Find flights
When to book
Airlines
FAQs

Cheap flights from San Jose to Winnipeg from C$ 436

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 8/7. Fares are subject to change and may not be available on all flights or dates of travel.
SJC — YWG
17 Jun — 24 Jun1
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 12 June 2025.

Round-trip from

C$ 436
8/7-15/7
  • 8/7-15/7
  • 5 total stops
  • 54h 57m 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 12 June 2025.

Tue 8/711:01 a.m.SJC - YWG
3 stops35h 03mMultiple Airlines
Tue 15/76:00 a.m.YWG - SJC
2 stops19h 54mMultiple Airlines
Deal found 10/6C$ 436
Tue 8/75:40 p.m.SJC - YWG
2 stops15h 51mDelta
Tue 15/78:35 a.m.YWG - SJC
1 stop6h 04mDelta
Deal found 10/6C$ 768
Sat 21/66:26 p.m.SJC - YWG
1 stop16h 43mUnited Airlines
Tue 24/62:20 p.m.YWG - SJC
1 stop10h 19mUnited Airlines
Deal found 11/6C$ 964
Sat 21/66:26 p.m.SJC - YWG
1 stop16h 43mAir Canada
Tue 24/65:20 a.m.YWG - SJC
2 stops17h 30mAir Canada
Deal found 11/6C$ 1,101
Tue 8/78:19 p.m.SJC - YWG
2 stops19h 22mWestJet
Tue 15/79:05 p.m.YWG - SJC
2 stops27h 07mWestJet
Deal found 10/6C$ 1,147

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 12 June 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

Tue 8/7

11:01 a.m.-12:04 a.m.

3 stops35h 03m

Winnipeg

Tue 15/7

6:00 a.m.-11:54 p.m.

2 stops19h 54m

C$ 436

San JoseWinnipeg

SJC - YWG

SJCYWG

San Jose

Tue 8/7

5:40 p.m.-11:31 a.m.

2 stops15h 51m

Winnipeg

Tue 15/7

8:35 a.m.-12:39 p.m.

1 stop6h 04m

C$ 768

San JoseWinnipeg

SJC - YWG

SJCYWG

San Jose

Tue 1/7

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

1 stop16h 45m

Winnipeg

Thu 17/7

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

1 stop10h 15m

C$ 964

San JoseWinnipeg

SJC - YWG

SJCYWG

San Jose

Tue 8/7

8:19 p.m.-5:41 p.m.

2 stops19h 22m

Winnipeg

Tue 15/7

9:05 p.m.-10:12 p.m.

2 stops27h 07m

C$ 1,147

San JoseWinnipeg

SJC - YWG

SJCYWG

San Jose

Fri 20/6

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

1 stop16h 43m

C$ 444

San JoseWinnipeg

SJC - YWG

SJCYWG

San Jose

Sat 26/7

11:32 a.m.-12:31 a.m.

2 stops10h 59m

C$ 483

San JoseWinnipeg

SJC - YWG

SJCYWG

San Jose

Fri 20/6

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

1 stop16h 43m

C$ 496

San JoseWinnipeg

SJC - YWG

SJCYWG

San Jose

Fri 20/6

8:22 p.m.-11:36 a.m.

2 stops13h 14m

C$ 505

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/6

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$ 123). Flying from San Jose to Winnipeg in July is currently the most expensive (average of C$ 229). 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 12 June 2025.
Read through reviews of airlines operating flights from San Jose to Winnipeg, such as Delta, United Airlines and WestJet. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,950 reviews
Check prices

Entertainment

7.9

Crew

8.5

Overall

8.0

Comfort

7.9

Boarding

8.2

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
7,950 reviews
Delta
8.0
Very good
7,950 reviews
Check prices

Entertainment

7.9

Crew

8.5

Overall

8.0

Comfort

7.9

Boarding

8.2

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
8,790 reviews
Delta
8.0
Very good
7,950 reviews
Check prices

Entertainment

7.9

Crew

8.5

Overall

8.0

Comfort

7.9

Boarding

8.2

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
2,868 reviews
Delta
8.0
Very good
7,950 reviews
Check prices

Entertainment

7.9

Crew

8.5

Overall

8.0

Comfort

7.9

Boarding

8.2

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
7.1
Good
9,531 reviews
Delta
8.0
Very good
7,950 reviews
Check prices

Entertainment

7.9

Crew

8.5

Overall

8.0

Comfort

7.9

Boarding

8.2

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 Delta is currently your cheapest option to Winnipeg, with prices starting at C$ 768. Additional round-trip tickets that might be worth considering are offered by United Airlines and WestJet, with the lowest prices starting at C$ 964 and C$ 1,147, respectively.

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

    The cheapest airlines for a one-way flight from San Jose to Winnipeg are United Airlines (C$ 444), WestJet (C$ 483), and Air Canada (C$ 496).

  • 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$ 123). Flying from San Jose to Winnipeg in July is currently the most expensive (average of C$ 229). 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

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 San Jose to Winnipeg?

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?

Cheapflights taps into our reliable network of hundreds of airlines and travel agencies to find the best deals for flights from San Jose to Winnipeg for you. Better yet — we are completely free to use.

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.

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.