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

Flights via Calgary (YYC) have the shortest average one-way travel time for 1-stop routes: 7h 04m.

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

Calgary (YYC) is the most affordable 1-stop option, with an average round-trip price of $395.

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

Calgary (YYC) – chosen by Cheapflights users on 86% of 1-stop itineraries from San Diego to Winnipeg on Cheapflights.

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

Flights via Calgary (YYC) offer the fastest connection on this route, with an average layover time of 1h 31m.

How long is the flight from San Diego to Winnipeg?

For as low as $374, United Airlines can have you in Winnipeg from San Diego in 16h 39m. There are 1564 mi between San Diego and Winnipeg.

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

Delta, at $203, was found to be the cheapest airline from San Diego to Winnipeg.Alternate airlines to your destination round-trip include WestJet and Air Canada. Delta is priced at 58% lower than the current average price of a flight leaving 3 months from now.

In terms of precipitation, rainfall in Winnipeg ranges from 0.8 - 3.1 inches per month. June is typically the wettest month, when rainfall can reach 3.1 in. January is typically the driest time to visit Winnipeg when rainfall is around 0.8 in.

If weather is an important factor for your trip to Winnipeg, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 68.0 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 3.2 F).

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

Before booking your flight from San Diego to Winnipeg check out the most popular airlines for this route: Delta, WestJet or Air Canada.

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

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from San Diego to Winnipeg as you normally would.

Most accurate provider : When it comes to deals on San Diego-Winnipeg flights, users find the pricing of Mytrip to be most consistent on Cheapflights vs. Mytrip Users can find the same prices on San Diego-Winnipeg flight deals on Cheapflights vs. Mytrip >95% of the time. Price accuracy is based on data collected from San Diego-Winnipeg flight searches over the past month and is updated monthly.

Most trusted provider : When it comes to deals on San Diego-Winnipeg flights, Cheapflights users trust Mytrip the most. Mytrip has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for San Diego-Winnipeg flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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.

$101+ Cheap Flights from San Diego to Winnipeg

Home Search by date Vacation packages Hotels Flight deals Car rental Travel tips & news

Find cheap flights from San Diego to Winnipeg with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 October 27, 2025.

Sun 12/216:30 amSAN - YWG

1 stop12h 21mUnited Airlines

Sun 12/288:40 amYWG - SAN

1 stop15h 52mUnited Airlines

Deal found 10/27

$688

Sat 12/2011:52 amSAN - YWG

1 stop9h 52mDelta

Sun 12/285:45 pmYWG - SAN

1 stop8h 10mDelta

Deal found 10/27

$691

Sat 12/207:55 pmSAN - YWG

2 stops22h 56mUnited Airlines

Sun 12/282:20 pmYWG - SAN

2 stops22h 10mUnited Airlines

Deal found 10/27

$762

Best flights from San Diego to Winnipeg
Discover carefully curated flight deals from San Diego to Winnipeg that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 27, 2025.

Tue 3/175:00 pmSAN - YWG

1 stop16h 39mUnited Airlines

Wed 3/182:15 pmYWG - SAN

1 stop10h 25mUnited Airlines

Deal found 10/24

$374

Sun 12/214:45 pmSAN - YWG

1 stop17h 12mUnited Airlines

Sun 12/288:40 amYWG - SAN

1 stop15h 52mUnited Airlines

Deal found 10/26

$688

One-way flights from San Diego to Winnipeg
Search for one-way flight options from San Diego to Winnipeg. Find affordable one-way fares based on user searches. Data last updated October 27, 2025.

Sun 1/189:24 pmSAN - YWG

2 stops20h 42mMultiple Airlines

Deal found 10/26

$101

Thu 12/259:14 pmSAN - YWG

1 stop26h 09mMultiple Airlines

Deal found 10/26

$118

Sat 1/175:00 pmSAN - YWG

1 stop29h 43mMultiple Airlines

Deal found 10/26

$126

Fri 11/1411:34 amSAN - YWG

1 stop11h 49mMultiple Airlines

Deal found 10/27

$139

Sun 1/184:10 pmSAN - YWG

2 stops17h 47mUnited Airlines

Deal found 10/26

$165

Sat 11/155:28 pmSAN - YWG

2 stops19h 39mMultiple Airlines

Deal found 10/27

$226

Cheap flight deals from San Diego to Winnipeg

Most accurate provider	Mytrip 3 stars
Most trusted provider	Mytrip 3 stars
Round-trip from	$374 (United Airlines)
One-way from	$101 (Kiwi.com)
Popular in	January
Cheapest in	March
Average price	$402

Provider with most accurate pricing for San Diego-Winnipeg flight deals.

Search Deals

Provider most trusted by Cheapflights users for San Diego-Winnipeg flights.

Search Deals

From San Diego to Winnipeg

Search Deals

One-way flight from San Diego to Winnipeg

Search Deals

Highest demand for flights based on searches. 33% potential increase in price ($241 potential increase over avg. RT price).

