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Cheap flights from San Jose, CA to Winnipeg from C$ 268

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 28/7. Fares are subject to change and may not be available on all flights or dates of travel.
SJC — YWG
25 May — 1 Jun1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from San Jose to Winnipeg

Enter your travel dates to find the best prices.

Cheapest flights from San Jose to Winnipeg
Explore the most affordable flight options available from San Jose to Winnipeg. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 25 April 2026.

Sat 18/77:00 a.m.
SJC
-
YWG
2 stops13h 10m
WestJet
Sat 25/74:55 p.m.
YWG
-
SJC
2 stops26h 17m
WestJet
Deal found 21/4C$ 602
Fri 14/811:30 a.m.
SJC
-
YWG
2 stops11h 25m
WestJet
Sun 23/86:00 a.m.
YWG
-
SJC
2 stops12h 15m
WestJet
Deal found 21/4C$ 604
Wed 17/67:00 a.m.
SJC
-
YWG
2 stops15h 55m
WestJet
Sun 21/62:55 p.m.
YWG
-
SJC
2 stops26h 55m
WestJet
Deal found 24/4C$ 636
Mon 15/611:38 a.m.
SJC
-
YWG
2 stops11h 17m
WestJet
Thu 18/66:00 a.m.
YWG
-
SJC
2 stops11h 50m
WestJet
Deal found 23/4C$ 646
Mon 8/62:12 p.m.
SJC
-
YWG
3 stops49h 13m
Multiple Airlines
Mon 15/66:00 a.m.
YWG
-
SJC
2 stops15h 37m
Multiple Airlines
Deal found 24/4C$ 664
Sun 5/77:00 a.m.
SJC
-
YWG
2 stops13h 10m
WestJet
Wed 15/77:00 a.m.
YWG
-
SJC
2 stops10h 47m
WestJet
Deal found 20/4C$ 686
Sat 26/97:15 a.m.
SJC
-
YWG
2 stops8h 10m
WestJet
Wed 30/92:55 p.m.
YWG
-
SJC
2 stops25h 58m
WestJet
Deal found 22/4C$ 687
Fri 22/59:53 a.m.
SJC
-
YWG
2 stops13h 02m
WestJet
Sun 31/510:10 a.m.
YWG
-
SJC
2 stops11h 09m
WestJet
Deal found 20/4C$ 705
Sat 6/611:41 a.m.
SJC
-
YWG
2 stops11h 14m
WestJet
Sat 13/67:00 a.m.
YWG
-
SJC
2 stops11h 05m
WestJet
Deal found 22/4C$ 706
Wed 17/611:38 a.m.
SJC
-
YWG
2 stops11h 17m
Multiple Airlines
Sun 21/65:05 p.m.
YWG
-
SJC
1 stop22h 12m
Multiple Airlines
Deal found 24/4C$ 713
Tue 2/62:51 p.m.
SJC
-
YWG
2 stops18h 19m
WestJet
Wed 3/64:55 p.m.
YWG
-
SJC
2 stops23h 14m
WestJet
Deal found 20/4C$ 728

Find flight deals from San Jose to Winnipeg

Discover tips and strategies to find the most affordable flight options for your journey from San Jose (SJC) to Winnipeg (YWG). 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 25 April 2026.

Round-trip from

C$ 602

One-way from

C$ 268
WestJet
  • WestJet
  • 18/7-25/7
  • 4 total stops
  • 39h 27m total
  • San Jose to Winnipeg
Search Deals
28/7
  • 28/7
  • 2 total stops
  • 9h 08m total
  • San Jose to Winnipeg
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from San Jose to Winnipeg 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 25 April 2026.
Use the filters below to find and compare flights from San Jose to Winnipeg that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

San JoseWinnipeg

SJC - YWG

SJCYWG

San Jose

Thu 16/7

11:33 a.m.-12:55 a.m.

2 stops11h 22m

Winnipeg

Mon 20/7

7:00 a.m.-5:12 p.m.

