What are the cheapest airlines flying from San Jose to Winnipeg round-trip?

Flying on Delta is currently your cheapest option to Winnipeg, with prices starting at $553. Additional round-trip tickets that might be worth considering are offered by WestJet and United Airlines, with the lowest prices starting at $650 and $716, respectively.

What are the cheapest airlines to fly from San Jose to Winnipeg one-way?

$225 is the cheapest one-way deal found within the past few days, from Delta. You may also be able to find cheap deals on WestJet and United Airlines, with prices starting from $388 and $893, respectively.

What is the cheapest day to fly from San Jose to Winnipeg?

Travelers seeking maximum savings on their San Jose to Winnipeg flight should consider departing on Friday mornings when fares are most often at their lowest. Saturday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

In terms of precipitation, rainfall in Winnipeg ranges from 0.8 - 3.1 inches per month. June is typically the wettest month, when rainfall can reach 3.1 in. January is typically the driest time to visit Winnipeg when rainfall is around 0.8 in.

If weather is an important factor for your trip to Winnipeg, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 68.0 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 3.2 F).

What is the cheapest day to fly round-trip from San Jose to Winnipeg?

Travelers have found that booking a Thursday departure is the best way to save up to 178% on the cost of booking your flights compared to booking on days of the week where this route is of high demand.

What is the cheapest time of day to fly from SJC to YWG?

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from San Jose to Winnipeg as you normally would.

Can I find deals for flights from San Jose to Winnipeg that include hotel bookings?

Yes. In addition to deals on San Jose to Winnipeg flights, Cheapflights offers vacation packages that include both flights and hotel.

How can I find direct flights from San Jose to Winnipeg?

After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from San Jose to Winnipeg.

Can I find deals for business class flights from San Jose to Winnipeg?

Yes. Cheapflights offers flight deals from San Jose to Winnipeg by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

$225+ Flights from San Jose to Winnipeg

Home Search by date Vacation packages Hotels Flight deals Car rental Travel tips & news

Find cheap flights from San Jose to Winnipeg with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from San Jose to Winnipeg

Round-trip from	$367 (Mytrip)
One-way from	$225 (Delta)

From San Jose to Winnipeg

Search Deals

One-way flight from San Jose to Winnipeg

Search Deals

Find flight deals from San Jose to Winnipeg

Cheapest flights from San Jose to Winnipeg
Explore the most affordable flight options available from San Jose to Winnipeg. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 3, 2025.

Wed 7/96:30 amSJC - YWG

3 stops16h 01mMultiple Airlines

Tue 7/158:15 pmYWG - SJC

3 stops29h 39mMultiple Airlines

Deal found 7/1

$356

Sat 7/265:00 pmSJC - YWG

2 stops16h 31mDelta

Wed 7/306:00 amYWG - SJC

2 stops15h 13mDelta

Deal found 7/3

$553

Tue 7/297:25 amSJC - YWG

2 stops14h 39mWestJet

Thu 7/316:00 amYWG - SJC

2 stops10h 40mWestJet

Deal found 7/3

$650

Best flights from San Jose to Winnipeg
Discover carefully curated flight deals from San Jose to Winnipeg that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 3, 2025.

Thu 8/76:30 amSJC - YWG

3 stops15h 34mMultiple Airlines

Mon 8/113:15 pmYWG - SJC

2 stops21h 21mMultiple Airlines

Deal found 7/1

$367

Sat 7/265:00 pmSJC - YWG

2 stops16h 31mDelta

Wed 7/306:00 amYWG - SJC

2 stops15h 13mDelta

Deal found 7/3

$553

Tue 7/297:25 amSJC - YWG

2 stops14h 39mWestJet

Thu 7/316:00 amYWG - SJC

2 stops10h 40mWestJet

Deal found 7/3

$650

Sun 7/276:20 amSJC - YWG

1 stop14h 13mUnited Airlines

Tue 7/292:20 pmYWG - SJC

1 stop10h 15mUnited Airlines

Deal found 7/3

$716

Last-minute flights from San Jose to Winnipeg
Discover last-minute flight deals from San Jose to Winnipeg. Data last updated July 3, 2025 and is based on user searches.

