SAN - YWG

$165 Find Cheap Flights from San Diego to Winnipeg

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from San Diego to Winnipeg departing on 6/3. 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 Winnipeg

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from San Diego to Winnipeg, 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 San Diego to Winnipeg, as well as popular online travel agencies
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

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Everything you should know

Cheapest round-trip
$370
Typical prices: $672-$407
WestJet
seg 6/1ter 6/9
SAN - YWG • 1 stop
Cheapest one-way
$165
Overall average: $248
Multiple Airlines
qua 6/3
SAN - YWG • 3 stops
Top airlines
Cheapest • from $370 (round-trip)
Best reviews • 7.9 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
Not available
There are currently no direct flights between San Diego and Winnipeg. You'll need at least 1 connection.
Insights
Insights
Insights
Insights
Top layover airports
Cheapest • Avg $447 (round-trip)
Shortest trip • 7h 23m (one-way)
Insights
Insights
Insights
Insights
When to travel
Cheapest • 100% price drop
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 Winnipeg!
Flight Deals
Booking Insights
Flight Deals

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

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from San Diego to Winnipeg 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 San Diego to Winnipeg

seg, jun 1 - ter, jun 9
WestJet Logo
3:30 pm - 12:55 am
SAN
-
YWG
7h 25m
1 stop
WestJet Logo
7:00 am - 2:10 pm
YWG
-
SAN
9h 10m
1 stop
$370WestJet
seg, jun 1 - ter, jun 9
Multiple Airlines Logo
3:30 pm - 12:55 am
SAN
-
YWG
7h 25m
1 stop
Multiple Airlines Logo
7:20 am - 8:55 pm
YWG
-
SAN
15h 35m
2 stops
$413Multiple Airlines
qua, set 9 - qui, set 17
United Airlines Logo
6:30 am - 8:48 pm
SAN
-
YWG
12h 18m
1 stop
United Airlines Logo
8:30 am - 2:50 pm
YWG
-
SAN
8h 20m
1 stop
$416United Airlines
ter, set 22 - qui, set 24
Air Canada Logo
12:35 pm - 2:02 am
SAN
-
YWG
11h 27m
1 stop
Air Canada Logo
5:45 am - 11:47 am
YWG
-
SAN
8h 02m
1 stop
$420Air Canada
qua, set 9 - qui, set 17
United Airlines Logo
12:33 pm - 8:48 pm
SAN
-
YWG
6h 15m
1 stop
United Airlines Logo
8:30 am - 5:26 pm
YWG
-
SAN
10h 56m
2 stops
$426United Airlines
qua, jun 17 - sáb, jun 20
Multiple Airlines Logo
3:30 pm - 12:55 am
SAN
-
YWG
7h 25m
1 stop
Multiple Airlines Logo
6:00 am - 8:48 am
YWG
-
SAN
28h 48m
2 stops
$428Multiple Airlines
qua, set 9 - qui, set 17
United Airlines Logo
5:00 pm - 8:48 pm
SAN
-
YWG
25h 48m
2 stops
United Airlines Logo
7:00 am - 7:55 pm
YWG
-
SAN
14h 55m
2 stops
$431United Airlines
ter, set 22 - qui, set 24
WestJet Logo
3:30 pm - 12:55 am
SAN
-
YWG
7h 25m
1 stop
WestJet Logo
12:00 pm - 2:10 pm
YWG
-
SAN
28h 10m
1 stop
$432WestJet
seg, jun 1 - ter, jun 9
Multiple Airlines Logo
3:30 pm - 12:00 pm
SAN
-
YWG
18h 30m
2 stops
Multiple Airlines Logo
7:20 am - 8:55 pm
YWG
-
SAN
15h 35m
2 stops
$439Multiple Airlines
ter, set 22 - qui, set 24
WestJet Logo
3:30 pm - 12:00 pm
SAN
-
YWG
18h 30m
2 stops
WestJet Logo
10:30 pm - 2:10 pm
YWG
-
SAN
17h 40m
2 stops
$455WestJet
Booking Insights

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

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

How much is a round-trip flight from San Diego to Winnipeg?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from San Diego to Winnipeg departing in June.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from San Diego to Winnipeg, 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 San Diego to Winnipeg is January, where tickets cost $0 (return) on average. On the other hand, the most expensive months are February and May, where the average cost of round-trip tickets is $1,590 and $711 respectively.

Good to know

Low seasonMarch
Cheapest flight$165
Best time to beat the crowds with an average 71% drop in price.
Most popular time to fly and prices are also 38% lower on average.
Flight from San Diego to Winnipeg

When to book flights from San Diego to Winnipeg

Are your dates flexible? Find out the best times to travel from San Diego to Winnipeg 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 San Diego to Winnipeg

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

    In the last 3 days, the lowest price for a flight from San Diego to Winnipeg was $165 for a one-way ticket and $370 for a round-trip.

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

    Yes

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

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

  • Which airline alliances offer flights from San Diego to Winnipeg?

    Star Alliance, and SkyTeam are the airline alliances operating flights between San Diego and Winnipeg, with Star Alliance being the most commonly used for this route.

  • Which is the best airline for flights from San Diego to Winnipeg, Delta or WestJet?

    The two airlines most popular with KAYAK users for flights from San Diego to Winnipeg are Delta and WestJet. With an average price for the route of $538 and an overall rating of 7.9, Delta is the most popular choice. WestJet is also a great choice for the route, with an average price of $348 and an overall rating of 7.2.

