Cheap flights from San Jose to Winnipeg from $278

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 to Winnipeg departing on 12/23. 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
0 bags

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Find the cheapest flights from San Jose to Winnipeg (SJC-YWG)

Cheap round-trip flights

 Logo
5:55 am - 8:15 pmSJC-YWG
12h 20m2 stops
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5:15 pm - 7:18 amYWG-SJC
16h 03m1 stop
Sun, Oct 12 - Sun, Oct 19
 Logo
5:55 am - 8:15 pmSJC-YWG
12h 20m2 stops
 Logo
3:15 pm - 7:18 amYWG-SJC
18h 03m2 stops
Sun, Oct 12 - Sun, Oct 19
 Logo
5:55 am - 9:30 pmSJC-YWG
13h 35m2 stops
 Logo
9:15 pm - 11:49 pmYWG-SJC
28h 34m3 stops
Sun, Oct 12 - Sun, Oct 19
 Logo
5:55 am - 11:41 amSJC-YWG
27h 46m2 stops
 Logo
12:30 pm - 11:49 pmYWG-SJC
13h 19m2 stops
Sat, Oct 11 - Sat, Oct 18
 Logo
5:55 am - 12:30 amSJC-YWG
16h 35m3 stops
 Logo
12:30 pm - 11:49 pmYWG-SJC
13h 19m2 stops
Sat, Oct 11 - Sat, Oct 18
 Logo
5:55 am - 12:30 amSJC-YWG
16h 35m3 stops
 Logo
12:15 pm - 11:49 pmYWG-SJC
13h 34m3 stops
Sat, Oct 11 - Sat, Oct 18
 Logo
8:15 am - 12:40 amSJC-YWG
14h 25m1 stop
 Logo
5:15 pm - 7:18 amYWG-SJC
16h 03m1 stop
Sun, Oct 12 - Sun, Oct 19
Delta Logo
6:20 am - 4:50 pmSJC-YWG
8h 30m1 stop
Delta Logo
6:40 am - 3:57 pmYWG-SJC
11h 17m2 stops
$586Delta
Find Deal
Sat, Oct 11 - Sat, Oct 18
United Airlines Logo
6:30 am - 10:33 pmSJC-YWG
14h 03m1 stop
United Airlines Logo
7:00 am - 6:14 pmYWG-SJC
13h 14m1 stop
$771United Airlines
Find Deal
Sat, Oct 11 - Sat, Oct 18
Delta Logo
1:20 pm - 11:27 pmSJC-YWG
8h 07m1 stop
Delta Logo
8:35 am - 6:14 pmYWG-SJC
11h 39m2 stops
$914Delta
Find Deal
Tue, Sep 9 - Fri, Sep 12

Delta flights from San Jose to Winnipeg

Our best Delta deals on San Jose to Winnipeg flight tickets
Delta
Oct 11
SJC6:20 amSan Jose
8h 30m
1 stop
YWG4:50 pmWinnipeg
Oct 18
YWG6:40 amWinnipeg
11h 17m
2 stops
SJC3:57 pmSan Jose
Delta
Sep 3
SJC6:25 amSan Jose
8h 26m
1 stop
YWG4:51 pmWinnipeg
Oct 6
YWG8:30 amWinnipeg
9h 27m
2 stops
SJC3:57 pmSan Jose
Delta
Sep 9
SJC1:20 pmSan Jose
8h 07m
1 stop
YWG11:27 pmWinnipeg
Sep 12
YWG8:35 amWinnipeg
11h 39m
2 stops
SJC6:14 pmSan Jose

momondo Fare Finder

 
Customize your flight search to find flights from San Jose 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 832,500 searches. Data last updated August 28, 2025.
Use the filters below to find and compare flights from San Jose to Winnipeg that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

