YWG - SJD

C$ 227 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 19/4. 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$ 437
Overall average: C$ 640
WestJet
Sat 11/4Tue 14/4
YWG - SJD • 2 stops
Cheapest direct flights
C$ 883
WestJet
Sat 21/3Sat 28/3
YWG - SJD • Direct
Direct flights
1 day a week
Sat
You can fly direct with WestJet. Average duration is 4h 52m
Direct flights
Direct flights
+1
+1
Direct flights
Direct flights
+1
Top airlines
Cheapest • from C$ 425 (round-trip)
Best reviews • 7.4 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Top layover airports
Cheapest • Avg C$ 848 (round-trip)
Shortest trip • 6h 54m (one-way)
Insights
Insights
Insights
Insights
When to travel
Cheapest • 27% 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, 11 Apr - Tue, 14 Apr
WestJet Logo
6:15 a.m. - 12:50 p.m.
YWG
-
SJD
32h 35m
2 stops
WestJet Logo
2:40 p.m. - 12:07 p.m.
SJD
-
YWG
43h 27m
2 stops
C$ 437WestJet
Sat, 11 Apr - Tue, 14 Apr
WestJet Logo
8:00 a.m. - 10:52 a.m.
YWG
-
SJD
4h 52mdirect
WestJet Logo
2:40 p.m. - 12:07 p.m.
SJD
-
YWG
19h 27m
2 stops
C$ 448WestJet
Sat, 11 Apr - Tue, 14 Apr
WestJet Logo
8:00 a.m. - 10:52 a.m.
YWG
-
SJD
4h 52mdirect
WestJet Logo
2:40 p.m. - 8:56 p.m.
SJD
-
YWG
28h 16m
2 stops
C$ 468WestJet
Sat, 11 Apr - Tue, 14 Apr
WestJet Logo
6:45 a.m. - 12:50 p.m.
YWG
-
SJD
32h 05m
2 stops
WestJet Logo
2:40 p.m. - 10:07 a.m.
SJD
-
YWG
17h 27m
1 stop
C$ 477WestJet
Wed, 15 Apr - Wed, 22 Apr
WestJet Logo
2:40 p.m. - 2:50 p.m.
YWG
-
SJD
26h 10m
1 stop
WestJet Logo
1:10 p.m. - 11:47 p.m.
SJD
-
YWG
8h 37m
1 stop
C$ 479WestJet
Sat, 21 Mar - Sat, 28 Mar
WestJet Logo
8:00 a.m. - 10:52 a.m.
YWG
-
SJD
4h 52mdirect
WestJet Logo
1:10 p.m. - 12:07 p.m.
SJD
-
YWG
20h 57m
1 stop
C$ 511WestJet
Sat, 21 Mar - Sat, 28 Mar
WestJet Logo
8:00 a.m. - 10:52 a.m.
YWG
-
SJD
4h 52mdirect
WestJet Logo
1:10 p.m. - 12:07 p.m.
SJD
-
YWG
20h 57m
1 stop
C$ 512WestJet
Sat, 11 Apr - Tue, 14 Apr
WestJet Logo
8:00 a.m. - 10:52 a.m.
YWG
-
SJD
4h 52mdirect
WestJet Logo
2:40 p.m. - 11:52 a.m.
SJD
-
YWG
19h 12m
1 stop
C$ 517WestJet
Sat, 21 Mar - Sat, 28 Mar
WestJet Logo
8:00 a.m. - 10:52 a.m.
YWG
-
SJD
4h 52mdirect
WestJet Logo
1:10 p.m. - 12:07 p.m.
SJD
-
YWG
20h 57m
1 stop
C$ 523WestJet
Wed, 15 Apr - Wed, 22 Apr
WestJet Logo
4:10 p.m. - 2:50 p.m.
YWG
-
SJD
24h 40m
2 stops
WestJet Logo
2:40 p.m. - 12:07 p.m.
SJD
-
YWG
19h 27m
2 stops
C$ 531WestJet
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 July, where tickets cost C$ 627 (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$ 1,181 and C$ 1,135 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$ 805 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$ 227
Best time to beat the crowds but there is an average 31% increase in price.
Most popular time to fly (32% 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$ 227 for a one-way ticket and C$ 425 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$ 677 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$ 873 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$ 854 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 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 9413 reviews
7.7Boarding
7.3Comfort
6.6Food
8.1Crew
7.1Entertainment
Airline reviews

