Cheap flights from Winnipeg to San Jose from C$ 247

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 13/10. 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

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Find the cheapest flights from Winnipeg to San Jose

Cheap round-trip flights

Delta Logo
8:00 a.m. - 6:19 p.m.YWG-SJC
12h 19m2 stops
Delta Logo
11:13 a.m. - 11:30 a.m.SJC-YWG
22h 17m2 stops
C$ 448Delta
Find Deal
Tue, 7 Oct - Tue, 14 Oct
Delta Logo
8:00 a.m. - 6:19 p.m.YWG-SJC
12h 19m2 stops
Delta Logo
9:00 a.m. - 11:27 p.m.SJC-YWG
12h 27m2 stops
C$ 467Delta
Find Deal
Tue, 7 Oct - Thu, 16 Oct
 Logo
12:15 p.m. - 11:49 p.m.YWG-SJC
13h 34m3 stops
 Logo
5:55 a.m. - 9:30 p.m.SJC-YWG
13h 35m2 stops
C$ 500
Find Deal
Sat, 11 Oct - Sat, 18 Oct
 Logo
12:15 p.m. - 10:45 a.m.YWG-SJC
24h 30m3 stops
 Logo
6:35 a.m. - 1:42 a.m.SJC-YWG
17h 07m2 stops
C$ 514
Find Deal
Tue, 23 Sep - Thu, 25 Sep
Air Canada Logo
5:10 a.m. - 5:17 p.m.YWG-SJC
14h 07m2 stops
Air Canada Logo
8:45 a.m. - 2:02 a.m.SJC-YWG
15h 17m2 stops
C$ 794Air Canada
Find Deal
Wed, 8 Oct - Tue, 14 Oct
WestJet Logo
12:30 p.m. - 9:05 p.m.YWG-SJC
10h 35m2 stops
WestJet Logo
7:15 a.m. - 11:10 p.m.SJC-YWG
13h 55m2 stops
C$ 807WestJet
Find Deal
Sat, 11 Oct - Mon, 13 Oct
United Airlines Logo
2:20 p.m. - 10:24 p.m.YWG-SJC
10h 04m1 stop
United Airlines Logo
6:30 a.m. - 10:33 p.m.SJC-YWG
14h 03m1 stop
C$ 817United Airlines
Find Deal
Sun, 5 Oct - Wed, 15 Oct
Air Canada Logo
4:25 p.m. - 9:06 p.m.YWG-SJC
6h 41m1 stop
Air Canada Logo
8:45 a.m. - 2:02 a.m.SJC-YWG
15h 17m2 stops
C$ 850Air Canada
Find Deal
Wed, 8 Oct - Tue, 14 Oct
United Airlines Logo
7:00 a.m. - 10:24 p.m.YWG-SJC
17h 24m1 stop
United Airlines Logo
6:30 a.m. - 10:33 p.m.SJC-YWG
14h 03m1 stop
C$ 870United Airlines
Find Deal
Thu, 9 Oct - Sat, 11 Oct
WestJet Logo
9:05 p.m. - 2:42 p.m.YWG-SJC
19h 37m2 stops
WestJet Logo
7:15 a.m. - 9:30 p.m.SJC-YWG
12h 15m2 stops
C$ 944WestJet
Find Deal
Fri, 10 Oct - Sun, 12 Oct

Delta flights from Winnipeg to San Jose

Our best Delta deals on Winnipeg to San Jose flight tickets
Delta
7 Oct
YWG8:00 a.m.Winnipeg
12h 19m
2 stops
SJC6:19 p.m.San Jose
14 Oct
SJC11:13 a.m.San Jose
22h 17m
2 stops
YWG11:30 a.m.Winnipeg
Delta
7 Oct
YWG8:00 a.m.Winnipeg
12h 19m
2 stops
SJC6:19 p.m.San Jose
16 Oct
SJC9:00 a.m.San Jose
12h 27m
2 stops
YWG11:27 p.m.Winnipeg
Delta
7 Oct
YWG8:00 a.m.Winnipeg
12h 19m
2 stops
SJC6:19 p.m.San Jose
15 Oct
SJC5:55 a.m.San Jose
15h 32m
2 stops
YWG11:27 p.m.Winnipeg

