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$100+ Cheap flights from San Diego (SAN) 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 10/25. Fares are subject to change and may not be available on all flights or dates of travel.
SAN — YWG
oct. 11 — oct. 181
sáb. 10/11
sáb. 10/18
1 adult, Economy
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Cheap flight deals from San Diego to Winnipeg

Discover tips and strategies to find the most affordable flight options for your journey from San Diego (SAN) to Winnipeg (YWG). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated septiembre 11, 2025.

Round-trip from

$329
(Trip.com)

One-way from

$100
(Kiwi.com)

Popular in

January

Cheapest in

March

Average price

$488
From San Diego to Winnipeg
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One-way flight from San Diego to Winnipeg
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Highest demand for flights based on searches. 27% potential increase in price ($183 potential increase over avg. RT price).
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Cheapest flight prices on average. 14% potential price decrease ($65 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find flight deals from San Diego to Winnipeg

Cheapest flights from San Diego to Winnipeg
Explore the most affordable flight options available from San Diego to Winnipeg. Find the lowest fares from popular airlines and budget airlines, with prices last updated on septiembre 11, 2025.

This Trip.com deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 11/312:35 pmSAN - YWG
1 stop8h 06mWestJet
mié. 11/126:15 amYWG - SAN
1 stop7h 30mWestJet
Deal found 9/11$329
This Kiwi.com deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 11/312:35 pmSAN - YWG
1 stop8h 06mMultiple Airlines
mié. 11/125:55 amYWG - SAN
2 stops12h 25mMultiple Airlines
Deal found 9/11$382
This Air Canada deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 10/234:40 pmSAN - YWG
1 stop7h 22mAir Canada
mar. 10/2810:40 amYWG - SAN
1 stop8h 44mAir Canada
Deal found 9/10$427
This Delta deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 10/237:48 pmSAN - YWG
2 stops13h 42mDelta
mar. 10/2812:20 pmYWG - SAN
1 stop10h 14mDelta
Deal found 9/11$430
This Delta deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 12/187:59 pmSAN - YWG
2 stops13h 55mDelta
sáb. 1/35:56 pmYWG - SAN
1 stop7h 44mDelta
Deal found 9/11$491
This Air Canada deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 12/186:30 amSAN - YWG
1 stop12h 21mAir Canada
sáb. 1/39:40 pmYWG - SAN
1 stop16h 23mAir Canada
Deal found 9/11$535
This Delta deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 12/179:50 amSAN - YWG
2 stops11h 55mDelta
jue. 12/2512:44 pmYWG - SAN
1 stop10h 13mDelta
Deal found 9/11$599
This Delta deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 12/196:15 amSAN - YWG
2 stops15h 30mDelta
mié. 12/2412:44 pmYWG - SAN
1 stop10h 13mDelta
Deal found 9/11$619
This Delta deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 12/196:15 amSAN - YWG
2 stops15h 30mDelta
lun. 12/295:56 pmYWG - SAN
1 stop7h 44mDelta
Deal found 9/11$640

Cheapflights Fare Finder

 
Customize your flight search to find flights from San Diego 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, Cheapflights users made 2,558,603 searches. Data last updated septiembre 11, 2025.
Use the filters below to find and compare flights from San Diego to Winnipeg that are best for you.

