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$118+ Cheap flights from San Diego (SAN) to Winnipeg (YWG)

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 10/11. Fares are subject to change and may not be available on all flights or dates of travel.
SAN — YWG
Aug 22 — Aug 291
Sat 8/22
Sat 8/29
1 adult, Economy
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Cheap flight deals from San Diego to Winnipeg

Cheapest flights from San Diego to Winnipeg
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 July 23, 2026.

This Kiwi.com deal was found by Cheapflights users on 7/19. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/46:25 am
SAN
-
YWG
2 stops15h 15m
Multiple Airlines
Wed 9/99:05 pm
YWG
-
SAN
1 stop19h 05m
Multiple Airlines
Deal found 7/19$368
This Kiwi.com deal was found by Cheapflights users on 7/19. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/36:25 am
SAN
-
YWG
2 stops15h 15m
Multiple Airlines
Wed 9/97:00 am
YWG
-
SAN
1 stop9h 10m
Multiple Airlines
Deal found 7/19$374
This Justfly.com deal was found by Cheapflights users on 7/19. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/43:30 pm
SAN
-
YWG
1 stop7h 25m
WestJet
Wed 9/97:00 am
YWG
-
SAN
1 stop9h 10m
WestJet
Deal found 7/19$396
This Kiwi.com deal was found by Cheapflights users on 7/19. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/163:30 pm
SAN
-
YWG
1 stop7h 25m
WestJet
Sun 8/239:05 pm
YWG
-
SAN
1 stop19h 05m
WestJet
Deal found 7/19$410
This FlightHub deal was found by Cheapflights users on 7/20. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/43:30 pm
SAN
-
YWG
1 stop7h 25m
WestJet
Sat 9/127:00 am
YWG
-
SAN
1 stop9h 10m
WestJet
Deal found 7/20$411
This Kiwi.com deal was found by Cheapflights users on 7/19. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/163:30 pm
SAN
-
YWG
1 stop7h 25m
Multiple Airlines
Sun 8/237:00 am
YWG
-
SAN
2 stops18h 44m
Multiple Airlines
Deal found 7/19$416
This WestJet deal was found by Cheapflights users on 7/18. 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 WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/233:30 pm
SAN
-
YWG
1 stop7h 25m
WestJet
Sat 9/267:00 am
YWG
-
SAN
1 stop9h 10m
WestJet
Deal found 7/18$445

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 July 23, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$368
(Kiwi.com)

One-way from

$118
(oojo)

Popular in

February

Cheapest in

March

Average price

$589
Provider with most accurate pricing for San Diego-Winnipeg flight deals.
Search Deals
Provider most trusted by Cheapflights users for San Diego-Winnipeg flights.
Search Deals
From San Diego to Winnipeg
Search Deals
One-way flight from San Diego to Winnipeg
Search Deals
Highest demand for flights based on searches. 26% potential increase in price ($230 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 16% potential price decrease ($94 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 2026
Search Deals

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 2,558,603 searches. Data last updated July 23, 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

Price

Cheapest round-trip
Quickest round-trip

San DiegoWinnipeg

SAN - YWG

SANYWG

San Diego

Fri 9/4

3:30 pm-12:55 am

1 stop7h 25m

Winnipeg

Wed 9/9

7:00 am-2:10 pm

1 stop9h 10m

$396

San DiegoWinnipeg

SAN - YWG

SANYWG

San Diego

Wed 9/23

3:30 pm-12:55 am

1 stop7h 25m

Winnipeg

Sat 9/26

7:00 am-2:10 pm

2 stops9h 10m

$458

San DiegoWinnipeg

SAN - YWG

SANYWG

San Diego

Wed 9/23

9:35 am-10:33 pm

2 stops10h 58m

Winnipeg

Sat 9/26

8:45 am-8:08 pm

2 stops13h 23m

$475

San DiegoWinnipeg

SAN - YWG

SANYWG

San Diego

Sat 9/26

4:55 pm-12:37 pm

1 stop17h 42m

Winnipeg

Tue 9/29

7:00 am-3:49 pm

1 stop10h 49m

$526

San DiegoWinnipeg

SAN - YWG

SANYWG

San Diego

Sat 9/26

11:19 am-2:57 am

2 stops13h 38m

Winnipeg

Tue 9/29

7:20 am-4:12 pm

2 stops10h 52m

$568
Cheapest one-way

San DiegoWinnipeg

SAN - YWG

SANYWG

San Diego

Sun 10/11

3:30 pm-4:00 pm

2 stops22h 30m

$118
Quickest one-way

San DiegoWinnipeg

SAN - YWG

SANYWG

San Diego

Sun 10/11

7:00 am-8:57 pm

1 stop11h 57m

$124

San DiegoWinnipeg

SAN - YWG

SANYWG

San Diego

Sun 10/11

7:13 pm-9:40 pm

3 stops24h 27m

$169

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/23

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 July.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust 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 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.
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

How much does it cost to fly round-trip from San Diego to Winnipeg?

Airfare is below average for this route at the moment.

San Diego to Winnipeg flights typically cost between $500 and $661 in September.
The cheapest round-trip price found within the last 5 days was $368 on Multiple Airlines (Sep 4-Sep 9).

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 July 23, 2026.
Get a feel of what it's like to fly with Delta,WestJet, andAir 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.
Delta
7.8
Good
8,479 reviews

Entertainment

7.8

Boarding

8.1

Overall

7.8

Comfort

7.8

Crew

8.5

Food

7.2

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
Delta
7.8
Good
8,479 reviews
Delta
7.8
Good
8,479 reviews

Entertainment

7.8

Boarding

8.1

Overall

7.8

Comfort

7.8

Crew

8.5

Food

7.2

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
WestJet
7.2
Good
3,411 reviews
Delta
7.8
Good
8,479 reviews

Entertainment

7.8

Boarding

8.1

Overall

7.8

Comfort

7.8

Crew

8.5

Food

7.2

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
Air Canada
7.1
Good
11,371 reviews
Delta
7.8
Good
8,479 reviews

Entertainment

7.8

Boarding

8.1

Overall

7.8

Comfort

7.8

Crew

8.5

Food

7.2

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

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.

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

    For as low as $396, WestJet can have you in Winnipeg from San Diego in 7h 25m. There are 1564 mi between San Diego and Winnipeg. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the cheapest airlines flying from San Diego to Winnipeg round-trip?

    Air Canada, at $159, was found to be the cheapest airline from San Diego to Winnipeg.Alternate airlines to your destination round-trip include WestJet and Delta. Air Canada is priced at 75% lower than the current average price of a flight leaving 3 months from now.

  • Can I find deals for flights from San Diego to Winnipeg that include hotel bookings?

    Yes. In addition to deals on San Diego to Winnipeg flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from San Diego to Winnipeg?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from San Diego to Winnipeg.

  • Can I find deals for business class flights from San Diego to Winnipeg?

    Yes. Cheapflights offers flight deals from San Diego to Winnipeg by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

Traveling to a place near Winnipeg?

Book flights to Winnipeg if you plan to visit one of these locations
Portage la Prairie

Browse thousands of different options on Cheapflights for your next trip

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Top 3 airlines flying from San Diego to Winnipeg

Discover the top 3 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 2,558,603 searches. Data last updated July 23, 2026.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapest$159Average$595FlexibilityNo cancel feeOn-time67%
WestJetCheapest$192Average$434FlexibilityNo cancel feeOn-time60%
DeltaCheapest$285Average$577FlexibilityNo cancel feeOn-timeN/A

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