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$239+ Cheap flights from Winnipeg (YWG) to San Diego (SAN)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 3/18. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — SAN
Feb 25 — Mar 41
Tue 2/25
Tue 3/4
1 adult, Economy
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The best prices from Winnipeg to San Diego are usually found in January or February, booked 67 days in advance, depart on a Saturday or Wednesday and return on a Wednesday

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 February 20, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$239
(Air Canada)

Popular in

September

Cheapest in

January

Average price

$334
Provider with most accurate pricing for Winnipeg-San Diego flight deals.
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Provider most trusted by Cheapflights users for Winnipeg-San Diego flights.
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From Winnipeg to San Diego
Search Deals
Highest demand for flights based on searches. 5% potential increase in price ($22 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($6 potential savings vs. average RT price).
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Average for round-trip flights in February 2025
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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 February 20, 2025.

This Air Canada deal was found by Cheapflights users on 2/20. 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.
Tue 3/182:15 pmYWG - SAN
1 stop10h 30mAir Canada
Fri 3/2110:25 pmSAN - YWG
1 stop15h 03mAir Canada
Deal found 2/20$239
This Delta deal was found by Cheapflights users on 2/20. 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.
Tue 3/188:50 amYWG - SAN
1 stop6h 15mDelta
Fri 3/2110:00 pmSAN - YWG
2 stops16h 53mDelta
Deal found 2/20$254
This Mytrip deal was found by Cheapflights users on 2/20. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/75:00 pmYWG - SAN
1 stop16h 16mMultiple Airlines
Mon 4/148:14 amSAN - YWG
3 stops14h 30mMultiple Airlines
Deal found 2/20$261
This WestJet deal was found by Cheapflights users on 2/19. 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 WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/2512:25 pmYWG - SAN
2 stops25h 21mWestJet
Thu 5/12:05 pmSAN - YWG
2 stops25h 21mWestJet
Deal found 2/19$357
This United Airlines deal was found by Cheapflights users on 2/20. 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.
Thu 3/204:30 pmYWG - SAN
2 stops18h 43mUnited Airlines
Thu 3/277:24 pmSAN - YWG
2 stops16h 03mUnited Airlines
Deal found 2/20$442

Find flights from Winnipeg to San Diego within your budget

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 February 20, 2025.

Fly from

Winnipeg

Fly to

San Diego

Route

Depart

Return

Price

WinnipegSan Diego

YWG - SAN

YWGSAN

Winnipeg

Tue 3/18

2:15 pm-10:45 pm

1 stop10h 30m

San Diego

Fri 3/21

10:25 pm-3:28 pm

1 stop15h 03m

$239

WinnipegSan Diego

YWG - SAN

YWGSAN

Winnipeg

Tue 3/18

12:53 pm-10:48 pm

2 stops11h 55m

San Diego

Fri 3/21

6:58 pm-12:02 pm

2 stops15h 04m

$254

WinnipegSan Diego

YWG - SAN

YWGSAN

Winnipeg

Mon 4/7

5:00 pm-7:16 am

1 stop16h 16m

San Diego

Mon 4/14

8:14 am-12:44 am

3 stops14h 30m

$261

WinnipegSan Diego

YWG - SAN

YWGSAN

Winnipeg

Tue 3/25

12:25 pm-11:46 am

2 stops25h 21m

San Diego

Thu 5/1

2:05 pm-5:26 pm

2 stops25h 21m

$357

WinnipegSan Diego

YWG - SAN

YWGSAN

Winnipeg

Thu 3/20

4:30 pm-9:13 am

2 stops18h 43m

San Diego

Thu 3/27

7:24 pm-1:27 pm

2 stops16h 03m

$442

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/20

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 February.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
Kiwi.comPrice Accuracy3 starsTrust Score*2 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 FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Winnipeg-San Diego flight deals on Cheapflights vs. FlightHub >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 FlightHub the most. FlightHub 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.

Travel insights for flights from Winnipeg to San Diego

Get recent, data-driven insights about flights from Winnipeg to San Diego including ideal travel times, pricing trends, and more.

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 February 14, 2025.

The best time to book flights from Winnipeg to San Diego is 66 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, August is the cheapest month in which you can book a flight from Winnipeg to San Diego (average of $286). Flying from Winnipeg to San Diego in March is currently the most expensive (average of $366). 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.

Rainfall in San Diego by month

Plan your trip to San Diego by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in San Diego ranges from 0.0 - 2.3 inches per month. February is typically the wettest month, when rainfall can reach 2.3 in. July is typically the driest time to visit San Diego when rainfall is around 0.0 in.

Temperature in San Diego by month

Plan your trip to San Diego by taking into account the average temperature totals by month.

If weather is an important factor for your trip to San Diego, use this chart to help with planning. For those seeking warmer temperatures, August is the ideal time of year to visit, when temperatures reach an average of 71.6 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 57.2 F).

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 February 20, 2025.
Delta
8.0
Very good
8,219 reviews

Comfort

8.0

Entertainment

7.9

Food

7.3

Overall

8.0

Crew

8.5

Boarding

8.2

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Delta
8.0
Very good
8,219 reviews
Delta
8.0
Very good
8,219 reviews

Comfort

8.0

Entertainment

7.9

Food

7.3

Overall

8.0

Crew

8.5

Boarding

8.2

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

United Airlines
7.4
Good
8,765 reviews
Delta
8.0
Very good
8,219 reviews

Comfort

8.0

Entertainment

7.9

Food

7.3

Overall

8.0

Crew

8.5

Boarding

8.2

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

WestJet
7.2
Good
2,801 reviews
Delta
8.0
Very good
8,219 reviews

Comfort

8.0

Entertainment

7.9

Food

7.3

Overall

8.0

Crew

8.5

Boarding

8.2

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Air Canada
7.0
Good
8,748 reviews
Delta
8.0
Very good
8,219 reviews

Comfort

8.0

Entertainment

7.9

Food

7.3

Overall

8.0

Crew

8.5

Boarding

8.2

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

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.

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

    Our cheapest airline available from Winnipeg to San Diego is Air Canada. Our recent data shows that you can find tickets from as low as $239 on this airline. Additional options worth looking into are Delta and WestJet, starting at $254 and $357 round-trip. Air Canada 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, August is the cheapest month in which you can book a flight from Winnipeg to San Diego (average of $286). Flying from Winnipeg to San Diego in March is currently the most expensive (average of $366). 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
El Cajon
Chula Vista
Lemon Grove
National City
Imperial Beach
La Mesa
Alpine
Poway
Santee
Coronado
Borrego Springs

Browse thousands of different options on Cheapflights for your next trip

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Top 2 airlines flying from Winnipeg to San Diego

Discover the top 2 airlines 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 February 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapest$251Average$408FlexibilityNo cancel feeOn-time60%
DeltaCheapest$284Average$434FlexibilityNo cancel feeOn-timeN/A
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