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$153+ 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 10/31. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — SAN
Jun 21 — Jun 281
Sat 6/21
Sat 6/28
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 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 June 16, 2025.

Round-trip from

$193
(Trip.com)

One-way from

$153
(FlightHub)

Popular in

December

Cheapest in

January

Average price

$347
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. 6% potential increase in price ($23 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 June 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 June 16, 2025.

This Trip.com deal was found by Cheapflights users on 6/14. 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.
Wed 7/306:30 amYWG - SAN
1 stop8h 50mWestJet
Wed 8/62:05 pmSAN - YWG
1 stop7h 06mWestJet
Deal found 6/14$193
This Mytrip deal was found by Cheapflights users on 6/14. 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.
Wed 7/305:00 pmYWG - SAN
2 stops21h 09mMultiple Airlines
Wed 8/67:00 pmSAN - YWG
3 stops23h 16mMultiple Airlines
Deal found 6/14$332

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 June 16, 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

Wed 7/30

6:30 am-1:20 pm

1 stop8h 50m

San Diego

Wed 8/6

2:05 pm-11:11 pm

1 stop7h 06m

$193

WinnipegSan Diego

YWG - SAN

YWGSAN

Winnipeg

Wed 7/30

5:00 pm-12:09 pm

2 stops21h 09m

San Diego

Wed 8/6

7:00 pm-8:16 pm

3 stops23h 16m

$332

WinnipegSan Diego

YWG - SAN

YWGSAN

Winnipeg

Fri 10/31

6:20 am-12:45 pm

1 stop8h 25m

$153

WinnipegSan Diego

YWG - SAN

YWGSAN

Winnipeg

Thu 7/31

6:00 am-12:09 pm

1 stop8h 09m

$171

WinnipegSan Diego

YWG - SAN

YWGSAN

Winnipeg

Thu 7/31

6:30 am-7:46 am

3 stops27h 16m

$194

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/15

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 June 13, 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 June 16, 2025.
Delta
8.0
Very good
7,963 reviews

Crew

8.5

Comfort

7.9

Overall

8.0

Food

7.3

Boarding

8.2

Entertainment

7.9

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
7,963 reviews
Delta
8.0
Very good
7,963 reviews

Crew

8.5

Comfort

7.9

Overall

8.0

Food

7.3

Boarding

8.2

Entertainment

7.9

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
2,873 reviews
Delta
8.0
Very good
7,963 reviews

Crew

8.5

Comfort

7.9

Overall

8.0

Food

7.3

Boarding

8.2

Entertainment

7.9

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 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 $193 on this airline. WestJet is priced at 43% 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
National City
Imperial Beach
La Mesa
Alpine
Lemon Grove
Poway
Santee
Coronado

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 June 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapest$187Average$393FlexibilityNo cancel feeOn-time60%
DeltaCheapest$271Average$381FlexibilityNo cancel feeOn-timeN/A

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