YWG - SJD

C$ 320 Find Cheap Flights from Winnipeg to San José del Cabo – Compare and Save

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 José del Cabo departing on 30/8. 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

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Everything you should know

Cheapest round-trip
C$ 724
Typical prices: C$ 702-C$ 1,077
WestJet
Sat 2/1Sat 9/1
YWG - SJD • 1 stop
Cheapest direct flights
C$ 753
WestJet
Sat 9/1Sat 23/1
YWG - SJD • Direct
Top airlines
Cheapest • from C$ 724 (round-trip)
Best reviews • 7.2 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Top layover airports
Cheapest • Avg C$ 976 (round-trip)
Shortest trip • 6h 54m (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 hundreds of sites at once to find you the best travel deals.
We hope you love your trip to San José del Cabo!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Winnipeg to San José del Cabo (YWG-SJD)

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

Sat, 2 Jan - Sat, 9 Jan
WestJet Logo
12:55 p.m. - 12:15 p.m.
YWG
-
SJD
24h 20m
1 stop
WestJet Logo
4:45 p.m. - 10:50 p.m.
SJD
-
YWG
29h 05m
2 stops
C$ 724WestJet
Sat, 9 Jan - Sat, 23 Jan
WestJet Logo
6:00 a.m. - 12:35 p.m.
YWG
-
SJD
31h 35m
1 stop
WestJet Logo
4:45 p.m. - 12:52 p.m.
SJD
-
YWG
19h 07m
1 stop
C$ 733WestJet
Sat, 2 Jan - Sat, 9 Jan
WestJet Logo
8:00 a.m. - 11:52 a.m.
YWG
-
SJD
4h 52mdirect
WestJet Logo
4:45 p.m. - 10:50 p.m.
SJD
-
YWG
29h 05m
2 stops
C$ 734WestJet
Mon, 26 Oct - Sat, 31 Oct
WestJet Logo
6:15 a.m. - 1:43 p.m.
YWG
-
SJD
9h 28m
1 stop
WestJet Logo
1:10 p.m. - 10:05 a.m.
SJD
-
YWG
18h 55m
2 stops
C$ 739WestJet
Sat, 9 Jan - Sat, 23 Jan
WestJet Logo
6:45 a.m. - 12:35 p.m.
YWG
-
SJD
30h 50m
2 stops
WestJet Logo
12:10 p.m. - 11:05 a.m.
SJD
-
YWG
21h 55m
2 stops
C$ 740WestJet
Sat, 2 Jan - Sat, 9 Jan
WestJet Logo
6:45 a.m. - 12:35 p.m.
YWG
-
SJD
30h 50m
2 stops
WestJet Logo
7:05 p.m. - 12:52 p.m.
SJD
-
YWG
16h 47m
2 stops
C$ 741WestJet
Sat, 9 Jan - Sat, 23 Jan
WestJet Logo
12:55 p.m. - 12:15 p.m.
YWG
-
SJD
24h 20m
1 stop
WestJet Logo
12:45 p.m. - 6:21 p.m.
SJD
-
YWG
4h 36mdirect
C$ 743WestJet
Sat, 2 Jan - Sat, 9 Jan
WestJet Logo
6:45 a.m. - 12:15 p.m.
YWG
-
SJD
30h 30m
1 stop
WestJet Logo
12:45 p.m. - 6:21 p.m.
SJD
-
YWG
4h 36mdirect
C$ 744WestJet
Sat, 9 Jan - Sat, 23 Jan
WestJet Logo
6:00 a.m. - 12:35 p.m.
YWG
-
SJD
31h 35m
1 stop
WestJet Logo
12:10 p.m. - 11:05 a.m.
SJD
-
YWG
21h 55m
2 stops
C$ 746WestJet
Sat, 2 Jan - Sat, 9 Jan
WestJet Logo
6:45 a.m. - 12:35 p.m.
YWG
-
SJD
30h 50m
2 stops
WestJet Logo
7:05 p.m. - 10:50 p.m.
SJD
-
YWG
26h 45m
1 stop
C$ 747WestJet
Booking Insights

KAYAK's insights & trends for Winnipeg to San José del Cabo flights

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

What is the cheapest month to fly from Winnipeg to San José del Cabo?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Winnipeg to San José del Cabo, 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 José del Cabo is April, where tickets cost C$ 0 (return) on average. On the other hand, the most expensive months are October and August, where the average cost of round-trip tickets is C$ 1,231 and C$ 1,046 respectively.

Can I save money by flying with a layover from Winnipeg to San José del Cabo?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 2 stops layover the cheapest option at C$ 896 on average.

How far in advance should I book a flight from Winnipeg to San José del Cabo?

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 José del Cabo, 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 José del Cabo, you should book around 1 week before departure. For the absolute cheapest price, our data suggests you should book 8 weeks before departure.

Good to know

Low seasonMay
Cheapest flightC$ 320
Best time to beat the crowds (32% less expensive on average)
Most popular time to fly (10% more expensive on average)
Flight from Winnipeg to San José del Cabo

When to book flights from Winnipeg to San José del Cabo

Are your dates flexible? Find out the best times to travel from Winnipeg to San José del Cabo 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 José del Cabo

  • What is the cheapest flight from Winnipeg to San José del Cabo?

    In the last 5 days, the lowest price for a flight from Winnipeg to San José del Cabo was C$ 320 for a one-way ticket and C$ 724 for a round-trip.

  • Which aircraft models fly most regularly from Winnipeg to San José del Cabo?

    The Boeing 737-700 Passenger/BBJ1 (winglets) is the aircraft model that flies most regularly on the Winnipeg to San José del Cabo flight route.

  • How does KAYAK find such low prices on flights from Winnipeg to San José del Cabo?

    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 José del Cabo.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to San José del Cabo 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 José del Cabo?

    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 José del Cabo with an airline and back to Winnipeg with another airline.

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

    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 José del Cabo 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 José del Cabo

 
See real verified KAYAK customer reviews for airlines flying from Winnipeg to San José del Cabo. 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 José del Cabo? 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 3410 reviews
6.1Entertainment
7.4Boarding
7.0Comfort
7.9Crew
6.2Food
Airline reviews

Everything was great until we had to get our bags. The bags came out in several different batches over 90 minutes after we landed maybe more we got our bags. So much for the old West Jet where they promised bags in 20 minutes. I Next time I will pack lighter and go with a carry-on.

6.0 GoodMike, Jan 2026
YYC - SJD
Read more WestJet reviews

Everything was great until we had to get our bags. The bags came out in several different batches over 90 minutes after we landed maybe more we got our bags. So much for the old West Jet where they promised bags in 20 minutes. I Next time I will pack lighter and go with a carry-on.

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

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.

Lots of overhead storage and a good crew and service.

On time. Friendly and efficient staff at check in and flight crew.

Very good over all , would have been nice to have entertainment on the flight

The flight attendants were great, but not much room while sitting and it would be nice to get free movies.

Flight arrived early even after leaving late. Bag drop was a zoo, very slow even after using pre-checkin and airport kiosk.

Three hours on the tarmac before a four hour flight. I was hungry given the long wait, yet still had to pay for food service

Everything you need to know for your flight from Winnipeg to San José del Cabo

Information on your arrival and departure airports