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Cheap flights from San Jose, CA to Winnipeg from C$ 412

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 31/8. Fares are subject to change and may not be available on all flights or dates of travel.
SJC — YWG
26 Aug — 2 Sep1
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 27 July 2026.

Thu 10/910:47 p.m.
SJC
-
YWG
2 stops16h 38m
Multiple Airlines
Thu 17/95:00 p.m.
YWG
-
SJC
1 stop6h 52m
Multiple Airlines
Deal found 26/7C$ 606
Wed 23/98:53 p.m.
SJC
-
YWG
2 stops12h 58m
Delta
Mon 28/93:58 p.m.
YWG
-
SJC
1 stop6h 43m
Delta
Deal found 23/7C$ 880
Sun 23/86:10 a.m.
SJC
-
YWG
1 stop6h 58m
Delta
Tue 1/93:58 p.m.
YWG
-
SJC
1 stop6h 26m
Delta
Deal found 23/7C$ 912
Sun 13/98:53 p.m.
SJC
-
YWG
2 stops12h 58m
Delta
Wed 16/93:58 p.m.
YWG
-
SJC
1 stop6h 43m
Delta
Deal found 25/7C$ 990
Tue 1/92:59 p.m.
SJC
-
YWG
3 stops18h 46m
WestJet
Thu 10/96:15 a.m.
YWG
-
SJC
3 stops18h 30m
WestJet
Deal found 24/7C$ 1,021
Tue 1/96:00 a.m.
SJC
-
YWG
2 stops9h 25m
Delta
Thu 10/96:40 a.m.
YWG
-
SJC
2 stops11h 04m
Delta
Deal found 24/7C$ 1,055
Fri 21/89:34 a.m.
SJC
-
YWG
2 stops12h 06m
WestJet
Sat 29/86:00 a.m.
YWG
-
SJC
2 stops12h 09m
WestJet
Deal found 25/7C$ 1,058
Mon 7/124:00 p.m.
SJC
-
YWG
2 stops17h 39m
United Airlines
Thu 10/128:30 a.m.
YWG
-
SJC
1 stop6h 56m
United Airlines
Deal found 26/7C$ 1,062

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 27 July 2026.

Round-trip from

C$ 606

One-way from

C$ 412
10/9-17/9
  • 10/9-17/9
  • 3 total stops
  • 23h 30m total
  • San Jose to Winnipeg
Search Deals
Delta
  • Delta
  • 31/8
  • 2 total stops
  • 22h 22m 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 27 July 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
Quickest round-trip

San JoseWinnipeg

SJC - YWG

SJCYWG

San Jose

Sun 23/8

6:10 a.m.-3:08 p.m.

1 stop6h 58m

Winnipeg

Tue 1/9

3:58 p.m.-8:24 p.m.

1 stop6h 26m

C$ 912

San JoseWinnipeg

SJC - YWG

SJCYWG

San Jose

Tue 1/9

6:10 a.m.-3:08 p.m.

1 stop6h 58m

Winnipeg

Thu 10/9

12:41 p.m.-5:46 p.m.

1 stop7h 05m

C$ 912

San JoseWinnipeg

SJC - YWG

SJCYWG

San Jose

Wed 2/9

9:34 a.m.-10:10 p.m.

2 stops10h 36m

Winnipeg

Wed 9/9

6:00 a.m.-3:44 p.m.

2 stops11h 44m

C$ 1,058

San JoseWinnipeg

SJC - YWG

SJCYWG

San Jose

Mon 7/12

4:00 p.m.-11:39 a.m.

2 stops17h 39m

Winnipeg

Thu 10/12

8:30 a.m.-1:26 p.m.

1 stop6h 56m

C$ 1,062
Cheapest one-way

San JoseWinnipeg

SJC - YWG

SJCYWG

San Jose

Mon 31/8

11:32 a.m.-11:54 a.m.

2 stops22h 22m

C$ 412

San JoseWinnipeg

SJC - YWG

SJCYWG

San Jose

Mon 31/8

6:20 a.m.-10:33 p.m.

1 stop14h 13m

C$ 487

San JoseWinnipeg

SJC - YWG

SJCYWG

San Jose

Tue 1/9

6:00 a.m.-5:25 p.m.

2 stops9h 25m

C$ 487

San JoseWinnipeg

SJC - YWG

SJCYWG

San Jose

Tue 1/9

12:51 p.m.-11:52 a.m.

2 stops21h 01m

C$ 494

San JoseWinnipeg

SJC - YWG

SJCYWG

San Jose

Sat 22/8

2:40 p.m.-11:10 a.m.

2 stops18h 30m

C$ 513
Quickest one-way

San JoseWinnipeg

SJC - YWG

SJCYWG

San Jose

Mon 3/8

6:10 a.m.-3:08 p.m.

1 stop6h 58m

C$ 725

Flights are sorted by cheapest round-trip flights first.

Deals found on 24/7

Showing 1-10 of 11 resultsSorted by cheapest first
1
2

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 6h 58m. Delta provides one of the quickest options available for as low as C$ 912. San Jose, California and Winnipeg are separated by a distance of 2408 km.

  • 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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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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