Cheap flights from Winnipeg to San Jose from C$ 259
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 13/8. Fares are subject to change and may not be available on all flights or dates of travel.
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 30 June 2025.
Find flight deals from Winnipeg to San Jose
Cheapest flights from Winnipeg to San JoseExplore 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 30 June 2025.
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 30 June 2025.
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 30 June 2025.
Use the filters below to find and compare flights from Winnipeg to San Jose that are best for you.
Fly from
Fly to
Route
Depart
Return
Price
WinnipegSan Jose
YWG - SJC
YWGSJC
Winnipeg
Fri 1/8
5:42 p.m.-11:36 p.m.
2 stops7h 54m
San Jose
Tue 5/8
5:40 p.m.-11:31 a.m.
2 stops15h 51m
WinnipegSan Jose
YWG - SJC
YWGSJC
Winnipeg
Fri 1/8
2:20 p.m.-10:39 p.m.
1 stop10h 19m
San Jose
Tue 5/8
6:24 p.m.-1:09 p.m.
1 stop16h 45m
WinnipegSan Jose
YWG - SJC
YWGSJC
Winnipeg
Sun 13/7
6:30 a.m.-10:12 p.m.
2 stops17h 42m
San Jose
Thu 17/7
7:25 a.m.-11:11 p.m.
2 stops13h 46m
WinnipegSan Jose
YWG - SJC
YWGSJC
Winnipeg
Sun 13/7
4:25 p.m.-9:02 p.m.
1 stop6h 37m
San Jose
Thu 17/7
6:24 p.m.-1:09 p.m.
1 stop16h 45m
WinnipegSan Jose
YWG - SJC
YWGSJC
Winnipeg
Wed 13/8
6:00 a.m.-10:39 p.m.
2 stops18h 39m
WinnipegSan Jose
YWG - SJC
YWGSJC
Winnipeg
Wed 13/8
4:25 p.m.-9:02 p.m.
1 stop6h 37m
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.
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.
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 30 June 2025.
Read through reviews of airlines operating flights from Winnipeg to San Jose, such as Delta,United Airlines, andWestJet. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Comfort
Food
Overall
Boarding
Crew
Entertainment
Reviews
Aaron,Oct 2024
TUS - LAX
Comfort
Food
Overall
Boarding
Crew
Entertainment
Reviews
Aaron,Oct 2024
TUS - LAX
Comfort
Food
Overall
Boarding
Crew
Entertainment
Reviews
Aaron,Oct 2024
TUS - LAX
Comfort
Food
Overall
Boarding
Crew
Entertainment
Reviews
Aaron,Oct 2024
TUS - LAX
Comfort
Food
Overall
Boarding
Crew
Entertainment
Reviews
Aaron,Oct 2024
TUS - LAX
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.
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Alternative routes for Winnipeg to San Jose
See prices for flight routes from nearby airports that may be better suited for you.
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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.