YWG - SJD

C$ 305 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 26/7. 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

Sat, 6 Dec - Sat, 13 Dec
WestJet Logo
8:00 a.m. - 11:52 a.m.YWG-SJD
4h 52mdirect
WestJet Logo
12:50 p.m. - 6:20 p.m.SJD-YWG
4h 30mdirect
C$ 603WestJet
Find Deal
Mon, 3 Nov - Fri, 14 Nov
 Logo
4:25 p.m. - 5:25 p.m.YWG-SJD
26h 00m2 stops
 Logo
7:59 p.m. - 3:35 p.m.SJD-YWG
18h 36m2 stops
C$ 623
Find Deal
Sat, 6 Dec - Sat, 13 Dec
WestJet Logo
6:00 a.m. - 2:40 p.m.YWG-SJD
9h 40m2 stops
WestJet Logo
12:50 p.m. - 6:20 p.m.SJD-YWG
4h 30mdirect
C$ 663WestJet
Find Deal
Tue, 8 Jul - Tue, 15 Jul
 Logo
9:15 p.m. - 11:34 a.m.YWG-SJD
16h 19m1 stop
 Logo
7:51 p.m. - 12:31 a.m.SJD-YWG
26h 40m2 stops
C$ 667
Find Deal
Mon, 3 Nov - Fri, 14 Nov
WestJet Logo
8:25 p.m. - 6:04 p.m.YWG-SJD
22h 39m2 stops
WestJet Logo
3:40 p.m. - 12:08 p.m.SJD-YWG
19h 28m1 stop
C$ 681WestJet
Find Deal
Sat, 6 Dec - Sat, 13 Dec
WestJet Logo
6:00 a.m. - 5:40 p.m.YWG-SJD
12h 40m2 stops
WestJet Logo
4:50 p.m. - 12:08 p.m.SJD-YWG
18h 18m2 stops
C$ 721WestJet
Find Deal
Mon, 3 Nov - Fri, 14 Nov
Air Canada Logo
5:40 a.m. - 3:20 p.m.YWG-SJD
10h 40m1 stop
Air Canada Logo
1:10 p.m. - 3:58 p.m.SJD-YWG
25h 48m1 stop
C$ 723Air Canada
Find Deal
Tue, 8 Jul - Tue, 15 Jul
 Logo
5:45 p.m. - 11:34 a.m.YWG-SJD
19h 49m2 stops
 Logo
3:37 p.m. - 5:26 p.m.SJD-YWG
23h 49m2 stops
C$ 861
Find Deal
Tue, 8 Jul - Tue, 15 Jul
United Airlines Logo
4:25 p.m. - 12:10 p.m.YWG-SJD
21h 45m1 stop
United Airlines Logo
1:12 p.m. - 1:09 p.m.SJD-YWG
21h 57m1 stop
C$ 1,086United Airlines
Find Deal
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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$ 550 (return) on average. On the other hand, the most expensive months are May and December, where the average cost of round-trip tickets is C$ 947 and C$ 927 respectively.

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 4 weeks before departure. For the absolute cheapest price, our data suggests you should book 24 weeks before departure.


Good to know

Low seasonSeptember
High seasonFebruary
Cheapest flightC$ 305
Best time to beat the crowds (4% less expensive on average)
Most popular time to fly (25% 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$ 223 for a one-way ticket and C$ 441 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 737-700 Passenger/BBJ1 (winglets) 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 is the only airline alliance operating flights between Winnipeg and San José del Cabo.

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

    The two airlines most popular with KAYAK users for flights from Winnipeg to San José del Cabo are WestJet and Air Canada. With an average price for the route of C$ 719 and an overall rating of 7.2, WestJet is the most popular choice. Air Canada is also a great choice for the route, with an average price of C$ 541 and an overall rating of 7.1.

  • 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$ 1,355 or less round-trip.

Top 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.
7.2
WestJetOverall score based on 2868 reviews
7.4Boarding
7.1Comfort
6.2Food
6.1Entertainment
7.9Crew
Airline reviews

Not the greatest experience everything was pretty mediocre. My seat was by the washroom in the aisle and was not located well as everyone past each other people were right in my seat and space.

2.0 MediocreAnonymous, Jun 2025YYZ - YVR
Read more WestJet reviews

Not the greatest experience everything was pretty mediocre. My seat was by the washroom in the aisle and was not located well as everyone past each other people were right in my seat and space.

Lots of overhead storage, good crew, good service, smooth landing.

Lots of overhead storage and a good crew and service.

The small prop plane was crowded and the overhead luggage storage is a smaller than on the jets. Other than that, the crew was good, the flight was on time and the landing was smooth.

There was a medical emergency that the crew handled very well. There was no “entertainment” of any sort-no movie/music/whatever. Food was typical of airlines: mediocre.

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

Terrible decision to take a night flight. Not enough time to sleep and premium seat has no foot rest ao couldn’t get comfortable!

Late departure, so I missed connection in Detroit. But Delta gave me a great hotel & breakfast. Just sorry I could not get anything from my checked baggage.

Crew was friendly. Lost our luggage and told us it’d be in later in the evening of the day we returned. It was not. Still after 5 days have not received it.

Was on a Swoop plane. No wifi and no Westjet connect

Food hope it make it international not mainly like pilipino food

Just a little improvement on food but everything is excellent

Like- beer/wine for free Dis-like- all other aspects- customer service was horrible the entire trip. No help from Air Canada after they changed flight 6+ hours later. Also they put us on standby for no reason. Then almost 2 hours to get our bags after we arrived back at airport

This was actually a bus ride to the KW airport. It was smooth and comfortable and on time.

The plane in use lacked an entertainment system (perhaps because it was still being updated?). It was an overnight flight so it wasn't terrible but still. The actual seat was adequate but not great. As an economy flyer, food review is largely irrelevant. I am unhappy with this race to the bottom for services provided especially as it applies to baggage restrictions.

Service Director cut all cabin lights and window screens defaulted to dark, but it was an afternoon flight going west. I spent hours trying to see what was reading as reading lights weren't working either. What the hell.

Good flight, friendly crew and overall - good service on United Airlines.

Enjoyed the flights with Air Canada. Friendly, courteous staff and flight crew - kept us informed and efficiently got us boarded and to destination on time. Seats were reasonably comfortable and good room in the overhead spaces.

The food could have been better. The flight attendant was the friendliest and most helpful I have ever had.

In flight WiFi not working. entertainment system not functioning Food was mediocre poor for business class Service was ok but not excellent Crew were pleasant. Announcements were made at a ridiculous volume.

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

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