YWG - SAN

$154 Find Cheap Flights from Winnipeg to San Diego

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Winnipeg to San Diego departing on 1/30. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to San Diego

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Winnipeg to San Diego, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Winnipeg to San Diego, as well as popular online travel agencies
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41.299.237 searches in the past 7 days on KAYAK

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Everything you should know

Cheapest round-trip
$213
Overall average: $255
WestJet
Wed 2/4Wed 4/15
YWG - SAN • 1 stop
Cheapest one-way
$154
Typical prices: $261-$536
Multiple Airlines
Fri 1/30
YWG - SAN • 3 stops
Top airlines
WestJet
Cheapest • from $260 (round-trip)
WestJet
Best reviews • 7.2 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
When to book
3 weeks
in advance
Our data shows that travelers who book at least 3 weeks in advance save around 45% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
August
Cheapest • 21% price drop
April
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to San Diego!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Winnipeg to San Diego (YWG-SAN)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Winnipeg to San Diego that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Winnipeg to San Diego

Wed, Feb 4 - Wed, Apr 15
WestJet Logo
6:15 am - 11:47 am
YWG
-
SAN
7h 32m1 stop
WestJet Logo
12:35 pm - 11:47 pm
SAN
-
YWG
9h 12m2 stops
$213WestJet
Wed, Feb 4 - Wed, Apr 15
WestJet Logo
6:15 am - 11:47 am
YWG
-
SAN
7h 32m1 stop
WestJet Logo
12:35 pm - 10:40 pm
SAN
-
YWG
8h 05m1 stop
$219WestJet
Wed, Feb 4 - Fri, Apr 17
WestJet Logo
6:15 am - 11:47 am
YWG
-
SAN
7h 32m1 stop
WestJet Logo
12:35 pm - 10:40 pm
SAN
-
YWG
8h 05m1 stop
$221WestJet
Sat, Feb 7 - Thu, Feb 12
United Airlines Logo
2:20 pm - 8:37 am
YWG
-
SAN
20h 17m2 stops
United Airlines Logo
5:00 pm - 11:57 am
SAN
-
YWG
16h 57m1 stop
$242United Airlines
Wed, Feb 4 - Fri, Apr 17
WestJet Logo
6:15 am - 11:47 am
YWG
-
SAN
7h 32m1 stop
WestJet Logo
12:35 pm - 11:47 pm
SAN
-
YWG
9h 12m2 stops
$260WestJet
Mon, Feb 2 - Sat, Apr 18
United Airlines Logo
2:20 pm - 9:20 am
YWG
-
SAN
21h 00m2 stops
United Airlines Logo
8:40 pm - 8:52 pm
SAN
-
YWG
22h 12m2 stops
$266United Airlines
Sat, Feb 7 - Thu, Feb 12
United Airlines Logo
2:20 pm - 8:37 am
YWG
-
SAN
20h 17m2 stops
United Airlines Logo
6:10 pm - 11:57 am
SAN
-
YWG
15h 47m2 stops
$273United Airlines
Wed, Feb 4 - Mon, Apr 13
Multiple Airlines Logo
6:15 am - 11:47 am
YWG
-
SAN
7h 32m1 stop
Multiple Airlines Logo
9:19 pm - 12:41 am
SAN
-
YWG
25h 22m2 stops
$274Multiple Airlines
Wed, Feb 4 - Sun, Apr 12
Multiple Airlines Logo
6:15 am - 11:47 am
YWG
-
SAN
7h 32m1 stop
Multiple Airlines Logo
7:21 pm - 11:32 am
SAN
-
YWG
14h 11m2 stops
$276Multiple Airlines
Sun, Feb 1 - Wed, Apr 15
Multiple Airlines Logo
12:55 pm - 5:03 pm
YWG
-
SAN
30h 08m2 stops
Multiple Airlines Logo
12:35 pm - 10:40 pm
SAN
-
YWG
8h 05m1 stop
$282Multiple Airlines
Booking Insights

KAYAK's insights & trends for Winnipeg to San Diego flights

Get data-powered insights and trends into flights from Winnipeg to San Diego to help you find the cheapest flights, the best time to fly and much more.

