Which airport typically offers the quickest layover for flights from Winnipeg to San Diego?

Flights via Calgary (YYC) offer the fastest connection on this route, with an average layover time of 2h 25m.

What’s the cheapest layover airport for flights from Winnipeg to San Diego?

Calgary (YYC) is the most affordable 1-stop option, with an average round-trip price of C$ 447.

What’s the top layover airport for flights from Winnipeg to San Diego?

Calgary (YYC) – chosen by Cheapflights users on 79% of one-stop itineraries from Winnipeg to San Diego on Cheapflights.

What’s the fastest layover option from Winnipeg to San Diego?

Flights via Vancouver (YVR) have the shortest average one-way travel time for 1-stop routes: 7h 27m.

How long is the flight from Winnipeg to San Diego?

A quick flight from Winnipeg to San Diego can take about 11h 54m. United Airlines provides one of the quickest options available for as low as C$ 680. Airlines will cover a distance of 2517 km.

What are the cheapest airlines flying from Winnipeg to San Diego round-trip?

Currently priced at C$ 293, WestJet will fly you from Winnipeg to San Diego and back. In addition to WestJet, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from Air Canada and United Airlines - these airlines can fly you to your destination from C$ 303 and C$ 331, respectively. Users have found that WestJet is 37% cheaper than the other options available to this destination.

In terms of precipitation, rainfall in San Diego ranges from 0.0 - 58.0 mm per month. February is typically the wettest month, when rainfall can reach 58.0 mm. July is typically the driest time to visit San Diego when rainfall is around 0.0 mm.

If weather is an important factor for your trip to San Diego, use this chart to help with planning. For those seeking warmer temperatures, August is the ideal time of year to visit, when temperatures reach an average of 22.0 C. Travellers hoping to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 14.0 C).

What are the most popular airlines that fly from Winnipeg to San Diego?

The most popular airlines flying from Winnipeg to San Diego are WestJet, Air Canada and Delta. Something to consider prior to booking your flight.

Can I find deals for flights from Winnipeg to San Diego that include hotel bookings?

Yes. In addition to deals on Winnipeg to San Diego flights, Cheapflights offers vacation packages that include both flights and hotel.

How can I find direct flights from Winnipeg to San Diego?

After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Winnipeg to San Diego.

Can I find deals for business class flights from Winnipeg to San Diego?

Yes. Cheapflights offers flight deals from Winnipeg to San Diego by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

C$ 194+ Cheap Flights from Winnipeg to San Diego

Find flight deals from Winnipeg to San Diego

Enter your travel dates to find the best prices.

Cheapest flights from Winnipeg to San Diego
Explore the most affordable flight options available from Winnipeg to San Diego. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 28 October 2025.

Fri 21/115:35 p.m.YWG - SAN

1 stop16h 19mMultiple Airlines

Sat 29/118:39 a.m.SAN - YWG

2 stops25h 30mMultiple Airlines

Deal found 27/10C$ 552

Fri 21/116:40 a.m.YWG - SAN

2 stops14h 39mDelta

Sat 29/117:59 p.m.SAN - YWG

2 stops13h 49mDelta

Deal found 27/10C$ 610

Sat 22/1112:55 p.m.YWG - SAN

2 stops20h 54mMultiple Airlines

Sat 29/119:10 a.m.SAN - YWG

1 stop10h 45mMultiple Airlines

Deal found 27/10C$ 618

Fri 31/107:30 a.m.YWG - SAN

2 stops12h 10mMultiple Airlines

Mon 3/1111:34 a.m.SAN - YWG

1 stop11h 09mMultiple Airlines

Deal found 27/10C$ 621

Sun 21/1212:40 p.m.YWG - SAN

2 stops25h 58mMultiple Airlines

Sun 28/129:14 p.m.SAN - YWG

1 stop25h 29mMultiple Airlines

Deal found 25/10C$ 634

Mon 10/114:55 p.m.YWG - SAN

1 stop15h 24mMultiple Airlines

Thu 13/116:00 p.m.SAN - YWG

2 stops29h 23mMultiple Airlines

Deal found 25/10C$ 648

Wed 12/118:40 a.m.YWG - SAN

1 stop8h 20mUnited Airlines

Tue 16/128:00 p.m.SAN - YWG

2 stops13h 57mUnited Airlines

Deal found 27/10C$ 680

Tue 11/1112:40 p.m.YWG - SAN

2 stops9h 44mMultiple Airlines

Thu 13/117:59 p.m.SAN - YWG

1 stop27h 24mMultiple Airlines

Deal found 27/10C$ 758

Sun 21/128:40 a.m.YWG - SAN

2 stops16h 57mUnited Airlines

Sun 28/1211:12 a.m.SAN - YWG

2 stops22h 45mUnited Airlines

Deal found 25/10C$ 761

Best flights from Winnipeg to San Diego
Discover carefully curated flight deals from Winnipeg to San Diego that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated 28 October 2025.

