YWG - SJD

C$ 281 Find Cheap Flights from Winnipeg to San José del Cabo – Compare and Save

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1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
C$ 545
Typical prices: C$ 680-C$ 1,186
WestJet
Thu 1/11Thu 8/11
YWG - SJD • 2 stops
Cheapest direct flights
C$ 612
Typical prices: C$ 892-C$ 1,448
WestJet
Mon 17/12Mon 31/12
YWG - SJD • Direct
Direct flights
There are currently no direct flights between Winnipeg and San José del Cabo. You'll need to take a connecting flight to reach the destination.
Insights
Insights
When to book
in advance
Our data shows that travellers who book at least 11 weeks in advance save around 32% compared to booking last minute.
Insights
Insights
When to travel
Cheapest • 32% price drop
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Cheapest • Avg C$ 968 (round-trip)
Shortest trip • 7h 18m (one-way)
Insights
Insights
Start a new search
KAYAK searches hundreds of sites at once to find you the best travel deals.
We hope you enjoy your trip to San José del Cabo!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Winnipeg to San José del Cabo (YWG-SJD)

 
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, 1 Nov - Sun, 8 Nov
WestJet Logo
12:10 p.m. - 11:40 a.m.YWG  Winnipeg-SJD San José del Cabo Los Cabos
48h 30m2 stops Edmonton Vancouver Intl
WestJet Logo
12:35 p.m. - 11:59 p.m.SJD  San José del Cabo Los Cabos-YWG Winnipeg
34h 24m2 stops Vancouver Intl Edmonton
C$ 545WestJet
Sat, 12 Dec - Thu, 24 Dec
WestJet Logo
12:10 p.m. - 2:55 p.m.YWG  Winnipeg-SJD San José del Cabo Los Cabos
27h 45m2 stops Edmonton Vancouver Intl
WestJet Logo
12:35 p.m. - 12:44 a.m.SJD  San José del Cabo Los Cabos-YWG Winnipeg
11h 09m1 stop Vancouver Intl
C$ 552WestJet
Sun, 1 Nov - Sun, 8 Nov
WestJet Logo
7:55 p.m. - 11:40 a.m.YWG  Winnipeg-SJD San José del Cabo Los Cabos
16h 45m1 stop Vancouver Intl
WestJet Logo
11:15 a.m. - 11:45 a.m.SJD  San José del Cabo Los Cabos-YWG Winnipeg
23h 30m1 stop Edmonton
C$ 553WestJet
Sun, 1 Nov - Sun, 8 Nov
WestJet Logo
12:10 p.m. - 11:40 a.m.YWG  Winnipeg-SJD San José del Cabo Los Cabos
24h 30m2 stops Edmonton Vancouver Intl
WestJet Logo
12:35 p.m. - 12:50 p.m.SJD  San José del Cabo Los Cabos-YWG Winnipeg
23h 15m1 stop Vancouver Intl
C$ 553WestJet
Sat, 12 Dec - Thu, 24 Dec
WestJet Logo
12:10 p.m. - 2:55 p.m.YWG  Winnipeg-SJD San José del Cabo Los Cabos
27h 45m2 stops Edmonton Vancouver Intl
WestJet Logo
12:55 p.m. - 6:40 p.m.SJD  San José del Cabo Los Cabos-YWG Winnipeg
4h 45mdirect
C$ 559WestJet
Sun, 1 Nov - Sun, 8 Nov
WestJet Logo
7:55 p.m. - 11:40 a.m.YWG  Winnipeg-SJD San José del Cabo Los Cabos
16h 45m1 stop Vancouver Intl
WestJet Logo
11:15 a.m. - 11:45 a.m.SJD  San José del Cabo Los Cabos-YWG Winnipeg
23h 30m1 stop Edmonton
C$ 561WestJet
Sun, 1 Nov - Sun, 8 Nov
WestJet Logo
12:10 p.m. - 11:40 a.m.YWG  Winnipeg-SJD San José del Cabo Los Cabos
48h 30m2 stops Edmonton Vancouver Intl
WestJet Logo
11:15 a.m. - 12:50 p.m.SJD  San José del Cabo Los Cabos-YWG Winnipeg
48h 35m2 stops Edmonton Vancouver Intl
C$ 563WestJet
Sat, 12 Dec - Thu, 24 Dec
WestJet Logo
12:10 p.m. - 11:40 a.m.YWG  Winnipeg-SJD San José del Cabo Los Cabos
24h 30m2 stops Edmonton Vancouver Intl
WestJet Logo
12:35 p.m. - 11:45 a.m.SJD  San José del Cabo Los Cabos-YWG Winnipeg
22h 10m2 stops Vancouver Intl Edmonton
C$ 564WestJet
Sat, 16 Jan - Sat, 23 Jan
United Airlines Logo
7:00 a.m. - 1:03 p.m.YWG  Winnipeg-SJD San José del Cabo Los Cabos
31h 03m1 stop Chicago O'Hare Intl
United Airlines Logo
2:30 p.m. - 10:33 p.m.SJD  San José del Cabo Los Cabos-YWG Winnipeg
31h 03m2 stops Denver Intl Chicago O'Hare Intl
C$ 619United Airlines
Sat, 16 Jan - Sat, 23 Jan
United Airlines Logo
7:00 a.m. - 11:43 a.m.YWG  Winnipeg-SJD San José del Cabo Los Cabos
29h 43m2 stops Chicago O'Hare Intl Houston George Bush Intcntl
United Airlines Logo
3:48 p.m. - 10:33 p.m.SJD  San José del Cabo Los Cabos-YWG Winnipeg
29h 45m2 stops Denver Intl Chicago O'Hare Intl
C$ 619United Airlines
Booking Insights

