$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 9/4. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — SAN
Sep 29 — Oct 61
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
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.Cheap flight deals from Winnipeg to San Diego
Cheapest
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 August 30, 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 August 30, 2026.
This Justfly.com deal was found by Cheapflights users on 8/28. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/26:00 am -
1 stop8h 40m
Wed 11/111:30 pm -
1 stop8h 40m
Deal found 8/28![WestJet logo]()
$204
This Kiwi.com deal was found by Cheapflights users on 8/28. 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.
Fri 11/137:35 am -
1 stop7h 05m
Sat 11/211:30 pm -
1 stop8h 40m
Deal found 8/28![WestJet logo]()
$252
This Trip.com deal was found by Cheapflights users on 8/28. 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 11/97:35 am -
1 stop7h 05m
Wed 11/181:30 pm -
1 stop8h 40m
Deal found 8/28![WestJet logo]()
$262
This Trip.com deal was found by Cheapflights users on 8/28. 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 11/116:00 am -
1 stop8h 40m
Fri 11/201:30 pm -
1 stop8h 40m
Deal found 8/28![WestJet logo]()
$264
This Justfly.com deal was found by Cheapflights users on 8/28. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/122:10 pm -
1 stop24h 30m
Fri 11/201:30 pm -
1 stop8h 40m
Deal found 8/28![WestJet logo]()
$267
This Justfly.com deal was found by Cheapflights users on 8/27. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/1412:50 pm -
2 stops27h 20m
Fri 9/183:30 pm -
1 stop7h 25m
Deal found 8/27![WestJet logo]()
$268
This Delta deal was found by Cheapflights users on 8/28. 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.
Mon 11/95:32 pm -
1 stop8h 21m
Tue 11/176:15 am -
1 stop8h 27m
Deal found 8/28![Delta logo]()
$275
This United Airlines deal was found by Cheapflights users on 8/27. 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.
Sat 9/58:45 am -
1 stop8h 05m
Mon 9/2110:30 pm -
1 stop11h 22m
Deal found 8/27![United Airlines logo]()
$284
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 August 30, 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 August 30, 2026.
This United Airlines deal was found by Cheapflights users on 8/26. 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.
Sat 9/198:45 am -
1 stop8h 05m
Tue 9/2912:37 pm -
1 stop6h 20m
Deal found 8/26![United Airlines logo]()
$285
This Delta deal was found by Cheapflights users on 8/25. 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 10/95:40 pm -
1 stop8h 08m
Tue 10/133:30 pm -
1 stop5h 49m
Deal found 8/25![Delta logo]()
$326
This United Airlines deal was found by Cheapflights users on 8/26. 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 9/228:45 am -
2 stops13h 17m
Wed 9/236:15 am -
2 stops12h 42m
Deal found 8/26![United Airlines logo]()
$289
This United Airlines deal was found by Cheapflights users on 8/28. 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 11/118:40 am -
2 stops10h 37m
Fri 11/2010:30 pm -
1 stop11h 53m
Deal found 8/28![United Airlines logo]()
$296
This United Airlines deal was found by Cheapflights users on 8/27. 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.
Sat 9/262:00 pm -
1 stop10h 41m
Sat 10/310:30 pm -
1 stop12h 07m
Deal found 8/27![United Airlines logo]()
$308
Last-minute flights from Winnipeg to San DiegoDiscover last-minute flight deals from Winnipeg to San Diego. Data last updated August 30, 2026 and is based on user searches.
Discover last-minute flight deals from Winnipeg to San Diego. Data last updated August 30, 2026 and is based on user searches.
This United Airlines deal was found by Cheapflights users on 8/27. 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.
Fri 9/42:00 pm -
2 stops21h 05m
Mon 9/214:55 pm -
1 stop16h 57m
Deal found 8/27![United Airlines logo]()
$410
This United Airlines deal was found by Cheapflights users on 8/27. 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.
Sat 9/58:45 am -
1 stop8h 05m
Mon 9/2110:30 pm -
1 stop11h 22m
Deal found 8/27![United Airlines logo]()
$284
This Justfly.com deal was found by Cheapflights users on 8/27. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/1412:50 pm -
2 stops27h 20m
Fri 9/183:30 pm -
1 stop7h 25m
Deal found 8/27![WestJet logo]()
$268
This Kiwi.com deal was found by Cheapflights users on 8/27. 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 9/145:00 pm -
1 stop25h 59m
Fri 9/183:30 pm -
1 stop7h 25m
Deal found 8/27![Multiple Airlines logo]()
$285
This United Airlines deal was found by Cheapflights users on 8/26. 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.
Sat 9/198:45 am -
2 stops10h 41m
Tue 9/298:45 am -
1 stop10h 12m
Deal found 8/26![United Airlines logo]()
$294
This United Airlines deal was found by Cheapflights users on 8/26. 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 9/228:45 am -
2 stops13h 17m
Wed 9/236:15 am -
2 stops12h 42m
Deal found 8/26![United Airlines logo]()
$289
This Kiwi.com deal was found by Cheapflights users on 8/25. 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.
Thu 9/249:05 pm -
2 stops45h 54m
Thu 10/13:30 pm -
1 stop7h 25m
Deal found 8/25![Multiple Airlines logo]()
$372
This United Airlines deal was found by Cheapflights users on 8/27. 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.
Sat 9/268:45 am -
1 stop8h 05m
Sat 10/37:41 pm -
2 stops14h 56m
Deal found 8/27![United Airlines logo]()
$308
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 August 30, 2026.
Search for one-way flight options from Winnipeg to San Diego. Find affordable one-way fares based on user searches. Data last updated August 30, 2026.
