How long is the flight from San Jose, California to Winnipeg?

A quick flight from San Jose, California to Winnipeg can take about 5h 57m. United Airlines provides one of the quickest options available for as low as C$ 1,089. San Jose, California and Winnipeg are separated by a distance of 2408 km. When browsing for deals, the options you’ll see will be for both direct flights and flights with stops.

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.

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).

What is the cheapest time of day to fly from SJC to YWG?

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from San Jose, California to Winnipeg as you normally would.

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.

C$ 239+ Cheap Flights from San Jose, CA to Winnipeg

Cheap flight deals from San Jose to Winnipeg

Enter your travel dates to find the best prices.

Cheapest

Best

Last-minute

One-way

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 7 September 2026.

Wed 14/105:15 p.m. -

2 stops29h 40m

Thu 22/105:00 p.m. -

1 stop22h 20m

Deal found 4/9C$ 515

Sun 18/109:02 p.m. -

1 stop25h 33m

Sun 25/106:00 a.m. -

2 stops33h 20m

Deal found 3/9C$ 603

Thu 17/1211:58 a.m. -

1 stop9h 47m

Thu 24/123:45 p.m. -

2 stops21h 18m

Deal found 5/9C$ 657

Thu 17/91:38 p.m. -

1 stop8h 57m

Sun 20/96:00 a.m. -

2 stops17h 52m

Deal found 4/9C$ 927

Sat 17/106:20 a.m. -

1 stop8h 30m

Sat 24/1012:38 p.m. -

2 stops9h 14m

Deal found 5/9C$ 1,089

Thu 1/107:25 a.m. -

2 stops8h 00m

Thu 15/106:00 a.m. -

2 stops15h 52m

Deal found 3/9C$ 1,090

Thu 5/1111:30 a.m. -

2 stops8h 25m

Mon 9/117:35 a.m. -

2 stops11h 34m

Deal found 2/9C$ 1,093

Fri 6/116:45 a.m. -

2 stops13h 10m

Sun 8/116:00 a.m. -

2 stops10h 13m

Deal found 2/9C$ 1,094

Wed 21/107:31 a.m. -

2 stops7h 54m

Sat 31/1012:10 p.m. -

2 stops9h 42m

Deal found 6/9C$ 1,101

Fri 6/116:45 a.m. -

2 stops13h 10m

Mon 9/117:35 a.m. -

2 stops11h 34m

Deal found 2/9C$ 1,103

Find flight deals from San Jose to Winnipeg

Round-trip from	C$ 515
One-way from	C$ 239

14/10-22/10
3 total stops
52h 00m total
San Jose to Winnipeg

Search Deals

7/11-31/12
2 total stops
14h 33m total
San Jose to Winnipeg

Search Deals

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

San JoseWinnipeg

SJC San Jose - YWG Winnipeg

SJCYWG

San Jose

Sat 7/11

7:37 a.m.-12:10 a.m.

2 stops14h 33m

Winnipeg

Wed 31/12

12:00 a.m.-10:00 p.m.

Nonstop0h 00m

C$ 239

San JoseWinnipeg

SJC San Jose - YWG Winnipeg

SJCYWG

San Jose

Tue 20/10

2:37 p.m.-11:48 a.m.

2 stops19h 11m

Winnipeg

Wed 31/12

12:00 a.m.-10:00 p.m.

Nonstop0h 00m

C$ 291

San JoseWinnipeg

SJC San Jose - YWG Winnipeg

SJCYWG

San Jose

Fri 20/11

7:00 a.m.-12:00 p.m.

2 stops27h 00m

Winnipeg

Wed 31/12

12:00 a.m.-10:00 p.m.

Nonstop0h 00m

C$ 451

San JoseWinnipeg

SJC San Jose - YWG Winnipeg

SJCYWG

San Jose

Tue 20/10

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

1 stop14h 03m

Winnipeg

Wed 31/12

12:00 a.m.-10:00 p.m.

Nonstop0h 00m

C$ 505

Quickest round-trip

San JoseWinnipeg

SJC San Jose - YWG Winnipeg

SJCYWG

San Jose

Sat 7/11

1:00 p.m.-8:57 p.m.

1 stop5h 57m

Winnipeg

Wed 31/12

12:00 a.m.-10:00 p.m.

Nonstop0h 00m

C$ 505

San JoseWinnipeg

SJC San Jose - YWG Winnipeg

SJCYWG

San Jose

Sun 18/10

9:02 p.m.-12:35 a.m.

1 stop25h 33m

Winnipeg

Sun 25/10

6:00 a.m.-1:20 p.m.

2 stops33h 20m

C$ 603

San JoseWinnipeg

SJC San Jose - YWG Winnipeg

SJCYWG

San Jose

Sun 22/11

8:45 a.m.-8:57 p.m.

1 stop10h 12m

Winnipeg

Wed 31/12

12:00 a.m.-10:00 p.m.

Nonstop0h 00m

C$ 638

San JoseWinnipeg

SJC San Jose - YWG Winnipeg

SJCYWG

San Jose

Fri 6/11

8:45 a.m.-8:57 p.m.

