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Cheap flights from Winnipeg to San Jose from $209

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 6/18. 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
0 bags

Find the cheapest flights from Winnipeg to San Jose

Cheap round-trip flights

Enter your travel dates to find the best prices.
WestJet Logo
7:00 am - 4:15 pm
YWG
-
SJC
11h 15m
2 stops
WestJet Logo
9:05 am - 10:10 pm
SJC
-
YWG
11h 05m
2 stops
$397WestJet
Sat, Oct 3 - Wed, Oct 7
Delta Logo
12:40 pm - 8:53 pm
YWG
-
SJC
10h 13m
1 stop
Delta Logo
9:05 am - 8:16 pm
SJC
-
YWG
9h 11m
2 stops
$486Delta
Sat, Oct 3 - Wed, Oct 7
United Airlines Logo
8:30 am - 5:31 pm
YWG
-
SJC
11h 01m
1 stop
United Airlines Logo
12:51 pm - 8:48 pm
SJC
-
YWG
5h 57m
1 stop
$488United Airlines
Sat, Oct 3 - Wed, Oct 7
Delta Logo
6:40 am - 4:16 pm
YWG
-
SJC
11h 36m
2 stops
Delta Logo
9:05 am - 8:16 pm
SJC
-
YWG
9h 11m
2 stops
$509Delta
Sat, Oct 3 - Wed, Oct 7
Delta Logo
6:40 am - 4:16 pm
YWG
-
SJC
11h 36m
2 stops
Delta Logo
1:15 pm - 11:34 pm
SJC
-
YWG
8h 19m
1 stop
$513Delta
Sat, Oct 3 - Tue, Oct 6
WestJet Logo
6:00 am - 3:32 pm
YWG
-
SJC
11h 32m
2 stops
WestJet Logo
9:54 am - 12:55 am
SJC
-
YWG
13h 01m
2 stops
$517WestJet
Fri, Jun 5 - Mon, Jun 8
WestJet Logo
6:00 am - 3:47 pm
YWG
-
SJC
11h 47m
2 stops
WestJet Logo
11:30 am - 11:40 pm
SJC
-
YWG
10h 10m
2 stops
$533WestJet
Sun, Aug 9 - Fri, Aug 14
Delta Logo
6:40 am - 4:16 pm
YWG
-
SJC
11h 36m
2 stops
Delta Logo
9:05 am - 8:16 pm
SJC
-
YWG
9h 11m
2 stops
$534Delta
Sat, Oct 3 - Tue, Oct 6
Delta Logo
6:40 am - 4:16 pm
YWG
-
SJC
11h 36m
2 stops
Delta Logo
9:05 am - 8:16 pm
SJC
-
YWG
9h 11m
2 stops
$535Delta
Sat, Oct 3 - Wed, Oct 7
United Airlines Logo
8:30 am - 5:31 pm
YWG
-
SJC
11h 01m
1 stop
United Airlines Logo
6:40 am - 10:24 pm
SJC
-
YWG
13h 44m
1 stop
$538United Airlines
Sat, Oct 3 - Tue, Oct 6

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United Airlines flights from Winnipeg to San Jose, California

Our best United Airlines deals on Winnipeg to San Jose, California flight tickets
United Airlines
Oct 3
YWG8:30 amWinnipeg
11h 01m
1 stop
SJC5:31 pmSan Jose
Oct 7
SJC12:51 pmSan Jose
5h 57m
1 stop
YWG8:48 pmWinnipeg
$488
United Airlines
Oct 3
YWG8:30 amWinnipeg
11h 01m
1 stop
SJC5:31 pmSan Jose
Oct 6
SJC6:40 amSan Jose
13h 44m
1 stop
YWG10:24 pmWinnipeg
$538
United Airlines
Jun 28
YWG7:00 amWinnipeg
17h 40m
1 stop
SJC10:40 pmSan Jose
Jul 1
SJC8:45 amSan Jose
10h 12m
1 stop
YWG8:57 pmWinnipeg
$938

Delta flights from Winnipeg to San Jose, California

Our best Delta deals on Winnipeg to San Jose, California flight tickets
Delta
Oct 3
YWG12:40 pmWinnipeg
10h 13m
1 stop
SJC8:53 pmSan Jose
Oct 7
SJC9:05 amSan Jose
9h 11m
2 stops
YWG8:16 pmWinnipeg
$486
Delta
Oct 3
YWG6:40 amWinnipeg
11h 36m
2 stops
SJC4:16 pmSan Jose
Oct 7
SJC9:05 amSan Jose
9h 11m
2 stops
YWG8:16 pmWinnipeg
$509
Delta
Oct 3
YWG6:40 amWinnipeg
11h 36m
2 stops
SJC4:16 pmSan Jose
Oct 6
SJC1:15 pmSan Jose
8h 19m
1 stop
YWG11:34 pmWinnipeg
$513

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 May 4, 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 10/3

7:00 am-4:15 pm

2 stops11h 15m

San Jose

Wed 10/7

9:05 am-10:10 pm

2 stops11h 05m

$397

WinnipegSan Jose

YWG - SJC

YWGSJC

Winnipeg

Sat 10/3

12:40 pm-8:53 pm

1 stop10h 13m

San Jose

Wed 10/7

9:05 am-8:16 pm

2 stops9h 11m

$486
Quickest round-trip

WinnipegSan Jose

YWG - SJC

YWGSJC

Winnipeg

Sat 10/3

8:30 am-5:31 pm

1 stop11h 01m

San Jose

Wed 10/7

12:51 pm-8:48 pm

1 stop5h 57m

$488

WinnipegSan Jose

YWG - SJC

YWGSJC

Winnipeg

Sat 10/3

6:40 am-4:16 pm

2 stops11h 36m

San Jose

Wed 10/7

9:05 am-8:16 pm

2 stops9h 11m

$509

WinnipegSan Jose

YWG - SJC

YWGSJC

Winnipeg

Sat 10/3

6:40 am-4:16 pm

2 stops11h 36m

San Jose

Tue 10/6

1:15 pm-11:34 pm

1 stop8h 19m

$513

WinnipegSan Jose

YWG - SJC

YWGSJC

Winnipeg

Fri 6/5

6:00 am-3:32 pm

2 stops11h 32m

San Jose

Mon 6/8

9:54 am-12:55 am

2 stops13h 01m

$517

WinnipegSan Jose

YWG - SJC

YWGSJC

Winnipeg

Sun 8/9

6:00 am-3:47 pm

2 stops11h 47m

San Jose

Fri 8/14

11:30 am-11:40 pm

2 stops10h 10m

$533

WinnipegSan Jose

YWG - SJC

YWGSJC

Winnipeg

Sat 10/3

6:40 am-4:16 pm

2 stops11h 36m

San Jose

Tue 10/6

9:05 am-8:16 pm

2 stops9h 11m

$534

WinnipegSan Jose

YWG - SJC

YWGSJC

Winnipeg

Sat 10/3

6:40 am-4:16 pm

2 stops11h 36m

San Jose

Wed 10/7

9:05 am-8:16 pm

2 stops9h 11m

$535

WinnipegSan Jose

YWG - SJC

YWGSJC

Winnipeg

Sat 10/3

8:30 am-5:31 pm

1 stop11h 01m

San Jose

Tue 10/6

6:40 am-10:24 pm

1 stop13h 44m

$538

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 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?

WestJet 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 44% 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 09m

Direct flights

None
The fastest flight from Winnipeg to San Jose, California takes 10h 09m
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

Frequently asked questions about flying from Winnipeg to San Jose, California

  • 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 09m.

  • 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.

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