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Cheap flights from Winnipeg to San Jose from $248

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 8/20. 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

Find the cheapest flights from Winnipeg to San Jose

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
6:40 am - 5:24 pm
YWG
-
SJC
12h 44m
2 stops
Delta Logo
8:53 pm - 11:51 am
SJC
-
YWG
12h 58m
2 stops
$472Delta
Thu, Sep 10 - Tue, Sep 15
Delta Logo
3:58 pm - 10:06 pm
YWG
-
SJC
8h 08m
2 stops
Delta Logo
11:41 am - 11:30 pm
SJC
-
YWG
9h 49m
2 stops
$496Delta
Sat, Sep 12 - Sat, Sep 19
United Airlines Logo
7:00 am - 10:55 pm
YWG
-
SJC
17h 55m
1 stop
United Airlines Logo
8:45 am - 10:33 pm
SJC
-
YWG
11h 48m
2 stops
$504United Airlines
Sat, Sep 19 - Wed, Sep 23
United Airlines Logo
8:45 am - 1:08 pm
YWG
-
SJC
6h 23m
1 stop
United Airlines Logo
12:51 pm - 8:57 pm
SJC
-
YWG
6h 06m
1 stop
$511United Airlines
Sat, Sep 12 - Sat, Sep 19
Delta Logo
5:44 pm - 10:45 am
YWG
-
SJC
19h 01m
2 stops
Delta Logo
8:53 pm - 11:48 am
SJC
-
YWG
12h 55m
2 stops
$534Delta
Fri, Oct 2 - Mon, Oct 5
United Airlines Logo
2:00 pm - 10:55 pm
YWG
-
SJC
10h 55m
1 stop
United Airlines Logo
8:45 am - 8:57 pm
SJC
-
YWG
10h 12m
1 stop
$537United Airlines
Sat, Sep 19 - Wed, Sep 23
Delta Logo
12:41 pm - 8:41 pm
YWG
-
SJC
10h 00m
1 stop
Delta Logo
8:53 pm - 11:48 am
SJC
-
YWG
12h 55m
2 stops
$541Delta
Fri, Oct 2 - Mon, Oct 5
Multiple Airlines Logo
6:00 am - 4:56 pm
YWG
-
SJC
12h 56m
2 stops
Multiple Airlines Logo
2:13 pm - 5:25 pm
SJC
-
YWG
25h 12m
2 stops
$545Multiple Airlines
Thu, Sep 3 - Wed, Sep 9
Delta Logo
3:58 pm - 10:06 pm
YWG
-
SJC
8h 08m
2 stops
Delta Logo
5:40 pm - 11:51 am
SJC
-
YWG
16h 11m
2 stops
$552Delta
Sat, Sep 19 - Wed, Sep 23
United Airlines Logo
2:00 pm - 10:55 pm
YWG
-
SJC
10h 55m
1 stop
United Airlines Logo
8:45 am - 8:57 pm
SJC
-
YWG
10h 12m
1 stop
$564United Airlines
Sat, Sep 19 - Wed, Sep 23

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WestJet flights from Winnipeg to San Jose, California

Our best WestJet deals on Winnipeg to San Jose, California flight tickets
WestJet
Sep 21
YWG4:55 pmWinnipeg
24h 49m
2 stops
SJC3:44 pmSan Jose
Sep 26
SJC7:00 amSan Jose
15h 55m
2 stops
YWG12:55 amWinnipeg
$571
WestJet
Sep 16
YWG6:00 amWinnipeg
10h 01m
2 stops
SJC2:01 pmSan Jose
Sep 20
SJC7:21 amSan Jose
8h 04m
2 stops
YWG5:25 pmWinnipeg
$578
WestJet
Sep 3
YWG7:00 amWinnipeg
10h 50m
2 stops
SJC3:50 pmSan Jose
Sep 9
SJC7:25 amSan Jose
8h 00m
2 stops
YWG5:25 pmWinnipeg
$579

United Airlines flights from Winnipeg to San Jose, California

Our best United Airlines deals on Winnipeg to San Jose, California flight tickets
United Airlines
Sep 19
YWG7:00 amWinnipeg
17h 55m
1 stop
SJC10:55 pmSan Jose
Sep 23
SJC8:45 amSan Jose
11h 48m
2 stops
YWG10:33 pmWinnipeg
$504
United Airlines
Sep 12
YWG8:45 amWinnipeg
6h 23m
1 stop
SJC1:08 pmSan Jose
Sep 19
SJC12:51 pmSan Jose
6h 06m
1 stop
YWG8:57 pmWinnipeg
$511
United Airlines
Sep 19
YWG2:00 pmWinnipeg
10h 55m
1 stop
SJC10:55 pmSan Jose
Sep 23
SJC8:45 amSan Jose
10h 12m
1 stop
YWG8:57 pmWinnipeg
$537

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 August 1, 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

Thu 9/10

6:40 am-5:24 pm

2 stops12h 44m

San Jose

Tue 9/15

8:53 pm-11:51 am

2 stops12h 58m

$472

WinnipegSan Jose

YWG - SJC

YWGSJC

Winnipeg

Sat 9/12

3:58 pm-10:06 pm

2 stops8h 08m

San Jose

Sat 9/19

11:41 am-11:30 pm

2 stops9h 49m

$496

WinnipegSan Jose

YWG - SJC

YWGSJC

Winnipeg

Sat 9/19

7:00 am-10:55 pm

1 stop17h 55m

San Jose

Wed 9/23

8:45 am-10:33 pm

2 stops11h 48m

$504
Quickest round-trip

WinnipegSan Jose

YWG - SJC

YWGSJC

Winnipeg

Sat 9/12

8:45 am-1:08 pm

1 stop6h 23m

San Jose

Sat 9/19

12:51 pm-8:57 pm

1 stop6h 06m

$511

WinnipegSan Jose

YWG - SJC

YWGSJC

Winnipeg

Fri 10/2

5:44 pm-10:45 am

2 stops19h 01m

San Jose

Mon 10/5

8:53 pm-11:48 am

2 stops12h 55m

$534

WinnipegSan Jose

YWG - SJC

YWGSJC

Winnipeg

Sat 9/19

2:00 pm-10:55 pm

1 stop10h 55m

San Jose

Wed 9/23

8:45 am-8:57 pm

1 stop10h 12m

$537

WinnipegSan Jose

YWG - SJC

YWGSJC

Winnipeg

Fri 10/2

12:41 pm-8:41 pm

1 stop10h 00m

San Jose

Mon 10/5

8:53 pm-11:48 am

2 stops12h 55m

$541

WinnipegSan Jose

YWG - SJC

YWGSJC

Winnipeg

Thu 9/3

6:00 am-4:56 pm

2 stops12h 56m

San Jose

Wed 9/9

2:13 pm-5:25 pm

2 stops25h 12m

$545

WinnipegSan Jose

YWG - SJC

YWGSJC

Winnipeg

Sat 9/19

3:58 pm-10:06 pm

2 stops8h 08m

San Jose

Wed 9/23

5:40 pm-11:51 am

2 stops16h 11m

$552

WinnipegSan Jose

YWG - SJC

YWGSJC

Winnipeg

Sat 9/19

2:00 pm-10:55 pm

1 stop10h 55m

San Jose

Wed 9/23

8:45 am-8:57 pm

1 stop10h 12m

$564

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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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 is the most popular carrier operating from Winnipeg to San Jose

What airlines fly to San Jose, California?

WestJet, Delta and Air Canada 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 54% 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

8h 08m

Direct flights

None
The fastest flight from Winnipeg to San Jose, California takes 8h 08m
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 8h 08m.

  • 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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