YWG - SJD

C$ 304 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 20/2. 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 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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Everything you should know

Cheapest round-trip
C$ 538
Overall average: C$ 651
WestJet
Tue 3/3Tue 10/3
YWG - SJD • 2 stops
Cheapest direct flights
C$ 575
WestJet
Sat 11/4Sat 18/4
YWG - SJD • Direct
When to book
2 weeks
in advance
Our data shows that travellers who book at least 2 weeks in advance save around 13% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
April
Cheapest • 29% price drop
February
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Direct flights
1 day a week
There are direct flights from Winnipeg to San José del Cabo 1 day a week: Sat.
Direct flights
Direct flights
Direct flights
Direct flights
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

Tue, 3 Mar - Tue, 10 Mar
WestJet Logo
9:00 p.m. - 1:50 p.m.
YWG
-
SJD
17h 50m2 stops
WestJet Logo
3:45 p.m. - 11:47 p.m.
SJD
-
YWG
30h 02m2 stops
C$ 538WestJet
Wed, 15 Apr - Wed, 22 Apr
WestJet Logo
6:15 a.m. - 1:43 p.m.
YWG
-
SJD
9h 28m1 stop
WestJet Logo
2:40 p.m. - 12:07 p.m.
SJD
-
YWG
19h 27m2 stops
C$ 545WestJet
Wed, 15 Apr - Wed, 22 Apr
WestJet Logo
5:55 a.m. - 12:50 p.m.
YWG
-
SJD
8h 55m1 stop
WestJet Logo
2:40 p.m. - 8:33 a.m.
SJD
-
YWG
15h 53m2 stops
C$ 546WestJet
Tue, 3 Mar - Tue, 10 Mar
WestJet Logo
9:00 p.m. - 1:50 p.m.
YWG
-
SJD
17h 50m2 stops
WestJet Logo
3:45 p.m. - 1:52 p.m.
SJD
-
YWG
20h 07m1 stop
C$ 547WestJet
Sat, 18 Apr - Sat, 25 Apr
WestJet Logo
9:00 p.m. - 12:50 p.m.
YWG
-
SJD
17h 50m2 stops
WestJet Logo
3:45 p.m. - 5:40 p.m.
SJD
-
YWG
23h 55m2 stops
C$ 549WestJet
Wed, 15 Apr - Wed, 22 Apr
WestJet Logo
5:55 a.m. - 12:50 p.m.
YWG
-
SJD
8h 55m1 stop
WestJet Logo
2:40 p.m. - 10:07 a.m.
SJD
-
YWG
17h 27m1 stop
C$ 552WestJet
Wed, 15 Apr - Wed, 22 Apr
WestJet Logo
6:15 a.m. - 1:43 p.m.
YWG
-
SJD
9h 28m1 stop
WestJet Logo
1:10 p.m. - 11:47 p.m.
SJD
-
YWG
8h 37m1 stop
C$ 553WestJet
Wed, 15 Apr - Wed, 22 Apr
WestJet Logo
9:00 p.m. - 2:50 p.m.
YWG
-
SJD
19h 50m2 stops
WestJet Logo
1:45 p.m. - 11:52 a.m.
SJD
-
YWG
20h 07m2 stops
C$ 556WestJet
Sat, 11 Apr - Sat, 18 Apr
WestJet Logo
6:55 p.m. - 12:50 p.m.
YWG
-
SJD
19h 55m2 stops
WestJet Logo
2:30 p.m. - 11:52 a.m.
SJD
-
YWG
19h 22m2 stops
C$ 557WestJet
Sat, 11 Apr - Sat, 18 Apr
WestJet Logo
6:15 a.m. - 1:43 p.m.
YWG
-
SJD
9h 28m1 stop
WestJet Logo
3:45 p.m. - 11:52 a.m.
SJD
-
YWG
18h 07m2 stops
C$ 558WestJet
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$ 578 (return) on average. On the other hand, the most expensive months are December and February, where the average cost of round-trip tickets is C$ 1,168 and C$ 1,131 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$ 650, 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 13% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 8 weeks before departure.

Good to know

Low seasonAugust
Cheapest flightC$ 304
Best time to beat the crowds (10% less expensive on average)
Most popular time to fly (38% 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$ 304 for a one-way ticket and C$ 538 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 is the only airline alliance operating flights between Winnipeg and San José del Cabo.

  • On which days can I fly direct from Winnipeg to San José del Cabo?

    You can catch a direct flight from Winnipeg to San José del Cabo on on Saturday.

  • 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$ 688 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$ 792 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$ 627 or less round-trip.

Prefer to fly direct from Winnipeg to San José del Cabo?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Winnipeg to San José del Cabo Los Cabos.
Find which airlines fly direct from Winnipeg Airport to San José del Cabo Los Cabos Airport, which days they fly and book direct flights.

Direct departures

Winnipeg to San José del Cabo Los Cabos

Saturday

WestJet

WestJet

See more nonstop flights

Direct returns

San José del Cabo Los Cabos to Winnipeg

Saturday

WestJet

WestJet

See more nonstop flights

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 9139 reviews
7.1Entertainment
7.7Boarding
6.6Food
8.1Crew
7.3Comfort
Airline reviews

It was great with United overall except for two things. 1) It was a 5-hour flight and we were with kids, so we were asking for extra snacks. They were extremely reticent to dole them out even though there wasn't any meal and the kids were starting to hit their limit towards the end. 2) Baggage didn't arrive until 80 minutes after we landed.