This United Airlines deal was found by Cheapflights users on 8/28. 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.
Fri 9/42:00 pm -
1 stop10h 10m
Deal found 8/28![United Airlines logo]()
$169
This United Airlines deal was found by Cheapflights users on 8/28. 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.
Sat 9/57:00 am -
2 stops12h 26m
Deal found 8/28![United Airlines logo]()
$172
This FlightHub deal was found by Cheapflights users on 8/28. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/1212:10 pm -
2 stops26h 30m
Deal found 8/28![WestJet logo]()
$177
This United Airlines deal was found by Cheapflights users on 8/27. 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.
Sat 10/102:00 pm -
1 stop10h 41m
Deal found 8/27![United Airlines logo]()
$191
This United Airlines deal was found by Cheapflights users on 8/27. 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 10/142:00 pm -
2 stops20h 43m
Deal found 8/27![United Airlines logo]()
$196
This Kiwi.com deal was found by Cheapflights users on 8/28. 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 10/264:00 pm -
1 stop7h 50m
Deal found 8/28![Multiple Airlines logo]()
$203
This Kiwi.com deal was found by Cheapflights users on 8/27. 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.
Sat 10/104:55 pm -
3 stops47h 34m
Deal found 8/27![Multiple Airlines logo]()
$236
This Kiwi.com deal was found by Cheapflights users on 8/28. 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.
Thu 11/126:00 am -
3 stops19h 37m
Deal found 8/28![Multiple Airlines logo]()
$246
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 August 30, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $204 (Justfly.com) |
One-way from | $169 (United Airlines) |
Popular in | February |
Cheapest in | March |
Average price | $572 |
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 7,457,451 searches. Data last updated August 30, 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 Winnipeg - SAN San Diego
YWGSAN
Winnipeg
Sat 9/19
8:45 am-2:50 pm
1 stop8h 05m
San Diego
Tue 9/29
12:37 pm-8:57 pm
1 stop6h 20m
$285
WinnipegSan Diego
YWG Winnipeg - SAN San Diego
YWGSAN
Winnipeg
Tue 9/22
8:45 am-8:02 pm
2 stops13h 17m
San Diego
Wed 9/23
6:15 am-8:57 pm
2 stops12h 42m
$289
WinnipegSan Diego
YWG Winnipeg - SAN San Diego
YWGSAN
Winnipeg
Wed 11/11
8:40 am-5:17 pm
2 stops10h 37m
San Diego
Fri 11/20
10:30 pm-12:23 pm
1 stop11h 53m
$296
WinnipegSan Diego
YWG Winnipeg - SAN San Diego
YWGSAN
Winnipeg
Sat 9/26
2:00 pm-10:41 pm
1 stop10h 41m
San Diego
Sat 10/3
10:30 pm-12:37 pm
1 stop12h 07m
$308
Quickest round-trip
WinnipegSan Diego
YWG Winnipeg - SAN San Diego
YWGSAN
Winnipeg
Fri 10/9
5:40 pm-11:48 pm
1 stop8h 08m
San Diego
Tue 10/13
3:30 pm-11:19 pm
1 stop5h 49m
$326
Cheapest one-way
Quickest one-way
WinnipegSan Diego
YWG Winnipeg - SAN San Diego
YWGSAN
Winnipeg
Sat 9/5
8:45 am-5:00 pm
1 stop10h 15m
$169
WinnipegSan Diego
YWG Winnipeg - SAN San Diego
YWGSAN
Winnipeg
Fri 9/4
2:00 pm-9:05 am
2 stops21h 05m
$178
WinnipegSan Diego
YWG Winnipeg - SAN San Diego
YWGSAN
Winnipeg
Sat 10/10
2:00 pm-10:41 pm
1 stop10h 41m
$191
WinnipegSan Diego
YWG Winnipeg - SAN San Diego
YWGSAN
Winnipeg
Wed 10/14
2:00 pm-10:41 pm
1 stop10h 41m
$191
Sorted 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 August.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*2 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, March is the cheapest month in which you can book a flight from Winnipeg to San Diego (average of $323). Flying from Winnipeg to San Diego in February is currently the most expensive (average of $865). 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?
Airfare is below average for this route at the moment.
Winnipeg to San Diego flights typically cost between $463 and $587 in November.The cheapest round-trip price found within the last 5 days was $204 on WestJet (Nov 2-Nov 11).
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 30, 2026.
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.
Crew
8.5
Entertainment
7.8
Overall
7.8
Boarding
8.1
Food
7.2
Comfort
7.8
Reviews
1 / 20
10.0
ExcellentAaron,Oct 2024
TUS - LAX
Crew
8.5
Entertainment
7.8
Overall
7.8
Boarding
8.1
Food
7.2
Comfort
7.8
Reviews
1 / 20
10.0
ExcellentAaron,Oct 2024
TUS - LAX
Crew
8.5
Entertainment
7.8
Overall
7.8
Boarding
8.1
Food
7.2
Comfort
7.8
Reviews
1 / 20
10.0
ExcellentAaron,Oct 2024
TUS - LAX
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
National City
Chula Vista
Coronado
Poway
San Ysidro
La Mesa
Santee
Julian
Lemon Grove
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Winnipeg and San Diego flights
Browse other Winnipeg and San Diego flight options. Last updated on August 30, 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 August 30, 2026.
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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 August 30, 2026.
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 7,457,451 searches. Data last updated August 30, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$263 | Average$441 | FlexibilityNo cancel fee | On-time60% | |
| Cheapest$345 | Average$503 | FlexibilityNo cancel fee | On-timeN/A |