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Cheap flights from Winnipeg to San Diego from C$ 246

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 8/6. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — SAN
25 May — 1 Jun1
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 25 April 2026.

Thu 27/87:00 a.m.
YWG
-
SAN
1 stop9h 10m
WestJet
Wed 9/93:30 p.m.
SAN
-
YWG
1 stop7h 25m
WestJet
Deal found 22/4C$ 411
Fri 22/57:00 a.m.
YWG
-
SAN
2 stops9h 10m
WestJet
Tue 26/53:30 p.m.
SAN
-
YWG
1 stop7h 25m
WestJet
Deal found 23/4C$ 449
Fri 22/57:00 a.m.
YWG
-
SAN
2 stops9h 10m
WestJet
Thu 28/53:30 p.m.
SAN
-
YWG
1 stop7h 25m
WestJet
Deal found 23/4C$ 450
Thu 27/87:00 a.m.
YWG
-
SAN
1 stop9h 10m
WestJet
Mon 31/83:30 p.m.
SAN
-
YWG
1 stop7h 25m
WestJet
Deal found 23/4C$ 464
Thu 4/67:00 a.m.
YWG
-
SAN
2 stops9h 10m
WestJet
Thu 11/63:30 p.m.
SAN
-
YWG
1 stop7h 25m
WestJet
Deal found 20/4C$ 476
Fri 22/57:00 a.m.
YWG
-
SAN
2 stops9h 10m
WestJet
Wed 27/53:30 p.m.
SAN
-
YWG
2 stops22h 30m
WestJet
Deal found 23/4C$ 478
Sat 9/57:00 a.m.
YWG
-
SAN
2 stops33h 10m
WestJet
Thu 14/53:30 p.m.
SAN
-
YWG
1 stop7h 25m
WestJet
Deal found 22/4C$ 480
Tue 19/54:15 p.m.
YWG
-
SAN
2 stops23h 55m
WestJet
Tue 16/63:30 p.m.
SAN
-
YWG
1 stop7h 25m
WestJet
Deal found 21/4C$ 483

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 25 April 2026.

Round-trip from

C$ 411

One-way from

C$ 246

Popular in

February

Cheapest in

April

Average price

C$ 396
WestJet
  • WestJet
  • 27/8-9/9
  • 2 total stops
  • 16h 35m total
  • Winnipeg to San Diego
Search Deals
8/6
  • 8/6
  • 2 total stops
  • 17h 12m total
  • Winnipeg to San Diego
Search Deals
Highest demand for flights based on searches. 3% potential increase in price (C$ 21 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease (C$ 10 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 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 25 April 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

Price

Cheapest round-trip

WinnipegSan Diego

YWG - SAN

YWGSAN

Winnipeg

Fri 22/5

4:15 p.m.-2:10 p.m.

2 stops23h 55m

San Diego

Thu 28/5

3:30 p.m.-12:55 a.m.

1 stop7h 25m

C$ 480

WinnipegSan Diego

YWG - SAN

YWGSAN

Winnipeg

Thu 17/9

12:40 p.m.-8:21 p.m.

1 stop9h 41m

San Diego

Thu 24/9

8:50 a.m.-8:09 p.m.

1 stop9h 19m

C$ 490

WinnipegSan Diego

YWG - SAN

YWGSAN

Winnipeg

Thu 7/5

2:00 p.m.-11:59 p.m.

2 stops11h 59m

San Diego

Mon 11/5

4:49 p.m.-11:52 a.m.

1 stop17h 03m

C$ 519

WinnipegSan Diego

YWG - SAN

YWGSAN

Winnipeg

Fri 8/5

4:15 p.m.-2:10 p.m.

2 stops23h 55m

San Diego

Mon 11/5

3:30 p.m.-11:10 a.m.

1 stop17h 40m

C$ 531

WinnipegSan Diego

YWG - SAN

YWGSAN

Winnipeg

Thu 4/6

7:00 a.m.-2:10 p.m.

2 stops9h 10m

San Diego

Thu 11/6

3:30 p.m.-9:40 p.m.

2 stops28h 10m

C$ 534
Quickest round-trip

WinnipegSan Diego

YWG - SAN

YWGSAN

Winnipeg

Fri 14/8

5:38 p.m.-11:19 p.m.

1 stop7h 41m

San Diego

Sun 16/8

8:50 a.m.-8:09 p.m.

1 stop9h 19m

C$ 568

WinnipegSan Diego

YWG - SAN

YWGSAN

Winnipeg

Tue 16/6

8:45 a.m.-11:54 p.m.

2 stops17h 09m

San Diego

Sat 20/6

6:30 a.m.-8:57 p.m.

1 stop12h 27m

C$ 582

WinnipegSan Diego

YWG - SAN

YWGSAN

Winnipeg

Mon 20/7

8:45 a.m.-8:53 p.m.

2 stops14h 08m

San Diego

Mon 27/7

6:20 a.m.-8:57 p.m.

2 stops12h 37m

C$ 590

WinnipegSan Diego

YWG - SAN

YWGSAN

Winnipeg

Thu 23/7

8:45 a.m.-10:25 p.m.

1 stop15h 40m

San Diego

Mon 27/7

10:40 p.m.-11:52 a.m.

1 stop11h 12m

C$ 590

WinnipegSan Diego

YWG - SAN

YWGSAN

Winnipeg

Tue 9/6

8:45 a.m.-11:54 p.m.

2 stops17h 09m

San Diego

Sat 13/6

6:30 a.m.-8:57 p.m.

1 stop12h 27m

C$ 606

Flights are sorted by cheapest round-trip flights first.

Deals found on 24/4

Showing 1-10 of 19 resultsSorted by cheapest first
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, August is the cheapest month in which you can book a flight from Winnipeg to San Diego (average of C$ 360). Flying from Winnipeg to San Diego in February is currently the most expensive (average of C$ 569). 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?

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 25 April 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
8,459 reviews
Check prices

Comfort

7.9

Boarding

8.1

Food

7.2

Crew

8.5

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
8,459 reviews
Delta
7.9
Good
8,459 reviews
Check prices

Comfort

7.9

Boarding

8.1

Food

7.2

Crew

8.5

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
3,325 reviews
Delta
7.9
Good
8,459 reviews
Check prices

Comfort

7.9

Boarding

8.1

Food

7.2

Crew

8.5

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
10,966 reviews
Delta
7.9
Good
8,459 reviews
Check prices

Comfort

7.9

Boarding

8.1

Food

7.2

Crew

8.5

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 9h 10m. WestJet provides one of the quickest options available for as low as C$ 411. Airlines will cover a distance of 2517 km.

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

    Currently priced at C$ 235, WestJet will fly you from Winnipeg to San Diego and back. In addition to WestJet, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from Air Canada and Delta - these airlines can fly you to your destination from C$ 355 and C$ 395, respectively. Users have found that WestJet is 52% 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, August is the cheapest month in which you can book a flight from Winnipeg to San Diego (average of C$ 360). Flying from Winnipeg to San Diego in February is currently the most expensive (average of C$ 569). 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 25 April 2026.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapestC$ 235AverageC$ 474FlexibilityNo cancel feeOn-time60%
Search WestJet flights
Air CanadaCheapestC$ 355AverageC$ 614FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
DeltaCheapestC$ 395AverageC$ 586FlexibilityNo cancel feeOn-timeN/A
Search Delta 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.

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