YWG - SJD

C$ 347 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$ 518
Typical prices: C$ 694-C$ 1,211
Air Canada, WestJet
Fri 26/10Thu 1/11
YWG - SJD • 1 stop
Cheapest direct flights
C$ 726
Typical prices: C$ 911-C$ 1,479
WestJet
Tue 2/1Tue 9/1
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$ 988 (round-trip)
Shortest trip • 7h 18m (one-way)
Insights
Insights
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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

Mon, 26 Oct - Sun, 1 Nov
Multiple Airlines Logo
5:40 a.m. - 1:35 p.m.YWG  Winnipeg-SJD San José del Cabo Los Cabos
9h 55m1 stop Vancouver Intl
Multiple Airlines Logo
4:00 p.m. - 9:55 p.m.SJD  San José del Cabo Los Cabos-YWG Winnipeg
28h 55m1 stop Calgary
C$ 518Multiple Airlines
Sun, 13 Dec - Thu, 17 Dec
WestJet Logo
12:10 p.m. - 3:00 p.m.YWG  Winnipeg-SJD San José del Cabo Los Cabos
27h 50m2 stops Edmonton Calgary
WestJet Logo
2:15 p.m. - 12:10 a.m.SJD  San José del Cabo Los Cabos-YWG Winnipeg
8h 55m1 stop Calgary
C$ 547WestJet
Sun, 13 Dec - Thu, 17 Dec
WestJet Logo
7:35 a.m. - 3:00 p.m.YWG  Winnipeg-SJD San José del Cabo Los Cabos
8h 25m1 stop Calgary
WestJet Logo
2:15 p.m. - 4:25 p.m.SJD  San José del Cabo Los Cabos-YWG Winnipeg
25h 10m1 stop Calgary
C$ 547WestJet
Sun, 13 Dec - Thu, 17 Dec
WestJet Logo
8:35 p.m. - 2:10 p.m.YWG  Winnipeg-SJD San José del Cabo Los Cabos
18h 35m2 stops Calgary Regina
WestJet Logo
4:00 p.m. - 8:25 a.m.SJD  San José del Cabo Los Cabos-YWG Winnipeg
15h 25m2 stops Calgary Regina
C$ 547WestJet
Sun, 13 Dec - Thu, 17 Dec
WestJet Logo
7:35 a.m. - 3:00 p.m.YWG  Winnipeg-SJD San José del Cabo Los Cabos
8h 25m1 stop Calgary
WestJet Logo
2:15 p.m. - 4:25 p.m.SJD  San José del Cabo Los Cabos-YWG Winnipeg
25h 10m1 stop Calgary
C$ 557WestJet
Sun, 13 Dec - Thu, 17 Dec
WestJet Logo
6:00 a.m. - 3:00 p.m.YWG  Winnipeg-SJD San José del Cabo Los Cabos
10h 00m1 stop Calgary
WestJet Logo
11:10 a.m. - 11:20 a.m.SJD  San José del Cabo Los Cabos-YWG Winnipeg
23h 10m2 stops Edmonton Calgary
C$ 557WestJet
Sun, 13 Dec - Thu, 17 Dec
WestJet Logo
7:35 a.m. - 3:00 p.m.YWG  Winnipeg-SJD San José del Cabo Los Cabos
8h 25m1 stop Calgary
WestJet Logo
12:55 p.m. - 6:40 p.m.SJD  San José del Cabo Los Cabos-YWG Winnipeg
4h 45mdirect
C$ 557WestJet
Sun, 13 Dec - Thu, 17 Dec
WestJet Logo
8:35 p.m. - 2:10 p.m.YWG  Winnipeg-SJD San José del Cabo Los Cabos
18h 35m2 stops Calgary Regina
WestJet Logo
4:00 p.m. - 8:25 a.m.SJD  San José del Cabo Los Cabos-YWG Winnipeg
15h 25m2 stops Calgary Regina
C$ 557WestJet
Mon, 4 Jan - Mon, 11 Jan
WestJet Logo
5:00 a.m. - 10:15 a.m.YWG  Winnipeg-SJD San José del Cabo Los Cabos
30h 15m2 stops Vancouver Intl Edmonton
WestJet Logo
11:15 a.m. - 11:59 p.m.SJD  San José del Cabo Los Cabos-YWG Winnipeg
11h 44m1 stop Edmonton
C$ 568WestJet
Tue, 2 Feb - Tue, 9 Feb
United Airlines Logo
7:00 a.m. - 11:35 a.m.YWG  Winnipeg-SJD San José del Cabo Los Cabos
29h 35m2 stops Chicago O'Hare Intl Denver 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$ 589United 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.

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$ 614 round-trip.
•October (C$ 1,226) and December (C$ 1,191) 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$ 347
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.

  • What are the earliest and latest flights from Winnipeg to San José del Cabo?

    These are the earliest and latest flight times available from Winnipeg to San José del Cabo:

    • Earliest: departs at 8:00 am and lands at 12:55 pm
    • Latest: departs at 8:00 am and lands at 12:55 pm.

    The flight takes about 4h 55m.

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

    A direct flight from Winnipeg to San José del Cabo takes 4h 55m, 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.

  • 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$ 694 to C$ 1,211, with an average of C$ 910 over the past 12 months. Anything below C$ 694 counts as a good deal.

  • 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$ 910. Book 11 weeks before departure for the lowest fares.

  • 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$ 988 round-trip via Vancouver Intl (YVR), compared to C$ 1,080 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$ 91–C$ 118 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.

  • 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$ 518 to C$ 3,883. That means the highest observed fare was about 7x 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$ 410, which is 12% below the typical average for this route.

  • 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$ 2 for economy cars. Top options include:
    • Hertz
    • America Car Rental
    • MEXRENTACAR
    • Budget
    • Advantage

  • 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 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$ 706 round-trip on average, while Sunday is the most expensive at C$ 1,265, a difference of C$ 559. 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 airlines are available on the route from Winnipeg to San José del Cabo?

    Only WestJet operates flights between Winnipeg and San José del Cabo.

  • 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.

  • 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 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.

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$ 706 – about C$ 559 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$ 614 round-trip in that month – typically C$ 611 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$ 988 round-trip on this route – about C$ 91 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