Find flights
When to book
FAQs

Cheap flights from San Diego to Winnipeg from C$ 254

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 18/4. Fares are subject to change and may not be available on all flights or dates of travel.
SAN — YWG
11 Apr — 18 Apr1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from San Diego to Winnipeg

Enter your travel dates to find the best prices.

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 12 March 2026.

Sun 26/43:30 p.m.
SAN
-
YWG
1 stop7h 25m
WestJet
Sun 3/510:30 p.m.
YWG
-
SAN
2 stops17h 40m
WestJet
Deal found 11/3C$ 413
Thu 4/63:30 p.m.
SAN
-
YWG
1 stop7h 25m
WestJet
Tue 9/67:00 a.m.
YWG
-
SAN
1 stop9h 10m
WestJet
Deal found 11/3C$ 449
Tue 2/63:30 p.m.
SAN
-
YWG
1 stop7h 25m
WestJet
Tue 9/67:00 a.m.
YWG
-
SAN
1 stop9h 10m
WestJet
Deal found 7/3C$ 467
Thu 4/69:53 a.m.
SAN
-
YWG
2 stops10h 17m
Multiple Airlines
Tue 9/67:00 a.m.
YWG
-
SAN
1 stop9h 10m
Multiple Airlines
Deal found 7/3C$ 468
Tue 2/63:30 p.m.
SAN
-
YWG
1 stop7h 25m
Multiple Airlines
Tue 9/64:55 p.m.
YWG
-
SAN
2 stops18h 32m
Multiple Airlines
Deal found 7/3C$ 475
Thu 9/411:58 a.m.
SAN
-
YWG
2 stops29h 47m
Multiple Airlines
Mon 13/44:55 p.m.
YWG
-
SAN
1 stop20h 39m
Multiple Airlines
Deal found 10/3C$ 486

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 12 March 2026.

Round-trip from

C$ 413

One-way from

C$ 254

Popular in

February

Cheapest in

March

Average price

C$ 231
WestJet
  • WestJet
  • 26/4-3/5
  • 3 total stops
  • 25h 05m total
  • San Diego to Winnipeg
Search Deals
Air Canada
  • Air Canada
  • 18/4
  • 1 total stop
  • 11h 22m total
  • San Diego to Winnipeg
Search Deals
Highest demand for flights based on searches. 39% potential increase in price (C$ 632 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 24% potential price decrease (C$ 195 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 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 629,999 searches. Data last updated 12 March 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

San DiegoWinnipeg

SAN - YWG

SANYWG

San Diego

Sun 26/4

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

1 stop7h 25m

Winnipeg

Sun 3/5

10:30 p.m.-2:10 p.m.

2 stops17h 40m

C$ 413
Quickest round-trip

San DiegoWinnipeg

SAN - YWG

SANYWG

San Diego

Thu 4/6

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

1 stop7h 25m

Winnipeg

Tue 9/6

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

2 stops9h 10m

C$ 452

San DiegoWinnipeg

SAN - YWG

SANYWG

San Diego

Sat 2/5

4:55 p.m.-12:20 p.m.

2 stops17h 25m

Winnipeg

Tue 5/5

7:20 a.m.-4:15 p.m.

2 stops10h 55m

C$ 497

San DiegoWinnipeg

SAN - YWG

SANYWG

San Diego

Sat 2/5

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

1 stop7h 25m

Winnipeg

Tue 5/5

2:55 p.m.-2:10 p.m.

1 stop25h 15m

C$ 515

San DiegoWinnipeg

SAN - YWG

SANYWG

San Diego

Wed 22/4

10:30 p.m.-11:52 a.m.

1 stop11h 22m

Winnipeg

Wed 29/4

2:00 p.m.-10:59 p.m.

1 stop10h 59m

C$ 568
Cheapest one-way

San DiegoWinnipeg

SAN - YWG

SANYWG

San Diego

Sat 18/4

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

2 stops12h 37m

C$ 257

San DiegoWinnipeg

SAN - YWG

SANYWG

San Diego

Wed 19/8

9:59 p.m.-4:00 p.m.

3 stops16h 01m

C$ 399

San DiegoWinnipeg

SAN - YWG

SANYWG

San Diego

Sun 29/3

8:39 p.m.-11:52 a.m.

2 stops13h 13m

C$ 449
Quickest one-way

San DiegoWinnipeg

SAN - YWG

SANYWG

San Diego

Sun 29/3

11:54 a.m.-11:35 p.m.

1 stop9h 41m

C$ 451

San DiegoWinnipeg

SAN - YWG

SANYWG

San Diego

Sun 29/3

6:24 a.m.-11:35 p.m.

3 stops15h 11m

C$ 997

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/3

Sorted by cheapest first

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

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

Currently, September is the cheapest month in which you can book a flight from San Diego to Winnipeg (average of C$ 204). Flying from San Diego to Winnipeg in May is currently the most expensive (average of C$ 593). 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.

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?

    Departing from San Diego to Winnipeg will take you 7h 25m. There are 2517 km between San Diego and Winnipeg.

  • 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.

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

    Currently, September is the cheapest month in which you can book a flight from San Diego to Winnipeg (average of C$ 204). Flying from San Diego to Winnipeg in May is currently the most expensive (average of C$ 593). 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 Winnipeg?

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

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.

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 San Diego to Winnipeg?

Cheapflights helps you search for flights from San Diego to Winnipeg via 900+ travel sites so you don’t have to. After performing a flight search, users can also filter their flight selection by filtering for price, number of stops, airlines, and so on.

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

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 San Diego to Winnipeg.

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

Need flexible booking options for your flight to Winnipeg from San Diego? Don’t worry, Cheapflights have you covered. Use our search filter to only show flights with no change fees.

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

Yes, and it’s super simple to set up. Click the bell icon next to the flight deals above and provide a valid email address to enable Price Alerts. That’s it!

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.