San JoseWinnipeg

SJC - YWG

SJCYWG

San Jose

Sun 10/12

5:55 am-8:15 pm

2 stops12h 20m

Winnipeg

Sun 10/19

5:15 pm-7:18 am

1 stop16h 03m

$316

San JoseWinnipeg

SJC - YWG

SJCYWG

San Jose

Sun 10/12

5:55 am-8:15 pm

2 stops12h 20m

Winnipeg

Sun 10/19

3:15 pm-7:18 am

2 stops18h 03m

$319

San JoseWinnipeg

SJC - YWG

SJCYWG

San Jose

Sun 10/12

5:55 am-9:30 pm

2 stops13h 35m

Winnipeg

Sun 10/19

9:15 pm-11:49 pm

3 stops28h 34m

$397

San JoseWinnipeg

SJC - YWG

SJCYWG

San Jose

Sat 10/11

5:55 am-11:41 am

2 stops27h 46m

Winnipeg

Sat 10/18

12:30 pm-11:49 pm

2 stops13h 19m

$412

San JoseWinnipeg

SJC - YWG

SJCYWG

San Jose

Sat 10/11

5:55 am-12:30 am

3 stops16h 35m

Winnipeg

Sat 10/18

12:30 pm-11:49 pm

2 stops13h 19m

$414

San JoseWinnipeg

SJC - YWG

SJCYWG

San Jose

Sat 10/11

5:55 am-12:30 am

3 stops16h 35m

Winnipeg

Sat 10/18

12:15 pm-11:49 pm

3 stops13h 34m

$419

San JoseWinnipeg

SJC - YWG

SJCYWG

San Jose

Sun 10/12

8:15 am-12:40 am

1 stop14h 25m

Winnipeg

Sun 10/19

5:15 pm-7:18 am

1 stop16h 03m

$429

San JoseWinnipeg

SJC - YWG

SJCYWG

San Jose

Sat 10/11

6:20 am-4:50 pm

1 stop8h 30m

Winnipeg

Sat 10/18

6:40 am-3:57 pm

2 stops11h 17m

$586

San JoseWinnipeg

SJC - YWG

SJCYWG

San Jose

Sat 10/11

6:30 am-10:33 pm

1 stop14h 03m

Winnipeg

Sat 10/18

7:00 am-6:14 pm

1 stop13h 14m

$771

San JoseWinnipeg

SJC - YWG

SJCYWG

San Jose

Tue 9/9

1:20 pm-11:27 pm

1 stop8h 07m

Winnipeg

Fri 9/12

8:35 am-6:14 pm

2 stops11h 39m

$914

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 13 resultsSorted by cheapest first
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See travel insights to Winnipeg from

How to get the cheapest flight ticket from San Jose 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 day to depart on your flight to Winnipeg?

The cheapest day to depart on your flight to Winnipeg is on a Friday when prices can be found for as low as $583. This is often the case because there is less demand to fly during this day of the week. On the other hand, Saturday is the most expensive day to depart from San Jose because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $1,623.

Can stopping save me money on San Jose to Winnipeg flights?

You could potentially save up to 29% on your flight if you consider stops on a San Jose to Winnipeg flight.

When to book flights from San Jose to Winnipeg

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

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

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

Direct flights

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

    A flight from San Jose to Winnipeg will travel around 1499.3 mi. In terms of flight time, this usually takes a little over 8h 07m.

  • 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 many operators does momondo search for flights from San Jose Airport to Winnipeg Airport?

  • 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 necessary travel and health documents for your Winnipeg Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

  • What is the most popular airline from San Jose to Winnipeg?

Best airlines flying from San Jose to Winnipeg

Compare and see reviews for airlines that fly from San Jose to Winnipeg with momondo
Airline
Rating
Free Cancellation
Price
DeltaPriceFrom $339Free CancellationRating
7.9
7,977 reviews
Search Delta flights

Traveling to a place near Winnipeg?

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

Why use momondo?

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

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from San Jose to Winnipeg for you.

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

momondo does allow users to show only those flights to Winnipeg from San Jose which offer a flexible booking policy as well as other useful filters and features.

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?

If you are simply researching potential flights to Winnipeg, momondo offers a useful price alert feature which will track prices for flights to Winnipeg from San Jose and alert you when they change.

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1 adult
Tue 9/2
Tue 9/9

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