Sat 22/1112:55 p.m.YWG - SAN

2 stops20h 54mMultiple Airlines

Sat 29/119:10 a.m.SAN - YWG

1 stop10h 45mMultiple Airlines

Deal found 27/10C$ 618

Wed 12/118:40 a.m.YWG - SAN

2 stops11h 54mUnited Airlines

Tue 16/128:40 p.m.SAN - YWG

2 stops13h 17mUnited Airlines

Deal found 26/10C$ 680

Sun 21/1212:40 p.m.YWG - SAN

2 stops25h 58mMultiple Airlines

Sun 28/129:14 p.m.SAN - YWG

1 stop25h 29mMultiple Airlines

Deal found 25/10C$ 634

Mon 10/114:55 p.m.YWG - SAN

1 stop15h 24mMultiple Airlines

Thu 13/116:00 p.m.SAN - YWG

2 stops29h 23mMultiple Airlines

Deal found 25/10C$ 648

Sun 21/128:40 a.m.YWG - SAN

2 stops16h 57mUnited Airlines

Sun 28/1211:12 a.m.SAN - YWG

2 stops22h 45mUnited Airlines

Deal found 25/10C$ 761

Last-minute flights from Winnipeg to San Diego
Discover last-minute flight deals from Winnipeg to San Diego. Data last updated 28 October 2025 and is based on user searches.

Fri 31/107:30 a.m.YWG - SAN

2 stops12h 10mMultiple Airlines

Mon 3/1111:34 a.m.SAN - YWG

1 stop11h 09mMultiple Airlines

Deal found 27/10C$ 621

Mon 10/114:55 p.m.YWG - SAN

1 stop15h 24mMultiple Airlines

Thu 13/116:00 p.m.SAN - YWG

2 stops29h 23mMultiple Airlines

Deal found 25/10C$ 648

Tue 11/1112:40 p.m.YWG - SAN

2 stops9h 44mMultiple Airlines

Thu 13/117:59 p.m.SAN - YWG

1 stop27h 24mMultiple Airlines

Deal found 27/10C$ 758

Wed 12/118:40 a.m.YWG - SAN

1 stop8h 20mUnited Airlines

Tue 16/128:00 p.m.SAN - YWG

2 stops13h 57mUnited Airlines

Deal found 27/10C$ 680

Fri 21/115:35 p.m.YWG - SAN

1 stop16h 19mMultiple Airlines

Sat 29/118:39 a.m.SAN - YWG

2 stops25h 30mMultiple Airlines

Deal found 27/10C$ 552

Fri 21/116:40 a.m.YWG - SAN

2 stops14h 39mDelta

Sat 29/117:59 p.m.SAN - YWG

2 stops13h 49mDelta

Deal found 27/10C$ 610

Sat 22/1112:55 p.m.YWG - SAN

2 stops20h 54mMultiple Airlines

Sat 29/119:10 a.m.SAN - YWG

1 stop10h 45mMultiple Airlines

Deal found 27/10C$ 618

One-way flights from Winnipeg to San Diego
Search for one-way flight options from Winnipeg to San Diego. Find affordable one-way fares based on user searches. Data last updated 28 October 2025.

Sat 10/112:55 p.m.YWG - SAN

2 stops23h 02mMultiple Airlines

Deal found 26/10C$ 194

Wed 24/124:55 p.m.YWG - SAN

1 stop19h 02mMultiple Airlines

Deal found 27/10C$ 210

Mon 5/14:10 p.m.YWG - SAN

2 stops19h 47mMultiple Airlines

Deal found 27/10C$ 238

Sat 10/16:55 p.m.YWG - SAN

1 stop18h 50mWestJet

Deal found 26/10C$ 245

Thu 5/34:10 p.m.YWG - SAN

2 stops19h 47mMultiple Airlines

Deal found 28/10C$ 248

Thu 5/36:45 a.m.YWG - SAN

2 stops31h 02mWestJet

Deal found 28/10C$ 288

Cheap flight deals from Winnipeg to San Diego

Round-trip from	C$ 552
One-way from	C$ 194
Popular in	November
Cheapest in	January
Average price	C$ 600

21/11-29/11
3 total stops
41h 49m total
Winnipeg to San Diego

Search Deals

10/1
2 total stops
23h 02m total
Winnipeg to San Diego

Search Deals

Highest demand for flights based on searches. 26% potential increase in price (C$ 237 potential increase over avg. RT price).