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

    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 San Diego to Winnipeg.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Winnipeg from San Diego 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 San Diego to Winnipeg?

    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 Winnipeg with an airline and back to San Diego with another airline. Booking your flights between San Diego and YWG 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 San Diego to Winnipeg?

    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 Winnipeg from San Diego up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top 3 airlines serving from San Diego to Winnipeg

 
See real verified KAYAK customer reviews for airlines flying from San Diego to Winnipeg. 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 San Diego to Winnipeg? 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.
7.9
DeltaOverall score based on 8459 reviews
8.5Crew
7.8Entertainment
7.9Comfort
7.2Food
8.1Boarding
Airline reviews

While they turned off most cabin lights to allow people to sleep, I was bothered by how bright the side lights still were. It was still quite bright for me in a window seat, when I wish I could have slept!

10.0 ExcellentTeresa, Apr 2026
SMF - LAX
Read more Delta reviews

While they turned off most cabin lights to allow people to sleep, I was bothered by how bright the side lights still were. It was still quite bright for me in a window seat, when I wish I could have slept!

Generally on time departures and arrivals, clean planes, sky miles membership provides great benefits (complimentary upgrades, etc).

N Everything was perfect from boarding to assistance to baggage in Tampa

Loved the crew! Sucks that we went from 1 hour and 8 minute layover to a 3 hour layover. But weather sucks like that.

Fast, lovely scenery, great info on the Delta flight screen about landmarks we were flying over. Great landing!

Long flight but comfortable and not freezing as I have experienced on Hawaiian flights to the islands. They gave us blankets just in case. Nice touch.

I took seat 15A in anticipation of window seat, there is no window.

Flight late, the waited for a long time for “personal” to arrive at gate to dock the plane in Rochester. So annoying. This flight was expected, why aren’t personel available for the jet bridge?

My recent experience was excellent on Delta! I flew with Delta Comfort and I was really comfortable in my seat. I enjoyed the in-flight service. The flight attendants were so friendly and hospitable. I love the snack on the flight as well. This was my first time flying on Delta and I will definitely consider flying with them again.

My flight was canceled on Sunday. Rebooking took three hours. Had to pay for accommodations another night. New flight was delayed for 5 hours, all that was sent was a 12 dollar food voucher, which doesn’t tell you how to use it. Then when we landed we had to sit on the plane for an hour before we could get off.

Westjet was late and we missed our connecting flight with Cathay. Had to wait 8 hours. Westjet only allows 1 checked in baggage for international flights- it’s always been 2. Canada allows only 1 sandwhich bag size full off small liquids. Everything else will be tossed. Awful trip. Will never fly west jet or go to Toronto to connect flights!

No pre boarding kiosk to check in, baggage claim detected luggage didn’t leave the airport, poorly managed recovery of lost luggage, and blame lost tag from conveyor to TSA/security, very poor from TSA/security check to delivery, crucial if compensation will go thru and will likely wait for months unlike United,

Flight was good, crew was excellent. No complaints at all

Delayed 3 times in a row for 4 hours total. Incrementally pushing back the flight claiming gate delays but they eventually changed the actual plane, due to technical issues. This strategy to avoid compensation to passengers is unprofessional.

The flight was full and good as could be expected. We arrived early which is always a good thing.

Plane seating was uncomfortable, very tight fitting for someone my height, did not recline and overall un enjoyable

Everything was good except for flight delay, but it was because of the snow storm in the arrival airport.

They lost my bag. Hopefully it will be here tomorrow.

No communication from Kayak or West Jet. Booked extra flights, flights cancelled, no one answers calls. Will be disputing charges.

The trip from LAX to Calgary was aboard a 737-700, which is more than twenty years old. Service was fine, and the food was good, but there was no inflight entertainment, and no WiFi. The flight from Calgary to Vancouver was also delayed more than an hour, due to congestion on the Calgary tarmac. And no food service, but there was in-flight WiFi which made a big difference.

I was charge a baggage checking fee $68!! I volunteered to check my duffle bag which usually goes under my seat!

Very rude gate attendants in San Francisco who didn’t let me bring my little carry on (smaller than usual size) and after boarding I realized that there still were a lot of overhead compartment space (like a full section available in some spots). That made me lose 30 minutes at my destination at 1am and it could have broken something fragile that I had in it

Departed Palm Springs over an hour late because there’s only one gate, and it has always delayed by the arriving and departing flight to Toronto and the arriving flight from Vancouver.

The flight left late and I didn’t get a glass of bubbly upon boarding (which I’m used to when booking business class on other flights), but otherwise it was a pleasant flight with lovely, helpful crew members and I enjoyed my meal.

Couldn't fit knees, only 1 toilet working, didn't get anything to drink cause the stewards were not able to get to us

Flight was canceled for a reason they knew hours before but did not mention. Next the gate chnage from 37 to 38 at least 10 times. Ridiculous.

The flight from SFO to YVR was delayed and my bag did not make it to my next flight from YVR to SYD. It took almost 3 days after I landed to get my bag and when I got it, it was filled with dust

Great check in process in LA and good service The check in process as well as at the gate is way better in the US versus canada 🇨🇦

All attendents were very efficient, pleasant and happy. Everything went smoothly. The seats could have been wider. There could have been more free food instead of just one small bar.

I liked a lot , the flight attendant so nice ,the seat very comfortable I enjoyed the flight , I will do it again with Air Canada,

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

Information on your arrival and departure airports