Find flights
When to book
Airlines
FAQs

Cheap flights from Winnipeg to San Jose from C$ 290

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 15/10. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — SJC
4 May — 11 May1
1 adult

Cheap 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 29 April 2025.

Round-trip from

C$ 427

One-way from

C$ 290
29/5-5/6
  • 29/5-5/6
  • 6 total stops
  • 59h 54m total
  • Winnipeg to San Jose
Search Deals
15/10
  • 15/10
  • 3 total stops
  • 16h 47m total
  • Winnipeg to San Jose
Search Deals

Find flight deals from Winnipeg to San Jose

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 29 April 2025.

Thu 29/55:20 a.m.YWG - SJC
3 stops30h 45mMultiple Airlines
Thu 5/66:00 a.m.SJC - YWG
3 stops29h 09mMultiple Airlines
Deal found 28/4C$ 427
Wed 30/412:52 p.m.YWG - SJC
2 stops13h 02mDelta
Sun 4/57:39 p.m.SJC - YWG
2 stops14h 23mDelta
Deal found 27/4C$ 1,239
Wed 30/43:15 p.m.YWG - SJC
2 stops25h 34mWestJet
Sun 4/57:00 a.m.SJC - YWG
1 stop7h 18mWestJet
Deal found 28/4C$ 1,396
Wed 30/46:00 a.m.YWG - SJC
2 stops17h 25mAir Canada
Sun 4/53:30 p.m.SJC - YWG
2 stops22h 01mAir Canada
Deal found 28/4C$ 1,401

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

Fly from

Winnipeg

Fly to

San Jose

Route

Depart

Return

Price

WinnipegSan Jose

YWG - SJC

YWGSJC

Winnipeg

Thu 29/5

5:20 a.m.-10:05 a.m.

3 stops30h 45m

San Jose

Thu 5/6

6:00 a.m.-1:09 p.m.

3 stops29h 09m

C$ 427

WinnipegSan Jose

YWG - SJC

YWGSJC

Winnipeg

Tue 8/7

3:15 p.m.-10:12 p.m.

2 stops8h 57m

C$ 419

WinnipegSan Jose

YWG - SJC

YWGSJC

Winnipeg

Sun 27/7

7:45 a.m.-2:40 p.m.

1 stop8h 55m

C$ 1,440

Flights are sorted by cheapest round-trip flights first.

Deals found on 28/4

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.

Cheapflights Insights

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

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

Currently, September is the cheapest month in which you can book a flight from Winnipeg to San Jose (average of C$ 331). Flying from Winnipeg to San Jose in December is currently the most expensive (average of C$ 459). 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 San Jose by month

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

In terms of precipitation, rainfall in San Jose ranges from 0.0 - 79.0 mm per month. January is typically the wettest month, when rainfall can reach 79.0 mm. July is typically the driest time to visit San Jose when rainfall is around 0.0 mm.

Temperature in San Jose by month

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

If weather is an important factor for your trip to San Jose, 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 21.0 C. Travellers hoping to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 10.0 C).

Reviews of airlines servicing San Jose

Get insights into the airlines that provide service to San Jose. 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 San Jose. Reviews last updated 29 April 2025.
Delta
8.0
Very good
7,929 reviews
Check prices

Overall

8.0

Entertainment

7.9

Food

7.3

Crew

8.5

Boarding

8.2

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
Delta
8.0
Very good
7,929 reviews
Delta
8.0
Very good
7,929 reviews
Check prices

Overall

8.0

Entertainment

7.9

Food

7.3

Crew

8.5

Boarding

8.2

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
WestJet
7.2
Good
2,823 reviews
Delta
8.0
Very good
7,929 reviews
Check prices

Overall

8.0

Entertainment

7.9

Food

7.3

Crew

8.5

Boarding

8.2

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
Air Canada
7.0
Good
9,228 reviews
Delta
8.0
Very good
7,929 reviews
Check prices

Overall

8.0

Entertainment

7.9

Food

7.3

Crew

8.5

Boarding

8.2

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

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.

  • What are the cheapest airlines to fly from Winnipeg to San Jose one-way?

    To fly one-way, consider booking your trip with Delta, which is currently one of the cheapest options available, starting at C$ 419. Air Canada flights start at C$ 448 while deals on WestJet start at C$ 1,440 one-way.

  • 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.

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

    Currently, September is the cheapest month in which you can book a flight from Winnipeg to San Jose (average of C$ 331). Flying from Winnipeg to San Jose in December is currently the most expensive (average of C$ 459). 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

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.

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.