Given I (and I’m assuming most people) have both carry in and a personal item included in their fare, I find it very unfair that on neither of my flights I was able to use the overhead for my small backpack because they were completely rammed with luggage, people personal items, jackets, hats and other items. So the only item I brought in had to be stuffed under my seat while they had their leg room and sat comfortable with all of their items in the overhead. This has to stop because I was uncomfortable on both flights when I only had one smaller item that could not be checked due to its contents (medication etc). Plenty of people could have checked theirs but chose not to and then took up the space allotment for 2 people.

8.0 ExcellentAnonymous, Feb 2026
YEG - IAH
Read more United Airlines reviews

Given I (and I’m assuming most people) have both carry in and a personal item included in their fare, I find it very unfair that on neither of my flights I was able to use the overhead for my small backpack because they were completely rammed with luggage, people personal items, jackets, hats and other items. So the only item I brought in had to be stuffed under my seat while they had their leg room and sat comfortable with all of their items in the overhead. This has to stop because I was uncomfortable on both flights when I only had one smaller item that could not be checked due to its contents (medication etc). Plenty of people could have checked theirs but chose not to and then took up the space allotment for 2 people.

Flight attendants had a little attitude. Food tastes no good.

From pre boarding to flight attendant, crew and baggage handler, excellent. Didn’t lost my luggage like West jet.

Very poor. The flight was delayed from Toronto because some forget to do there job . I got to my connecting gate in San Francisco 10 minutes before the departure.but this didn’t let me board even though the flight was still there for an other 30 minutes. The the gentleman at the unite airline desk told me that they usually wait for passengers but air Canada called and told them not to we I been rerouted to Manila instead of Hong Kong . In San Francisco they mad me check in my carryon bag . I was told the it will directly go yo ho chi minn cuyt but I was told that by the Vietnams airline desk that’s not there I’m 10 hours behind my scheduled flight and looks like I I’m going without baggage. I don’t have a chance of catching ..

It was great. There were some issues prior to takeoff. The weather was poor so we had to go through deicing, and we were delayed a bit by the pilots' concern about one of the engines, but that's aviation. The pilots handled everything with aplomb, and kept us apprised

Reliable, nice crew, I fly often on that flight and I like it all.

l really enjoy very much the flight was very pleasant

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

The agents at the Kelowna YLW airport were really grumpy. Same with oversized baggage person. Staff on the plane were great.

Flight was early. That’s the only positive I can share. I paid for wifi on the flight and it didn’t allow me to use any streaming services so it was a waste of $20. West Jet also lost my ski equipment on my way to a ski vacation. They told me it would be delivered to the hotel as soon as it arrived at the airport. It was never delivered. I had to pick it up at the airport on my way home. I am completely disgusted with my experience on west jet

The window seat on the emergency row was too small. I had a different seat booked and they moved me. My seat remained open. It was very uncomfortable.

No kiosk to help pre boarding unlike other airlines, still lost the luggage despite its own crew/TSA or security tagging it, poor handling of lost luggage and possibly compensation is likely poor too.

Waited at airport from 10 am till 4 pm and no flight due to fog. Ugh.

As someone who never flies WestJet unless there is no other viable option I have to give this crew credit where credit is due. Extremely well done everyone.

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.

Flight left on time. The crew was very friendly. I had to buy a proper meal. Small cookie and a drink just doesn’t cut it for a 4.5 hours flight.

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

Experience was good, the wifi hook up is somewhat tough

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

Information on your arrival and departure airports