Fly from

San Diego

Fly to

Winnipeg

Route

Depart

Return

Price

San DiegoWinnipeg

SAN - YWG

SANYWG

San Diego

lun. 11/3

12:35 pm-10:41 pm

1 stop8h 06m

Winnipeg

mié. 11/12

6:15 am-11:45 am

1 stop7h 30m

$329

San DiegoWinnipeg

SAN - YWG

SANYWG

San Diego

lun. 11/3

12:35 pm-10:41 pm

1 stop8h 06m

Winnipeg

mié. 11/12

5:55 am-4:20 pm

2 stops12h 25m

$382

San DiegoWinnipeg

SAN - YWG

SANYWG

San Diego

jue. 10/23

4:40 pm-2:02 am

1 stop7h 22m

Winnipeg

mar. 10/28

10:40 am-5:24 pm

1 stop8h 44m

$427

San DiegoWinnipeg

SAN - YWG

SANYWG

San Diego

jue. 10/23

10:00 am-11:27 pm

2 stops11h 27m

Winnipeg

mar. 10/28

6:40 am-12:55 pm

1 stop8h 15m

$430

San DiegoWinnipeg

SAN - YWG

SANYWG

San Diego

jue. 12/18

7:59 pm-11:54 am

2 stops13h 55m

Winnipeg

sáb. 1/3

5:56 pm-11:40 pm

1 stop7h 44m

$491

San DiegoWinnipeg

SAN - YWG

SANYWG

San Diego

jue. 12/18

6:30 am-8:51 pm

1 stop12h 21m

Winnipeg

sáb. 1/3

9:40 pm-12:03 pm

1 stop16h 23m

$535

San DiegoWinnipeg

SAN - YWG

SANYWG

San Diego

mar. 12/23

11:50 am-11:45 pm

1 stop9h 55m

Winnipeg

jue. 12/25

12:44 pm-8:57 pm

1 stop10h 13m

$599

San DiegoWinnipeg

SAN - YWG

SANYWG

San Diego

vie. 9/26

6:15 am-8:15 pm

3 stops36h 00m

$102

San DiegoWinnipeg

SAN - YWG

SANYWG

San Diego

sáb. 10/25

2:05 pm-12:30 am

1 stop8h 25m

$116

San DiegoWinnipeg

SAN - YWG

SANYWG

San Diego

mar. 9/23

1:35 pm-5:40 pm

2 stops26h 05m

$116

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/10

Showing 1-10 of 18 results
1
2

Best time to book a flight from San Diego to Winnipeg

Have a flexible travel schedule? Discover the best time to fly to Winnipeg from San Diego 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 Diego to Winnipeg

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

Currently, August is the cheapest month in which you can book a flight from San Diego to Winnipeg (average of $358). Flying from San Diego to Winnipeg in December is currently the most expensive (average of $501). 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.

How much does it cost to fly round-trip from San Diego to Winnipeg?

Reviews of airlines servicing Winnipeg

Get insights into the airlines that provide service to Winnipeg. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Winnipeg. Reviews last updated septiembre 11, 2025.
Get a feel of what it's like to fly with Delta, WestJet, and Air Canada from San Diego to Winnipeg by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,960 reviews

Crew

8.5

Food

7.3

Overall

8.0

Boarding

8.2

Comfort

7.9

Entertainment

7.9

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
7,960 reviews
Delta
8.0
Very good
7,960 reviews

Crew

8.5

Food

7.3

Overall

8.0

Boarding

8.2

Comfort

7.9

Entertainment

7.9

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
3,091 reviews
Delta
8.0
Very good
7,960 reviews

Crew

8.5

Food

7.3

Overall

8.0

Boarding

8.2

Comfort

7.9

Entertainment

7.9

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.
Air Canada
7.1
Good
10,000 reviews
Delta
8.0
Very good
7,960 reviews

Crew

8.5

Food

7.3

Overall

8.0

Boarding

8.2

Comfort

7.9

Entertainment

7.9

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

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

  • How long is the flight from San Diego to Winnipeg?

    For as low as $427, WestJet can have you in Winnipeg from San Diego in 7h 22m. There are 1564 mi between San Diego and Winnipeg. Both multi-stop and nonstop flights can be found to your destination and back.

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

    Delta, at $203, was found to be the cheapest airline from San Diego to Winnipeg.Alternate airlines to your destination round-trip include WestJet and Air Canada. Delta is priced at 58% lower than the current average price of a flight leaving 3 months from now.

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

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

  • How can I find direct flights from San Diego to Winnipeg?

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

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

    Yes. Cheapflights offers flight deals from San Diego 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 Diego to Winnipeg?

    Currently, August is the cheapest month in which you can book a flight from San Diego to Winnipeg (average of $358). Flying from San Diego to Winnipeg in December is currently the most expensive (average of $501). 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

Traveling to a place near Winnipeg?

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

Browse thousands of different options on Cheapflights for your next trip

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Top 3 airlines flying from San Diego to Winnipeg

Discover the top 3 airlines that operate flights from San Diego to Winnipeg. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated septiembre 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$203Average$495FlexibilityNo cancel feeOn-timeN/A
WestJetCheapest$236Average$348FlexibilityNo cancel feeOn-time60%
Air CanadaCheapest$402Average$467FlexibilityNo cancel feeOn-time67%

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