Search Deals

Cheapest flight prices on average. 13% potential price decrease ($59 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

San DiegoWinnipeg

SAN - YWG

SANYWG

San Diego

Tue 3/17

5:00 pm-11:39 am

1 stop16h 39m

Winnipeg

Wed 3/18

2:15 pm-10:40 pm

1 stop10h 25m

$374

San DiegoWinnipeg

SAN - YWG

SANYWG

San Diego

Sun 12/21

4:45 pm-11:57 am

1 stop17h 12m

Winnipeg

Sun 12/28

8:40 am-10:32 pm

1 stop15h 52m

$688

San DiegoWinnipeg

SAN - YWG

SANYWG

San Diego

Sun 1/18

9:24 pm-8:06 pm

2 stops20h 42m

$101

San DiegoWinnipeg

SAN - YWG

SANYWG

San Diego

Sat 1/17

1:43 pm-12:43 am

2 stops33h 00m

$118

San DiegoWinnipeg

SAN - YWG

SANYWG

San Diego

Thu 12/25

9:14 pm-1:23 am

1 stop26h 09m

$118

San DiegoWinnipeg

SAN - YWG

SANYWG

San Diego

Sun 1/18

4:10 pm-11:57 am

2 stops17h 47m

$165

San DiegoWinnipeg

SAN - YWG

SANYWG

San Diego

Sat 11/15

5:28 pm-3:07 pm

2 stops19h 39m

$226

San DiegoWinnipeg

SAN - YWG

SANYWG

San Diego

Fri 11/14

9:59 pm-10:08 am

3 stops34h 09m

$256

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/26

Compare providers for flights from San Diego to Winnipeg

Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from San Diego to Winnipeg in October.

Provider	Price Accuracy	Trust Score*
Expedia	Price Accuracy2 stars	Trust Score*3 stars
eDreams	Price Accuracy3 stars	Trust Score*3 stars
FlightHub	Price Accuracy3 stars	Trust Score*1 star
Mytrip	Price Accuracy3 stars	Trust Score*3 stars
Trip.com	Price Accuracy2 stars	Trust Score*3 stars
JustAirTicket	Price Accuracy-	Trust Score*1 star

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

Most accurate provider: When it comes to deals on San Diego-Winnipeg flights, users find the pricing of Mytrip to be most consistent on Cheapflights vs. Mytrip Users can find the same prices on San Diego-Winnipeg flight deals on Cheapflights vs. Mytrip >95% of the time. Price accuracy is based on data collected from San Diego-Winnipeg flight searches over the past month and is updated monthly.
Most trusted provider: When it comes to deals on San Diego-Winnipeg flights, Cheapflights users trust Mytrip the most. Mytrip has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for San Diego-Winnipeg flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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

Prices

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 $114). Flying from San Diego to Winnipeg in May is currently the most expensive (average of $358). 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.

Reviews of airlines servicing Winnipeg

Get a feel of what it's like to fly with Delta, WestJet, and Air Canada from San Diego to Winnipeg by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.

Delta

7.9

Good

7,996 reviews

Reviews

1 / 20

10.0

Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

Delta

7.9

Good

7,996 reviews

Delta

7.9

Good

7,996 reviews

Reviews

1 / 20

10.0

Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

WestJet

7.2

Good

3,147 reviews

Delta

7.9

Good

7,996 reviews

Reviews

1 / 20

10.0

Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

Air Canada

7.1

Good

10,367 reviews

Delta

7.9

Good

7,996 reviews

Reviews

1 / 20

10.0

Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

Related info for your journey

How long is the flight from San Diego to Winnipeg?
For as low as $374, United Airlines can have you in Winnipeg from San Diego in 16h 39m. There are 1564 mi between San Diego and Winnipeg.
What are the cheapest airlines flying from San Diego to Winnipeg round-trip?
Delta, at $203, was found to be the cheapest airline from San Diego to Winnipeg.Alternate airlines to your destination round-trip include WestJet and Air Canada. Delta is priced at 58% lower than the current average price of a flight leaving 3 months from now.
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 $114). Flying from San Diego to Winnipeg in May is currently the most expensive (average of $358). 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

Portage la Prairie

Browse thousands of different options on Cheapflights for your next trip

Alternative routes for San Diego to Winnipeg

Los Angeles to Winnipeg flights

San Francisco to Winnipeg flights

Las Vegas to Winnipeg flights

Ontario to Winnipeg flights

San Jose to Winnipeg flights

Sacramento to Winnipeg flights

Burbank to Winnipeg flights

Oakland to Winnipeg flights

Santa Ana to Winnipeg flights

Los Angeles to Brandon flights

Santa Rosa to Winnipeg flights

Other flights to Winnipeg

Top 3 airlines flying from San Diego to Winnipeg

Airline	Cheapest	Average	Flexibility	On-time
Delta	Cheapest$203	Average$496	FlexibilityNo cancel fee	On-timeN/A
WestJet	Cheapest$236	Average$348	FlexibilityNo cancel fee	On-time60%
Air Canada	Cheapest$402	Average$467	FlexibilityNo cancel fee	On-time67%

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.

$101+ Cheap flights from San Diego (SAN) to Winnipeg (YWG)

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 1/18. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from San Diego to Winnipeg with Cheapflights

1. Tell us where you want to go

2. Select your favorite providers

3. Compare prices and book

Find flight deals from San Diego to Winnipeg

Cheapest flights from San Diego to WinnipegExplore 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 October 27, 2025.

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 October 27, 2025.

Cheap flight deals from San Diego to Winnipeg

Most accurate provider

Most trusted provider

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 San Diego to Winnipeg that are best for you.

Compare providers for flights from San Diego to Winnipeg

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.

Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from San Diego to Winnipeg in October.

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.

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?

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

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

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

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

Reviews of airlines servicing Winnipeg

Get a feel of what it's like to fly with Delta, WestJet, and Air Canada from San Diego to Winnipeg by reading reviews from past customers. Users have also rated airlines 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 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?

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

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

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

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

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

Traveling to a place near Winnipeg?

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.

Alternative routes for San Diego to Winnipeg

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

Top 3 airlines flying from San Diego to Winnipeg

100% Free

Book with Flexibility

Travel Smart

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 October 27, 2025.