$169+ 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 6/3. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — SAN
May 23 — May 301
Round-trip
1 adult, Economy
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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
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Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Winnipeg to San Diego
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Best
Last-minute
One-way
Cheapest flights from Winnipeg to San DiegoExplore 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 23, 2026.
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 23, 2026.
This Trip.com deal was found by Cheapflights users on 4/22. 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.
Thu 8/277:00 am
YWG
- SAN
1 stop9h 10m
WestJet
Wed 9/93:30 pm
SAN
- YWG
1 stop7h 25m
WestJet
Deal found 4/22![WestJet logo]()
$300
This oojo deal was found by Cheapflights users on 4/19. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/84:15 pm
YWG
- SAN
2 stops23h 55m
WestJet
Mon 5/113:30 pm
SAN
- YWG
1 stop7h 25m
WestJet
Deal found 4/19![WestJet logo]()
$307
This oojo deal was found by Cheapflights users on 4/19. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/197:00 am
YWG
- SAN
1 stop9h 10m
WestJet
Tue 6/163:30 pm
SAN
- YWG
2 stops15h 50m
WestJet
Deal found 4/19![WestJet logo]()
$308
This deal was found by Cheapflights users on 4/18. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/236:00 am
YWG
- SAN
1 stop10h 10m
WestJet
Sat 5/303:30 pm
SAN
- YWG
1 stop7h 25m
WestJet
Deal found 4/18![WestJet logo]()
$312
This oojo deal was found by Cheapflights users on 4/18. 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.
Wed 5/2012:50 pm
YWG
- SAN
2 stops27h 20m
WestJet
Wed 6/173:30 pm
SAN
- YWG
1 stop7h 25m
WestJet
Deal found 4/18![WestJet logo]()
$317
This WestJet deal was found by Cheapflights users on 4/19. 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 6/167:00 am
YWG
- SAN
1 stop9h 10m
WestJet
Sat 6/203:30 pm
SAN
- YWG
1 stop7h 25m
WestJet
Deal found 4/19![WestJet logo]()
$332
Best flights from Winnipeg to San DiegoDiscover carefully curated flight deals from Winnipeg to San Diego that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated April 23, 2026.
Discover carefully curated flight deals from Winnipeg to San Diego that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated April 23, 2026.
This oojo deal was found by Cheapflights users on 4/19. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/197:00 am
YWG
- SAN
1 stop9h 10m
WestJet
Tue 6/163:30 pm
SAN
- YWG
2 stops15h 50m
WestJet
Deal found 4/19![WestJet logo]()
$308
This United Airlines deal was found by Cheapflights users on 4/21. 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 5/72:00 pm
YWG
- SAN
2 stops11h 59m
United Airlines
Mon 5/114:49 pm
SAN
- YWG
1 stop17h 03m
United Airlines
Deal found 4/21![United Airlines logo]()
$379
This Delta deal was found by Cheapflights users on 4/20. 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 6/1612:46 pm
YWG
- SAN
1 stop10h 09m
Delta
Sat 6/2011:53 am
SAN
- YWG
1 stop9h 36m
Delta
Deal found 4/20![Delta logo]()
$447
This Trip.com deal was found by Cheapflights users on 4/19. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/87:10 pm
YWG
- SAN
1 stop21h 00m
WestJet
Mon 5/113:30 pm
SAN
- YWG
1 stop7h 25m
WestJet
Deal found 4/19![WestJet logo]()
$314
This Trip.com deal was found by Cheapflights users on 4/18. 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 5/209:05 pm
YWG
- SAN
1 stop19h 05m
WestJet
Wed 6/173:30 pm
SAN
- YWG
1 stop7h 25m
WestJet
Deal found 4/18![WestJet logo]()
$318
This WestJet deal was found by Cheapflights users on 4/19. 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 6/167:00 am
YWG
- SAN
1 stop9h 10m
WestJet
Sat 6/203:30 pm
SAN
- YWG
1 stop7h 25m
WestJet
Deal found 4/19![WestJet logo]()
$332
This United Airlines deal was found by Cheapflights users on 4/21. 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.
