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Cheap flights from Winnipeg to San Jose, CA from C$ 309

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 18/6. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — SJC
11 Jun — 18 Jun1
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 12 May 2026.

Tue 15/98:50 a.m.
YWG
-
SJC
2 stops15h 19m
Delta
Sat 19/96:30 a.m.
SJC
-
YWG
1 stop8h 24m
Delta
Deal found 10/5C$ 667
Tue 15/98:30 a.m.
YWG
-
SJC
1 stop6h 33m
United Airlines
Sat 19/91:00 p.m.
SJC
-
YWG
1 stop5h 48m
United Airlines
Deal found 10/5C$ 732
Fri 26/62:55 p.m.
YWG
-
SJC
2 stops9h 57m
WestJet
Sat 4/77:20 a.m.
SJC
-
YWG
2 stops8h 05m
WestJet
Deal found 8/5C$ 751
Tue 16/66:00 a.m.
YWG
-
SJC
2 stops15h 35m
WestJet
Sat 20/67:00 a.m.
SJC
-
YWG
2 stops15h 55m
WestJet
Deal found 10/5C$ 771
Thu 2/76:00 a.m.
YWG
-
SJC
2 stops12h 05m
WestJet
Thu 9/79:55 a.m.
SJC
-
YWG
2 stops13h 00m
WestJet
Deal found 7/5C$ 805
Thu 10/126:00 a.m.
YWG
-
SJC
2 stops32h 54m
WestJet
Sat 27/21:50 p.m.
SJC
-
YWG
2 stops18h 15m
WestJet
Deal found 9/5C$ 807
Mon 1/67:00 a.m.
YWG
-
SJC
2 stops12h 02m
WestJet
Tue 2/69:53 a.m.
SJC
-
YWG
2 stops23h 17m
WestJet
Deal found 11/5C$ 883
Wed 10/67:00 a.m.
YWG
-
SJC
2 stops12h 17m
WestJet
Sun 14/69:54 a.m.
SJC
-
YWG
2 stops21h 26m
WestJet
Deal found 11/5C$ 952
Fri 29/52:55 p.m.
YWG
-
SJC
2 stops9h 41m
WestJet
Tue 2/69:53 a.m.
SJC
-
YWG
2 stops26h 12m
WestJet
Deal found 10/5C$ 1,020

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 12 May 2026.

Round-trip from

C$ 667

One-way from

C$ 309
Delta
  • Delta
  • 15/9-19/9
  • 3 total stops
  • 23h 43m total
  • Winnipeg to San Jose
Search Deals
18/6
  • 18/6
  • 3 total stops
  • 32h 17m 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 12 May 2026.
Use the filters below to find and compare flights from Winnipeg to San Jose that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

WinnipegSan Jose

YWG - SJC

YWGSJC

Winnipeg

Tue 15/9

8:50 a.m.-7:05 p.m.

2 stops12h 15m

San Jose

Sat 19/9

6:30 a.m.-4:54 p.m.

1 stop8h 24m

C$ 667
Quickest round-trip

WinnipegSan Jose

YWG - SJC

YWGSJC

Winnipeg

Tue 15/9

8:30 a.m.-1:03 p.m.

1 stop6h 33m

San Jose

Sat 19/9

1:00 p.m.-8:48 p.m.

1 stop5h 48m

C$ 732

WinnipegSan Jose

YWG - SJC

YWGSJC

Winnipeg

Fri 26/6

2:55 p.m.-10:52 p.m.

2 stops9h 57m

San Jose

Sat 4/7

7:20 a.m.-5:25 p.m.

2 stops8h 05m

C$ 751

WinnipegSan Jose

YWG - SJC

YWGSJC

Winnipeg

Sun 28/6

12:00 p.m.-7:35 p.m.

2 stops9h 35m

San Jose

Sun 12/7

7:00 a.m.-11:40 p.m.

2 stops14h 40m

C$ 771
Cheapest one-way

WinnipegSan Jose

YWG - SJC

YWGSJC

Winnipeg

Thu 18/6

7:00 a.m.-1:17 p.m.

3 stops32h 17m

C$ 309
Quickest one-way

WinnipegSan Jose

YWG - SJC

YWGSJC

Winnipeg

Tue 28/7

3:59 p.m.-8:35 p.m.

1 stop6h 36m

C$ 387

WinnipegSan Jose

YWG - SJC

YWGSJC

Winnipeg

Wed 29/7

4:55 p.m.-3:46 p.m.

2 stops24h 51m

C$ 420

WinnipegSan Jose

YWG - SJC

YWGSJC

Winnipeg

Tue 28/7

12:00 p.m.-7:32 p.m.

2 stops9h 32m

C$ 421

WinnipegSan Jose

YWG - SJC

YWGSJC

Winnipeg

Thu 18/6

12:46 p.m.-8:39 p.m.

1 stop9h 53m

C$ 453

WinnipegSan Jose

YWG - SJC

YWGSJC

Winnipeg

Tue 28/7

8:45 a.m.-9:09 p.m.

1 stop14h 24m

C$ 466

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/5

Sorted by cheapest first

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.

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?

    Delta can get you from Winnipeg to San Jose, California in just under 12h 15m. 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.

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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