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Cheap flights from Winnipeg to San Jose from C$ 300

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 28/4. 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
12:55 p.m. - 3:08 p.m.
YWG
-
SJC
28h 13m
2 stops
WestJet Logo
7:20 a.m. - 5:25 p.m.
SJC
-
YWG
8h 05m
2 stops
C$ 518WestJet
Wed, 22 Apr - Tue, 28 Apr
Delta Logo
11:55 a.m. - 8:37 p.m.
YWG
-
SJC
10h 42m
1 stop
Delta Logo
8:20 p.m. - 10:56 a.m.
SJC
-
YWG
12h 36m
2 stops
C$ 525Delta
Wed, 22 Apr - Tue, 28 Apr
WestJet Logo
12:00 p.m. - 3:08 p.m.
YWG
-
SJC
29h 08m
2 stops
WestJet Logo
1:59 p.m. - 5:25 p.m.
SJC
-
YWG
25h 26m
2 stops
C$ 543WestJet
Sat, 2 May - Wed, 6 May
WestJet Logo
6:00 a.m. - 4:59 p.m.
YWG
-
SJC
12h 59m
2 stops
WestJet Logo
1:59 p.m. - 5:25 p.m.
SJC
-
YWG
25h 26m
2 stops
C$ 544WestJet
Sat, 2 May - Wed, 6 May
WestJet Logo
6:00 a.m. - 3:00 p.m.
YWG
-
SJC
11h 00m
2 stops
WestJet Logo
6:45 a.m. - 12:55 a.m.
SJC
-
YWG
16h 10m
2 stops
C$ 562WestJet
Wed, 29 Apr - Sat, 2 May
United Airlines Logo
2:00 p.m. - 10:46 p.m.
YWG
-
SJC
10h 46m
1 stop
United Airlines Logo
2:46 p.m. - 11:52 a.m.
SJC
-
YWG
19h 06m
2 stops
C$ 688United Airlines
Thu, 7 May - Mon, 11 May
United Airlines Logo
8:45 a.m. - 1:28 p.m.
YWG
-
SJC
6h 43m
1 stop
United Airlines Logo
2:33 p.m. - 11:52 a.m.
SJC
-
YWG
19h 19m
2 stops
C$ 725United Airlines
Sat, 2 May - Wed, 6 May
United Airlines Logo
2:00 p.m. - 10:41 p.m.
YWG
-
SJC
10h 41m
1 stop
United Airlines Logo
8:45 a.m. - 11:52 a.m.
SJC
-
YWG
25h 07m
2 stops
C$ 741United Airlines
Wed, 29 Apr - Sat, 2 May
United Airlines Logo
8:45 a.m. - 1:28 p.m.
YWG
-
SJC
6h 43m
1 stop
United Airlines Logo
2:33 p.m. - 11:52 a.m.
SJC
-
YWG
19h 19m
2 stops
C$ 796United Airlines
Sat, 2 May - Wed, 6 May
United Airlines Logo
8:45 a.m. - 9:08 p.m.
YWG
-
SJC
14h 23m
1 stop
United Airlines Logo
8:45 a.m. - 8:57 p.m.
SJC
-
YWG
10h 12m
1 stop
C$ 809United Airlines
Wed, 22 Apr - Tue, 28 Apr

WestJet flights from Winnipeg to San Jose, California

Our best WestJet deals on Winnipeg to San Jose, California flight tickets
WestJet
22 Apr
YWG12:55 p.m.Winnipeg
28h 13m
2 stops
SJC3:08 p.m.San Jose
28 Apr
SJC7:20 a.m.San Jose
8h 05m
2 stops
YWG5:25 p.m.Winnipeg
C$ 518
WestJet
2 May
YWG12:00 p.m.Winnipeg
29h 08m
2 stops
SJC3:08 p.m.San Jose
6 May
SJC1:59 p.m.San Jose
25h 26m
2 stops
YWG5:25 p.m.Winnipeg
C$ 543
WestJet
2 May
YWG6:00 a.m.Winnipeg
12h 59m
2 stops
SJC4:59 p.m.San Jose
6 May
SJC1:59 p.m.San Jose
25h 26m
2 stops
YWG5:25 p.m.Winnipeg
C$ 544

