Cheap flights from Winnipeg to San Jose from C$ 271

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Winnipeg to San Jose departing on 14/3. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult

Save money when you book flights with momondo

Big names, great deals

Big names, great deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Early arrival? Instantly customize your results

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.

Find the cheapest flights from Winnipeg to San Jose

Cheap round-trip flights

Enter your travel dates to find the best prices.
United Airlines Logo
2:20 p.m. - 10:59 p.m.
YWG
-
SJC
10h 39m
1 stop
United Airlines Logo
10:55 p.m. - 11:57 a.m.
SJC
-
YWG
11h 02m
1 stop
C$ 470United Airlines
Tue, 10 Mar - Thu, 12 Mar
Delta Logo
5:20 p.m. - 11:58 p.m.
YWG
-
SJC
8h 38m
2 stops
Delta Logo
8:05 p.m. - 10:56 a.m.
SJC
-
YWG
12h 51m
2 stops
C$ 481Delta
Tue, 7 Apr - Tue, 14 Apr
Delta Logo
11:55 a.m. - 8:24 p.m.
YWG
-
SJC
10h 29m
1 stop
Delta Logo
9:37 a.m. - 11:30 p.m.
SJC
-
YWG
11h 53m
2 stops
C$ 510Delta
Sun, 12 Apr - Sun, 19 Apr
Delta Logo
11:55 a.m. - 8:24 p.m.
YWG
-
SJC
10h 29m
1 stop
Delta Logo
6:45 a.m. - 10:56 a.m.
SJC
-
YWG
26h 11m
2 stops
C$ 525Delta
Wed, 8 Apr - Thu, 16 Apr
Delta Logo
11:55 a.m. - 9:21 p.m.
YWG
-
SJC
11h 26m
2 stops
Delta Logo
7:20 a.m. - 11:30 p.m.
SJC
-
YWG
14h 10m
2 stops
C$ 540Delta
Sat, 18 Apr - Fri, 24 Apr
Delta Logo
11:55 a.m. - 10:17 p.m.
YWG
-
SJC
12h 22m
2 stops
Delta Logo
6:00 a.m. - 6:05 p.m.
SJC
-
YWG
10h 05m
2 stops
C$ 544Delta
Tue, 10 Mar - Thu, 12 Mar
Delta Logo
11:55 a.m. - 8:24 p.m.
YWG
-
SJC
10h 29m
1 stop
Delta Logo
7:15 a.m. - 11:35 p.m.
SJC
-
YWG
14h 20m
2 stops
C$ 545Delta
Wed, 25 Mar - Wed, 1 Apr
Delta Logo
11:55 a.m. - 8:24 p.m.
YWG
-
SJC
10h 29m
1 stop
Delta Logo
6:00 a.m. - 6:05 p.m.
SJC
-
YWG
10h 05m
2 stops
C$ 555Delta
Sun, 8 Mar - Thu, 12 Mar
Delta Logo
11:55 a.m. - 9:21 p.m.
YWG
-
SJC
11h 26m
2 stops
Delta Logo
6:00 p.m. - 10:56 a.m.
SJC
-
YWG
14h 56m
2 stops
C$ 574Delta
Sat, 18 Apr - Sat, 25 Apr
WestJet Logo
4:10 p.m. - 2:39 p.m.
YWG
-
SJC
24h 29m
2 stops
WestJet Logo
11:40 a.m. - 10:40 p.m.
SJC
-
YWG
9h 00m
2 stops
C$ 577WestJet
Tue, 24 Mar - Tue, 31 Mar

Delta flights from Winnipeg to San Jose, California

Our best Delta deals on Winnipeg to San Jose, California flight tickets
Delta
7 Apr
YWG5:20 p.m.Winnipeg
8h 38m
2 stops
SJC11:58 p.m.San Jose
14 Apr
SJC8:05 p.m.San Jose
12h 51m
2 stops
YWG10:56 a.m.Winnipeg
C$ 481
Delta
12 Apr
YWG11:55 a.m.Winnipeg
10h 29m
1 stop
SJC8:24 p.m.San Jose
19 Apr
SJC9:37 a.m.San Jose
11h 53m
2 stops
YWG11:30 p.m.Winnipeg
C$ 510
Delta
8 Apr
YWG11:55 a.m.Winnipeg
10h 29m
1 stop
SJC8:24 p.m.San Jose
16 Apr
SJC6:45 a.m.San Jose
26h 11m
2 stops
YWG10:56 a.m.Winnipeg
C$ 525

WestJet flights from Winnipeg to San Jose, California

Our best WestJet deals on Winnipeg to San Jose, California flight tickets
WestJet
24 Mar
YWG4:10 p.m.Winnipeg
24h 29m
2 stops
SJC2:39 p.m.San Jose
31 Mar
SJC11:40 a.m.San Jose
9h 00m
2 stops
YWG10:40 p.m.Winnipeg
C$ 577
WestJet
20 Apr
YWG2:40 p.m.Winnipeg
24h 37m
2 stops
SJC1:17 p.m.San Jose
27 Apr
SJC9:59 a.m.San Jose
12h 56m
2 stops
YWG12:55 a.m.Winnipeg
C$ 586
WestJet
8 Mar
YWG6:55 p.m.Winnipeg
26h 46m
2 stops
SJC7:41 p.m.San Jose
12 Mar
SJC9:15 a.m.San Jose
11h 25m
2 stops
YWG10:40 p.m.Winnipeg
C$ 603

momondo Fare Finder

 
Customize your flight search to find flights from Winnipeg to San Jose, California 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, momondo users made 96,600 searches. Data last updated 28 January 2026.
Use the filters below to find and compare flights from Winnipeg to San Jose, California that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

WinnipegSan Jose

YWG - SJC

YWGSJC

Winnipeg

Tue 10/3

2:20 p.m.-10:59 p.m.