Air Canada flights from Winnipeg to San Jose

Our best Air Canada deals on Winnipeg to San Jose flight tickets
Air Canada
8 Oct
YWG5:10 a.m.Winnipeg
14h 07m
2 stops
SJC5:17 p.m.San Jose
14 Oct
SJC8:45 a.m.San Jose
15h 17m
2 stops
YWG2:02 a.m.Winnipeg
Air Canada
8 Oct
YWG4:25 p.m.Winnipeg
6h 41m
1 stop
SJC9:06 p.m.San Jose
14 Oct
SJC8:45 a.m.San Jose
15h 17m
2 stops
YWG2:02 a.m.Winnipeg
Air Canada
10 Oct
YWG4:25 p.m.Winnipeg
6h 41m
1 stop
SJC9:06 p.m.San Jose
12 Oct
SJC8:45 a.m.San Jose
15h 17m
2 stops
YWG2:02 a.m.Winnipeg

momondo Fare Finder

 
Customize your flight search to find flights from Winnipeg to San Jose 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 August 2025.
Use the filters below to find and compare flights from Winnipeg to San Jose that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

WinnipegSan Jose

YWG - SJC

YWGSJC

Winnipeg

Tue 7/10

8:00 a.m.-6:19 p.m.

2 stops12h 19m

San Jose

Tue 14/10

11:13 a.m.-11:30 a.m.

2 stops22h 17m

C$ 448

WinnipegSan Jose

YWG - SJC

YWGSJC

Winnipeg

Tue 7/10

8:00 a.m.-6:19 p.m.

2 stops12h 19m

San Jose

Thu 16/10

9:00 a.m.-11:27 p.m.

2 stops12h 27m

C$ 467

WinnipegSan Jose

YWG - SJC

YWGSJC

Winnipeg

Sat 11/10

12:15 p.m.-11:49 p.m.

3 stops13h 34m

San Jose

Sat 18/10

5:55 a.m.-9:30 p.m.

2 stops13h 35m

C$ 500

WinnipegSan Jose

YWG - SJC

YWGSJC

Winnipeg

Tue 23/9

12:15 p.m.-10:45 a.m.

3 stops24h 30m

San Jose

Thu 25/9

6:35 a.m.-1:42 a.m.

2 stops17h 07m

C$ 514

WinnipegSan Jose

YWG - SJC

YWGSJC

Winnipeg

Wed 8/10

5:10 a.m.-5:17 p.m.

2 stops14h 07m

San Jose

Tue 14/10

8:45 a.m.-2:02 a.m.

2 stops15h 17m

C$ 794

WinnipegSan Jose

YWG - SJC

YWGSJC

Winnipeg

Sat 11/10

12:30 p.m.-9:05 p.m.

2 stops10h 35m

San Jose

Mon 13/10

7:15 a.m.-11:10 p.m.

2 stops13h 55m

C$ 807

WinnipegSan Jose

YWG - SJC

YWGSJC

Winnipeg

Sun 5/10

2:20 p.m.-10:24 p.m.

1 stop10h 04m

San Jose

Wed 15/10

6:30 a.m.-10:33 p.m.

1 stop14h 03m

C$ 817

WinnipegSan Jose

YWG - SJC

YWGSJC

Winnipeg

Wed 8/10

4:25 p.m.-9:06 p.m.

1 stop6h 41m

San Jose

Tue 14/10

8:45 a.m.-2:02 a.m.

2 stops15h 17m

C$ 850

WinnipegSan Jose

YWG - SJC

YWGSJC

Winnipeg

Thu 9/10

7:00 a.m.-10:24 p.m.

1 stop17h 24m

San Jose

Sat 11/10

6:30 a.m.-10:33 p.m.

1 stop14h 03m

C$ 870

WinnipegSan Jose

YWG - SJC

YWGSJC

Winnipeg

Fri 10/10

9:05 p.m.-2:42 p.m.

2 stops19h 37m

San Jose

Sun 12/10

7:15 a.m.-9:30 p.m.

2 stops12h 15m

C$ 944

Flights are sorted by cheapest round-trip flights first.

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See travel insights to San Jose from

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

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 day to depart on your flight to San Jose?

The cheapest day to depart on your flight to San Jose is on a Wednesday when prices can be found for as low as C$ 900. This is often the case because there is less demand to fly during this day of the week. When flying out on a Thursday, the most expensive travel day of the week, you can expect to see flight prices from Winnipeg to San Jose for around C$ 1,038.

What is the cheapest time of day to depart on your flight to San Jose?

The cheapest time of day to fly to San Jose is in the afternoon when flights can be purchased for as low as C$ 866. In contrast, the most expensive time of day to depart to San Jose is in the morning when prices are around C$ 959.

When to book flights from Winnipeg to San Jose

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

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

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

Direct flights

None
There are no direct flights from Winnipeg to San Jose. There are no popular flight routes from Winnipeg to San Jose.
  • How far is Winnipeg to San Jose by plane?

    San Jose is 2413.0 km away from Winnipeg. By plane, this route typically takes 6h 41m.

  • 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 trip

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Tue 2/9
Tue 9/9

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