YWG - SJD

C$ 296 Find Cheap Flights from Winnipeg to San José del Cabo

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 15/12. 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

KAYAK searches hundreds of travel sites at once for deals on flights to San José del Cabo

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Winnipeg to San José del Cabo, 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 José del Cabo, as well as popular online travel agencies
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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

sáb, 1 nov - sáb, 8 nov
WestJet Logo
9:00 p.m. - 1:50 p.m.YWG-SJD
18h 50m2 stops
WestJet Logo
4:45 p.m. - 12:41 a.m.SJD-YWG
30h 56m2 stops
C$ 575WestJet
Find Deal
sáb, 1 nov - sáb, 8 nov
WestJet Logo
9:00 p.m. - 1:50 p.m.YWG-SJD
18h 50m2 stops
WestJet Logo
4:45 p.m. - 12:41 a.m.SJD-YWG
30h 56m2 stops
C$ 578WestJet
Find Deal
sáb, 1 nov - sáb, 8 nov
WestJet Logo
6:55 p.m. - 1:50 p.m.YWG-SJD
20h 55m2 stops
WestJet Logo
4:45 p.m. - 1:52 p.m.SJD-YWG
20h 07m1 stop
C$ 582WestJet
Find Deal
sáb, 1 nov - sáb, 8 nov
WestJet Logo
9:00 p.m. - 1:50 p.m.YWG-SJD
18h 50m2 stops
WestJet Logo
4:45 p.m. - 1:52 p.m.SJD-YWG
20h 07m1 stop
C$ 585WestJet
Find Deal
qui, 11 set - qui, 18 set
WestJet Logo
6:30 p.m. - 11:33 a.m.YWG-SJD
43h 03m2 stops
WestJet Logo
2:05 p.m. - 9:01 a.m.SJD-YWG
16h 56m2 stops
C$ 639WestJet
Find Deal
sáb, 24 jan - sáb, 7 fev
United Airlines Logo
2:15 p.m. - 11:41 a.m.YWG-SJD
22h 26m2 stops
United Airlines Logo
12:50 p.m. - 11:39 a.m.SJD-YWG
21h 49m1 stop
C$ 663United Airlines
Find Deal
sáb, 24 jan - sáb, 7 fev
United Airlines Logo
2:15 p.m. - 11:41 a.m.YWG-SJD
22h 26m2 stops
United Airlines Logo
2:00 p.m. - 11:39 a.m.SJD-YWG
20h 39m2 stops
C$ 664United Airlines
Find Deal
qui, 5 fev - qui, 12 fev
Delta Logo
5:38 p.m. - 10:45 a.m.YWG-SJD
18h 07m1 stop
Delta Logo
2:50 p.m. - 11:33 p.m.SJD-YWG
7h 43m1 stop
C$ 851Delta
Find Deal
qui, 6 nov - ter, 11 nov
 Logo
5:55 a.m. - 3:50 p.m.YWG-SJD
10h 55m1 stop
 Logo
5:05 p.m. - 11:35 p.m.SJD-YWG
29h 30m2 stops
C$ 883
Find Deal
sáb, 24 jan - sáb, 7 fev
Delta Logo
6:40 a.m. - 1:45 p.m.YWG-SJD
8h 05m1 stop
Delta Logo
11:50 a.m. - 11:33 p.m.SJD-YWG
10h 43m1 stop
C$ 902Delta
Find Deal
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$ 556 (return) on average. On the other hand, the most expensive months are February and December, where the average cost of round-trip tickets is C$ 974 and C$ 952 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.

No, with an average price for the route of C$ 760, prices are generally cheapest when you fly direct.

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 2 weeks before departure, which saves you about 5% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 18 weeks before departure.

Good to know

Low seasonAugust
Cheapest flightC$ 296
Best time to beat the crowds (3% less expensive on average)
Most popular time to fly (28% 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 3 days, the lowest price for a flight from Winnipeg to San José del Cabo was C$ 214 for a one-way ticket and C$ 416 for a round-trip.

  • Which airlines offer Wi-Fi service onboard planes from Winnipeg to San José del Cabo?

    Aeromexico, and Delta offer inflight Wi-Fi service on the Winnipeg to San José del Cabo flight route.

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

    The Boeing 737 MAX 8 is the aircraft model that flies most regularly on the Winnipeg to San José del Cabo flight route.

  • Which airline alliances offer flights from Winnipeg to San José del Cabo?

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

  • Which is the best airline for flights from Winnipeg to San José del Cabo, United Airlines or WestJet?

    The two airlines most popular with KAYAK users for flights from Winnipeg to San José del Cabo are United Airlines and WestJet. With an average price for the route of C$ 689 and an overall rating of 7.4, United Airlines is the most popular choice. WestJet is also a great choice for the route, with an average price of C$ 736 and an overall rating of 7.2.

  • 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.

KAYAK’s top tips for finding a cheap flight from Winnipeg to San José del Cabo

  • Looking for a cheap flight? 25% of our users found flights on this route for C$ 590 or less round-trip.

