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San Diego

$156+ 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 5/23. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — SAN
May 10 — May 171
Sun 5/10
Sun 5/17
1 adult, Economy
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Cheap 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 April 10, 2026.

This oojo deal was found by Cheapflights users on 4/7. 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.
Fri 5/227:00 am
YWG
-
SAN
2 stops9h 10m
WestJet
Fri 5/293:30 pm
SAN
-
YWG
1 stop7h 25m
WestJet
Deal found 4/7$260
This oojo deal was found by Cheapflights users on 4/6. 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.
Mon 5/47:00 am
YWG
-
SAN
1 stop9h 10m
WestJet
Fri 5/153:30 pm
SAN
-
YWG
1 stop7h 25m
WestJet
Deal found 4/6$262
This Kiwi.com deal was found by Cheapflights users on 4/6. 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.
Sun 5/37:00 am
YWG
-
SAN
1 stop9h 10m
WestJet
Thu 5/143:30 pm
SAN
-
YWG
1 stop7h 25m
WestJet
Deal found 4/6$268
This oojo deal was found by Cheapflights users on 4/8. 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 5/237:00 am
YWG
-
SAN
2 stops9h 10m
WestJet
Sat 5/303:30 pm
SAN
-
YWG
2 stops15h 50m
WestJet
Deal found 4/8$293
This WestJet deal was found by Cheapflights users on 4/5. 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.
Sat 5/27:00 am
YWG
-
SAN
2 stops9h 10m
WestJet
Wed 5/63:30 pm
SAN
-
YWG
1 stop7h 25m
WestJet
Deal found 4/5$308
This United Airlines deal was found by Cheapflights users on 4/6. 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.
Mon 5/48:45 am
YWG
-
SAN
1 stop14h 27m
United Airlines
Tue 5/1210:40 pm
SAN
-
YWG
1 stop11h 12m
United Airlines
Deal found 4/6$311

Find 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 April 10, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$260
(oojo)

One-way from

$156
(Trip.com)

Popular in

February

Cheapest in

August

Average price

$289
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. 6% potential increase in price ($26 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($7 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 2026
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 April 10, 2026.
Use the filters below to find and compare flights from Winnipeg to San Diego that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

WinnipegSan Diego

YWG - SAN

YWGSAN

Winnipeg

Mon 5/4

7:00 am-2:10 pm

1 stop9h 10m

San Diego

Fri 5/15

3:30 pm-12:55 am

1 stop7h 25m

$262

WinnipegSan Diego

YWG - SAN

YWGSAN

Winnipeg

Mon 5/4

8:45 am-11:59 pm

2 stops17h 14m

San Diego

Tue 5/12

1:35 pm-11:52 am

2 stops20h 17m

$313

WinnipegSan Diego

YWG - SAN

YWGSAN

Winnipeg

Tue 5/5

8:45 am-8:14 pm

2 stops13h 29m

San Diego

Mon 5/11

4:49 pm-11:52 am

1 stop17h 03m

$313

WinnipegSan Diego

YWG - SAN

YWGSAN

Winnipeg

Wed 5/6

2:00 pm-10:39 pm

1 stop10h 39m

San Diego

Tue 5/12

4:04 pm-11:52 am

2 stops17h 48m

$313

WinnipegSan Diego

YWG - SAN

YWGSAN

Winnipeg

Sat 5/9

8:45 am-8:02 pm

2 stops13h 17m

San Diego

Tue 5/12

4:49 pm-11:52 am

1 stop17h 03m

$314
Cheapest one-way

WinnipegSan Diego

YWG - SAN

YWGSAN

Winnipeg

Sat 5/23

7:00 am-2:10 pm

2 stops9h 10m

$156

WinnipegSan Diego

YWG - SAN

YWGSAN

Winnipeg

Thu 5/21

11:55 am-8:39 pm

1 stop10h 44m

$184
Quickest one-way

WinnipegSan Diego

YWG - SAN

YWGSAN

Winnipeg

Sat 5/23

3:50 pm-8:36 pm

1 stop6h 46m

$184

WinnipegSan Diego

YWG - SAN

YWGSAN

Winnipeg

Mon 5/25

7:00 am-2:10 pm

2 stops9h 10m

$202

WinnipegSan Diego

YWG - SAN

YWGSAN

Winnipeg

Mon 5/25

12:50 pm-3:31 pm

3 stops28h 41m

$230

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/7

Showing 1-10 of 11 resultsSorted by cheapest first
1
2

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 April.
ProviderPrice AccuracyTrust Score*
FlightHubPrice Accuracy3 starsTrust Score*3 stars
ExpediaPrice Accuracy1 starTrust Score*3 stars
oojoPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
Trip.comPrice Accuracy1 starTrust 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 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.

Cheapflights Insights

Everything you need to know about your flight from Winnipeg to San Diego

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 September is currently the most expensive (average of $231). 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 April 10, 2026.
Get a feel of what it's like to fly with Delta 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
7.9
Good
8,398 reviews

Overall

7.9

Entertainment

7.8

Boarding

8.1

Food

7.2

Crew

8.5

Comfort

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
7.9
Good
8,398 reviews
Delta
7.9
Good
8,398 reviews

Overall

7.9

Entertainment

7.8

Boarding

8.1

Food

7.2

Crew

8.5

Comfort

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.

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

    A quick flight from Winnipeg to San Diego can take about 9h 10m. WestJet provides one of the quickest options available for as low as $262. 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 Delta. Our recent data shows that you can find tickets from as low as $266 on this airline. Delta is priced at 23% 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 September is currently the most expensive (average of $231). 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
National City
Coronado
La Mesa
Poway
Julian
Lemon Grove

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 April 10, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$266Average$345FlexibilityNo cancel feeOn-timeN/A

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