What’s the cheapest day of the week to fly from Winnipeg to San Diego?

The average price of all round-trip flights from Winnipeg to San Diego clicked on KAYAK for each day over the last 12 months.

For Winnipeg to San Diego, Saturday is the cheapest day to fly on average and Friday is the most expensive. Flying from San Diego back to Winnipeg, the best deals are generally found on Wednesday, with Sunday being the most expensive.

What is the cheapest month to fly from Winnipeg to San Diego?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Winnipeg to San Diego, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Winnipeg to San Diego is August, where tickets cost $251 (return) on average. On the other hand, the most expensive months are October and November, where the average cost of round-trip tickets is $428 and $411 respectively.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Winnipeg to San Diego, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Winnipeg to San Diego, you should book around 3 weeks before departure, which saves you about 45% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 17 weeks before departure.

Good to know

Low seasonNovember
Cheapest flight$154
Best time to beat the crowds but there is an average 29% increase in price.
Most popular time to fly and prices are also 10% lower on average.
Flight from Winnipeg to San Diego

When to book flights from Winnipeg to San Diego

Are your dates flexible? Find out the best times to travel from Winnipeg to San Diego based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Winnipeg to San Diego

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

    In the last 3 days, the lowest price for a flight from Winnipeg to San Diego was $154 for a one-way ticket and $213 for a round-trip.

  • Do I need a passport to fly between Winnipeg and San Diego?

    Yes

  • Which airports will I be using when flying from Winnipeg to San Diego?

    On your way to San Diego, you’ll fly out from Winnipeg. You’ll be landing at San Diego.

  • Which aircraft models fly most regularly from Winnipeg to San Diego?

    We unfortunately don’t have that data for this specific route.

  • How does KAYAK find such low prices on flights from Winnipeg to San Diego?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Winnipeg to San Diego.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Winnipeg to San Diego?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to San Diego from Winnipeg is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Winnipeg to San Diego?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to San Diego with an airline and back to Winnipeg with another airline. Booking your flights between Winnipeg and SAN can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Winnipeg to San Diego?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to San Diego from Winnipeg up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airline flying from Winnipeg to San Diego

 
See real verified KAYAK customer reviews for airlines flying from Winnipeg to San Diego. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Winnipeg to San Diego? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.2
WestJetOverall score based on 3204 reviews
7.1Comfort
7.4Boarding
7.9Crew
6.1Entertainment
6.2Food
Airline reviews

Airplane is too small. Crew, especially the flight attendant who looked after our area, was not at all friendly and a touch authoratative. She may have been the most gruff flight attendant i've come across in 40 years of business travel

6.0 GoodAnonymous, Dec 2025
YYZ - FLL
Read more WestJet reviews

Airplane is too small. Crew, especially the flight attendant who looked after our area, was not at all friendly and a touch authoratative. She may have been the most gruff flight attendant i've come across in 40 years of business travel

I selected "carry-on" for a round trip on Kayak, but my return flight on WestJet did not include a carry-on and they would not allow me to add one. My only option was to add a "checked bag" which I had to wait for on the luggage carousel after landing. Not a good experience.

My flight was cancelled due to weather but Westjet got me on a new flight in a timely and efficient manor.

I was seated near a "stinky" person. That's not the fault of Westjet🙁😶‍🌫️

Do not fly on WestJet if you have a connection. It failed to integrate with my connecting Delta flight and I almost missed it.

No internet, not even westjet connect makes for a boring flight

Our first flight from LAX to Winnipeg was changed but you never informed us at all. It went from a nonstop flight to a stay at Calgary. This impacted our trip negatively as we arrived much later than we planned to. Our returning flight was horrible. The flight was delayed 6 hours!! And we were NOT going to wait that long. The only way we got on our original flight was running there. However all of our suitcases were now coming on the delayed flight. It was the worst experience we ever had flying. I want my money back.

There was a man who was very rude at boarding. On the other hand personal bag measuring box is too small compared to USA airlines,

A little better seat cushions would be appreciated. Crews were all good.

The process and flight were both smooth and trouble free

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

Information on your arrival and departure airports