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Cheap flights from San Jose to Winnipeg from C$ 373

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 29/5. Fares are subject to change and may not be available on all flights or dates of travel.
SJC — YWG
20 Apr — 27 Apr1
1 adult

Cheap 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 15 April 2025.

Round-trip from

C$ 373
29/5-5/6
  • 29/5-5/6
  • 3 total stops
  • 25h 51m total
  • San Jose to Winnipeg
Search Deals

Find flight deals from San Jose to Winnipeg

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 15 April 2025.

Thu 29/52:33 p.m.SJC - YWG
1 stop8h 07mMultiple Airlines
Thu 5/67:45 a.m.YWG - SJC
2 stops17h 44mMultiple Airlines
Deal found 14/4C$ 373
Sun 4/56:45 p.m.SJC - YWG
1 stop16h 24mAir Canada
Wed 14/54:25 p.m.YWG - SJC
1 stop7h 00mAir Canada
Deal found 14/4C$ 976
Mon 4/86:30 a.m.SJC - YWG
1 stop8h 21mDelta
Wed 13/812:40 p.m.YWG - SJC
2 stops8h 36mDelta
Deal found 14/4C$ 990
Tue 1/76:24 p.m.SJC - YWG
1 stop16h 45mUnited Airlines
Tue 8/72:20 p.m.YWG - SJC
1 stop10h 15mUnited Airlines
Deal found 15/4C$ 1,025

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 15 April 2025.
Use the filters below to find and compare flights from San Jose to Winnipeg that are best for you.

Fly from

San Jose

Fly to

Winnipeg

Route

Depart

Return

Price

San JoseWinnipeg

SJC - YWG

SJCYWG

San Jose

Thu 29/5

2:33 p.m.-12:40 a.m.

1 stop8h 07m

Winnipeg

Thu 5/6

7:45 a.m.-11:29 p.m.

2 stops17h 44m

C$ 373

San JoseWinnipeg

SJC - YWG

SJCYWG

San Jose

Sun 4/5

6:45 p.m.-1:09 p.m.

1 stop16h 24m

Winnipeg

Wed 14/5

4:25 p.m.-9:25 p.m.

1 stop7h 00m

C$ 976

San JoseWinnipeg

SJC - YWG

SJCYWG

San Jose

Mon 4/8

6:30 a.m.-4:51 p.m.

1 stop8h 21m

Winnipeg

Wed 13/8

12:40 p.m.-7:16 p.m.

2 stops8h 36m

C$ 990

San JoseWinnipeg

SJC - YWG

SJCYWG

San Jose

Tue 1/7

6:24 p.m.-1:09 p.m.

1 stop16h 45m

Winnipeg

Tue 8/7

2:20 p.m.-10:35 p.m.

1 stop10h 15m

C$ 1,025

San JoseWinnipeg

SJC - YWG

SJCYWG

San Jose

Thu 29/5

6:26 p.m.-1:09 p.m.

1 stop16h 43m

C$ 499

San JoseWinnipeg

SJC - YWG

SJCYWG

San Jose

Thu 29/5

7:23 a.m.-9:34 p.m.

2 stops12h 11m

C$ 533

Flights are sorted by cheapest round-trip flights first.

Deals found on 13/4

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.

Cheapflights Insights

Everything you need to know about your flight from San Jose to Winnipeg

What is the cheapest month to book a flight from San Jose to Winnipeg?

Currently, January is the cheapest month in which you can book a flight from San Jose to Winnipeg (average of C$ 124). Flying from San Jose to Winnipeg in July is currently the most expensive (average of C$ 232). 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.

Rainfall in Winnipeg by month

Plan your trip to Winnipeg by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Winnipeg ranges from 20.0 - 80.0 mm per month. June is typically the wettest month, when rainfall can reach 80.0 mm. January is typically the driest time to visit Winnipeg when rainfall is around 20.0 mm.

Temperature in Winnipeg by month

Plan your trip to Winnipeg by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Winnipeg, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 20.0 C. Travellers hoping to avoid the cold should look outside of January, when temperatures are typically at their lowest (around -16.0 C).

Reviews of airlines servicing Winnipeg

Get insights into the airlines that provide service to Winnipeg. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Winnipeg. Reviews last updated 15 April 2025.
Delta
8.0
Very good
7,918 reviews
Check prices

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Overall

8.0

Crew

8.5

Food

7.3

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
Delta
8.0
Very good
7,918 reviews
Delta
8.0
Very good
7,918 reviews
Check prices

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Overall

8.0

Crew

8.5

Food

7.3

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
United Airlines
7.4
Good
8,658 reviews
Delta
8.0
Very good
7,918 reviews
Check prices

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Overall

8.0

Crew

8.5

Food

7.3

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
WestJet
7.2
Good
2,805 reviews
Delta
8.0
Very good
7,918 reviews
Check prices

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Overall

8.0

Crew

8.5

Food

7.3

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
Air Canada
7.0
Good
9,127 reviews
Delta
8.0
Very good
7,918 reviews
Check prices

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Overall

8.0

Crew

8.5

Food

7.3

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

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.

  • What are the cheapest airlines flying from San Jose to Winnipeg round-trip?

    Flying on Air Canada is currently your cheapest option to Winnipeg, with prices starting at C$ 976. Additional round-trip tickets that might be worth considering are offered by Delta and United Airlines, with the lowest prices starting at C$ 990 and C$ 1,025, respectively.

  • 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.

  • What is the cheapest month to book a flight from San Jose to Winnipeg?

    Currently, January is the cheapest month in which you can book a flight from San Jose to Winnipeg (average of C$ 124). Flying from San Jose to Winnipeg in July is currently the most expensive (average of C$ 232). 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

Travelling to a place near San Jose?

Book flights to San Jose if you plan to visit one of these locations
Selkirk
Portage la Prairie

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