Find flights
When to book
FAQs

Cheap flights from San Diego to Winnipeg from C$ 247

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 13/5. Fares are subject to change and may not be available on all flights or dates of travel.
SAN — YWG
29 May — 5 Jun1
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 29 April 2026.

Mon 1/63:30 p.m.
SAN
-
YWG
1 stop7h 25m
WestJet
Mon 8/67:00 a.m.
YWG
-
SAN
2 stops9h 10m
WestJet
Deal found 26/4C$ 488
Sat 13/68:29 p.m.
SAN
-
YWG
1 stop26h 11m
Multiple Airlines
Sat 20/64:55 p.m.
YWG
-
SAN
2 stops28h 39m
Multiple Airlines
Deal found 24/4C$ 496
Thu 11/68:29 p.m.
SAN
-
YWG
1 stop26h 11m
Multiple Airlines
Thu 18/610:10 a.m.
YWG
-
SAN
2 stops35h 24m
Multiple Airlines
Deal found 27/4C$ 507
Thu 11/68:29 p.m.
SAN
-
YWG
1 stop26h 11m
Multiple Airlines
Mon 15/63:15 p.m.
YWG
-
SAN
2 stops31h 43m
Multiple Airlines
Deal found 24/4C$ 509
Fri 22/53:30 p.m.
SAN
-
YWG
1 stop7h 25m
Multiple Airlines
Wed 27/56:00 a.m.
YWG
-
SAN
2 stops19h 50m
Multiple Airlines
Deal found 24/4C$ 514
Wed 20/53:30 p.m.
SAN
-
YWG
1 stop7h 25m
Multiple Airlines
Sat 30/56:00 a.m.
YWG
-
SAN
2 stops28h 42m
Multiple Airlines
Deal found 24/4C$ 516
Tue 6/106:20 a.m.
SAN
-
YWG
2 stops14h 04m
United Airlines
Wed 7/107:00 a.m.
YWG
-
SAN
2 stops14h 55m
United Airlines
Deal found 26/4C$ 525
Wed 20/53:30 p.m.
SAN
-
YWG
1 stop7h 25m
WestJet
Thu 28/57:00 a.m.
YWG
-
SAN
2 stops9h 10m
WestJet
Deal found 24/4C$ 531
Wed 13/53:30 p.m.
SAN
-
YWG
1 stop7h 25m
WestJet
Wed 20/57:00 a.m.
YWG
-
SAN
2 stops9h 10m
WestJet
Deal found 28/4C$ 546
Fri 12/63:30 p.m.
SAN
-
YWG
1 stop7h 25m
Multiple Airlines
Fri 19/67:00 a.m.
YWG
-
SAN
2 stops14h 34m
Multiple Airlines
Deal found 28/4C$ 549

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 29 April 2026.

Round-trip from

C$ 488

One-way from

C$ 247

Popular in

February

Cheapest in

March

Average price

C$ 799
WestJet
  • WestJet
  • 1/6-8/6
  • 3 total stops
  • 16h 35m total
  • San Diego to Winnipeg
Search Deals
WestJet
  • WestJet
  • 13/5
  • 1 total stop
  • 7h 25m total
  • San Diego to Winnipeg
Search Deals
Highest demand for flights based on searches. 34% potential increase in price (C$ 561 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 21% potential price decrease (C$ 190 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 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 29 April 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

Mon 1/6

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

1 stop7h 25m

Winnipeg

Mon 8/6

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

2 stops9h 10m

C$ 488

San DiegoWinnipeg

SAN - YWG

SANYWG

San Diego

Tue 6/10

6:20 a.m.-10:24 p.m.

2 stops14h 04m

Winnipeg

Wed 7/10

7:00 a.m.-7:55 p.m.

2 stops14h 55m

C$ 525

San DiegoWinnipeg

SAN - YWG

SANYWG

San Diego

Fri 19/6

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

1 stop7h 25m

Winnipeg

Mon 22/6

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

1 stop21h 00m

C$ 546

San DiegoWinnipeg

SAN - YWG

SANYWG

San Diego

Fri 19/6

4:13 p.m.-12:40 a.m.

1 stop6h 27m

Winnipeg

Mon 22/6

7:00 a.m.-7:34 p.m.

2 stops14h 34m

C$ 565

San DiegoWinnipeg

SAN - YWG

SANYWG

San Diego

Wed 13/5

3:30 p.m.-9:20 a.m.

2 stops15h 50m

Winnipeg

Wed 20/5

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

2 stops9h 10m

C$ 613

San DiegoWinnipeg

SAN - YWG

SANYWG

San Diego

Tue 9/6

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

1 stop11h 12m

Winnipeg

Mon 22/6

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

1 stop15h 40m

C$ 624

San DiegoWinnipeg

SAN - YWG

SANYWG

San Diego

Wed 13/5

11:00 a.m.-8:57 p.m.

1 stop7h 57m

Winnipeg

Wed 20/5

2:00 p.m.-10:39 p.m.

1 stop10h 39m

C$ 635

San DiegoWinnipeg

SAN - YWG

SANYWG

San Diego

Thu 14/5

6:32 a.m.-8:57 p.m.

1 stop12h 25m

Winnipeg

Sun 17/5

8:45 a.m.-11:59 p.m.

2 stops17h 14m

C$ 641

San DiegoWinnipeg

SAN - YWG

SANYWG

San Diego

Tue 19/5

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

1 stop11h 12m

Winnipeg

Thu 28/5

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

1 stop15h 40m

C$ 716
Cheapest one-way

San DiegoWinnipeg

SAN - YWG

SANYWG

San Diego

Tue 12/5

6:26 p.m.-11:52 a.m.

2 stops15h 26m

C$ 270

Flights are sorted by cheapest round-trip flights first.

Deals found on 28/4

Showing 1-10 of 18 resultsSorted by cheapest first
1
2

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?

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. Both multi-stop and direct flights can be found to your destination and back.

  • 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

Travelling to a place near Winnipeg?

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

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.