Search Deals

Cheapest flight prices on average. 5% potential price decrease (C$ 36 potential savings vs. average RT price).

Search Deals

Average for round-trip flights in October 2025

Search Deals

Fly from

Fly to

Route

Depart

Return

Price

WinnipegSan Diego

YWG - SAN

YWGSAN

Winnipeg

Sat 22/11

12:55 p.m.-7:49 a.m.

2 stops20h 54m

San Diego

Sat 29/11

9:10 a.m.-9:55 p.m.

1 stop10h 45m

C$ 618

WinnipegSan Diego

YWG - SAN

YWGSAN

Winnipeg

Sun 21/12

12:40 p.m.-12:38 p.m.

2 stops25h 58m

San Diego

Sun 28/12

9:14 p.m.-12:43 a.m.

1 stop25h 29m

C$ 634

WinnipegSan Diego

YWG - SAN

YWGSAN

Winnipeg

Mon 10/11

4:55 p.m.-6:19 a.m.

1 stop15h 24m

San Diego

Thu 13/11

6:00 p.m.-1:23 a.m.

2 stops29h 23m

C$ 648

WinnipegSan Diego

YWG - SAN

YWGSAN

Winnipeg

Wed 12/11

8:40 a.m.-6:34 p.m.

2 stops11h 54m

San Diego

Tue 16/12

8:40 p.m.-11:57 a.m.

2 stops13h 17m

C$ 680

WinnipegSan Diego

YWG - SAN

YWGSAN

Winnipeg

Sun 21/12

8:40 a.m.-11:37 p.m.

2 stops16h 57m

San Diego

Sun 28/12

11:12 a.m.-11:57 a.m.

2 stops22h 45m

C$ 761

WinnipegSan Diego

YWG - SAN

YWGSAN

Winnipeg

Sat 10/1

12:55 p.m.-9:57 a.m.

2 stops23h 02m

C$ 194

WinnipegSan Diego

YWG - SAN

YWGSAN

Winnipeg

Wed 24/12

4:55 p.m.-9:57 a.m.

1 stop19h 02m

C$ 210

WinnipegSan Diego

YWG - SAN

YWGSAN

Winnipeg

Mon 5/1

4:10 p.m.-9:57 a.m.

2 stops19h 47m

C$ 238

WinnipegSan Diego

YWG - SAN

YWGSAN

Winnipeg

Thu 5/3

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

1 stop16h 47m

C$ 248

WinnipegSan Diego

YWG - SAN

YWGSAN

Winnipeg

Thu 5/3

4:10 p.m.-9:57 a.m.

2 stops19h 47m

C$ 248

Flights are sorted by cheapest round-trip flights first.

Deals found on 26/10

Showing 1-10 of 11 results

Best time to book a flight from Winnipeg to San Diego

Have a flexible travel schedule? Discover the best time to fly to San Diego from Winnipeg 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 Winnipeg to San Diego

Prices

How far ahead should I book a flight from Winnipeg to San Diego?

The best time to book flights from Winnipeg to San Diego is 49 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

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

Currently, June is the cheapest month in which you can book a flight from Winnipeg to San Diego (average of C$ 169). Flying from Winnipeg to San Diego in August is currently the most expensive (average of C$ 312). 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.

What is the cheapest time of day to fly from YWG to SAN?

It’s optimal to fly from Winnipeg to San Diego at noon. By choosing this option you can save up to 68% on the cost of your flight, compared to a flight in the afternoon.

Reviews of airlines servicing San Diego

See what other customers who have flown with Delta,United Airlines, andWestJet from Winnipeg to San Diego have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.

Delta

7.9

Good

7,995 reviews

Check prices

Reviews

1 / 20

10.0

Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Delta

7.9

Good

7,995 reviews

Delta

7.9

Good

7,995 reviews

Check prices

Reviews

1 / 20

10.0

Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

United Airlines

7.4

Good

8,996 reviews

Delta

7.9

Good

7,995 reviews

Check prices

Reviews

1 / 20

10.0

Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

WestJet

7.2

Good

3,148 reviews

Delta

7.9

Good

7,995 reviews

Check prices

Reviews

1 / 20

10.0

Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Air Canada

7.1

Good

10,370 reviews

Delta

7.9

Good

7,995 reviews

Check prices

Reviews

1 / 20

10.0

Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Related info for your journey

