$440+ 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 12/6. Fares are subject to change and may not be available on all flights or dates of travel.
SAN — YWG
Nov 24 — Dec 11
Round-trip
1 adult, Economy
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Find cheap flights from San Diego to Winnipeg 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 San Diego to Winnipeg
Cheapest
Best
Last-minute
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 October 25, 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 October 25, 2026.
This Trip.com deal was found by Cheapflights users on 10/22. 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.
Sun 12/61:30 pm -
1 stop8h 40m
Sun 12/138:35 am -
1 stop7h 05m
Deal found 10/22![WestJet logo]()
$440
This Trip.com deal was found by Cheapflights users on 10/20. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/51:30 pm -
1 stop8h 40m
Sat 12/128:35 am -
1 stop7h 05m
Deal found 10/20![WestJet logo]()
$448
This Kiwi.com deal was found by Cheapflights users on 10/22. 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.
Sun 12/68:34 pm -
2 stops46h 11m
Sun 12/138:35 am -
1 stop7h 05m
Deal found 10/22![Multiple Airlines logo]()
$468
This Trip.com deal was found by Cheapflights users on 10/22. 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.
Fri 12/41:30 pm -
1 stop8h 40m
Sun 12/68:35 am -
1 stop7h 05m
Deal found 10/22![WestJet logo]()
$482
This Kiwi.com deal was found by Cheapflights users on 10/22. 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.
Fri 12/41:30 pm -
1 stop8h 40m
Sun 12/68:55 pm -
2 stops24h 16m
Deal found 10/22![Multiple Airlines logo]()
$483
This Kiwi.com deal was found by Cheapflights users on 10/20. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/51:30 pm -
1 stop8h 40m
Sat 12/1211:00 am -
2 stops24h 02m
Deal found 10/20![Multiple Airlines logo]()
$493
This Mytrip deal was found by Cheapflights users on 10/24. 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.
Tue 12/811:14 am -
3 stops27h 11m
Tue 12/1510:30 pm -
2 stops22h 46m
Deal found 10/24![Multiple Airlines logo]()
$516
This Air Canada deal was found by Cheapflights users on 10/24. 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.
Tue 12/812:39 pm -
1 stop6h 16m
Tue 12/159:40 am -
1 stop6h 33m
Deal found 10/24![Air Canada logo]()
$533
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 October 25, 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 October 25, 2026.
This Trip.com deal was found by Cheapflights users on 10/20. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/51:30 pm -
1 stop8h 40m
Sat 12/128:35 am -
1 stop7h 05m
Deal found 10/20![WestJet logo]()
$448
This Kiwi.com deal was found by Cheapflights users on 10/22. 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.
Sun 12/68:34 pm -
2 stops46h 11m
Sun 12/138:35 am -
1 stop7h 05m
Deal found 10/22![Multiple Airlines logo]()
$468
This United Airlines deal was found by Cheapflights users on 10/22. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/238:40 am -
1 stop10h 17m
Thu 3/118:00 am -
1 stop10h 08m
Deal found 10/22![United Airlines logo]()
$568
This Trip.com deal was found by Cheapflights users on 10/22. 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.
Fri 12/41:30 pm -
1 stop8h 40m
Sun 12/68:35 am -
1 stop7h 05m
Deal found 10/22![WestJet logo]()
$482
This Mytrip deal was found by Cheapflights users on 10/24. 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.
Tue 12/811:14 am -
3 stops27h 11m
Tue 12/1510:30 pm -
2 stops22h 46m
Deal found 10/24![Multiple Airlines logo]()
$516
This Mytrip deal was found by Cheapflights users on 10/20. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/57:51 pm -
3 stops26h 19m
Sat 12/121:10 pm -
3 stops21h 52m
Deal found 10/20![Multiple Airlines logo]()
$616
This United Airlines deal was found by Cheapflights users on 10/24. 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 11/216:20 am -
2 stops12h 37m
Sat 11/289:40 am -
1 stop6h 16m
Deal found 10/24![United Airlines logo]()
$733
This Mytrip deal was found by Cheapflights users on 10/21. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/104:53 pm -
3 stops29h 51m
Sat 11/1410:30 pm -
3 stops28h 27m
Deal found 10/21![Multiple Airlines logo]()
$661
This Mytrip deal was found by Cheapflights users on 10/20. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/97:38 pm -
2 stops26h 32m
Fri 11/131:10 pm -
3 stops24h 01m
Deal found 10/20![Multiple Airlines logo]()
$679
Last-minute flights from San Diego to WinnipegDiscover last-minute flight deals from San Diego to Winnipeg. Data last updated October 25, 2026 and is based on user searches.