Tue 6/168:45 am
YWG
- SAN
2 stops17h 09m
United Airlines
Sat 6/206:30 am
SAN
- YWG
1 stop12h 27m
United Airlines
Deal found 4/21![United Airlines logo]()
$425
This Trip.com deal was found by Cheapflights users on 4/19. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/176:00 am
YWG
- SAN
1 stop10h 10m
WestJet
Sun 5/243:30 pm
SAN
- YWG
1 stop17h 40m
WestJet
Deal found 4/19![WestJet logo]()
$346
This oojo deal was found by Cheapflights users on 4/22. 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 5/224:15 pm
YWG
- SAN
2 stops23h 55m
WestJet
Thu 5/283:30 pm
SAN
- YWG
1 stop7h 25m
WestJet
Deal found 4/22![WestJet logo]()
$351
Last-minute flights from Winnipeg to San DiegoDiscover last-minute flight deals from Winnipeg to San Diego. Data last updated April 23, 2026 and is based on user searches.
Discover last-minute flight deals from Winnipeg to San Diego. Data last updated April 23, 2026 and is based on user searches.
This oojo deal was found by Cheapflights users on 4/19. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/84:15 pm
YWG
- SAN
2 stops23h 55m
WestJet
Mon 5/113:30 pm
SAN
- YWG
1 stop7h 25m
WestJet
Deal found 4/19![WestJet logo]()
$307
This oojo deal was found by Cheapflights users on 4/22. 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 5/97:00 am
YWG
- SAN
2 stops33h 10m
WestJet
Thu 5/143:30 pm
SAN
- YWG
1 stop7h 25m
WestJet
Deal found 4/22![WestJet logo]()
$351
This Trip.com deal was found by Cheapflights users on 4/19. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/176:00 am
YWG
- SAN
1 stop10h 10m
WestJet
Sun 5/243:30 pm
SAN
- YWG
1 stop17h 40m
WestJet
Deal found 4/19![WestJet logo]()
$346
This oojo deal was found by Cheapflights users on 4/19. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/197:00 am
YWG
- SAN
1 stop9h 10m
WestJet
Tue 6/163:30 pm
SAN
- YWG
2 stops15h 50m
WestJet
Deal found 4/19![WestJet logo]()
$308
This oojo deal was found by Cheapflights users on 4/18. 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.
Wed 5/2012:50 pm
YWG
- SAN
2 stops27h 20m
WestJet
Wed 6/173:30 pm
SAN
- YWG
1 stop7h 25m
WestJet
Deal found 4/18![WestJet logo]()
$317
This deal was found by Cheapflights users on 4/18. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/236:00 am
YWG
- SAN
1 stop10h 10m
WestJet
Sat 5/303:30 pm
SAN
- YWG
1 stop7h 25m
WestJet
Deal found 4/18![WestJet logo]()
$312
One-way flights from Winnipeg to San DiegoSearch for one-way flight options from Winnipeg to San Diego. Find affordable one-way fares based on user searches. Data last updated April 23, 2026.
Search for one-way flight options from Winnipeg to San Diego. Find affordable one-way fares based on user searches. Data last updated April 23, 2026.
This Trip.com deal was found by Cheapflights users on 4/18. 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 6/37:00 am
YWG
- SAN
2 stops9h 10m
WestJet
Deal found 4/18![WestJet logo]()
$169
This Trip.com deal was found by Cheapflights users on 4/18. 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 6/156:00 am
YWG
- SAN
3 stops15h 34m
Multiple Airlines
Deal found 4/18![Multiple Airlines logo]()
$178
This Kiwi.com deal was found by Cheapflights users on 4/18. 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.
Wed 6/37:00 am
YWG
- SAN
3 stops16h 12m
Multiple Airlines
Deal found 4/18![Multiple Airlines logo]()
$185
This WestJet deal was found by Cheapflights users on 4/19. 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.
Mon 6/17:00 am
YWG
- SAN
1 stop9h 10m
WestJet
Deal found 4/19![WestJet logo]()
$191
This deal was found by Cheapflights users on 4/20. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/187:00 am
YWG
- SAN
1 stop9h 10m
WestJet
Deal found 4/20![WestJet logo]()
$192
This Delta deal was found by Cheapflights users on 4/18. 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 6/33:50 pm
YWG
- SAN
1 stop6h 45m
Delta
Deal found 4/18![Delta logo]()
$197
This Delta deal was found by Cheapflights users on 4/21. 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.
Fri 6/55:41 pm
YWG
- SAN
1 stop8h 00m
Delta
Deal found 4/21![Delta logo]()
$218
This oojo deal was found by Cheapflights users on 4/20. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/114:15 pm
YWG
- SAN
2 stops25h 40m
WestJet
Deal found 4/20![WestJet logo]()
$220
This Delta deal was found by Cheapflights users on 4/20. 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.
