$106+ Cheap flights from San Diego (SAN) to Winnipeg (YWG)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/16. Fares are subject to change and may not be available on all flights or dates of travel.
SAN — YWG
Oct 11 — Oct 181
Round-trip
1 adult, Economy
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Find cheap flights from San Diego to Winnipeg with Cheapflights
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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 San Diego to Winnipeg
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Best
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One-way
Cheapest flights from San Diego to WinnipegExplore the most affordable flight options available from San Diego to Winnipeg. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 11, 2026.
Explore the most affordable flight options available from San Diego to Winnipeg. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 11, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/10. 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 9/303:30 pm -
1 stop7h 25m
Tue 10/67:00 am -
1 stop9h 10m
Deal found 9/10![WestJet logo]()
$226
This Trip.com deal was found by Cheapflights users on 9/8. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/233:30 pm -
1 stop7h 25m
Fri 10/308:35 am -
1 stop7h 05m
Deal found 9/8![WestJet logo]()
$228
This Trip.com deal was found by Cheapflights users on 9/10. 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 12/41:30 pm -
1 stop8h 40m
Sun 12/67:35 am -
1 stop7h 05m
Deal found 9/10![WestJet logo]()
$230
This Air Canada deal was found by Cheapflights users on 9/9. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/244:50 pm -
1 stop8h 07m
Sat 10/315:40 am -
1 stop12h 45m
Deal found 9/9![Air Canada logo]()
$269
This Kiwi.com deal was found by Cheapflights users on 9/8. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/233:30 pm -
1 stop7h 25m
Fri 10/306:00 am -
2 stops15h 47m
Deal found 9/8![Multiple Airlines logo]()
$275
This United deal was found by Cheapflights users on 9/9. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/1610:30 pm -
1 stop11h 53m
Tue 11/2410:55 am -
1 stop7h 30m
Deal found 9/9![Multiple Airlines logo]()
$293
This United Airlines deal was found by Cheapflights users on 9/8. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/24:55 pm -
1 stop17h 42m
Sun 10/48:45 am -
1 stop6h 10m
Deal found 9/8![United Airlines logo]()
$303
This United Airlines deal was found by Cheapflights users on 9/9. 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 9/3010:30 pm -
1 stop12h 07m
Tue 10/68:45 am -
1 stop10h 20m
Deal found 9/9![United Airlines logo]()
$304
Best flights from San Diego to WinnipegDiscover carefully curated flight deals from San Diego to Winnipeg that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 11, 2026.
Discover carefully curated flight deals from San Diego to Winnipeg that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 11, 2026.
This United deal was found by Cheapflights users on 9/9. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/1610:30 pm -
1 stop11h 53m
Tue 11/2410:55 am -
1 stop7h 30m
Deal found 9/9![Multiple Airlines logo]()
$293
This United Airlines deal was found by Cheapflights users on 9/8. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/24:55 pm -
1 stop17h 42m
Sun 10/48:45 am -
1 stop6h 10m
Deal found 9/8![United Airlines logo]()
$303
This Delta deal was found by Cheapflights users on 9/10. 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 10/23:20 pm -
1 stop6h 10m
Sun 10/43:58 pm -
1 stop9h 48m
Deal found 9/10![Delta logo]()
$361
This Air Canada deal was found by Cheapflights users on 9/10. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/2812:40 pm -
2 stops12h 52m
Tue 9/297:00 am -
2 stops15h 45m
Deal found 9/10![Air Canada logo]()
$397
This United Airlines deal was found by Cheapflights users on 9/8. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/304:55 pm -
1 stop17h 42m
Tue 10/68:45 am -
2 stops11h 50m
Deal found 9/8![United Airlines logo]()
$309
This United Airlines deal was found by Cheapflights users on 9/10. 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 12/44:06 pm -
2 stops18h 17m
Sun 12/62:15 pm -
2 stops23h 00m
Deal found 9/10![United Airlines logo]()
$319
This United Airlines deal was found by Cheapflights users on 9/9. 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 11/162:30 pm -
2 stops19h 53m
Tue 11/248:40 am -
2 stops13h 44m
Deal found 9/9![United Airlines logo]()
$319
This United Airlines deal was found by Cheapflights users on 9/6. 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.
