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Cheap flights from San Jose, CA to Winnipeg from C$ 312

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 15/9. Fares are subject to change and may not be available on all flights or dates of travel.
SJC — YWG
13 Jul — 20 Jul1
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 13 June 2026.

Thu 29/106:12 p.m.
SJC
-
YWG
2 stops15h 38m
Delta
Sun 8/116:35 a.m.
YWG
-
SJC
1 stop7h 34m
Delta
Deal found 11/6C$ 942
Thu 29/104:30 p.m.
SJC
-
YWG
2 stops17h 20m
Delta
Fri 6/118:00 a.m.
YWG
-
SJC
2 stops16h 11m
Delta
Deal found 11/6C$ 955
Wed 9/97:35 p.m.
SJC
-
YWG
2 stops13h 59m
Delta
Mon 14/912:46 p.m.
YWG
-
SJC
1 stop9h 47m
Delta
Deal found 11/6C$ 965
Fri 3/78:59 p.m.
SJC
-
YWG
2 stops12h 39m
Delta
Tue 14/76:40 a.m.
YWG
-
SJC
1 stop7h 21m
Delta
Deal found 12/6C$ 972
Wed 19/87:21 a.m.
SJC
-
YWG
2 stops8h 04m
WestJet
Wed 26/810:10 a.m.
YWG
-
SJC
2 stops30h 04m
WestJet
Deal found 10/6C$ 979
Thu 15/107:15 a.m.
SJC
-
YWG
2 stops8h 10m
WestJet
Sun 18/106:00 a.m.
YWG
-
SJC
2 stops18h 11m
WestJet
Deal found 10/6C$ 991
Wed 30/96:30 a.m.
SJC
-
YWG
1 stop14h 03m
United Airlines
Sat 3/102:00 p.m.
YWG
-
SJC
1 stop10h 42m
United Airlines
Deal found 11/6C$ 995
Thu 29/104:30 p.m.
SJC
-
YWG
2 stops17h 20m
Delta
Sat 7/118:00 a.m.
YWG
-
SJC
2 stops16h 11m
Delta
Deal found 11/6C$ 1,007
Tue 13/101:00 p.m.
SJC
-
YWG
2 stops21h 37m
United Airlines
Sat 17/108:45 a.m.
YWG
-
SJC
1 stop6h 26m
United Airlines
Deal found 8/6C$ 1,009

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 13 June 2026.

Round-trip from

C$ 942

One-way from

C$ 312
Delta
  • Delta
  • 29/10-8/11
  • 3 total stops
  • 23h 12m total
  • San Jose to Winnipeg
Search Deals
15/9
  • 15/9
  • 3 total stops
  • 36h 07m 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 13 June 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

Wed 9/9

7:35 p.m.-11:34 a.m.

2 stops13h 59m

Winnipeg

Mon 14/9

12:46 p.m.-8:33 p.m.

1 stop9h 47m

C$ 965

San JoseWinnipeg

SJC - YWG

SJCYWG

San Jose

Wed 19/8

7:21 a.m.-5:25 p.m.

2 stops8h 04m

Winnipeg

Wed 26/8

10:10 a.m.-2:14 p.m.

2 stops30h 04m

C$ 979

San JoseWinnipeg

SJC - YWG

SJCYWG

San Jose

Wed 30/9

6:30 a.m.-10:33 p.m.

1 stop14h 03m

Winnipeg

Sat 3/10

2:00 p.m.-10:42 p.m.

1 stop10h 42m

C$ 995

San JoseWinnipeg

SJC - YWG

SJCYWG

San Jose

Wed 19/8

6:37 p.m.-10:33 p.m.

2 stops25h 56m

Winnipeg

Wed 26/8

8:45 a.m.-5:31 p.m.

1 stop10h 46m

C$ 1,008

San JoseWinnipeg

SJC - YWG

SJCYWG

San Jose

Tue 13/10

1:00 p.m.-12:37 p.m.

2 stops21h 37m

Winnipeg

Sat 17/10

8:45 a.m.-1:11 p.m.

1 stop6h 26m

C$ 1,009

San JoseWinnipeg

SJC - YWG

SJCYWG

San Jose

Thu 29/10

4:30 p.m.-11:50 a.m.

2 stops17h 20m

Winnipeg

Sun 8/11

6:35 a.m.-4:16 p.m.

2 stops11h 41m

C$ 1,044
Cheapest one-way

San JoseWinnipeg

SJC - YWG

SJCYWG

San Jose

Tue 15/9

9:03 p.m.-4:40 p.m.

2 stops41h 37m

C$ 327

San JoseWinnipeg

SJC - YWG

SJCYWG

San Jose

Tue 15/9

6:10 a.m.-4:54 p.m.

1 stop8h 44m

C$ 460
Quickest one-way

San JoseWinnipeg

SJC - YWG

SJCYWG

San Jose

Sun 2/8

1:10 p.m.-11:29 p.m.

1 stop8h 19m

C$ 460

San JoseWinnipeg

SJC - YWG

SJCYWG

San Jose

Tue 1/9

11:38 a.m.-12:55 a.m.

2 stops11h 17m

C$ 486

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/6

Showing 1-10 of 12 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 8h 04m. Delta provides one of the quickest options available for as low as C$ 979. 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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