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Cheap flights from San Diego to Winnipeg from C$ 139

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 25/10. Fares are subject to change and may not be available on all flights or dates of travel.
SAN — YWG
11 Oct — 18 Oct1
1 adult
1 adult, Economy

Cheap 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 11 September 2025.

Round-trip from

C$ 456

One-way from

C$ 139

Popular in

January

Cheapest in

March

Average price

C$ 676
WestJet
  • WestJet
  • 3/11-12/11
  • 2 total stops
  • 15h 36m total
  • San Diego to Winnipeg
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WestJet
  • WestJet
  • 25/10
  • 2 total stops
  • 21h 47m total
  • San Diego to Winnipeg
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Highest demand for flights based on searches. 27% potential increase in price (C$ 353 potential increase over avg. RT price).
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Cheapest flight prices on average. 15% potential price decrease (C$ 124 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find flight deals from San Diego to Winnipeg

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 11 September 2025.

Mon 3/1112:35 p.m.SAN - YWG
1 stop8h 06mWestJet
Wed 12/116:15 a.m.YWG - SAN
1 stop7h 30mWestJet
Deal found 11/9C$ 456
Mon 3/1112:35 p.m.SAN - YWG
1 stop8h 06mMultiple Airlines
Wed 12/115:55 a.m.YWG - SAN
2 stops12h 25mMultiple Airlines
Deal found 11/9C$ 529
Thu 23/104:40 p.m.SAN - YWG
1 stop7h 22mAir Canada
Tue 28/1010:40 a.m.YWG - SAN
1 stop8h 44mAir Canada
Deal found 10/9C$ 592
Thu 23/107:48 p.m.SAN - YWG
2 stops13h 42mDelta
Tue 28/1012:20 p.m.YWG - SAN
1 stop10h 14mDelta
Deal found 11/9C$ 596
Thu 18/127:59 p.m.SAN - YWG
2 stops13h 55mDelta
Sat 3/15:56 p.m.YWG - SAN
1 stop7h 44mDelta
Deal found 11/9C$ 680
Thu 18/126:30 a.m.SAN - YWG
1 stop12h 21mAir Canada
Sat 3/19:40 p.m.YWG - SAN
1 stop16h 23mAir Canada
Deal found 11/9C$ 741
Wed 17/129:50 a.m.SAN - YWG
2 stops11h 55mDelta
Thu 25/1212:44 p.m.YWG - SAN
1 stop10h 13mDelta
Deal found 11/9C$ 830
Fri 19/126:15 a.m.SAN - YWG
2 stops15h 30mDelta
Wed 24/1212:44 p.m.YWG - SAN
1 stop10h 13mDelta
Deal found 11/9C$ 858
Fri 19/126:15 a.m.SAN - YWG
2 stops15h 30mDelta
Mon 29/125:56 p.m.YWG - SAN
1 stop7h 44mDelta
Deal found 11/9C$ 887

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 11 September 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

Mon 3/11

12:35 p.m.-10:41 p.m.

1 stop8h 06m

Winnipeg

Wed 12/11

6:15 a.m.-11:45 a.m.

1 stop7h 30m

C$ 456

San DiegoWinnipeg

SAN - YWG

SANYWG

San Diego

Mon 3/11

12:35 p.m.-10:41 p.m.

1 stop8h 06m

Winnipeg

Wed 12/11

5:55 a.m.-4:20 p.m.

2 stops12h 25m

C$ 529

San DiegoWinnipeg

SAN - YWG

SANYWG

San Diego

Thu 23/10

4:40 p.m.-2:02 a.m.

1 stop7h 22m

Winnipeg

Tue 28/10

10:40 a.m.-5:24 p.m.

1 stop8h 44m

C$ 592

San DiegoWinnipeg

SAN - YWG

SANYWG

San Diego

Thu 23/10

10:00 a.m.-11:27 p.m.

2 stops11h 27m

Winnipeg

Tue 28/10

6:40 a.m.-12:55 p.m.

1 stop8h 15m

C$ 596

San DiegoWinnipeg

SAN - YWG

SANYWG

San Diego

Thu 18/12

7:59 p.m.-11:54 a.m.

2 stops13h 55m

Winnipeg

Sat 3/1

5:56 p.m.-11:40 p.m.

1 stop7h 44m

C$ 680

San DiegoWinnipeg

SAN - YWG

SANYWG

San Diego

Thu 18/12

6:30 a.m.-8:51 p.m.

1 stop12h 21m

Winnipeg

Sat 3/1

9:40 p.m.-12:03 p.m.

1 stop16h 23m

C$ 741

San DiegoWinnipeg

SAN - YWG

SANYWG

San Diego

Wed 17/12

9:50 a.m.-11:45 p.m.

2 stops11h 55m

Winnipeg

Thu 25/12

12:44 p.m.-8:57 p.m.

1 stop10h 13m

C$ 830

San DiegoWinnipeg

SAN - YWG

SANYWG

San Diego

Fri 26/9

6:15 a.m.-8:15 p.m.

3 stops36h 00m

C$ 141

San DiegoWinnipeg

SAN - YWG

SANYWG

San Diego

Sat 25/10

2:05 p.m.-12:30 a.m.

1 stop8h 25m

C$ 161

San DiegoWinnipeg

SAN - YWG

SANYWG

San Diego

Tue 23/9

1:35 p.m.-5:40 p.m.

2 stops26h 05m

C$ 161

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/9

Showing 1-10 of 17 results
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

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

Currently, January is the cheapest month in which you can book a flight from San Diego to Winnipeg (average of C$ 123). Flying from San Diego to Winnipeg in July is currently the most expensive (average of C$ 232). 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 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 22m. 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.

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

    Currently, January is the cheapest month in which you can book a flight from San Diego to Winnipeg (average of C$ 123). Flying from San Diego to Winnipeg in July is currently the most expensive (average of C$ 232). 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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