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Cheap flights from San Jose, California to Winnipeg from C$ 370

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 5/8. 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 San Jose, California to Winnipeg

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
8:53 p.m. - 11:56 a.m.
SJC
-
YWG
13h 03m
2 stops
Delta Logo
12:46 p.m. - 10:45 p.m.
YWG
-
SJC
11h 59m
2 stops
C$ 874Delta
Tue, 22 Sep - Mon, 28 Sep
Delta Logo
8:53 p.m. - 11:56 a.m.
SJC
-
YWG
13h 03m
2 stops
Delta Logo
3:58 p.m. - 8:41 p.m.
YWG
-
SJC
6h 43m
1 stop
C$ 906Delta
Tue, 22 Sep - Mon, 28 Sep
WestJet Logo
9:34 a.m. - 10:10 p.m.
SJC
-
YWG
10h 36m
2 stops
WestJet Logo
12:00 p.m. - 10:13 p.m.
YWG
-
SJC
12h 13m
2 stops
C$ 977WestJet
Tue, 4 Aug - Tue, 18 Aug
Delta Logo
8:53 p.m. - 11:54 a.m.
SJC
-
YWG
13h 01m
2 stops
Delta Logo
3:58 p.m. - 8:24 p.m.
YWG
-
SJC
6h 26m
1 stop
C$ 979Delta
Tue, 18 Aug - Tue, 25 Aug
WestJet Logo
7:21 a.m. - 11:10 a.m.
SJC
-
YWG
25h 49m
2 stops
WestJet Logo
9:05 p.m. - 3:50 p.m.
YWG
-
SJC
20h 45m
2 stops
C$ 981WestJet
Sun, 16 Aug - Sun, 23 Aug
Delta Logo
8:53 p.m. - 11:54 a.m.
SJC
-
YWG
13h 01m
2 stops
Delta Logo
5:42 p.m. - 11:44 p.m.
YWG
-
SJC
8h 02m
2 stops
C$ 986Delta
Tue, 18 Aug - Tue, 25 Aug
WestJet Logo
7:21 a.m. - 5:25 p.m.
SJC
-
YWG
8h 04m
2 stops
WestJet Logo
6:00 a.m. - 3:45 p.m.
YWG
-
SJC
11h 45m
2 stops
C$ 998WestJet
Sun, 6 Sep - Wed, 16 Sep
Delta Logo
8:53 p.m. - 11:56 a.m.
SJC
-
YWG
13h 03m
2 stops
Delta Logo
3:58 p.m. - 8:41 p.m.
YWG
-
SJC
6h 43m
1 stop
C$ 999Delta
Tue, 15 Sep - Tue, 22 Sep
WestJet Logo
2:37 p.m. - 12:55 a.m.
SJC
-
YWG
32h 18m
2 stops
WestJet Logo
12:55 p.m. - 10:09 p.m.
YWG
-
SJC
11h 14m
2 stops
C$ 1,011WestJet
Thu, 22 Oct - Tue, 27 Oct
WestJet Logo
7:00 a.m. - 11:40 p.m.
SJC
-
YWG
14h 40m
2 stops
WestJet Logo
7:50 a.m. - 4:57 p.m.
YWG
-
SJC
11h 07m
2 stops
C$ 1,013WestJet
Sun, 2 Aug - Tue, 17 Nov

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WestJet flights from San Jose, California to Winnipeg

Our best WestJet deals on San Jose, California to Winnipeg flight tickets
WestJet
4 Aug
SJC9:34 a.m.San Jose
10h 36m
2 stops
YWG10:10 p.m.Winnipeg
18 Aug
YWG12:00 p.m.Winnipeg
12h 13m
2 stops
SJC10:13 p.m.San Jose
C$ 977
WestJet
16 Aug
SJC7:21 a.m.San Jose
25h 49m
2 stops
YWG11:10 a.m.Winnipeg
23 Aug
YWG9:05 p.m.Winnipeg
20h 45m
2 stops
SJC3:50 p.m.San Jose
C$ 981
WestJet
6 Sep
SJC7:21 a.m.San Jose
8h 04m
2 stops
YWG5:25 p.m.Winnipeg
16 Sep
YWG6:00 a.m.Winnipeg
11h 45m
2 stops
SJC3:45 p.m.San Jose
C$ 998

