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Cheap flights from Winnipeg to San Jose from $224

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 4/28. 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
1 adult, Economy, 0 bags

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Find the cheapest flights from Winnipeg to San Jose

Cheap round-trip flights

Enter your travel dates to find the best prices.
WestJet Logo
6:00 am - 3:08 pm
YWG
-
SJC
11h 08m
2 stops
WestJet Logo
1:59 pm - 5:25 pm
SJC
-
YWG
25h 26m
2 stops
$396WestJet
Sat, May 2 - Wed, May 6
WestJet Logo
12:00 pm - 3:08 pm
YWG
-
SJC
29h 08m
2 stops
WestJet Logo
6:45 am - 10:10 pm
SJC
-
YWG
13h 25m
2 stops
$397WestJet
Sat, May 2 - Wed, May 6
WestJet Logo
12:00 pm - 3:08 pm
YWG
-
SJC
29h 08m
2 stops
WestJet Logo
1:59 pm - 5:25 pm
SJC
-
YWG
25h 26m
2 stops
$399WestJet
Sat, May 2 - Wed, May 6
WestJet Logo
12:00 pm - 3:08 pm
YWG
-
SJC
29h 08m
2 stops
WestJet Logo
10:10 am - 10:10 pm
SJC
-
YWG
10h 00m
2 stops
$400WestJet
Sat, May 2 - Wed, May 6
United Airlines Logo
8:45 am - 1:28 pm
YWG
-
SJC
6h 43m
1 stop
United Airlines Logo
2:33 pm - 11:52 am
SJC
-
YWG
19h 19m
2 stops
$570United Airlines
Sat, May 2 - Wed, May 6
United Airlines Logo
8:45 am - 1:28 pm
YWG
-
SJC
6h 43m
1 stop
United Airlines Logo
2:33 pm - 11:52 am
SJC
-
YWG
19h 19m
2 stops
$581United Airlines
Sat, May 2 - Wed, May 6
United Airlines Logo
8:45 am - 9:32 pm
YWG
-
SJC
14h 47m
1 stop
United Airlines Logo
2:33 pm - 11:52 am
SJC
-
YWG
19h 19m
2 stops
$612United Airlines
Sat, May 2 - Wed, May 6
United Airlines Logo
8:45 am - 1:28 pm
YWG
-
SJC
6h 43m
1 stop
United Airlines Logo
2:33 pm - 11:52 am
SJC
-
YWG
19h 19m
2 stops
$626United Airlines
Sat, May 2 - Wed, May 6
United Airlines Logo
8:45 am - 9:32 pm
YWG
-
SJC
14h 47m
1 stop
United Airlines Logo
2:33 pm - 11:52 am
SJC
-
YWG
19h 19m
2 stops
$636United Airlines
Sat, May 2 - Wed, May 6
Air Canada Logo
8:45 am - 1:28 pm
YWG
-
SJC
6h 43m
1 stop
Air Canada Logo
8:45 am - 8:57 pm
SJC
-
YWG
10h 12m
1 stop
$792Air Canada
Sat, May 2 - Wed, May 6

WestJet flights from Winnipeg to San Jose, California

Our best WestJet deals on Winnipeg to San Jose, California flight tickets
WestJet
May 2
YWG6:00 amWinnipeg
11h 08m
2 stops
SJC3:08 pmSan Jose
May 6
SJC1:59 pmSan Jose
25h 26m
2 stops
YWG5:25 pmWinnipeg
$396
WestJet
May 2
YWG12:00 pmWinnipeg
29h 08m
2 stops
SJC3:08 pmSan Jose
May 6
SJC6:45 amSan Jose
13h 25m
2 stops
YWG10:10 pmWinnipeg
$397
WestJet
May 2
YWG12:00 pmWinnipeg
29h 08m
2 stops
SJC3:08 pmSan Jose
May 6
SJC1:59 pmSan Jose
25h 26m
2 stops
YWG5:25 pmWinnipeg
$399

