HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
San Diego

$154+ 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 12/3. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — SAN
Aug 23 — Aug 301
Sat 8/23
Sat 8/30
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Winnipeg to San Diego with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 August 18, 2025.

Round-trip from

$287
(Trip.com)

One-way from

$154
(KAYAK)

Popular in

November

Cheapest in

January

Average price

$371
From Winnipeg to San Diego
Search Deals
One-way flight from Winnipeg to San Diego
Search Deals
Highest demand for flights based on searches. 24% potential increase in price ($112 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($16 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in August 2025
Search Deals

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 August 18, 2025.

This Trip.com deal was found by Cheapflights users on 8/15. 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.
Tue 12/29:00 pmYWG - SAN
1 stop16h 45mWestJet
Fri 12/1212:35 pmSAN - YWG
2 stops9h 15mWestJet
Deal found 8/15$287
This Delta deal was found by Cheapflights users on 8/16. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/138:35 amYWG - SAN
1 stop6h 11mDelta
Sat 9/2011:23 amSAN - YWG
2 stops10h 04mDelta
Deal found 8/16$305
This United Airlines deal was found by Cheapflights users on 8/16. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/122:20 pmYWG - SAN
1 stop10h 00mUnited Airlines
Tue 12/1611:11 amSAN - YWG
1 stop7h 44mUnited Airlines
Deal found 8/16$320
This Mytrip deal was found by Cheapflights users on 8/16. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/133:00 pmYWG - SAN
2 stops10h 34mMultiple Airlines
Sat 9/206:15 amSAN - YWG
3 stops16h 15mMultiple Airlines
Deal found 8/16$359
This oojo deal was found by Cheapflights users on 8/16. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/136:30 amYWG - SAN
1 stop8h 50mWestJet
Sat 9/202:05 pmSAN - YWG
1 stop7h 05mWestJet
Deal found 8/16$366
This United Airlines deal was found by Cheapflights users on 8/16. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/218:40 amYWG - SAN
2 stops27h 50mUnited Airlines
Thu 1/110:45 pmSAN - YWG
1 stop11h 12mUnited Airlines
Deal found 8/16$395

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 August 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

Tue 12/2

9:00 pm-11:45 am

1 stop16h 45m

San Diego

Fri 12/12

12:35 pm-11:50 pm

2 stops9h 15m

$287

WinnipegSan Diego

YWG - SAN

YWGSAN

Winnipeg

Sat 9/13

8:35 am-12:46 pm

1 stop6h 11m

San Diego

Sat 9/20

11:23 am-11:27 pm

2 stops10h 04m

$305

WinnipegSan Diego

YWG - SAN

YWGSAN

Winnipeg

Wed 11/12

5:38 pm-11:24 pm

1 stop7h 46m

San Diego

Tue 12/16

7:30 pm-11:38 am

2 stops14h 08m

$305

WinnipegSan Diego

YWG - SAN

YWGSAN

Winnipeg

Fri 2/6

5:55 am-4:08 pm

2 stops12h 13m

San Diego

Tue 2/10

8:20 am-12:39 am

2 stops14h 19m

$319

WinnipegSan Diego

YWG - SAN

YWGSAN

Winnipeg

Wed 11/12

2:20 pm-11:44 pm

2 stops11h 24m

San Diego

Tue 12/16

8:00 pm-11:57 am

2 stops13h 57m

$320

WinnipegSan Diego

YWG - SAN

YWGSAN

Winnipeg

Mon 11/17

2:20 pm-10:29 pm

2 stops10h 09m

San Diego

Mon 11/24

7:50 pm-11:57 am

2 stops14h 07m

$320

WinnipegSan Diego

YWG - SAN

YWGSAN

Winnipeg

Wed 12/3

6:15 am-11:45 am

1 stop7h 30m

$154

WinnipegSan Diego

YWG - SAN

YWGSAN

Winnipeg

Wed 12/3

4:10 pm-6:09 pm

2 stops27h 59m

$175

WinnipegSan Diego

YWG - SAN

YWGSAN

Winnipeg

Tue 12/2

4:10 pm-6:09 pm

2 stops27h 59m

$175

WinnipegSan Diego

YWG - SAN

YWGSAN

Winnipeg

Tue 12/2

6:00 am-12:03 pm

1 stop8h 03m

$177

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/16

Showing 1-10 of 12 results
1
2

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 August 8, 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 August 18, 2025.
Get a feel of what it's like to fly with Delta 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
7,981 reviews

Overall

8.0

Food

7.3

Boarding

8.2

Entertainment

7.9

Comfort

7.9

Crew

8.5

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
7,981 reviews
Delta
8.0
Very good
7,981 reviews

Overall

8.0

Food

7.3

Boarding

8.2

Entertainment

7.9

Comfort

7.9

Crew

8.5

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
3,023 reviews
Delta
8.0
Very good
7,981 reviews

Overall

8.0

Food

7.3

Boarding

8.2

Entertainment

7.9

Comfort

7.9

Crew

8.5

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.

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

    A quick flight from Winnipeg to San Diego can take about 6h 11m. WestJet provides one of the quickest options available for as low as $305. There are 1564 mi between Winnipeg and San Diego. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • 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 $187 on this airline. An additional option worth looking into is Delta, starting at $266. WestJet is priced at 46% 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 San Diego?

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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

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 August 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapest$187Average$296FlexibilityNo cancel feeOn-time60%
DeltaCheapest$266Average$354FlexibilityNo cancel feeOn-timeN/A

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.
Site
Privacy Preferences©2025 Cheapflights