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$127+ Cheap flights from Winnipeg (YWG) to San Diego (SAN)

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 1/9. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — SAN
dic. 26 — ene. 21
vie. 12/26
vie. 1/2
1 adult, Economy
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1. Tell us where you want to go

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Cheapflights Tip: The best prices from Winnipeg to San Diego are usually found in August or January, booked 50 days in advance, depart on a Saturday or Wednesday and return on a Wednesday

Find flight deals from Winnipeg to San Diego

Cheapest flights from Winnipeg to San Diego
Explore the most affordable flight options available from Winnipeg to San Diego. Find the lowest fares from popular airlines and budget airlines, with prices last updated on noviembre 26, 2025.

This Kiwi.com deal was found by Cheapflights users on 11/24. 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. 12/86:15 amYWG - SAN
1 stop7h 30mWestJet
mié. 12/1012:35 pmSAN - YWG
1 stop8h 06mWestJet
Deal found 11/24$180
This Kiwi.com deal was found by Cheapflights users on 11/24. 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. 12/86:15 amYWG - SAN
1 stop7h 30mWestJet
vie. 12/1212:35 pmSAN - YWG
1 stop10h 06mWestJet
Deal found 11/24$206
This United Airlines deal was found by Cheapflights users on 11/24. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 12/88:40 amYWG - SAN
1 stop8h 24mUnited Airlines
lun. 12/85:08 pmSAN - YWG
1 stop16h 49mUnited Airlines
Deal found 11/24$219
This United Airlines deal was found by Cheapflights users on 11/24. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 12/92:20 pmYWG - SAN
1 stop10h 10mUnited Airlines
sáb. 12/135:08 pmSAN - YWG
1 stop16h 49mUnited Airlines
Deal found 11/24$225
This United Airlines deal was found by Cheapflights users on 11/24. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 12/92:20 pmYWG - SAN
2 stops11h 22mUnited Airlines
mié. 12/106:15 amSAN - YWG
2 stops12h 40mUnited Airlines
Deal found 11/24$232
This Delta deal was found by Cheapflights users on 11/25. 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.
mar. 12/95:45 pmYWG - SAN
1 stop7h 59mDelta
vie. 12/122:12 pmSAN - YWG
1 stop7h 32mDelta
Deal found 11/25$238
This Kiwi.com deal was found by Cheapflights users on 11/25. 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.
mar. 12/92:40 pmYWG - SAN
2 stops23h 05mWestJet
vie. 12/1212:35 pmSAN - YWG
1 stop10h 06mWestJet
Deal found 11/25$254
This Kiwi.com deal was found by Cheapflights users on 11/25. 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.
dom. 12/78:30 pmYWG - SAN
2 stops17h 15mMultiple Airlines
mié. 12/1012:35 pmSAN - YWG
1 stop8h 06mMultiple Airlines
Deal found 11/25$256
This Kiwi.com deal was found by Cheapflights users on 11/25. 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.
mar. 12/95:55 amYWG - SAN
2 stops13h 58mMultiple Airlines
mié. 12/1012:35 pmSAN - YWG
1 stop8h 06mMultiple Airlines
Deal found 11/25$265

Cheap flight deals from Winnipeg to San Diego

Discover tips and strategies to find the most affordable flight options for your journey from Winnipeg (YWG) to San Diego (SAN). 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 noviembre 26, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$180
(Kiwi.com)

One-way from

$127
(Trip.com)

Popular in

October

Cheapest in

August

Average price

$389
Provider with most accurate pricing for Winnipeg-San Diego flight deals.
Search Deals
Provider most trusted by Cheapflights users for Winnipeg-San Diego flights.
Search Deals
From Winnipeg to San Diego
Search Deals
One-way flight from Winnipeg to San Diego
Search Deals
Highest demand for flights based on searches. 16% potential increase in price ($61 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($11 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Winnipeg to San Diego 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 noviembre 26, 2025.
Use the filters below to find and compare flights from Winnipeg to San Diego that are best for you.

