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$155+ 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 8/30. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — SAN
Jul 23 — Jul 301
Wed 7/23
Wed 7/30
1 adult, Economy
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Cheapflights Tip: The best prices from Winnipeg to San Diego are usually found in January or May, booked 90 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 July 18, 2025.

Round-trip from

$317
(Trip.com)

One-way from

$155
(Trip.com)

Popular in

December

Cheapest in

January

Average price

$355
From Winnipeg to San Diego
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One-way flight from Winnipeg to San Diego
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Highest demand for flights based on searches. 4% potential increase in price ($16 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($11 potential savings vs. average RT price).
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Average for round-trip flights in July 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 July 18, 2025.

This Trip.com deal was found by Cheapflights users on 7/16. 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.
Mon 9/158:30 amYWG - SAN
1 stop6h 50mWestJet
Sat 9/202:05 pmSAN - YWG
1 stop8h 25mWestJet
Deal found 7/16$317
This Delta deal was found by Cheapflights users on 7/17. 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.
Wed 11/125:38 pmYWG - SAN
1 stop7h 46mDelta
Tue 12/166:15 amSAN - YWG
2 stops15h 17mDelta
Deal found 7/17$339
This United Airlines deal was found by Cheapflights users on 7/17. 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.
Wed 11/128:40 amYWG - SAN
1 stop8h 20mUnited Airlines
Tue 12/168:45 amSAN - YWG
1 stop10h 10mUnited Airlines
Deal found 7/17$354
This Air Canada deal was found by Cheapflights users on 7/17. 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.
Fri 10/310:25 amYWG - SAN
1 stop7h 26mAir Canada
Sat 10/114:40 pmSAN - YWG
1 stop7h 07mAir Canada
Deal found 7/17$362

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 July 18, 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

Mon 9/15

8:30 am-1:20 pm

1 stop6h 50m

San Diego

Sat 9/20

2:05 pm-12:30 am

1 stop8h 25m

$317

WinnipegSan Diego

YWG - SAN

YWGSAN

Winnipeg

Fri 10/3

6:40 am-6:00 pm

2 stops13h 20m

San Diego

Sat 10/11

10:05 am-11:32 pm

2 stops11h 27m

$353

WinnipegSan Diego

YWG - SAN

YWGSAN

Winnipeg

Fri 10/3

10:25 am-3:51 pm

1 stop7h 26m

San Diego

Sat 10/11

4:40 pm-1:47 am

1 stop7h 07m

$362

WinnipegSan Diego

YWG - SAN

YWGSAN

Winnipeg

Mon 9/15

4:25 pm-10:14 pm

1 stop7h 49m

San Diego

Sat 9/20

5:56 pm-3:31 pm

3 stops19h 35m

$368

WinnipegSan Diego

YWG - SAN

YWGSAN

Winnipeg

Sat 8/30

6:30 am-1:20 pm

1 stop8h 50m

$155

WinnipegSan Diego

YWG - SAN

YWGSAN

Winnipeg

Sat 8/30

12:30 pm-11:37 pm

3 stops13h 07m

$195

WinnipegSan Diego

YWG - SAN

YWGSAN

Winnipeg

Thu 7/31

8:30 am-1:20 pm

1 stop6h 50m

$354

WinnipegSan Diego

YWG - SAN

YWGSAN

Winnipeg

Sun 8/10

6:15 am-9:53 pm

2 stops17h 38m

$533

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/16

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 July 11, 2025.

The best time to book flights from Winnipeg to San Diego is 87 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.

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 July 18, 2025.
Get a feel of what it's like to fly with Delta, United Airlines, and 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.
Delta
8.0
Very good
7,959 reviews

Food

7.3

Crew

8.5

Comfort

7.9

Entertainment

7.9

Boarding

8.2

Overall

8.0

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
7,959 reviews
Delta
8.0
Very good
7,959 reviews

Food

7.3

Crew

8.5

Comfort

7.9

Entertainment

7.9

Boarding

8.2

Overall

8.0

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
8,864 reviews
Delta
8.0
Very good
7,959 reviews

Food

7.3

Crew

8.5

Comfort

7.9

Entertainment

7.9

Boarding

8.2

Overall

8.0

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
2,948 reviews
Delta
8.0
Very good
7,959 reviews

Food

7.3

Crew

8.5

Comfort

7.9

Entertainment

7.9

Boarding

8.2

Overall

8.0

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
7.1
Good
9,738 reviews
Delta
8.0
Very good
7,959 reviews

Food

7.3

Crew

8.5

Comfort

7.9

Entertainment

7.9

Boarding

8.2

Overall

8.0

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 WestJet. Our recent data shows that you can find tickets from as low as $317 on this airline. Additional options worth looking into are Delta and United Airlines, starting at $339 and $354 round-trip. WestJet is priced at 7% lower than the current average price of a flight leaving 3 months from now.

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

    One-way options have recently been found by users for as low as $155 on WestJet. Other airlines that offer cheap prices include Delta from $354 and Air Canada from $533 one-way.

  • 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 San Diego?

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

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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 July 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapest$187Average$351FlexibilityNo cancel feeOn-time60%
DeltaCheapest$266Average$365FlexibilityNo cancel feeOn-timeN/A

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