6.0 GoodTobin, Jan 2026
LAX - CUN
Read more United Airlines reviews

It was great with United overall except for two things. 1) It was a 5-hour flight and we were with kids, so we were asking for extra snacks. They were extremely reticent to dole them out even though there wasn't any meal and the kids were starting to hit their limit towards the end. 2) Baggage didn't arrive until 80 minutes after we landed.

The Sears in the 800s are not too good perfect Airbus why cant the new 737 fix that

Seats had less pitch than a regional jet. Food was OK. Have to buy alcohol on US based carriers flying international. Boarding was a mess. Did not have bags but overhead space was gone quick. Would like to see the airlines enforce the one bag over and one bag under policy

Quick and seamless boarding. No entertainment but fast Starlink wifi for this short trip and the staff was really friendly.

I dread trans-Pacific flights. They are very long. This was my first time on Universal, and it was my best crossing ever. The staff were professional, the hospitality was great, and the food was delicious. The entertainment system filled the long flight hours. I will seek out Universal flights from now onwards. 🙂

The food quality sucks. One must starve if they do not eat flesh Or wheat based products Some variety would be expected. The trivial amount of snacks and or food is inhumane

Great smooth flight. Had a seating change, but that was an improvement. Thanks United Airways Crew.

We Left Calgary 1/2 hour late and that made for a tight connection in Denver. After arriving everything was done to help us make our connection. That was a great effort. Thank You United

Efficient all round, very good crew. Short flight so the food, of course, was just snacks

We had to deboard 2 times due to maintenance issues. They changed the plane, and then we got deviated to LAX due to maibtenance issues on the other plane, had to sleep at LAX and los a full day.

The delays were never ending and we were never properly informed as to why. 1st and 2nd delay were handled well, but by the time we received our 7th delay, and then subsequently asked to willingly get bumped, it turned into one of the worst flying situations of my life. I didn’t get home until 2am which is roughly 5 hours later than originally planned.

Great flight, great landing, nice staff. Our seats were a little cramped.

I will not be flying with westjet again. I was uncomfortable in my seat. The position made my back hurt so bad. My wife was able to fit the seatbelt around her with out an extension but was unable to put the tray table down or fit in the seat for that matter. Our bag was smashed and I spent two hours trying to fill out the application for a damaged bag before I gave up. The 80 photos I took would not work and nothing telling me the format to upload them as.. I made the mistake of unpacking the bag before taking photos so no claim for me. Next trip to Canada I will have to use air Canada.

No food, water, snacks.”beverages”. This was on Christmas Day. Upgrading cost $100, for what exactly?

Overall good experience. The wait for baggage at our destination was quite long, but other than that everything was good as expected

Very short flight. No food or entertainment required. Nice crew. Flight left late.

My luggage was damaged 1 wheel was out I can't find it nowhere

Took 3 hours to check in and drop off our suitcases. Half of the passengers were still in line by boarding time. The computer systems and staff were very slow. Staff were also disorganized and kept allowing later flights to skip lines. Suitcases were piling on that several other passengers didn't get their suitcases. Then, we were sitting in the plane for 2 hours and were told that the flight was overbooked. We missed our connecting flight and had to fly the following day but with a stop over. Good thing ONE WestJet customer rep was pleasant and actually knew how to do her job when we wanted to rebook to a direct flight. Thank you to Kim at Toronto airport. Terrible experience at PUJ. Won't go back to Dominican Republic.

I like the wider seats, Plus lots of legroom, Lacking entertainment, no tv or screen to play with

Great seats, super comfortable, but no in flight entertainment which was a let down

The airplane has been replaced and late night layover have been extended from 3 to 7 and the only compensation was a $15 food voucher after most restaurants have been closed, not helping with children after a 18+ hour international flight

Good flight. It's great you can easily go anx help yourself to snacks and water. Crew friendly and helpful. Everything ran very smoothly.

My seat was not comfortable. Flight was smooth. Regretfully we had two delays before takeoff

Amazing service, with enthusiastic crew members, and some breathtaking views of Vancouver. No IFE though, as it is only a 1 hour flight on a regional Turboprop jet.

I liked the quiet airport and no queue. I don't like that when booking it is not clear that there is teared economy, that you have to pay extra for choosing a seat and for your luggage both ways. We didn't find this out until checking in. It turned out not very economical.

No entertainment system. Paid extra for wider seats but not worth the cost. Flight left a little late and arrived early.

We boarded and then deboarded the plane after being told it needed something done that couldn't be fixed. Sent notice about 3h flight delay, then they clawed it back and we were 1h delayed. Very poor communication.

I like the fact air Canada is on time The food you guys serve is not good

Delay, after delay, after delay. It was hard as an adult travelling alone. I felt bad for the families with young children to entertain for several hours. Agents and crew performed to their usual good standard. Air Canada, never again.

They are very proactive and made our boarding easy and always notified us about any changes well in advance.

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

Information on your arrival and departure airports