1 stop10h 39m

San Jose

Thu 12/3

10:55 p.m.-11:57 a.m.

1 stop11h 02m

C$ 470

WinnipegSan Jose

YWG - SJC

YWGSJC

Winnipeg

Tue 7/4

5:20 p.m.-11:58 p.m.

2 stops8h 38m

San Jose

Tue 14/4

8:05 p.m.-10:56 a.m.

2 stops12h 51m

C$ 481

WinnipegSan Jose

YWG - SJC

YWGSJC

Winnipeg

Sun 12/4

11:55 a.m.-8:24 p.m.

1 stop10h 29m

San Jose

Sun 19/4

9:37 a.m.-11:30 p.m.

2 stops11h 53m

C$ 510

WinnipegSan Jose

YWG - SJC

YWGSJC

Winnipeg

Wed 8/4

11:55 a.m.-8:24 p.m.

1 stop10h 29m

San Jose

Thu 16/4

6:45 a.m.-10:56 a.m.

2 stops26h 11m

C$ 525

WinnipegSan Jose

YWG - SJC

YWGSJC

Winnipeg

Sat 18/4

11:55 a.m.-9:21 p.m.

2 stops11h 26m

San Jose

Fri 24/4

7:20 a.m.-11:30 p.m.

2 stops14h 10m

C$ 540

WinnipegSan Jose

YWG - SJC

YWGSJC

Winnipeg

Tue 10/3

11:55 a.m.-10:17 p.m.

2 stops12h 22m

San Jose

Thu 12/3

6:00 a.m.-6:05 p.m.

2 stops10h 05m

C$ 544

WinnipegSan Jose

YWG - SJC

YWGSJC

Winnipeg

Wed 25/3

11:55 a.m.-8:24 p.m.

1 stop10h 29m

San Jose

Wed 1/4

7:15 a.m.-11:35 p.m.

2 stops14h 20m

C$ 545

WinnipegSan Jose

YWG - SJC

YWGSJC

Winnipeg

Sun 8/3

11:55 a.m.-8:24 p.m.

1 stop10h 29m

San Jose

Thu 12/3

6:00 a.m.-6:05 p.m.

2 stops10h 05m

C$ 555

WinnipegSan Jose

YWG - SJC

YWGSJC

Winnipeg

Sat 18/4

11:55 a.m.-9:21 p.m.

2 stops11h 26m

San Jose

Sat 25/4

6:00 p.m.-10:56 a.m.

2 stops14h 56m

C$ 574

WinnipegSan Jose

YWG - SJC

YWGSJC

Winnipeg

Tue 24/3

4:10 p.m.-2:39 p.m.

2 stops24h 29m

San Jose

Tue 31/3

11:40 a.m.-10:40 p.m.

2 stops9h 00m

C$ 577

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 15 resultsSorted by cheapest first
1
2

See travel insights to San Jose from

How to get the cheapest flight ticket from Winnipeg to San Jose, California

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest airline that flies from Winnipeg to San Jose?

Delta and United Airlines are the most popular carriers operating from Winnipeg to San Jose

Which airlines fly to San Jose, California?

WestJet, Air Canada and Delta are the top three most popular airlines that fly to San Jose, California from Winnipeg according to our data. WestJet is the first choice among our users, with 57% of people opting to fly with this airline when travelling to San Jose, California. Keep in mind that there are 4 different airlines that fly to San Jose, California on a routine basis, so you have a few additional options to choose from.

When to book flights from Winnipeg to San Jose, California

Are you open to changing your travel dates? Check out the ideal times to fly from Winnipeg to San Jose, California according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Winnipeg to San Jose, California (YWG to SJC) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Winnipeg to San Jose, California

Fastest flight time

10h 39m

Direct flights

None
The fastest flight from Winnipeg to San Jose, California takes 10h 39m
There are no direct flights from Winnipeg to San Jose, California. There are no popular flight routes from Winnipeg to San Jose, California.
  • How far is Winnipeg to San Jose by plane?

    San Jose is 2413.0 km away from Winnipeg. By plane, this route typically takes 10h 39m.

  • When did momondo last update prices for flights from Winnipeg Airport to San Jose Airport?

    Prices for flights from Winnipeg Airport to San Jose Airport are updated daily.

  • How old do you have to be to fly from Winnipeg Airport to San Jose Airport?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Winnipeg Airport to San Jose Airport.

  • What documentation or ID do you need to fly to San Jose Airport?

    The required travel and health documents for your San Jose Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at San Jose Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

Why use momondo?

Why should I use momondo to find a flight deal from Winnipeg to San Jose?

It is quick and easy to find Winnipeg to San Jose flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to San Jose that suits you.

Can I find flights from Winnipeg to San Jose with flexible booking policies on momondo?

All flight searches from Winnipeg to San Jose on momondo can be filtered to show those which offer flexible booking policies.

How can momondo help me find flights from Winnipeg to San Jose?

Once all potential Winnipeg to San Jose flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

I’m not ready to book a flight from Winnipeg to San Jose right now. Can momondo alert me if prices change?

If you are simply researching potential flights to San Jose, momondo offers a useful price alert feature which will track prices for flights to San Jose from Winnipeg and alert you when they change.

An easier way to manage your San Jose, California trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Fri 27/2
Fri 6/3

Find better results for your trip to the United States