Thu 9/244:11 pm -
2 stops18h 26m
Mon 9/287:00 am -
1 stop17h 41m
Deal found 9/6![United Airlines logo]()
$533
Last-minute flights from San Diego to WinnipegDiscover last-minute flight deals from San Diego to Winnipeg. Data last updated September 11, 2026 and is based on user searches.
Discover last-minute flight deals from San Diego to Winnipeg. Data last updated September 11, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 9/10. 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 9/303:30 pm -
1 stop7h 25m
Tue 10/67:00 am -
1 stop9h 10m
Deal found 9/10![WestJet logo]()
$226
This United Airlines deal was found by Cheapflights users on 9/9. 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 9/3010:30 pm -
1 stop12h 07m
Tue 10/68:45 am -
1 stop10h 20m
Deal found 9/9![United Airlines logo]()
$304
This Delta deal was found by Cheapflights users on 9/8. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/23:20 pm -
1 stop6h 10m
Sun 10/43:58 pm -
1 stop9h 48m
Deal found 9/8![Delta logo]()
$303
This United Airlines deal was found by Cheapflights users on 9/8. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/26:15 am -
2 stops12h 42m
Sun 10/48:45 am -
1 stop8h 05m
Deal found 9/8![United Airlines logo]()
$313
This Trip.com deal was found by Cheapflights users on 9/8. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/233:30 pm -
1 stop7h 25m
Fri 10/308:35 am -
1 stop7h 05m
Deal found 9/8![WestJet logo]()
$228
This Kiwi.com deal was found by Cheapflights users on 9/8. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/233:30 pm -
1 stop7h 25m
Fri 10/306:00 am -
2 stops15h 47m
Deal found 9/8![Multiple Airlines logo]()
$275
This Flightnetwork deal was found by Cheapflights users on 9/8. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/234:50 pm -
2 stops17h 29m
Fri 10/307:05 pm -
2 stops23h 20m
Deal found 9/8![Air Canada logo]()
$314
This Air Canada deal was found by Cheapflights users on 9/9. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/244:50 pm -
1 stop8h 07m
Sat 10/315:40 am -
1 stop12h 45m
Deal found 9/9![Air Canada logo]()
$269
One-way flights from San Diego to WinnipegSearch for one-way flight options from San Diego to Winnipeg. Find affordable one-way fares based on user searches. Data last updated September 11, 2026.
Search for one-way flight options from San Diego to Winnipeg. Find affordable one-way fares based on user searches. Data last updated September 11, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/7. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/161:30 pm -
1 stop8h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/7![WestJet logo]()
$106
This United Airlines deal was found by Cheapflights users on 9/10. 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 12/158:40 am -
1 stop10h 08m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![United Airlines logo]()
$125
This Kiwi.com deal was found by Cheapflights users on 9/10. 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 12/166:22 pm -
3 stops27h 37m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![Multiple Airlines logo]()
$131
This Kiwi.com deal was found by Cheapflights users on 9/10. 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.
Tue 12/156:22 pm -
3 stops27h 37m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![Multiple Airlines logo]()
$133
This United Airlines deal was found by Cheapflights users on 9/7. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/172:45 pm -
2 stops20h 07m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/7![United Airlines logo]()
$147
This United Airlines deal was found by Cheapflights users on 9/9. 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 2/1510:30 pm -
1 stop18h 11m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![United Airlines logo]()
$171
Find flight deals from San Diego to Winnipeg
Discover tips and strategies to find the most affordable flight options for your journey from San Diego (SAN) to Winnipeg (YWG). 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 September 11, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $226 (Kiwi.com) |
One-way from | $106 (Kiwi.com) |
Popular in | February |
Cheapest in | March |
Average price | $361 |
Cheapflights Fare Finder
Customize your flight search to find flights from San Diego to Winnipeg 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 September 11, 2026.