Fly from

Winnipeg

Fly to

San Diego

Route

Depart

Return

Price

WinnipegSan Diego

YWG - SAN

YWGSAN

Winnipeg

mar. 12/9

2:20 pm-10:30 pm

1 stop10h 10m

San Diego

mié. 12/10

11:11 am-8:55 pm

1 stop7h 44m

$225

WinnipegSan Diego

YWG - SAN

YWGSAN

Winnipeg

mar. 12/9

2:20 pm-10:30 pm

1 stop10h 10m

San Diego

vie. 12/12

5:08 pm-11:57 am

1 stop16h 49m

$225

WinnipegSan Diego

YWG - SAN

YWGSAN

Winnipeg

lun. 12/8

2:20 pm-10:30 pm

1 stop10h 10m

San Diego

mar. 12/9

5:08 pm-11:57 am

1 stop16h 49m

$225

WinnipegSan Diego

YWG - SAN

YWGSAN

Winnipeg

lun. 12/8

2:20 pm-10:30 pm

2 stops10h 10m

San Diego

mié. 12/10

6:30 am-8:55 pm

1 stop12h 25m

$232

WinnipegSan Diego

YWG - SAN

YWGSAN

Winnipeg

mar. 12/9

2:20 pm-11:42 pm

2 stops11h 22m

San Diego

jue. 12/11

12:50 pm-8:55 pm

1 stop6h 05m

$232

WinnipegSan Diego

YWG - SAN

YWGSAN

Winnipeg

vie. 1/9

5:05 pm-1:51 pm

1 stop22h 46m

$127

WinnipegSan Diego

YWG - SAN

YWGSAN

Winnipeg

jue. 12/4

7:30 am-3:38 pm

1 stop10h 08m

$213

WinnipegSan Diego

YWG - SAN

YWGSAN

Winnipeg

vie. 12/5

9:00 pm-3:38 pm

3 stops44h 38m

$242

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/25

Compare providers for flights from Winnipeg to San Diego

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Winnipeg to San Diego in November.
ProviderPrice AccuracyTrust Score*
FlightHubPrice Accuracy3 starsTrust Score*1 star
ExpediaPrice Accuracy2 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
oojoPrice Accuracy3 starsTrust Score*3 stars
Trip.comPrice Accuracy2 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Winnipeg-San Diego flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Winnipeg-San Diego flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Winnipeg-San Diego flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Winnipeg-San Diego flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Winnipeg-San Diego flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Winnipeg to San Diego

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

How far ahead should I book a flight from Winnipeg to San Diego?

Use this chart to determine the optimal time to book a round-trip flight from Winnipeg to San Diego. Price data was last updated on November 21, 2025.

The best time to book flights from Winnipeg to San Diego is 49 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

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

Currently, June is the cheapest month in which you can book a flight from Winnipeg to San Diego (average of $121). Flying from Winnipeg to San Diego in August is currently the most expensive (average of $223). 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 Winnipeg to San Diego?

Reviews of airlines servicing San Diego

Get insights into the airlines that provide service to San Diego. 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 San Diego. Reviews last updated noviembre 26, 2025.
Get a feel of what it's like to fly with WestJet from Winnipeg to San Diego by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
WestJet
7.2
Good
3,177 reviews

Crew

7.9

Entertainment

6.1

Food

6.2

Boarding

7.4

Comfort

7.1

Overall

7.2

Reviews

1 / 20
10.0
Excellent

Anonymous,Oct 2024

YYZ - MCO

Friendly staff and thanks to the pilots who take care of us during the flights.
WestJet
7.2
Good
3,177 reviews
WestJet
7.2
Good
3,177 reviews

Crew

7.9

Entertainment

6.1

Food

6.2

Boarding

7.4

Comfort

7.1

Overall

7.2

Reviews

1 / 20
10.0
Excellent

Anonymous,Oct 2024

YYZ - MCO

Friendly staff and thanks to the pilots who take care of us during the flights.

Related info for your journey

Find useful and relevant information for your journey from Winnipeg to San Diego. 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 Winnipeg to San Diego?

    A quick flight from Winnipeg to San Diego can take about 10h 10m. United Airlines provides one of the quickest options available for as low as $225. There are 1564 mi between Winnipeg and San Diego.

  • What is the cheapest airline to fly from Winnipeg to San Diego round-trip?

    Our cheapest airline available from Winnipeg to San Diego is WestJet. Our recent data shows that you can find tickets from as low as $187 on this airline. WestJet is priced at 41% lower than the current average price of a flight leaving 3 months from now.

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

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

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

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

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

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

    Currently, June is the cheapest month in which you can book a flight from Winnipeg to San Diego (average of $121). Flying from Winnipeg to San Diego in August is currently the most expensive (average of $223). 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 San Diego?

Book flights to San Diego if you plan to visit one of these locations
El Cajon
Chula Vista
Coronado
La Mesa
Poway
Lemon Grove
National City

Browse thousands of different options on Cheapflights for your next trip

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Top airline flying from Winnipeg to San Diego

Discover the top airline that operate flights from Winnipeg to San Diego. 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 noviembre 26, 2025.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapest$187Average$296FlexibilityNo cancel feeOn-time60%

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