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Cheap flights from San Diego to Winnipeg from C$ 134

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 25/1. Fares are subject to change and may not be available on all flights or dates of travel.
SAN — YWG
11 Jan — 18 Jan1
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 December 2025.

Thu 11/128:10 p.m.SAN - YWG
2 stops27h 13mMultiple Airlines
Mon 15/124:55 p.m.YWG - SAN
1 stop26h 58mMultiple Airlines
Deal found 10/12C$ 725
Mon 22/1210:10 p.m.SAN - YWG
2 stops43h 35mMultiple Airlines
Fri 2/15:05 p.m.YWG - SAN
1 stop17h 42mMultiple Airlines
Deal found 9/12C$ 822
Mon 22/128:45 p.m.SAN - YWG
2 stops22h 06mUnited Airlines
Fri 2/18:40 a.m.YWG - SAN
2 stops16h 57mUnited Airlines
Deal found 9/12C$ 1,411
Sat 20/128:45 p.m.SAN - YWG
2 stops22h 06mUnited Airlines
Sun 28/128:40 a.m.YWG - SAN
2 stops16h 57mUnited Airlines
Deal found 10/12C$ 1,696
Mon 22/127:30 p.m.SAN - YWG
3 stops26h 05mAmerican Airlines
Fri 2/16:00 a.m.YWG - SAN
2 stops15h 59mAmerican Airlines
Deal found 9/12C$ 1,728
Sun 21/128:45 p.m.SAN - YWG
2 stops22h 06mUnited Airlines
Sun 28/122:20 p.m.YWG - SAN
2 stops22h 10mUnited Airlines
Deal found 12/12C$ 1,798
Sun 21/1212:42 p.m.SAN - YWG
1 stop6h 09mAir Canada
Sun 28/129:40 p.m.YWG - SAN
1 stop16h 23mAir Canada
Deal found 11/12C$ 1,932

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 December 2025.

Round-trip from

C$ 365

One-way from

C$ 134

Popular in

January

Cheapest in

March

Average price

C$ 808
8/1-15/1
  • 8/1-15/1
  • 3 total stops
  • 68h 46m total
  • San Diego to Winnipeg
Search Deals
25/1
  • 25/1
  • 1 total stop
  • 24h 58m total
  • San Diego to Winnipeg
Search Deals
Highest demand for flights based on searches. 30% potential increase in price (C$ 410 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 11% potential price decrease (C$ 100 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
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 December 2025.
Use the filters below to find and compare flights from San Diego to Winnipeg that are best for you.

Fly from

San Diego

Fly to

Winnipeg

Route

Depart

Return

Price

San DiegoWinnipeg

SAN - YWG

SANYWG

San Diego

Thu 8/1

9:19 p.m.-12:53 a.m.

1 stop25h 34m

Winnipeg

Thu 15/1

9:00 p.m.-2:12 p.m.

2 stops43h 12m

C$ 365

San DiegoWinnipeg

SAN - YWG

SANYWG

San Diego

Thu 15/1

6:05 p.m.-12:59 p.m.

1 stop16h 54m

Winnipeg

Sun 18/1

10:45 a.m.-5:24 p.m.

1 stop8h 39m

C$ 492

San DiegoWinnipeg

SAN - YWG

SANYWG

San Diego

Sun 15/3

8:39 p.m.-1:52 p.m.

2 stops39h 13m

Winnipeg

Sun 22/3

4:55 p.m.-7:14 p.m.

1 stop28h 19m

C$ 492

San DiegoWinnipeg

SAN - YWG

SANYWG

San Diego

Sun 15/3

2:47 p.m.-11:35 p.m.

1 stop6h 48m

Winnipeg

Sun 22/3

5:45 p.m.-11:40 p.m.

1 stop7h 55m

C$ 560

San DiegoWinnipeg

SAN - YWG

SANYWG

San Diego

Sun 25/1

9:45 p.m.-12:43 a.m.

1 stop24h 58m

C$ 134

San DiegoWinnipeg

SAN - YWG

SANYWG

San Diego

Sun 25/1

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

2 stops27h 42m

C$ 221

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/12

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, March is the cheapest month in which you can book a flight from San Diego to Winnipeg (average of C$ 157). Flying from San Diego to Winnipeg in May is currently the most expensive (average of C$ 494). 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 16h 54m. 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, March is the cheapest month in which you can book a flight from San Diego to Winnipeg (average of C$ 157). Flying from San Diego to Winnipeg in May is currently the most expensive (average of C$ 494). 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

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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.

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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!

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