Discover last-minute flight deals from San Diego to Winnipeg. Data last updated October 25, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 10/20. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/98:20 am -
1 stop12h 25m
Fri 11/136:00 am -
2 stops31h 11m
Deal found 10/20![Multiple Airlines logo]()
$649
This Mytrip deal was found by Cheapflights users on 10/21. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/104:53 pm -
3 stops29h 51m
Sat 11/1410:30 pm -
2 stops23h 08m
Deal found 10/21![Multiple Airlines logo]()
$584
This Air Canada deal was found by Cheapflights users on 10/21. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/105:15 pm -
1 stop17h 52m
Sat 11/146:40 am -
1 stop12h 15m
Deal found 10/21![Air Canada logo]()
$698
This Air Canada deal was found by Cheapflights users on 10/24. 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.
Tue 11/105:15 pm -
1 stop17h 52m
Fri 11/209:10 am -
1 stop10h 15m
Deal found 10/24![Air Canada logo]()
$706
This Mytrip deal was found by Cheapflights users on 10/24. 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 11/218:11 pm -
3 stops25h 48m
Sat 11/287:00 am -
2 stops16h 12m
Deal found 10/24![Multiple Airlines logo]()
$683
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 October 25, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $440 (Trip.com) |
Popular in | September |
Cheapest in | March |
Average price | $603 |
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 October 25, 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
Quickest round-trip
San DiegoWinnipeg
SAN San Diego - YWG Winnipeg
SANYWG
San Diego
Sat 12/5
1:30 pm-12:10 am
1 stop8h 40m
Winnipeg
Sat 12/12
8:35 am-1:40 pm
1 stop7h 05m
$448
San DiegoWinnipeg
SAN San Diego - YWG Winnipeg
SANYWG
San Diego
Sun 12/6
8:34 pm-8:45 pm
2 stops46h 11m
Winnipeg
Sun 12/13
8:35 am-1:40 pm
1 stop7h 05m
$468
San DiegoWinnipeg
SAN San Diego - YWG Winnipeg
SANYWG
San Diego
Fri 12/4
1:30 pm-12:10 am
1 stop8h 40m
Winnipeg
Sun 12/6
8:35 am-1:40 pm
1 stop7h 05m
$482
San DiegoWinnipeg
SAN San Diego - YWG Winnipeg
SANYWG
San Diego
Tue 12/8
11:14 am-4:25 pm
3 stops27h 11m
Winnipeg
Tue 12/15
10:30 pm-7:16 pm
2 stops22h 46m
$516
San DiegoWinnipeg
SAN San Diego - YWG Winnipeg
SANYWG
San Diego
Tue 2/23
8:40 am-8:57 pm
1 stop10h 17m
Winnipeg
Thu 3/11
8:00 am-4:08 pm
1 stop10h 08m
$568
San DiegoWinnipeg
SAN San Diego - YWG Winnipeg
SANYWG
San Diego
Sat 12/5
7:51 pm-12:10 am
3 stops26h 19m
Winnipeg
Sat 12/12
1:10 pm-9:02 am
3 stops21h 52m
$616
San DiegoWinnipeg
SAN San Diego - YWG Winnipeg
SANYWG
San Diego
Tue 11/10
4:53 pm-12:44 am
3 stops29h 51m
Winnipeg
Sat 11/14
10:30 pm-12:57 am
3 stops28h 27m
$661
San DiegoWinnipeg
SAN San Diego - YWG Winnipeg
SANYWG
San Diego
Mon 11/9
7:38 pm-12:10 am
2 stops26h 32m
Winnipeg
Fri 11/13
1:10 pm-11:11 am
3 stops24h 01m
$679
San DiegoWinnipeg
SAN San Diego - YWG Winnipeg
SANYWG
San Diego
Sat 11/21
6:20 am-8:57 pm
2 stops12h 37m
Winnipeg
Sat 11/28
9:40 am-1:56 pm
1 stop6h 16m
$733
Sorted 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 October.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 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.
Cheapflights Insights
Everything you need to know about your flight from San Diego to Winnipeg
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 October 25, 2026.
Get a feel of what it's like to fly with Delta and Air Canada 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.
Overall
7.8
Comfort
7.8
Entertainment
7.8
Crew
8.5
Food
7.2
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentAaron,Oct 2024
LAX - LHR
Overall
7.8
Comfort
7.8
Entertainment
7.8
Crew
8.5
Food
7.2
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentAaron,Oct 2024
LAX - LHR
Overall
7.8
Comfort
7.8
Entertainment
7.8
Crew
8.5
Food
7.2
Boarding
8.1
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
Browse thousands of different options on Cheapflights for your next trip
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Alternative routes for San Diego to Winnipeg
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Complete your trip
Complete your trip to Winnipeg by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from San Diego to Winnipeg by cabin class
Find flights from San Diego to Winnipeg, based on your preferred cabin class, be it economy, premium economy, business, or first class.
San Diego and Winnipeg flights
Browse other San Diego and Winnipeg flight options. Last updated on October 25, 2026.
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 October 25, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Other flights to Winnipeg
Explore flights to Winnipeg departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on October 25, 2026.
Top 2 airlines flying from San Diego to Winnipeg
Discover the top 2 airlines 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 October 25, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$159 | Average$603 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$389 | Average$690 | FlexibilityNo cancel fee | On-timeN/A |