Find flights
When to book
Airlines
FAQs

Cheap flights from San Jose to Winnipeg from C$ 200

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 29/10. Fares are subject to change and may not be available on all flights or dates of travel.
SJC — YWG
3 Aug — 10 Aug1
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 29 July 2025.

Round-trip from

C$ 460

One-way from

C$ 200
12/9-15/9
  • 12/9-15/9
  • 4 total stops
  • 59h 22m total
  • San Jose to Winnipeg
Search Deals
29/10
  • 29/10
  • 3 total stops
  • 15h 50m 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 29 July 2025.

Fri 12/96:00 a.m.SJC - YWG
2 stops30h 13mMultiple Airlines
Mon 15/99:15 p.m.YWG - SJC
2 stops29h 09mMultiple Airlines
Deal found 28/7C$ 460
Fri 12/96:30 a.m.SJC - YWG
1 stop14h 03mUnited Airlines
Mon 15/94:25 p.m.YWG - SJC
1 stop6h 53mUnited Airlines
Deal found 28/7C$ 1,059
Sat 9/86:20 a.m.SJC - YWG
1 stop8h 30mDelta
Tue 12/88:35 a.m.YWG - SJC
2 stops12h 38mDelta
Deal found 27/7C$ 1,321
Fri 1/87:00 a.m.SJC - YWG
2 stops15h 31mWestJet
Sun 3/86:15 p.m.YWG - SJC
2 stops30h 34mWestJet
Deal found 29/7C$ 1,572
Fri 1/87:00 a.m.SJC - YWG
2 stops16h 37mAir Canada
Sun 3/84:25 p.m.YWG - SJC
1 stop6h 37mAir Canada
Deal found 28/7C$ 2,047

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 29 July 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

Fri 12/9

6:00 a.m.-2:13 p.m.

2 stops30h 13m

Winnipeg

Mon 15/9

9:15 p.m.-12:24 a.m.

2 stops29h 09m

C$ 460

San JoseWinnipeg

SJC - YWG

SJCYWG

San Jose

Fri 12/9

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

1 stop14h 03m

Winnipeg

Mon 15/9

4:25 p.m.-9:18 p.m.

1 stop6h 53m

C$ 1,059

San JoseWinnipeg

SJC - YWG

SJCYWG

San Jose

Sat 9/8

6:20 a.m.-4:50 p.m.

1 stop8h 30m

Winnipeg

Tue 12/8

8:35 a.m.-7:13 p.m.

2 stops12h 38m

C$ 1,321

San JoseWinnipeg

SJC - YWG

SJCYWG

San Jose

Wed 29/10

6:00 a.m.-11:50 p.m.

3 stops15h 50m

C$ 200

San JoseWinnipeg

SJC - YWG

SJCYWG

San Jose

Wed 29/10

5:40 p.m.-11:30 a.m.

2 stops15h 50m

C$ 211

San JoseWinnipeg

SJC - YWG

SJCYWG

San Jose

Mon 4/8

7:25 a.m.-12:04 a.m.

2 stops14h 39m

C$ 720

San JoseWinnipeg

SJC - YWG

SJCYWG

San Jose

Mon 4/8

6:20 a.m.-10:33 p.m.

1 stop14h 13m

C$ 860

Flights are sorted by cheapest round-trip flights first.

Deals found on 28/7

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$ 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.

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 29 July 2025.
Get a feel of what it's like to fly with Delta,United Airlines, andWestJet from San Jose to Winnipeg by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,979 reviews
Check prices

Overall

8.0

Food

7.3

Entertainment

7.9

Boarding

8.2

Crew

8.5

Comfort

7.9

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
7,979 reviews
Delta
8.0
Very good
7,979 reviews
Check prices

Overall

8.0

Food

7.3

Entertainment

7.9

Boarding

8.2

Crew

8.5

Comfort

7.9

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
8,896 reviews
Delta
8.0
Very good
7,979 reviews
Check prices

Overall

8.0

Food

7.3

Entertainment

7.9

Boarding

8.2

Crew

8.5

Comfort

7.9

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
2,972 reviews
Delta
8.0
Very good
7,979 reviews
Check prices

Overall

8.0

Food

7.3

Entertainment

7.9

Boarding

8.2

Crew

8.5

Comfort

7.9

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 United Airlines is currently your cheapest option to Winnipeg, with prices starting at C$ 1,059. Another option worth looking into is Delta, starting at C$ 1,321 round trip.

  • 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 Delta (C$ 211), WestJet (C$ 720), and United Airlines (C$ 860).

  • 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$ 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 Winnipeg?

Book flights to Winnipeg 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.