United Airlines flights from Winnipeg to San Jose, California

Our best United Airlines deals on Winnipeg to San Jose, California flight tickets
United Airlines
May 2
YWG8:45 amWinnipeg
6h 43m
1 stop
SJC1:28 pmSan Jose
May 6
SJC2:33 pmSan Jose
19h 19m
2 stops
YWG11:52 amWinnipeg
$570
United Airlines
May 2
YWG8:45 amWinnipeg
6h 43m
1 stop
SJC1:28 pmSan Jose
May 6
SJC2:33 pmSan Jose
19h 19m
2 stops
YWG11:52 amWinnipeg
$581
United Airlines
May 2
YWG8:45 amWinnipeg
14h 47m
1 stop
SJC9:32 pmSan Jose
May 6
SJC2:33 pmSan Jose
19h 19m
2 stops
YWG11:52 amWinnipeg
$612

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 832,500 searches. Data last updated March 16, 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

Cheapest round-trip

WinnipegSan Jose

YWG - SJC

YWGSJC

Winnipeg

Sat 5/2

6:00 am-3:08 pm

2 stops11h 08m

San Jose

Wed 5/6

1:59 pm-5:25 pm

2 stops25h 26m

$396

WinnipegSan Jose

YWG - SJC

YWGSJC

Winnipeg

Sat 5/2

12:00 pm-3:08 pm

2 stops29h 08m

San Jose

Wed 5/6

6:45 am-10:10 pm

2 stops13h 25m

$397

WinnipegSan Jose

YWG - SJC

YWGSJC

Winnipeg

Sat 5/2

12:00 pm-3:08 pm

2 stops29h 08m

San Jose

Wed 5/6

1:59 pm-5:25 pm

2 stops25h 26m

$399

WinnipegSan Jose

YWG - SJC

YWGSJC

Winnipeg

Sat 5/2

12:00 pm-3:08 pm

2 stops29h 08m

San Jose

Wed 5/6

10:10 am-10:10 pm

2 stops10h 00m

$400

WinnipegSan Jose

YWG - SJC

YWGSJC

Winnipeg

Sat 5/2

8:45 am-1:28 pm

1 stop6h 43m

San Jose

Wed 5/6

2:33 pm-11:52 am

2 stops19h 19m

$570

WinnipegSan Jose

YWG - SJC

YWGSJC

Winnipeg

Sat 5/2

8:45 am-1:28 pm

1 stop6h 43m

San Jose

Wed 5/6

2:33 pm-11:52 am

2 stops19h 19m

$581

WinnipegSan Jose

YWG - SJC

YWGSJC

Winnipeg

Sat 5/2

8:45 am-9:32 pm

1 stop14h 47m

San Jose

Wed 5/6

2:33 pm-11:52 am

2 stops19h 19m

$612

WinnipegSan Jose

YWG - SJC

YWGSJC

Winnipeg

Sat 5/2

8:45 am-1:28 pm

1 stop6h 43m

San Jose

Wed 5/6

2:33 pm-11:52 am

2 stops19h 19m

$626

WinnipegSan Jose

YWG - SJC

YWGSJC

Winnipeg

Sat 5/2

8:45 am-9:32 pm

1 stop14h 47m

San Jose

Wed 5/6

2:33 pm-11:52 am

2 stops19h 19m

$636
Quickest round-trip

WinnipegSan Jose

YWG - SJC

YWGSJC

Winnipeg

Sat 5/2

8:45 am-1:28 pm

1 stop6h 43m

San Jose

Wed 5/6

8:45 am-8:57 pm

1 stop10h 12m

$792

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 15 resultsSorted by cheapest first
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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

What 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 43% of people opting to fly with this airline when traveling to San Jose, California. Keep in mind that there are 3 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 36m

Direct flights

None
The fastest flight from Winnipeg to San Jose, California takes 10h 36m
There are no direct flights from Winnipeg to San Jose, California. There are no popular flight routes from Winnipeg to San Jose, California.
Search flight deals

  • How far is Winnipeg to San Jose by plane?

    Winnipeg and San Jose are 1499.3 mi apart from one another. In terms of flight time, this usually takes a little over 10h 36m.

  • 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?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, 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 travel and health documents you'll need for your trip to San Jose Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at San Jose Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

Why use momondo?

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

Finding the right flight to San Jose from Winnipeg is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to San Jose quick and easy, saving you time and money.

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

Yes. All flights to San Jose from Winnipeg on momondo can be compared and filtered by various policies on offer, including flexible booking.

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

Once you have performed a search for Winnipeg to San Jose flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

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 not ready to book a flight from Winnipeg to San Jose now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to San Jose and let you know when they change.

An easier way to manage your San Jose, California trip

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