United Airlines flights from San Jose, California to Winnipeg

Our best United Airlines deals on San Jose, California to Winnipeg flight tickets
United Airlines
4 Aug
SJC8:45 a.m.San Jose
10h 12m
1 stop
YWG8:57 p.m.Winnipeg
12 Aug
YWG8:45 a.m.Winnipeg
10h 46m
1 stop
SJC5:31 p.m.San Jose
C$ 1,025
United Airlines
18 Aug
SJC8:45 a.m.San Jose
25h 07m
2 stops
YWG11:52 a.m.Winnipeg
20 Aug
YWG2:00 p.m.Winnipeg
10h 50m
1 stop
SJC10:50 p.m.San Jose
C$ 1,038
United Airlines
18 Aug
SJC6:20 a.m.San Jose
14h 13m
1 stop
YWG10:33 p.m.Winnipeg
20 Aug
YWG8:45 a.m.Winnipeg
14h 12m
1 stop
SJC8:57 p.m.San Jose
C$ 1,067

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 5 July 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

Tue 22/9

8:53 p.m.-11:56 a.m.

2 stops13h 03m

Winnipeg

Mon 28/9

12:46 p.m.-10:45 p.m.

2 stops11h 59m

C$ 874

San JoseWinnipeg

SJC - YWG

SJCYWG

San Jose

Tue 22/9

8:53 p.m.-11:56 a.m.

2 stops13h 03m

Winnipeg

Mon 28/9

3:58 p.m.-8:41 p.m.

1 stop6h 43m

C$ 906

San JoseWinnipeg

SJC - YWG

SJCYWG

San Jose

Tue 4/8

9:34 a.m.-10:10 p.m.

2 stops10h 36m

Winnipeg

Tue 18/8

12:00 p.m.-10:13 p.m.

2 stops12h 13m

C$ 977
Quickest round-trip

San JoseWinnipeg

SJC - YWG

SJCYWG

San Jose

Tue 18/8

8:53 p.m.-11:54 a.m.

2 stops13h 01m

Winnipeg

Tue 25/8

3:58 p.m.-8:24 p.m.

1 stop6h 26m

C$ 979

San JoseWinnipeg

SJC - YWG

SJCYWG

San Jose

Sun 16/8

7:21 a.m.-11:10 a.m.

2 stops25h 49m

Winnipeg

Sun 23/8

9:05 p.m.-3:50 p.m.

2 stops20h 45m

C$ 981

San JoseWinnipeg

SJC - YWG

SJCYWG

San Jose

Tue 18/8

8:53 p.m.-11:54 a.m.

2 stops13h 01m

Winnipeg

Tue 25/8

5:42 p.m.-11:44 p.m.

2 stops8h 02m

C$ 986

San JoseWinnipeg

SJC - YWG

SJCYWG

San Jose

Sun 6/9

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

2 stops8h 04m

Winnipeg

Wed 16/9

6:00 a.m.-3:45 p.m.

2 stops11h 45m

C$ 998

San JoseWinnipeg

SJC - YWG

SJCYWG

San Jose

Tue 15/9

8:53 p.m.-11:56 a.m.

2 stops13h 03m

Winnipeg

Tue 22/9

3:58 p.m.-8:41 p.m.

1 stop6h 43m

C$ 999

San JoseWinnipeg

SJC - YWG

SJCYWG

San Jose

Thu 22/10

2:37 p.m.-12:55 a.m.

2 stops32h 18m

Winnipeg

Tue 27/10

12:55 p.m.-10:09 p.m.

2 stops11h 14m

C$ 1,011

San JoseWinnipeg

SJC - YWG

SJCYWG

San Jose

Sun 2/8

7:00 a.m.-11:40 p.m.

2 stops14h 40m

Winnipeg

Tue 17/11

7:50 a.m.-4:57 p.m.

2 stops11h 07m

C$ 1,013

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 is the most popular carrier 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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