Price, demand, and travel trends for Winnipeg to San José del Cabo flights

Use KAYAK data on prices, travel dates, airlines, and seasonal trends to compare options and book flights from Winnipeg to San José del Cabo with more confidence.

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

Round-trip flights from Winnipeg to San José del Cabo start at C$ 545. Prices are below average for this route right now, with typical round-trip fares ranging from C$ 680 to C$ 1,186. The lowest price found in the past 5 days was C$ 545 on WestJet.

What's the cheapest day of the week to fly from Winnipeg to San José del Cabo?

Monday is the cheapest day of the week to fly from Winnipeg to San José del Cabo and is 23% cheaper than the average day. Sunday is the most expensive day with flight prices 39% higher than average. Based on deals found by KAYAK users in the last 12 months.

What is the cheapest month to fly from Winnipeg to San José del Cabo?

  • May is the cheapest month to fly from Winnipeg to San José del Cabo at C$ 601 round-trip.
  • October (C$ 1,200) and December (C$ 1,165) are the most expensive months.
  • The price difference between flying in the cheapest and most expensive months is 99% on average.
This is based on KAYAK aggregated and averaged internal data over the past 12 months.

When are prices from Winnipeg to San José del Cabo the cheapest?

Flights from Winnipeg to San José del Cabo are cheapest 11 weeks before departure. Booking in this window typically costs about 32% less than the average last-minute fare (within 2 weeks of the flight), based on KAYAK data.

Key details for Winnipeg to San José del Cabo flights

Low season

May

Cheapest flight

C$ 281
Best time to beat the crowds (32% less expensive on average)
Most popular time to fly (7% more expensive on average)
Flights 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

Your Winnipeg to San José del Cabo flight questions, answered

Find helpful route details based on KAYAK data, including flight times, airports, airlines, and booking questions.

  • Which airlines offer extra legroom and free seat selection on Winnipeg to San José del Cabo flights?

    Among airlines operating Winnipeg to San José del Cabo flights:

    • WestJet: offers free seat selection

    Extra legroom and free seat selection availability depends on fare class and route.

  • Which airports can I use when flying from Winnipeg to San José del Cabo?

    Flights from Winnipeg to San José del Cabo usually depart from Winnipeg (YWG) and arrive at San José del Cabo Los Cabos (SJD).

  • Which airlines include bags at no extra cost on Winnipeg to San José del Cabo flights?

    Here are some options for this route, based on selected ticket types and cabin classes:

    • WestJet: a carry-on bag and a checked bag in Economy Class

    Bag allowance can vary by ticket type, cabin class, route, and airline, so travellers should check the fare details before booking.

  • Which cabin classes can I book on flights from Winnipeg to San José del Cabo?

    Only Economy Class is available on flights from Winnipeg to San José del Cabo.

  • How much can I save by taking a layover when flying from Winnipeg to San José del Cabo?

    On this route, layover flights are cheaper than direct options on average. Layover fares average C$ 968 round-trip via Vancouver Intl (YVR), compared to C$ 1,057 for direct.

  • What is the standard checked bag allowance on flights from Winnipeg to San José del Cabo?

    There is no standard. Checked bag policies vary by airline on this route. Most carriers charge C$ 89–C$ 116 for the first checked bag in economy. Premium fares and elite status bookings typically include a free checked bag.

