Find flights
When to book
Airlines
FAQs

Cheap flights from Winnipeg to San Diego from C$ 237

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 28/2. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — SAN
25 Feb — 4 Mar1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Winnipeg to San Diego

Enter your travel dates to find the best prices.

Cheapest flights from Winnipeg to San Diego
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 26 January 2026.

Fri 22/54:30 p.m.
YWG
-
SAN
2 stops22h 50m
WestJet
Sun 24/52:05 p.m.
SAN
-
YWG
1 stop8h 50m
WestJet
Deal found 24/1C$ 403
Mon 2/311:53 a.m.
YWG
-
SAN
1 stop11h 00m
Delta
Wed 4/312:00 p.m.
SAN
-
YWG
1 stop9h 36m
Delta
Deal found 23/1C$ 446
Mon 23/25:55 a.m.
YWG
-
SAN
2 stops12h 09m
Multiple Airlines
Mon 2/38:20 p.m.
SAN
-
YWG
2 stops26h 21m
Multiple Airlines
Deal found 26/1C$ 468
Mon 2/32:20 p.m.
YWG
-
SAN
2 stops22h 04m
United Airlines
Wed 4/35:00 p.m.
SAN
-
YWG
1 stop16h 57m
United Airlines
Deal found 23/1C$ 520
Wed 4/37:30 a.m.
YWG
-
SAN
2 stops33h 47m
Multiple Airlines
Sun 8/312:35 p.m.
SAN
-
YWG
1 stop10h 05m
Multiple Airlines
Deal found 26/1C$ 540
Sun 1/312:40 p.m.
YWG
-
SAN
1 stop25h 07m
Multiple Airlines
Sun 15/38:59 p.m.
SAN
-
YWG
2 stops36h 33m
Multiple Airlines
Deal found 24/1C$ 542
Wed 4/36:15 a.m.
YWG
-
SAN
1 stop7h 32m
WestJet
Sun 8/312:35 p.m.
SAN
-
YWG
1 stop10h 05m
WestJet
Deal found 26/1C$ 571
Wed 4/310:40 a.m.
YWG
-
SAN
1 stop8h 44m
Air Canada
Mon 9/35:00 p.m.
SAN
-
YWG
1 stop16h 57m
Air Canada
Deal found 25/1C$ 581

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 26 January 2026.

Round-trip from

C$ 403

One-way from

C$ 237

Popular in

October

Cheapest in

August

Average price

C$ 452
WestJet
  • WestJet
  • 22/5-24/5
  • 3 total stops
  • 31h 40m total
  • Winnipeg to San Diego
Search Deals
28/2
  • 28/2
  • 2 total stops
  • 42h 35m total
  • Winnipeg to San Diego
Search Deals
Highest demand for flights based on searches. 15% potential increase in price (C$ 113 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (C$ 18 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals

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 629,999 searches. Data last updated 26 January 2026.
Use the filters below to find and compare flights from Winnipeg to San Diego that are best for you.

Fly from

Winnipeg

Fly to

San Diego

Route

Depart

Return

Price

WinnipegSan Diego

YWG - SAN

YWGSAN

Winnipeg

Fri 22/5

4:30 p.m.-1:20 p.m.

2 stops22h 50m

San Diego

Sun 24/5

2:05 p.m.-12:55 a.m.

1 stop8h 50m

C$ 403

WinnipegSan Diego

YWG - SAN

YWGSAN

Winnipeg

Mon 23/2

5:55 a.m.-4:04 p.m.

2 stops12h 09m

San Diego

Mon 2/3

8:20 p.m.-12:41 a.m.

2 stops26h 21m

C$ 468

WinnipegSan Diego

YWG - SAN

YWGSAN

Winnipeg

Mon 2/3

11:53 a.m.-8:53 p.m.

1 stop11h 00m

San Diego

Wed 4/3

12:00 p.m.-11:36 p.m.

1 stop9h 36m

C$ 500

WinnipegSan Diego

YWG - SAN

YWGSAN

Winnipeg

Wed 4/3

7:30 a.m.-3:17 p.m.

2 stops33h 47m

San Diego

Sun 8/3

12:35 p.m.-12:40 a.m.

1 stop10h 05m

C$ 540

WinnipegSan Diego

YWG - SAN

YWGSAN

Winnipeg

Wed 4/3

6:15 a.m.-11:47 a.m.

1 stop7h 32m

San Diego

Sun 8/3

12:35 p.m.-12:40 a.m.

1 stop10h 05m

C$ 571

WinnipegSan Diego

YWG - SAN

YWGSAN

Winnipeg

Wed 4/3

9:00 a.m.-5:24 p.m.

2 stops10h 24m

San Diego

Mon 9/3

5:00 p.m.-11:57 a.m.

