipeg to San Jose with no change fees, users can toggle flexible booking options after using the search form above to find flights.

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

Yes, Cheapflights offers price alerts on Winnipeg to San Jose 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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