YWG - SJD

C$ 457 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 30/7. 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, 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$ 858
Typical prices: C$ 865-C$ 846
United Airlines
Sun 14/6Thu 18/6
YWG - SJD • 2 stops
Cheapest one-way flights
C$ 457
United Airlines
Thu 30/7
YWG - SJD • 2 stops
Top airlines
Cheapest • from C$ 858 (round-trip)
Best reviews • 7.4 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Top layover airports
Cheapest • Avg C$ 862 (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

Sun, 14 Jun - Thu, 18 Jun
United Airlines Logo
8:45 a.m. - 12:48 p.m.
YWG
-
SJD
30h 03m
2 stops
United Airlines Logo
1:17 p.m. - 10:38 p.m.
SJD
-
YWG
31h 21m
2 stops
C$ 858United Airlines
Sun, 14 Jun - Thu, 18 Jun
United Airlines Logo
8:45 a.m. - 12:48 p.m.
YWG
-
SJD
30h 03m
2 stops
United Airlines Logo
2:50 p.m. - 10:38 p.m.
SJD
-
YWG
29h 48m
2 stops
C$ 896United Airlines
Sun, 14 Jun - Thu, 18 Jun
United Airlines Logo
7:00 a.m. - 12:05 p.m.
YWG
-
SJD
31h 05m
2 stops
United Airlines Logo
1:17 p.m. - 10:38 p.m.
SJD
-
YWG
31h 21m
2 stops
C$ 903United Airlines
Sun, 14 Jun - Thu, 18 Jun
United Airlines Logo
8:45 a.m. - 12:05 p.m.
YWG
-
SJD
29h 20m
1 stop
United Airlines Logo
1:17 p.m. - 10:38 p.m.
SJD
-
YWG
31h 21m
2 stops
C$ 918United Airlines
Sun, 14 Jun - Thu, 18 Jun
United Airlines Logo
8:45 a.m. - 1:43 p.m.
YWG
-
SJD
6h 58m
1 stop
United Airlines Logo
2:50 p.m. - 10:38 p.m.
SJD
-
YWG
29h 48m
2 stops
C$ 930United Airlines
Sun, 14 Jun - Thu, 18 Jun
United Airlines Logo
8:45 a.m. - 12:05 p.m.
YWG
-
SJD
29h 20m
1 stop
United Airlines Logo
2:50 p.m. - 11:52 a.m.
SJD
-
YWG
19h 02m
2 stops
C$ 962United Airlines
Sun, 14 Jun - Thu, 18 Jun
United Airlines Logo
8:45 a.m. - 1:43 p.m.
YWG
-
SJD
6h 58m
1 stop
United Airlines Logo
2:50 p.m. - 8:57 p.m.
SJD
-
YWG
28h 07m
1 stop
C$ 1,219United Airlines
Sun, 14 Jun - Thu, 18 Jun
WestJet Logo
3:15 p.m. - 1:20 p.m.
YWG
-
SJD
24h 05m
1 stop
WestJet Logo
4:10 p.m. - 8:15 p.m.
SJD
-
YWG
26h 05m
1 stop
C$ 1,455WestJet
Sun, 14 Jun - Thu, 18 Jun
WestJet Logo
3:15 p.m. - 1:20 p.m.
YWG
-
SJD
24h 05m
1 stop
WestJet Logo
4:10 p.m. - 12:15 p.m.
SJD
-
YWG
18h 05m
1 stop
C$ 1,464WestJet
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.

How much is a round-trip flight from Winnipeg to San José del Cabo?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Winnipeg to San José del Cabo departing in June.

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 February and August, where the average cost of round-trip tickets is C$ 1,136 and C$ 1,107 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$ 892, 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 1 week before departure. For the absolute cheapest price, our data suggests you should book 14 weeks before departure.

Good to know

Low seasonMay
Cheapest flightC$ 457
Best time to beat the crowds (30% less expensive on average)
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$ 457 for a one-way ticket and C$ 858 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.

  • 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, 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$ 694 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$ 876 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.

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 9751 reviews
7.1Entertainment
6.6Food
7.3Comfort
7.7Boarding
8.1Crew
Airline reviews

Seats very comfortable; service efficient and pleasant; flight was on-time; boarding organized.

10.0 ExcellentEirene, May 2026
YYZ - EWR
Read more United Airlines reviews

Seats very comfortable; service efficient and pleasant; flight was on-time; boarding organized.

Starlink is great Crew was polite Business class didn’t get a welcome drink just water and snacks were ok

very average service no complimentary alcoholics drinks unlike other airlines such as Porter airlines No decent seats available during check-in time the day before

Good but airlines getting smaller. I didn't like the meal but the service was fine. Flight was fine and luggage arrived. So good.

They were fast and I like how they used to entertainment system to play video about the safety.

Flight delayed. Connecting to night flight was stressful but made it. Jusr in time. Ran.88Flight was fine.

No seat back entertainment. And app had a hard time getting entertainment loaded.

Hopped on time for the flight only to get deplaned and delayed another 2.5 hours.

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.

Service was okay except attendant over served alcohol to passenger and passenger got tipsy and made me uncomfortable

Food was not inspired but was satisfying. Same for infotainment selection. You’d think business class would come with complimentary WiFi. Crew was uniformly attentive and excellent.

Could not make the flight. No one would help us at all

Decent entertainment although my wife was not offered any ear buds so couldn’t enjoy. Real issue was the appalling food. Presentation was unacceptable with cheap hard to open packaged bread, plastic cheese again in hard to open shrink wrap, main course in small cardboard box again hard to open, wooden utensils which lack substance making the whole experience poor. Surprised I didn’t cover myself or neighbour as the food moved all over the place. Breakfast calzone was dry and unappealing with the staff basically throwing them around. Very disappointed

Better movie options. More diligence on the size and amount of bags people bring on board. Lady across aisle from me had a bucket style bag that would only go so far under the seat in front of her. She was not told once that the whole bag is supposed to be under the seat. Crew is very hardworking however.

I didn’t have any food but my Prosecco hit the spot. We left on time and the crew was friendly.

The pricing was split into an ultra basic fare with a comfort seat upgrade. This is misleading. Never were we shown an ultra basic fare. What this did because the fare category was ultra basic we could not bid on an upgrade first class seat. All e mails from WestJet were for ultra basic category with my wife and I upset as we could not confirm this with anyone from your firm.The check in counter were not going to allow our carry on but after some checking saw we had ultra basic and a comfort seat upgrade. They could not figure out how this was done. Now we have to go through this again at the gate in Mexico. Unless I missed it - please let customers know the billing in future. Respectfully. Gary & Nancy Moughtin

Flight didn’t happen because both my connections were lost and Toronto wouldn’t let me board. I was checked in to all 3 flights at the check-in fest in Dublin.

The flight didn’t happen because they apparently lost my check in and wouldn’t let me board.

Access to movies was rather confusing. Apart from that, I have no complaints.

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

Information on your arrival and departure airports