How long is the flight from Winnipeg to San Diego?
A quick flight from Winnipeg to San Diego can take about 11h 54m. United Airlines provides one of the quickest options available for as low as C$ 680. Airlines will cover a distance of 2517 km.
What are the cheapest airlines flying from Winnipeg to San Diego round-trip?
Currently priced at C$ 293, WestJet will fly you from Winnipeg to San Diego and back. In addition to WestJet, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from Air Canada and United Airlines - these airlines can fly you to your destination from C$ 303 and C$ 331, respectively. Users have found that WestJet is 37% cheaper than the other options available to this destination.
Can I find deals for flights from Winnipeg to San Diego that include hotel bookings?
Yes. In addition to deals on Winnipeg to San Diego flights, Cheapflights offers vacation packages that include both flights and hotel.
How can I find direct flights from Winnipeg to San Diego?
After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Winnipeg to San Diego.
Can I find deals for business class flights from Winnipeg to San Diego?
Yes. Cheapflights offers flight deals from Winnipeg to San Diego 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 Winnipeg to San Diego?
Currently, June is the cheapest month in which you can book a flight from Winnipeg to San Diego (average of C$ 169). Flying from Winnipeg to San Diego in August is currently the most expensive (average of C$ 312). 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

La Mesa

Borrego Springs

El Cajon

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Top 4 airlines flying from Winnipeg to San Diego

Airline	Cheapest	Average	Flexibility	On-time
WestJet	CheapestC$ 293	AverageC$ 418	FlexibilityNo cancel fee	On-time60%	Search WestJet flights
Air Canada	CheapestC$ 303	AverageC$ 458	FlexibilityNo cancel fee	On-time67%	Search Air Canada flights
United Airlines	CheapestC$ 331	AverageC$ 491	FlexibilityNo cancel fee	On-time69%	Search United Airlines flights
Delta	CheapestC$ 342	AverageC$ 521	FlexibilityNo cancel fee	On-timeN/A	Search Delta flights

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How does Cheapflights help users find flights from Winnipeg to San Diego?

When you search for this flight from Winnipeg to San Diego, Cheapflights searches on 900+ travel sites to save you time finding great flight deals online. Additionally, we offer filter features so you can choose a preferred cabin class or airline, see different price ranges, and much more so you can book the flight for you.

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

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 Winnipeg to San Diego.

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

Yes! Cheapflights helps users easily find flights from Winnipeg to San Diego with no change fees.

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

Yes, Cheapflights offers price alerts on Winnipeg to San Diego flights so you can book your travel at the perfect time. Price Alerts can be enabled by clicking the bell icon next to the flight deals above and providing your email address where you want to receive the alerts.

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Cheap flights from Winnipeg to San Diego from C$ 194

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 10/1. Fares are subject to change and may not be available on all flights or dates of travel.

Find flight deals from Winnipeg to San Diego

Cheapest flights from Winnipeg to San DiegoExplore the most affordable flight options available from Winnipeg to San Diego. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 28 October 2025.

Explore the most affordable flight options available from Winnipeg to San Diego. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 28 October 2025.

Cheap flight deals from Winnipeg to San Diego

Round-trip from

One-way from

Popular in

Cheapest in

Average price

Cheapflights Fare Finder

Use the filters below to find and compare flights from Winnipeg to San Diego that are best for you.

Best time to book a flight from Winnipeg to San Diego

Have a flexible travel schedule? Discover the best time to fly to San Diego from Winnipeg with our price prediction graph.

Cheapflights Insights

Everything you need to know about your flight from Winnipeg to San Diego

How far ahead should I book a flight from Winnipeg to San Diego?

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

What is the cheapest time of day to fly from YWG to SAN?

What’s the top layover airport for flights from Winnipeg to San Diego?

What’s the fastest layover option from Winnipeg to San Diego?

What’s the fastest layover option from Winnipeg to San Diego?

Which airport typically offers the quickest layover for flights from Winnipeg to San Diego?

Reviews of airlines servicing San Diego

See what other customers who have flown with Delta,United Airlines, andWestJet from Winnipeg to San Diego have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.

Related info for your journey

Find useful and relevant information for your journey from Winnipeg to San Diego. 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 Winnipeg to San Diego?

What are the cheapest airlines flying from Winnipeg to San Diego round-trip?

Can I find deals for flights from Winnipeg to San Diego that include hotel bookings?

How can I find direct flights from Winnipeg to San Diego?

Can I find deals for business class flights from Winnipeg to San Diego?

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

Travelling to a place near San Diego?

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Alternative routes for Winnipeg to San Diego

See prices for flight routes from nearby airports that may be better suited for you.

Top 4 airlines flying from Winnipeg to San Diego

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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 Winnipeg to San Diego?

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

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

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

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Cheapest flights from Winnipeg to San Diego
Explore the most affordable flight options available from Winnipeg to San Diego. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 28 October 2025.