Reviews of the top 3 airlines 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.
7.4
United AirlinesOverall score based on 8928 reviews
6.6Food
7.1Entertainment
7.7Boarding
7.3Comfort
8.1Crew
Airline reviews

The experience was great, the crew was very polite and hospitable. I will definitely make if my go to airlines.

10.0 ExcellentCollins, Aug 2025YEG - IAH
Read more United Airlines reviews

The experience was great, the crew was very polite and hospitable. I will definitely make if my go to airlines.

Staff was rude. Didn’t give water for 2 hours. Worst service

It was all good flight was on time, service was good I enjoyed a few movies and everything was smooth

Efficient, calm when things were delayed and kept us regularly informed of what was happening.

Airbus plane, nice and polite staff, entertainment even as it was a short flight.

Breakfast was not loaded at SFO due to catering company change. Seems like a major airline at a major hub would have thought of something else or warned passengers to pick up food before boarding a 3 hour flight.

Very nice and clean plane. Transit time between flights was tight though

Our flights got changed from United to Air Canada and our purchased seats did not get transferred so we had to pay for seats twice. I brought it up with Air Canada and they stated I had to go back and chase it with United. The united seats were $21 Canadian each and Air Canada were $56 each so we have paid $77 for each seat. Very unhappy

So far so good but food and entertainment are not available for this flight

They switched out gate from terminal 1 to terminal two ten minutes before boarding. So we had to make a 20 min crazy fast walk to a different terminal. Then we boarded the plane and waited for over 40 minutes until push back. Brutal

Delays and missed connections were very hard the crew were wonderful but 1 1/2 hours late from Abbotsford to a 4 hour wait in Calgary was too much. I am 79 years old and I didn’t get to my destination until after 1 in the morning. They could have offered a seat in the lounge or a meal. I was very disappointed in the treatment

No dogs! Can we have no dogs in the cabin? Why was there a yappy little dog behind me? Lucky I had ear plugs. Sorry for others without

Flight delayed 3 hours, missed my connection in Atlanta. Instead of getting to Savannah at 6PM arrived after 10:00PM Middle seat, couldn't get isle or window, couldn't book my seats in advance, had to book at the gate. That's a 1st for me and I used to travel a lot

my carry-on bag was delayed and I did not receive it until the day of my return at the airport. This delay caused me significant inconvenience, as I did not have access to my personal belongings for the duration of my trip. I had expected to rely on my carry-on items, and being without them negatively impacted my travel experience.

everything was fine expect massive delays - not the airline’s fault

Technology issues at the bag-check counter caused a delay, and we were unable to check out our bags, ultimately missing our flight. They offered no assistance other than telling us to book another flight out of Calgary. We arrived with plenty of time; if there hadn't been an issue with the kiosk and the length of the lines due to the technical issues, we could have made it home.

In spite of purchasing premium, I felt it was perhaps the most uncomfortable seat I have flown in. The base was either broken or poorly made and had no support. Even placing pillows and blankets on the seat (1D aisle) didn’t help. It made for a long and mostly sleepless six hour flight. Crew also were very loudly talking to each other through the night making it very hard to sleep. It was purchased for the price, so I get the risk, but was not impressed.

The checked luggage still hasn't arrived yet. 42 h later. We saw it being unloaded in the stopover location. It was. 5 hour layover so it wasn't a rushed transfer. One positive aspect, it was close to being on time and the crew that came on the clean the plane was very efficient.

Worst check in and bag drop off experience. Staff were incredibly rude given that it’s the WestJet system that is faulty.

The staff at the airport and on the plane were wonderful I especially wanna acknowledge the staff who boarded us at the Calgary airport. The women who helped us board at the airport were incredible… they were so kind and sweet…I very happy with WestJet and I am hoping I can fly more often to Canada.

Flight was cancelled last minute. Had to scramble and purchase a $2000 flight through a separate airlines. Stuck in Toronto two extra days. Missed my first two days on a new job. Had to rent a car for an additional two days. Scrambled to fins a place to live those extra two days. Spent a ton of extra money and lost a lot of money, as well as made a poor impression at work. Difficult difficult difficult

Terrible, return flight was cancelled a night before the flight was scheduled to depart and I was notified by an email and an automated message on their phone line. I’ll never book Air Canada again

Could not understand what the attendant was saying during his announcements.

Due to the strike by AC flight attendants, my flight was cancelled. Very disappointing! A refund is being processed. This was not a Kayak issue. I will be sure to come back to Kayak in the future.

The WiFi was down the whole flight, a flight that had no on board of any kind

Terrible, it’s a mess with the strike. Couldn’t do the Smithers flight because my flight to Vanvouver was cancelled and there is no customer service help to get refund or help

They canceled my flight, I had to rent a car, drive 14 hours. They tell to go on line for a refund, but only offer $24 for a $210 flight and you can’t get hold of anybody by phone and no help from staff at the airport.

They went on strike before time and screwed us big time. Which is not fair. We respect their planned strike but why they went on strike ahead of time ??? Poor garbage management

It got cancelled and they haven't given me a flight back yet!!

It would have been better if it wasn’t cancelled

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

Information on your arrival and departure airports

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