1 stop10h 12m

Winnipeg

Wed 31/12

12:00 a.m.-10:00 p.m.

Nonstop0h 00m

C$ 675

San JoseWinnipeg

SJC San Jose - YWG Winnipeg

SJCYWG

San Jose

Fri 20/11

8:45 a.m.-8:57 p.m.

1 stop10h 12m

Winnipeg

Wed 31/12

12:00 a.m.-10:00 p.m.

Nonstop0h 00m

C$ 697

San JoseWinnipeg

SJC San Jose - YWG Winnipeg

SJCYWG

San Jose

Sat 17/10

1:00 p.m.-8:57 p.m.

1 stop5h 57m

Winnipeg

Sat 24/10

2:00 p.m.-10:47 p.m.

1 stop10h 47m

C$ 1,089

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/9

Showing 1-10 of 18 resultsSorted by cheapest first

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.

SJC-YWG

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.

Related info for your journey

How long is the flight from San Jose, California to Winnipeg?
A quick flight from San Jose, California to Winnipeg can take about 5h 57m. United Airlines provides one of the quickest options available for as low as C$ 1,089. San Jose, California and Winnipeg are separated by a distance of 2408 km. When browsing for deals, the options you’ll see will be for both direct flights and flights with stops.
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.

See more FAQs

Selkirk

Browse thousands of different options on Cheapflights for your next trip

Alternative routes

Complete your trip

Direct flights to Manitoba

Flights by cabin class

Other flight options

Popular flights

Winnipeg flight routes

Alternative routes for San Jose to Winnipeg

San Francisco to Winnipeg flights

Los Angeles to Winnipeg flights

Ontario to Winnipeg flights

San Diego to Winnipeg flights

Santa Ana to Winnipeg flights

Las Vegas to Winnipeg flights

Oakland to Winnipeg flights

Sacramento to Winnipeg flights

Fly with Cheapflights

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.

Cheap flights from San Jose, CA to Winnipeg from C$ 239

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 7/11. Fares are subject to change and may not be available on all flights or dates of travel.

Cheap flight deals from San Jose to Winnipeg

Cheapest flights from San Jose to WinnipegExplore 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 7 September 2026.

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 7 September 2026.

Best flights from San Jose to WinnipegDiscover carefully curated flight deals from San Jose to Winnipeg that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated 7 September 2026.

Discover carefully curated flight deals from San Jose to Winnipeg that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated 7 September 2026.

Last-minute flights from San Jose to WinnipegDiscover last-minute flight deals from San Jose to Winnipeg. Data last updated 7 September 2026 and is based on user searches.

Discover last-minute flight deals from San Jose to Winnipeg. Data last updated 7 September 2026 and is based on user searches.

One-way flights from San Jose to WinnipegSearch for one-way flight options from San Jose to Winnipeg. Find affordable one-way fares based on user searches. Data last updated 7 September 2026.

Search for one-way flight options from San Jose to Winnipeg. Find affordable one-way fares based on user searches. Data last updated 7 September 2026.

Find flight deals from San Jose to Winnipeg

Round-trip from

One-way from

Cheapflights Fare Finder

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

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.

Related info for your journey

How long is the flight from San Jose, California to Winnipeg?

Can I find deals for flights from San Jose to Winnipeg that include hotel bookings?

How can I find direct flights from San Jose to Winnipeg?

Can I find deals for business class flights from San Jose to Winnipeg?

Travelling to a place near Winnipeg?

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.

Alternative routes for San Jose to Winnipeg

See prices for flight routes from nearby airports that may be better suited for you.

Complete your trip

Complete your trip to Winnipeg by adding a car rental and/or hotel reservation to your travel itinerary.

Direct flights to Manitoba

Book a non-stop flight to one of these other cities located in Manitoba.

Search flights from San Jose to Winnipeg by cabin class

Find flights from San Jose to Winnipeg, based on your preferred cabin class, be it economy, premium economy, business, or first class.

San Jose and Winnipeg flights

Browse other San Jose and Winnipeg flight options. Last updated on 7 September 2026.

Popular flight searches

Check out other popular destinations found by fellow travellers in 2026

Other flights to Winnipeg

Explore flights to Winnipeg departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on 7 September 2026.

Fly with Cheapflights

How does Cheapflights help users find flights from San Jose to Winnipeg?

Why should you use Cheapflights to find cheap flight tickets from San Jose to Winnipeg?

Can Cheapflights 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?

100% Free

Book with Flexibility

Travel Smart

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 7 September 2026.

Best flights from San Jose to Winnipeg
Discover carefully curated flight deals from San Jose to Winnipeg that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated 7 September 2026.

Last-minute flights from San Jose to Winnipeg
Discover last-minute flight deals from San Jose to Winnipeg. Data last updated 7 September 2026 and is based on user searches.

One-way flights from San Jose to Winnipeg
Search for one-way flight options from San Jose to Winnipeg. Find affordable one-way fares based on user searches. Data last updated 7 September 2026.