1 stop16h 57m

C$ 581

WinnipegSan Diego

YWG - SAN

YWGSAN

Winnipeg

Wed 4/3

2:20 p.m.-9:20 a.m.

2 stops21h 00m

San Diego

Mon 9/3

6:15 a.m.-11:57 a.m.

2 stops27h 42m

C$ 583

WinnipegSan Diego

YWG - SAN

YWGSAN

Winnipeg

Mon 2/3

2:20 p.m.-10:24 a.m.

2 stops22h 04m

San Diego

Wed 4/3

11:57 a.m.-11:57 a.m.

2 stops22h 00m

C$ 583

WinnipegSan Diego

YWG - SAN

YWGSAN

Winnipeg

Sat 28/2

8:30 p.m.-1:05 p.m.

2 stops42h 35m

C$ 237

WinnipegSan Diego

YWG - SAN

YWGSAN

Winnipeg

Wed 15/4

6:00 a.m.-12:00 p.m.

1 stop8h 00m

C$ 241

Flights are sorted by cheapest round-trip flights first.

Deals found on 24/1

Showing 1-10 of 17 results
1
2

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.
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, June is the cheapest month in which you can book a flight from Winnipeg to San Diego (average of C$ 166). Flying from Winnipeg to San Diego in August is currently the most expensive (average of C$ 305). 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.

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 26 January 2026.
See what other customers who have flown with Delta,WestJet, andAir Canada from Winnipeg to San Diego have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,113 reviews
Check prices

Food

7.2

Comfort

7.9

Crew

8.5

Boarding

8.1

Entertainment

7.8

Overall

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
Delta
7.9
Good
8,113 reviews
Delta
7.9
Good
8,113 reviews
Check prices

Food

7.2

Comfort

7.9

Crew

8.5

Boarding

8.1

Entertainment

7.8

Overall

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
WestJet
7.2
Good
3,249 reviews
Delta
7.9
Good
8,113 reviews
Check prices

Food

7.2

Comfort

7.9

Crew

8.5

Boarding

8.1

Entertainment

7.8

Overall

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
Air Canada
7.1
Good
10,656 reviews
Delta
7.9
Good
8,113 reviews
Check prices

Food

7.2

Comfort

7.9

Crew

8.5

Boarding

8.1

Entertainment

7.8

Overall

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

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.

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

    A quick flight from Winnipeg to San Diego can take about 11h. WestJet provides one of the quickest options available for as low as C$ 446. Airlines will cover a distance of 2517 km. When browsing for deals, the options you’ll see will be for both direct flights and flights with stops.

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

    Currently priced at C$ 218, Delta will fly you from Winnipeg to San Diego and back. In addition to Delta, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from WestJet and Air Canada - these airlines can fly you to your destination from C$ 258 and C$ 324, respectively. Users have found that Delta is 51% cheaper than the other options available to this destination.

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

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

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

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

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

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

  • What is the cheapest month to book a flight from Winnipeg to San Diego?

    Currently, June is the cheapest month in which you can book a flight from Winnipeg to San Diego (average of C$ 166). Flying from Winnipeg to San Diego in August is currently the most expensive (average of C$ 305). 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.

See more FAQs

Travelling to a place near San Diego?

Book flights to San Diego if you plan to visit one of these locations
El Cajon
La Mesa
Borrego Springs

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Top 3 airlines flying from Winnipeg to San Diego

Discover the top 3 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 629,999 searches. Data last updated 26 January 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapestC$ 218AverageC$ 503FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
WestJetCheapestC$ 258AverageC$ 420FlexibilityNo cancel feeOn-time60%
Search WestJet flights
Air CanadaCheapestC$ 324AverageC$ 496FlexibilityNo cancel feeOn-time67%
Search Air Canada flights

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Winnipeg to San Diego?

When you search for this flight from Winnipeg to San Diego, Cheapflights searches on 900+ travel sites to save you time finding great flight deals online. Additionally, we offer filter features so you can choose a preferred cabin class or airline, see different price ranges, and much more so you can book the flight for you.

Why should you use Cheapflights to find cheap flight tickets from Winnipeg to San Diego?

It’s simple! Cheapflights, which is free to use for everyone, saves millions of users time and money every year by helping them find the cheapest and most suitable flights from Winnipeg to San Diego.

Can Cheapflights find flights from Winnipeg to San Diego with no change fees?

Yes! Cheapflights helps users easily find flights from Winnipeg to San Diego with no change fees.

Can Cheapflights notify me if prices for flights from Winnipeg to San Diego become cheaper?

Yes, Cheapflights offers price alerts on Winnipeg to San Diego flights so you can book your travel at the perfect time. Price Alerts can be enabled by clicking the bell icon next to the flight deals above and providing your email address where you want to receive the alerts.

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.