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Cheap flights from San Diego to Winnipeg from C$ 211

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 25/3. Fares are subject to change and may not be available on all flights or dates of travel.
SAN — YWG
26 Feb — 5 Mar1
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 27 January 2026.

Wed 29/43:30 p.m.
SAN
-
YWG
1 stop7h 25m
WestJet
Mon 4/57:00 a.m.
YWG
-
SAN
1 stop9h 10m
WestJet
Deal found 26/1C$ 415
Thu 5/32:38 p.m.
SAN
-
YWG
2 stops21h 14m
Multiple Airlines
Mon 9/36:15 a.m.
YWG
-
SAN
1 stop7h 32m
Multiple Airlines
Deal found 26/1C$ 427
Mon 2/32:00 p.m.
SAN
-
YWG
2 stops19h 32m
Multiple Airlines
Mon 9/36:15 a.m.
YWG
-
SAN
1 stop7h 32m
Multiple Airlines
Deal found 26/1C$ 438
Tue 3/38:00 a.m.
SAN
-
YWG
2 stops14h 41m
Multiple Airlines
Mon 9/36:15 a.m.
YWG
-
SAN
1 stop7h 32m
Multiple Airlines
Deal found 26/1C$ 448
Wed 13/53:30 p.m.
SAN
-
YWG
1 stop7h 25m
WestJet
Tue 19/57:00 a.m.
YWG
-
SAN
1 stop9h 10m
WestJet
Deal found 26/1C$ 450
Fri 27/28:18 p.m.
SAN
-
YWG
2 stops13h 14m
Multiple Airlines
Mon 9/36:15 a.m.
YWG
-
SAN
1 stop7h 32m
Multiple Airlines
Deal found 26/1C$ 452
Thu 28/53:30 p.m.
SAN
-
YWG
1 stop7h 25m
WestJet
Tue 2/67:00 a.m.
YWG
-
SAN
1 stop9h 10m
WestJet
Deal found 27/1C$ 453
Thu 5/32:38 p.m.
SAN
-
YWG
2 stops21h 14m
Multiple Airlines
Sun 8/36:55 p.m.
YWG
-
SAN
1 stop18h 52m
Multiple Airlines
Deal found 26/1C$ 461
Sun 1/38:20 p.m.
SAN
-
YWG
2 stops39h 32m
Multiple Airlines
Mon 9/38:00 a.m.
YWG
-
SAN
1 stop27h 51m
Multiple Airlines
Deal found 26/1C$ 467
Mon 2/32:00 p.m.
SAN
-
YWG
2 stops19h 32m
Multiple Airlines
Sun 8/36:55 p.m.
YWG
-
SAN
1 stop18h 52m
Multiple Airlines
Deal found 26/1C$ 472
Wed 25/28:59 p.m.
SAN
-
YWG
1 stop16h 13m
Multiple Airlines
Sat 28/25:55 a.m.
YWG
-
SAN
2 stops15h 58m
Multiple Airlines
Deal found 26/1C$ 479

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 27 January 2026.

Round-trip from

C$ 415

One-way from

C$ 211

Popular in

January

Cheapest in

March

Average price

C$ 1,460
WestJet
  • WestJet
  • 29/4-4/5
  • 2 total stops
  • 16h 35m total
  • San Diego to Winnipeg
Search Deals
25/3
  • 25/3
  • 3 total stops
  • 39h 43m total
  • San Diego to Winnipeg
Search Deals
Highest demand for flights based on searches. 40% potential increase in price (C$ 629 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 13% potential price decrease (C$ 109 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 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 27 January 2026.
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

Wed 13/5

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

1 stop7h 25m

Winnipeg

Tue 19/5

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

1 stop9h 10m

C$ 450

San DiegoWinnipeg

SAN - YWG

SANYWG

San Diego

Thu 28/5

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

1 stop7h 25m

Winnipeg

Tue 2/6

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

1 stop9h 10m

C$ 453

San DiegoWinnipeg

SAN - YWG

SANYWG

San Diego

Mon 2/3

2:00 p.m.-11:32 a.m.

2 stops19h 32m

Winnipeg

Tue 10/3

9:00 p.m.-11:47 a.m.

1 stop16h 47m

C$ 501

San DiegoWinnipeg

SAN - YWG

SANYWG

San Diego

Thu 16/4

3:20 p.m.-1:52 p.m.

2 stops20h 32m

Winnipeg

Sun 19/4

4:55 p.m.-2:25 p.m.

1 stop23h 30m

C$ 518

San DiegoWinnipeg

SAN - YWG

SANYWG

San Diego

Mon 9/3

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

1 stop16h 57m

Winnipeg

Wed 11/3

2:20 p.m.-10:40 p.m.

1 stop10h 20m

C$ 527

San DiegoWinnipeg

SAN - YWG

SANYWG

San Diego

Thu 12/3

10:30 p.m.-11:57 a.m.

1 stop11h 27m

Winnipeg

Mon 16/3

2:20 p.m.-10:22 a.m.

2 stops22h 02m

C$ 541

San DiegoWinnipeg

SAN - YWG

SANYWG

San Diego

Mon 2/3

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

1 stop16h 57m

Winnipeg

Fri 6/3

2:20 p.m.-10:40 p.m.

1 stop10h 20m

C$ 542

San DiegoWinnipeg

SAN - YWG

SANYWG

San Diego

Thu 16/4

8:45 a.m.-8:57 p.m.

1 stop10h 12m

Winnipeg

Sun 19/4

8:45 a.m.-12:52 p.m.

1 stop6h 07m

C$ 542

San DiegoWinnipeg

SAN - YWG

SANYWG

San Diego

Wed 25/2

8:59 p.m.-3:12 p.m.

1 stop16h 13m

Winnipeg

Wed 4/3

8:20 p.m.-4:13 p.m.

2 stops45h 53m

C$ 544

San DiegoWinnipeg

SAN - YWG

SANYWG

San Diego

Wed 25/3

2:50 p.m.-8:33 a.m.

3 stops39h 43m

C$ 211

Flights are sorted by cheapest round-trip flights first.

Deals found on 26/1

Showing 1-10 of 14 results
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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$ 156). Flying from San Diego to Winnipeg in May is currently the most expensive (average of C$ 598). 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, March is the cheapest month in which you can book a flight from San Diego to Winnipeg (average of C$ 156). Flying from San Diego to Winnipeg in May is currently the most expensive (average of C$ 598). 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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