  • Which aircraft model is used most often on flights from Winnipeg to San José del Cabo?

    The Boeing 737 MAX 8 family is used most often on this route, operated mainly by WestJet. Other aircraft seen on the route include Boeing 737-700 Passenger/BBJ1 (winglets) variants.

  • Which airports do connecting flights from Winnipeg to San José del Cabo pass through?

    One-stop flights from Winnipeg to San José del Cabo most commonly connect through:

    • Calgary (YYC) – 83% of one-stop connections
    • Vancouver Intl (YVR) – 14% of one-stop connections
    • Minneapolis St Paul (MSP) – 3% of one-stop connections

    Calgary (YYC) handles the largest share of one-stop connections on this route.

  • Can I save money by using flexible dates for flights from Winnipeg to San José del Cabo?

    Yes. Being flexible with your travel dates can save you up to 45% on the Winnipeg to San José del Cabo route. Monday is the cheapest departure day at C$ 691 round-trip on average, while Sunday is the most expensive at C$ 1,239, a difference of C$ 548. KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

  • Which popular places can I visit in San José del Cabo?

    San Jose del Cabo Art District is one of the most viewed places in San José del Cabo on KAYAK.

  • How expensive are last-minute Winnipeg to San José del Cabo flights?

    Last-minute fares on this route – booked within 2 weeks of departure – run 1% above the route average of C$ 891. Book 11 weeks before departure for the lowest fares.

  • How long does a flight from Winnipeg to San José del Cabo take?

    A direct flight from Winnipeg to San José del Cabo takes 0h 00m, covering 5,094 km.

  • Do I need a passport to fly from Winnipeg to San José del Cabo?

    Yes, a valid passport is required for this international route. Many destinations require at least six months of validity beyond your travel dates. Check your passport expiry well before booking.

  • Have flight prices from Winnipeg to San José del Cabo changed much recently?

    Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about C$ 545 to C$ 5,397. That means the highest observed fare was about 10x higher than the lowest one.

  • How are flight prices from Winnipeg to San José del Cabo looking right now?

    One-way fares from Winnipeg to San José del Cabo are currently lower than usual. Average one-way flight prices are about C$ 352, which is 23% below the typical average for this route.

  • How much time can I save by choosing a different layover airport when travelling from Winnipeg to San José del Cabo?

    Flying via Minneapolis St Paul (MSP) gives the shortest average 1-stop total travel time at 7h 18m, compared with 10h 07m via Calgary (YYC) and 18h 05m via Vancouver Intl (YVR).

  • What is the time difference between Winnipeg and San José del Cabo?

    San José del Cabo is 2 hours behind Winnipeg (Mexican Pacific Time vs Central Time). Plan for the time shift when scheduling connections or first-day activities.

  • What car rental options are available at San José del Cabo Los Cabos Airport (SJD)?

    San José del Cabo Los Cabos Airport (SJD) hosts 5 major car rental companies, with daily rates starting from around C$ 1 for economy cars. Top options include:
    · Hertz
    · America Car Rental
    · MEXRENTACAR
    · Budget
    · Advantage

  • How much should I expect to pay for a Winnipeg to San José del Cabo flight?

    Round-trip flights from Winnipeg to San José del Cabo range from C$ 680 to C$ 1,186, with an average of C$ 891 over the past 12 months. Anything below C$ 680 counts as a good deal.

Your guide to booking Winnipeg to San José del Cabo flights

Get tips on when to book, when to fly, and what to know before your trip.
  • If your dates are flexible, aim for a Monday departure instead of Sunday. On this route, Monday flights average C$ 691 – about C$ 548 less than Sunday (44% savings) based on the last 12 months.
  • For the best chance at a low fare, aim to book around 11 weeks before you fly. On this route, that window historically saves about 32% versus last-minute pricing (KAYAK booking data, last 12 months).
  • If you can choose when to travel, plan your Winnipeg to San José del Cabo trip for May. Fares historically average C$ 601 round-trip in that month – typically C$ 599 less than the most expensive month, which is October (based on the last 12 months).
  • If you have the time, taking a 1-stop flight through Vancouver Intl Airport (YVR) can be cheaper than flying direct. The cheapest layover option averages C$ 968 round-trip on this route – about C$ 89 less than direct flights (based on the last 12 months).
  • If you're arriving late at night and need somewhere to stay, check out these hotels close to San José del Cabo Los Cabos Airport.
    - Hotel Aeropuerto Los Cabos

More options for your flight from Winnipeg to San José del Cabo

Complete your trip to San José del Cabo with a hotel stay or car rental