2 stops12h 12m

C$ 636

San JoseWinnipeg

SJC - YWG

SJCYWG

San Jose

Mon 8/6

8:44 p.m.-11:56 a.m.

2 stops13h 12m

Winnipeg

Mon 15/6

3:54 p.m.-8:39 p.m.

1 stop6h 45m

C$ 776

San JoseWinnipeg

SJC - YWG

SJCYWG

San Jose

Sat 18/7

7:00 a.m.-12:55 a.m.

2 stops15h 55m

Winnipeg

Thu 30/7

7:00 a.m.-5:12 p.m.

2 stops12h 12m

C$ 817

San JoseWinnipeg

SJC - YWG

SJCYWG

San Jose

Wed 12/8

7:15 a.m.-5:25 p.m.

2 stops8h 10m

Winnipeg

Tue 18/8

7:00 a.m.-2:53 p.m.

2 stops9h 53m

C$ 817
Quickest round-trip

San JoseWinnipeg

SJC - YWG

SJCYWG

San Jose

Fri 14/8

1:15 p.m.-11:27 p.m.

1 stop8h 12m

Winnipeg

Sun 23/8

6:40 a.m.-12:09 p.m.

1 stop7h 29m

C$ 828

San JoseWinnipeg

SJC - YWG

SJCYWG

San Jose

Fri 29/5

8:50 p.m.-10:54 a.m.

2 stops12h 04m

Winnipeg

Thu 4/6

6:40 a.m.-4:09 p.m.

2 stops11h 29m

C$ 881

San JoseWinnipeg

SJC - YWG

SJCYWG

San Jose

Sat 26/9

12:51 p.m.-11:39 a.m.

2 stops20h 48m

Winnipeg

Wed 30/9

8:30 a.m.-5:31 p.m.

1 stop11h 01m

C$ 890

San JoseWinnipeg

SJC - YWG

SJCYWG

San Jose

Wed 8/7

6:15 a.m.-4:52 p.m.

1 stop8h 37m

Winnipeg

Mon 13/7

12:46 p.m.-8:35 p.m.

1 stop9h 49m

C$ 965

San JoseWinnipeg

SJC - YWG

SJCYWG

San Jose

Fri 22/5

6:37 p.m.-10:38 p.m.

2 stops26h 01m

Winnipeg

Sun 31/5

8:45 a.m.-1:24 p.m.

1 stop6h 39m

C$ 998

San JoseWinnipeg

SJC - YWG

SJCYWG

San Jose

Mon 15/6

8:44 p.m.-11:56 a.m.

2 stops13h 12m

Winnipeg

Thu 18/6

3:54 p.m.-8:39 p.m.

1 stop6h 45m

C$ 1,009

Flights are sorted by cheapest round-trip flights first.

Deals found on 22/4

Showing 1-10 of 22 resultsSorted by cheapest first
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Best time to book a flight from San Jose to Winnipeg

Have a flexible travel schedule? Discover the best time to fly to Winnipeg from San Jose 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 San Jose to Winnipeg. 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 San Jose, California to Winnipeg?

    A quick flight from San Jose, California to Winnipeg can take about 11h 22m. WestJet provides one of the quickest options available for as low as C$ 636. San Jose, California and Winnipeg are separated by a distance of 2408 km. When browsing for deals, the options you’ll see will be for both direct flights and flights with stops.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from San Jose to Winnipeg 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

Travelling to a place near Winnipeg?

Book flights to Winnipeg if you plan to visit one of these locations
Selkirk

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Cheapflights makes it easy to find San Jose to Winnipeg flights by helping our users search from 900+ travel sites for deals. We also provide you with filters for cabin, price, airline, airports, number of stops, and many more to narrow down that perfect flight.

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

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

Yes! Cheapflights helps users easily find flights from San Jose to Winnipeg with no change fees.

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

Yes, Cheapflights has a feature called Price Alert, which notifies users when flight prices change. Track prices for your flight to Winnipeg from San Jose today and book when prices fit your budget.

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