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Cheap flights from San Jose, California to Winnipeg from C$ 271

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from San Jose, California to Winnipeg departing on 15/9. 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 San Jose, California to Winnipeg

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
2:12 p.m. - 12:40 a.m.
SJC
-
YWG
8h 28m
1 stop
Multiple Airlines Logo
7:00 a.m. - 11:54 p.m.
YWG
-
SJC
18h 54m
2 stops
C$ 712Multiple Airlines
Sun, 14 Jun - Tue, 30 Jun
Delta Logo
8:59 p.m. - 11:53 a.m.
SJC
-
YWG
12h 54m
2 stops
Delta Logo
6:40 a.m. - 6:26 p.m.
YWG
-
SJC
13h 46m
2 stops
C$ 808Delta
Wed, 15 Jul - Wed, 22 Jul
Delta Logo
8:59 p.m. - 11:53 a.m.
SJC
-
YWG
12h 54m
2 stops
Delta Logo
12:46 p.m. - 8:35 p.m.
YWG
-
SJC
9h 49m
1 stop
C$ 850Delta
Wed, 15 Jul - Wed, 22 Jul
WestJet Logo
7:20 a.m. - 5:25 p.m.
SJC
-
YWG
8h 05m
2 stops
WestJet Logo
2:55 p.m. - 10:53 p.m.
YWG
-
SJC
9h 58m
2 stops
C$ 892WestJet
Thu, 16 Jul - Thu, 23 Jul
United Airlines Logo
8:45 a.m. - 10:24 p.m.
SJC
-
YWG
11h 39m
2 stops
United Airlines Logo
8:30 a.m. - 5:31 p.m.
YWG
-
SJC
11h 01m
1 stop
C$ 906United Airlines
Tue, 20 Oct - Wed, 21 Oct
WestJet Logo
7:20 a.m. - 5:25 p.m.
SJC
-
YWG
8h 05m
2 stops
WestJet Logo
6:00 a.m. - 10:53 p.m.
YWG
-
SJC
18h 53m
2 stops
C$ 919WestJet
Sat, 11 Jul - Tue, 14 Jul
United Airlines Logo
6:30 a.m. - 10:24 p.m.
SJC
-
YWG
13h 54m
1 stop
United Airlines Logo
8:30 a.m. - 5:31 p.m.
YWG
-
SJC
11h 01m
1 stop
C$ 921United Airlines
Tue, 20 Oct - Wed, 21 Oct
United Airlines Logo
8:45 a.m. - 10:24 p.m.
SJC
-
YWG
11h 39m
2 stops
United Airlines Logo
8:30 a.m. - 5:31 p.m.
YWG
-
SJC
11h 01m
1 stop
C$ 935United Airlines
Tue, 20 Oct - Wed, 21 Oct
United Airlines Logo
6:30 a.m. - 10:24 p.m.
SJC
-
YWG
13h 54m
1 stop
United Airlines Logo
8:30 a.m. - 5:31 p.m.
YWG
-
SJC
11h 01m
1 stop
C$ 941United Airlines
Tue, 20 Oct - Wed, 21 Oct
WestJet Logo
7:21 a.m. - 5:25 p.m.
SJC
-
YWG
8h 04m
2 stops
WestJet Logo
6:00 a.m. - 5:12 p.m.
YWG
-
SJC
13h 12m
2 stops
C$ 945WestJet
Mon, 17 Aug - Tue, 18 Aug

WestJet flights from San Jose, California to Winnipeg

Our best WestJet deals on San Jose, California to Winnipeg flight tickets
WestJet
16 Jul
SJC7:20 a.m.San Jose
8h 05m
2 stops
YWG5:25 p.m.Winnipeg
23 Jul
YWG2:55 p.m.Winnipeg
9h 58m
2 stops
SJC10:53 p.m.San Jose
C$ 892
WestJet
11 Jul
SJC7:20 a.m.San Jose
8h 05m
2 stops
YWG5:25 p.m.Winnipeg
14 Jul
YWG6:00 a.m.Winnipeg
18h 53m
2 stops
SJC10:53 p.m.San Jose
C$ 919
WestJet
17 Aug
SJC7:21 a.m.San Jose
8h 04m
2 stops
YWG5:25 p.m.Winnipeg
18 Aug
YWG6:00 a.m.Winnipeg
13h 12m
2 stops
SJC5:12 p.m.San Jose
C$ 945

United Airlines flights from San Jose, California to Winnipeg

Our best United Airlines deals on San Jose, California to Winnipeg flight tickets
United Airlines
20 Oct
SJC8:45 a.m.San Jose
11h 39m
2 stops
YWG10:24 p.m.Winnipeg
21 Oct
YWG8:30 a.m.Winnipeg
11h 01m
1 stop
SJC5:31 p.m.San Jose
C$ 906
United Airlines
20 Oct
SJC6:30 a.m.San Jose
13h 54m
1 stop
YWG10:24 p.m.Winnipeg
21 Oct
YWG8:30 a.m.Winnipeg
11h 01m
1 stop
SJC5:31 p.m.San Jose
C$ 921
United Airlines
20 Oct
SJC8:45 a.m.San Jose
11h 39m
2 stops
YWG10:24 p.m.Winnipeg
21 Oct
YWG8:30 a.m.Winnipeg
11h 01m
1 stop
SJC5:31 p.m.San Jose
C$ 935

momondo Fare Finder

 
Customize your flight search to find flights from San Jose, California to Winnipeg 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 22 May 2026.
Use the filters below to find and compare flights from San Jose, California to Winnipeg that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

San JoseWinnipeg

SJC - YWG

SJCYWG

San Jose

Sun 14/6

2:12 p.m.-12:40 a.m.