Fri 7/103:59 pm
YWG
- SAN
1 stop9h 31m
Delta
Deal found 4/20![Delta logo]()
$224
This Kiwi.com deal was found by Cheapflights users on 4/22. 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.
Mon 7/66:00 am
YWG
- SAN
3 stops40h 58m
Multiple Airlines
Deal found 4/22![Multiple Airlines logo]()
$238
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 23, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $307 (oojo) |
One-way from | $169 (Trip.com) |
Popular in | February |
Cheapest in | August |
Average price | $289 |
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 23, 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
Cheapest round-trip
WinnipegSan Diego
YWG - SAN
YWGSAN
Winnipeg
Tue 5/19
7:00 am-2:10 pm
1 stop9h 10m
San Diego
Tue 6/16
3:30 pm-9:20 am
2 stops15h 50m
$308
WinnipegSan Diego
YWG - SAN
YWGSAN
Winnipeg
Fri 5/8
7:10 pm-2:10 pm
1 stop21h 00m
San Diego
Mon 5/11
3:30 pm-12:55 am
1 stop7h 25m
$314
WinnipegSan Diego
YWG - SAN
YWGSAN
Winnipeg
Wed 5/20
9:05 pm-2:10 pm
1 stop19h 05m
San Diego
Wed 6/17
3:30 pm-12:55 am
1 stop7h 25m
$318
Quickest round-trip
WinnipegSan Diego
YWG - SAN
YWGSAN
Winnipeg
Tue 6/16
7:00 am-2:10 pm
1 stop9h 10m
San Diego
Sat 6/20
3:30 pm-12:55 am
1 stop7h 25m
$332
WinnipegSan Diego
YWG - SAN
YWGSAN
Winnipeg
Sun 5/17
6:00 am-2:10 pm
1 stop10h 10m
San Diego
Sun 5/24
3:30 pm-11:10 am
1 stop17h 40m
$346
WinnipegSan Diego
YWG - SAN
YWGSAN
Winnipeg
Fri 5/22
4:15 pm-2:10 pm
2 stops23h 55m
San Diego
Thu 5/28
3:30 pm-12:55 am
1 stop7h 25m
$351
WinnipegSan Diego
YWG - SAN
YWGSAN
Winnipeg
Thu 5/7
2:00 pm-11:59 pm
2 stops11h 59m
San Diego
Mon 5/11
4:49 pm-11:52 am
1 stop17h 03m
$379
WinnipegSan Diego
YWG - SAN
YWGSAN
Winnipeg
Tue 6/16
8:45 am-11:54 pm
2 stops17h 09m
San Diego
Sat 6/20
6:30 am-8:57 pm
1 stop12h 27m
$425
WinnipegSan Diego
YWG - SAN
YWGSAN
Winnipeg
Tue 6/16
12:46 pm-8:55 pm
1 stop10h 09m
San Diego
Sat 6/20
11:53 am-11:29 pm
1 stop9h 36m
$447
Cheapest one-way
WinnipegSan Diego
YWG - SAN
YWGSAN
Winnipeg
Wed 6/3
7:00 am-2:10 pm
2 stops9h 10m
$169
Showing 1-10 of 20 resultsSorted by cheapest first
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.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy1 star | Trust Score*3 stars |
- 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.
YWG-SAN
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, August is the cheapest month in which you can book a flight from Winnipeg to San Diego (average of $263). Flying from Winnipeg to San Diego in February is currently the most expensive (average of $416). 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 23, 2026.
Get a feel of what it's like to fly with 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.
Boarding
7.4
Food
6.2
Comfort
7.0
Entertainment
6.1
Crew
7.9
Overall
7.2
Reviews
1 / 20
10.0
ExcellentAnonymous,Oct 2024
YYZ - MCO
Boarding
7.4
Food
6.2
Comfort
7.0
Entertainment
6.1
Crew
7.9
Overall
7.2
Reviews
1 / 20
10.0
ExcellentAnonymous,Oct 2024
YYZ - MCO
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.
Traveling to a place near San Diego?
Book flights to San Diego if you plan to visit one of these locationsEl Cajon
Chula Vista
National City
Coronado
La Mesa
Poway
Julian
Lemon Grove
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Winnipeg and San Diego flights
Browse other Winnipeg and San Diego flight options. Last updated on April 23, 2026.
Other flights from Winnipeg
Browse through other flights departing from Winnipeg. Flights are based on user searches made on Cheapflights and were last updated on April 23, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Other flights to San Diego
Explore flights to San Diego departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on April 23, 2026.
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 23, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$245 | Average$358 | FlexibilityNo cancel fee | On-time60% |