United Airlines flights from Winnipeg to San Jose, California

Our best United Airlines deals on Winnipeg to San Jose, California flight tickets
United Airlines
7 May
YWG2:00 p.m.Winnipeg
10h 46m
1 stop
SJC10:46 p.m.San Jose
11 May
SJC2:46 p.m.San Jose
19h 06m
2 stops
YWG11:52 a.m.Winnipeg
C$ 688
United Airlines
2 May
YWG8:45 a.m.Winnipeg
6h 43m
1 stop
SJC1:28 p.m.San Jose
6 May
SJC2:33 p.m.San Jose
19h 19m
2 stops
YWG11:52 a.m.Winnipeg
C$ 725
United Airlines
29 Apr
YWG2:00 p.m.Winnipeg
10h 41m
1 stop
SJC10:41 p.m.San Jose
2 May
SJC8:45 a.m.San Jose
25h 07m
2 stops
YWG11:52 a.m.Winnipeg
C$ 741

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 19 March 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

Wed 22/4

12:55 p.m.-3:08 p.m.

2 stops28h 13m

San Jose

Tue 28/4

7:20 a.m.-5:25 p.m.

2 stops8h 05m

C$ 518
Quickest round-trip

WinnipegSan Jose

YWG - SJC

YWGSJC

Winnipeg

Wed 22/4

11:55 a.m.-8:37 p.m.

1 stop10h 42m

San Jose

Tue 28/4

8:20 p.m.-10:56 a.m.

2 stops12h 36m

C$ 525

WinnipegSan Jose

YWG - SJC

YWGSJC

Winnipeg

Sat 2/5

12:00 p.m.-3:08 p.m.

2 stops29h 08m

San Jose

Wed 6/5

1:59 p.m.-5:25 p.m.

2 stops25h 26m

C$ 543

WinnipegSan Jose

YWG - SJC

YWGSJC

Winnipeg

Sat 2/5

6:00 a.m.-4:59 p.m.

2 stops12h 59m

San Jose

Wed 6/5

1:59 p.m.-5:25 p.m.

2 stops25h 26m

C$ 544

WinnipegSan Jose

YWG - SJC

YWGSJC

Winnipeg

Wed 29/4

6:00 a.m.-3:00 p.m.

2 stops11h 00m

San Jose

Sat 2/5

6:45 a.m.-12:55 a.m.

2 stops16h 10m

C$ 562

WinnipegSan Jose

YWG - SJC

YWGSJC

Winnipeg

Thu 7/5

2:00 p.m.-10:46 p.m.

1 stop10h 46m

San Jose

Mon 11/5

2:46 p.m.-11:52 a.m.

2 stops19h 06m

C$ 688

WinnipegSan Jose

YWG - SJC

YWGSJC

Winnipeg

Sat 2/5

8:45 a.m.-1:28 p.m.

1 stop6h 43m

San Jose

Wed 6/5

2:33 p.m.-11:52 a.m.

2 stops19h 19m

C$ 725

WinnipegSan Jose

YWG - SJC

YWGSJC

Winnipeg

Wed 29/4

2:00 p.m.-10:41 p.m.

1 stop10h 41m

San Jose

Sat 2/5

8:45 a.m.-11:52 a.m.

2 stops25h 07m

C$ 741

WinnipegSan Jose

YWG - SJC

YWGSJC

Winnipeg

Sat 2/5

8:45 a.m.-1:28 p.m.

1 stop6h 43m

San Jose

Wed 6/5

2:33 p.m.-11:52 a.m.

2 stops19h 19m

C$ 796

WinnipegSan Jose

YWG - SJC

YWGSJC

Winnipeg

Wed 22/4

8:45 a.m.-9:08 p.m.

1 stop14h 23m

San Jose

Tue 28/4

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

1 stop10h 12m

C$ 809

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?

Delta and WestJet 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 64% 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

8h 00m

Direct flights

None
The fastest flight from Winnipeg to San Jose, California takes 8h 00m
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?

    San Jose is 2413.0 km away from Winnipeg. By plane, this route typically takes 8h 00m.

  • 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

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