Use the filters below to find and compare flights from San Diego to Winnipeg that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
San DiegoWinnipeg
SAN San Diego - YWG Winnipeg
SANYWG
San Diego
Tue 12/15
8:40 am-8:48 pm
1 stop10h 08m
Winnipeg
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$125
San DiegoWinnipeg
SAN San Diego - YWG Winnipeg
SANYWG
San Diego
Thu 12/17
6:45 am-8:57 pm
1 stop12h 12m
Winnipeg
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$142
Quickest round-trip
San DiegoWinnipeg
SAN San Diego - YWG Winnipeg
SANYWG
San Diego
Wed 12/30
11:40 am-11:44 pm
1 stop10h 04m
Winnipeg
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$208
San DiegoWinnipeg
SAN San Diego - YWG Winnipeg
SANYWG
San Diego
Fri 1/1
6:45 am-8:57 pm
1 stop12h 12m
Winnipeg
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$208
San DiegoWinnipeg
SAN San Diego - YWG Winnipeg
SANYWG
San Diego
Mon 12/28
4:20 pm-12:52 pm
1 stop18h 32m
Winnipeg
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$208
San DiegoWinnipeg
SAN San Diego - YWG Winnipeg
SANYWG
San Diego
Sun 12/20
10:40 pm-12:52 pm
1 stop12h 12m
Winnipeg
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$208
San DiegoWinnipeg
SAN San Diego - YWG Winnipeg
SANYWG
San Diego
Sat 12/19
4:20 pm-12:52 pm
1 stop18h 32m
Winnipeg
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$208
San DiegoWinnipeg
SAN San Diego - YWG Winnipeg
SANYWG
San Diego
Wed 12/30
4:28 pm-12:52 pm
2 stops18h 24m
Winnipeg
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$214
San DiegoWinnipeg
SAN San Diego - YWG Winnipeg
SANYWG
San Diego
Sun 1/3
4:45 pm-12:52 pm
2 stops18h 07m
Winnipeg
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$219
San DiegoWinnipeg
SAN San Diego - YWG Winnipeg
SANYWG
San Diego
Mon 11/16
10:30 pm-12:23 pm
1 stop11h 53m
Winnipeg
Tue 11/24
10:55 am-4:25 pm
1 stop7h 30m
$293
Showing 1-10 of 17 resultsSorted by cheapest first
Compare providers for flights from San Diego to Winnipeg
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 San Diego to Winnipeg in September.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on San Diego-Winnipeg flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on San Diego-Winnipeg flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from San Diego-Winnipeg flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on San Diego-Winnipeg 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 San Diego-Winnipeg 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 San Diego to Winnipeg
Have a flexible travel schedule? Discover the best time to fly to Winnipeg from San Diego with our price prediction graph.
SAN-YWG
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.
Reviews of airlines servicing Winnipeg
Get insights into the airlines that provide service to Winnipeg. 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 Winnipeg. Reviews last updated September 11, 2026.
Get a feel of what it's like to fly with Delta from San Diego to Winnipeg by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Boarding
8.1
Comfort
7.8
Crew
8.5
Overall
7.8
Entertainment
7.8
Food
7.2
Reviews
1 / 20
10.0
ExcellentAaron,Oct 2024
LAX - LHR
Boarding
8.1
Comfort
7.8
Crew
8.5
Overall
7.8
Entertainment
7.8
Food
7.2
Reviews
1 / 20
10.0
ExcellentAaron,Oct 2024
LAX - LHR
Related info for your journey
Find useful and relevant information for your journey from San Diego to Winnipeg. 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 Winnipeg?
Book flights to Winnipeg if you plan to visit one of these locationsPortage la Prairie
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San Diego and Winnipeg flights
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Other flights from San Diego
Browse through other flights departing from San Diego. Flights are based on user searches made on Cheapflights and were last updated on September 11, 2026.
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Check out other popular destinations found by fellow travelers in 2026
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Explore flights to Winnipeg departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on September 11, 2026.
Top airline flying from San Diego to Winnipeg
Discover the top airline that operate flights from San Diego to Winnipeg. 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 September 11, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$285 | Average$600 | FlexibilityNo cancel fee | On-timeN/A |