Tue 7/87:00 amSJC - YWG

2 stops16h 37mAir Canada

Sun 8/38:00 pmYWG - SJC

2 stops23h 18mAir Canada

Deal found 7/1

$903

Tue 7/87:25 amSJC - YWG

2 stops9h 59mWestJet

Tue 7/293:15 pmYWG - SJC

2 stops8h 57mWestJet

Deal found 7/3

$1,028

Wed 7/96:30 amSJC - YWG

3 stops16h 01mMultiple Airlines

Tue 7/158:15 pmYWG - SJC

3 stops29h 39mMultiple Airlines

Deal found 7/1

$356

Wed 7/98:58 amSJC - YWG

2 stops24h 33mDelta

Wed 7/306:45 amYWG - SJC

2 stops18h 04mDelta

Deal found 7/1

$556

Thu 7/106:24 pmSJC - YWG

2 stops26h 09mUnited Airlines

Tue 7/297:00 amYWG - SJC

1 stop17h 35mUnited Airlines

Deal found 7/1

$726

Sat 7/265:00 pmSJC - YWG

2 stops16h 31mDelta

Wed 7/306:00 amYWG - SJC

2 stops15h 13mDelta

Deal found 7/3

$553

Tue 7/297:25 amSJC - YWG

2 stops14h 39mWestJet

Thu 7/316:00 amYWG - SJC

2 stops10h 40mWestJet

Deal found 7/3

$650

One-way flights from San Jose to Winnipeg
Search for one-way flight options from San Jose to Winnipeg. Find affordable one-way fares based on user searches. Data last updated July 3, 2025.

Tue 7/155:40 pmSJC - YWG

2 stops15h 51mDelta

Deal found 7/2

$225

Wed 8/272:30 pmSJC - YWG

2 stops16h 31mWestJet

Deal found 7/1

$388

Tue 7/157:00 amSJC - YWG

3 stops24h 40mUnited Airlines

Deal found 7/2

$893

Cheapflights Fare Finder

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

Thu 8/7

6:30 am-12:04 am

3 stops15h 34m

Winnipeg

Mon 8/11

3:15 pm-10:36 am

2 stops21h 21m

$367

San JoseWinnipeg

SJC - YWG

SJCYWG

San Jose

Sat 7/26

5:00 pm-11:31 am

2 stops16h 31m

Winnipeg

Wed 7/30

6:00 am-7:13 pm

2 stops15h 13m

$553

San JoseWinnipeg

SJC - YWG

SJCYWG

San Jose

Tue 7/29

7:25 am-12:04 am

2 stops14h 39m

Winnipeg

Thu 7/31

6:00 am-2:40 pm

2 stops10h 40m

$650

San JoseWinnipeg

SJC - YWG

SJCYWG

San Jose

Sun 7/27

6:20 am-10:33 pm

1 stop14h 13m

Winnipeg

Tue 7/29

2:20 pm-10:35 pm

1 stop10h 15m

$716

San JoseWinnipeg

SJC - YWG

SJCYWG

San Jose

Tue 7/15

5:40 pm-11:31 am

2 stops15h 51m

$225

San JoseWinnipeg

SJC - YWG

SJCYWG

San Jose

Wed 8/27

2:30 pm-9:01 am

2 stops16h 31m

$388

San JoseWinnipeg

SJC - YWG

SJCYWG

San Jose

Tue 7/15

7:00 am-9:40 am

3 stops24h 40m

$893

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/2

Best time to book a flight from San Jose to Winnipeg

Have a flexible travel schedule? Discover the best time to fly to Winnipeg from San Jose with our price prediction graph.

Estimated round-trip price

Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from San Jose to Winnipeg

What is the cheapest month to book a flight from San Jose to Winnipeg?

Currently, August is the cheapest month in which you can book a flight from San Jose to Winnipeg (average of $358). Flying from San Jose to Winnipeg in December is currently the most expensive (average of $497). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Reviews of airlines servicing Winnipeg

Peruse reviews from past customers who have flown with Delta, United Airlines, and WestJet from San Jose to Winnipeg to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.