1 stop8h 28m

Winnipeg

Tue 30/6

7:00 a.m.-11:54 p.m.

2 stops18h 54m

C$ 712

San JoseWinnipeg

SJC - YWG

SJCYWG

San Jose

Wed 15/7

8:59 p.m.-11:53 a.m.

2 stops12h 54m

Winnipeg

Wed 22/7

6:40 a.m.-6:26 p.m.

2 stops13h 46m

C$ 808

San JoseWinnipeg

SJC - YWG

SJCYWG

San Jose

Wed 15/7

8:59 p.m.-11:53 a.m.

2 stops12h 54m

Winnipeg

Wed 22/7

12:46 p.m.-8:35 p.m.

1 stop9h 49m

C$ 850
Quickest round-trip

San JoseWinnipeg

SJC - YWG

SJCYWG

San Jose

Thu 16/7

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

2 stops8h 05m

Winnipeg

Thu 23/7

2:55 p.m.-10:53 p.m.

2 stops9h 58m

C$ 892

San JoseWinnipeg

SJC - YWG

SJCYWG

San Jose

Tue 20/10

8:45 a.m.-10:24 p.m.

2 stops11h 39m

Winnipeg

Wed 21/10

8:30 a.m.-5:31 p.m.

1 stop11h 01m

C$ 906

San JoseWinnipeg

SJC - YWG

SJCYWG

San Jose

Sat 11/7

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

2 stops8h 05m

Winnipeg

Tue 14/7

6:00 a.m.-10:53 p.m.

2 stops18h 53m

C$ 919

San JoseWinnipeg

SJC - YWG

SJCYWG

San Jose

Tue 20/10

6:30 a.m.-10:24 p.m.

1 stop13h 54m

Winnipeg

Wed 21/10

8:30 a.m.-5:31 p.m.

1 stop11h 01m

C$ 921

San JoseWinnipeg

SJC - YWG

SJCYWG

San Jose

Tue 20/10

8:45 a.m.-10:24 p.m.

2 stops11h 39m

Winnipeg

Wed 21/10

8:30 a.m.-5:31 p.m.

1 stop11h 01m

C$ 935

San JoseWinnipeg

SJC - YWG

SJCYWG

San Jose

Tue 20/10

6:30 a.m.-10:24 p.m.

1 stop13h 54m

Winnipeg

Wed 21/10

8:30 a.m.-5:31 p.m.

1 stop11h 01m

C$ 941

San JoseWinnipeg

SJC - YWG

SJCYWG

San Jose

Mon 17/8

7:21 a.m.-5:25 p.m.

2 stops8h 04m

Winnipeg

Tue 18/8

6:00 a.m.-5:12 p.m.

2 stops13h 12m

C$ 945

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 Winnipeg from

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

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 San Jose to Winnipeg?

Delta and WestJet are the most popular carriers operating from San Jose to Winnipeg

When to book flights from San Jose, California to Winnipeg

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

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

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

Fastest flight time

12h 54m

Direct flights

None
The fastest flight from San Jose, California to Winnipeg takes 12h 54m
There are no direct flights from San Jose, California to Winnipeg. There are no popular flight routes from San Jose, California to Winnipeg.
Search flight deals

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

  • How far is San Jose to Winnipeg by plane?

    San Jose and Winnipeg are 2413.0 km apart from one another. Flights usually cover this in 12h 54m, depending on flying conditions and air traffic around both airports.

  • When did momondo last update prices for flights from San Jose Airport to Winnipeg Airport?

    Prices for flights from San Jose Airport to Winnipeg Airport were last updated today.

  • How old do you have to be to fly from San Jose Airport to Winnipeg 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 San Jose Airport to Winnipeg Airport.

  • What documentation or ID do you need to fly to Winnipeg Airport?

    The travel and health documents required for your trip to Winnipeg Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Winnipeg Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

Travelling to a place near Winnipeg?

Book flights to Winnipeg if you plan to visit one of these locations
Morden
Selkirk
Portage la Prairie

Why use momondo?

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

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Winnipeg from San Jose.

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

Yes. momondo enables you to select and highlight flights to Winnipeg from San Jose with this policy.

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

Once all potential San Jose to Winnipeg 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 San Jose to Winnipeg right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Winnipeg from San Jose. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

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