Delta

8.0

Very good

7,970 reviews

Reviews

1 / 20

10.0

Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

Delta

8.0

Very good

7,970 reviews

Delta

8.0

Very good

7,970 reviews

Reviews

1 / 20

10.0

Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

United Airlines

7.4

Good

8,845 reviews

Delta

8.0

Very good

7,970 reviews

Reviews

1 / 20

10.0

Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

WestJet

7.2

Good

2,917 reviews

Delta

8.0

Very good

7,970 reviews

Reviews

1 / 20

10.0

Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

Related info for your journey

What are the cheapest airlines flying from San Jose to Winnipeg round-trip?
Flying on Delta is currently your cheapest option to Winnipeg, with prices starting at $553. Additional round-trip tickets that might be worth considering are offered by WestJet and United Airlines, with the lowest prices starting at $650 and $716, respectively.
What are the cheapest airlines to fly from San Jose to Winnipeg one-way?
$225 is the cheapest one-way deal found within the past few days, from Delta. You may also be able to find cheap deals on WestJet and United Airlines, with prices starting from $388 and $893, respectively.
Can I find deals for flights from San Jose to Winnipeg that include hotel bookings?
Yes. In addition to deals on San Jose to Winnipeg flights, Cheapflights offers vacation packages that include both flights and hotel.
How can I find direct flights from San Jose to Winnipeg?
After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from San Jose to Winnipeg.
Can I find deals for business class flights from San Jose to Winnipeg?
Yes. Cheapflights offers flight deals from San Jose to Winnipeg by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.
What is the cheapest month to book a flight from San Jose to Winnipeg?
Currently, August is the cheapest month in which you can book a flight from San Jose to Winnipeg (average of $358). Flying from San Jose to Winnipeg in December is currently the most expensive (average of $497). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Alternative routes for San Jose to Winnipeg

Los Angeles to Winnipeg flights

Ontario to Winnipeg flights

San Francisco to Winnipeg flights

Santa Ana to Winnipeg flights

San Diego to Winnipeg flights

Las Vegas to Winnipeg flights

Sacramento to Winnipeg flights

Los Angeles to Brandon flights

Burbank to Winnipeg flights

Oakland to Winnipeg flights

Santa Rosa to Winnipeg flights

Other flights to Winnipeg

Top airline flying from San Jose to Winnipeg

Airline	Cheapest	Average	Flexibility	On-time
Delta	Cheapest$339	Average$738	FlexibilityNo cancel fee	On-timeN/A

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.

$225+ Cheap flights from San Jose (SJC) to Winnipeg (YWG)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 7/15. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from San Jose to Winnipeg with Cheapflights

1. Tell us where you want to go

2. Select your favorite providers

3. Compare prices and book

Cheap flight deals from San Jose to Winnipeg

Round-trip from

One-way from

Find flight deals from San Jose to Winnipeg

Cheapest flights from San Jose to WinnipegExplore the most affordable flight options available from San Jose to Winnipeg. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 3, 2025.

Explore the most affordable flight options available from San Jose to Winnipeg. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 3, 2025.

Cheapflights Fare Finder

Use the filters below to find and compare flights from San Jose to Winnipeg that are best for you.

Best time to book a flight from San Jose to Winnipeg

Have a flexible travel schedule? Discover the best time to fly to Winnipeg from San Jose with our price prediction graph.

Cheapflights Insights

Everything you need to know about your flight from San Jose to Winnipeg

What is the cheapest month to book a flight from San Jose to Winnipeg?

Reviews of airlines servicing Winnipeg

Peruse reviews from past customers who have flown with Delta, United Airlines, and WestJet from San Jose to Winnipeg to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.

Related info for your journey

Find useful and relevant information for your journey from San Jose to Winnipeg. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

What are the cheapest airlines flying from San Jose to Winnipeg round-trip?

What are the cheapest airlines to fly from San Jose to Winnipeg one-way?

Can I find deals for flights from San Jose to Winnipeg that include hotel bookings?

How can I find direct flights from San Jose to Winnipeg?

Can I find deals for business class flights from San Jose to Winnipeg?

What is the cheapest month to book a flight from San Jose to Winnipeg?

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for San Jose to Winnipeg

See prices for flight routes from nearby airports that may be better suited for you.

Top airline flying from San Jose to Winnipeg

100% Free

Book with Flexibility

Travel Smart

Cheapest flights from San Jose to Winnipeg
Explore the most affordable flight options available from San Jose to Winnipeg. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 3, 2025.