YWG - SJD

C$ 361 Find Cheap Flights from Winnipeg to San José del Cabo – Compare and Save

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Everything you should know

Cheapest round-trip
C$ 578
Typical prices: C$ 669-C$ 1,172
Air Canada
Fri 7/12Sun 16/12
YWG - SJD • 1 stop
Cheapest direct flights
C$ 895
Typical prices: C$ 864-C$ 1,472
WestJet
Tue 2/1Tue 9/1
YWG - SJD • Direct
Direct flights
You can fly direct with WestJet. Average duration is 4h 55m
Direct flights
+1
Direct flights
+1
When to book
in advance
Our data shows that travellers who book at least 11 weeks in advance save around 36% compared to booking last minute.
Insights
Insights
When to travel
Cheapest • 30% price drop
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Cheapest • Avg C$ 973 (round-trip)
Shortest trip • 13h 39m (one-way)
Insights
Insights
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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

Mon, 7 Dec - Mon, 14 Dec
Air Canada Logo
8:20 p.m. - 1:50 p.m.YWG  Winnipeg-SJD San José del Cabo Los Cabos
19h 30m1 stop Toronto Pearson Intl
Air Canada Logo
3:35 p.m. - 2:17 a.m.SJD  San José del Cabo Los Cabos-YWG Winnipeg
8h 42m1 stop Vancouver Intl
C$ 569Air Canada
3+ days ago
Mon, 7 Dec - Wed, 16 Dec
Air Canada Logo
8:20 p.m. - 1:50 p.m.YWG  Winnipeg-SJD San José del Cabo Los Cabos
19h 30m1 stop Toronto Pearson Intl
Air Canada Logo
2:45 p.m. - 12:49 p.m.SJD  San José del Cabo Los Cabos-YWG Winnipeg
20h 04m1 stop Toronto Pearson Intl
C$ 578Air Canada
1 day ago
Mon, 7 Dec - Wed, 16 Dec
Air Canada Logo
12:10 p.m. - 1:10 p.m.YWG  Winnipeg-SJD San José del Cabo Los Cabos
27h 00m2 stops Vancouver Intl San Francisco
Air Canada Logo
2:45 p.m. - 3:09 p.m.SJD  San José del Cabo Los Cabos-YWG Winnipeg
22h 24m1 stop Toronto Pearson Intl
C$ 607Air Canada
1 day ago
Tue, 1 Dec - Wed, 9 Dec
Air Canada Logo
8:20 p.m. - 1:50 p.m.YWG  Winnipeg-SJD San José del Cabo Los Cabos
19h 30m1 stop Toronto Pearson Intl
Air Canada Logo
3:35 p.m. - 1:24 a.m.SJD  San José del Cabo Los Cabos-YWG Winnipeg
31h 49m2 stops Vancouver Intl Calgary
C$ 610Air Canada
2 days ago
Mon, 4 Jan - Mon, 11 Jan
Air Canada Logo
8:05 p.m. - 2:35 p.m.YWG  Winnipeg-SJD San José del Cabo Los Cabos
20h 30m2 stops Calgary Vancouver Intl
Air Canada Logo
3:35 p.m. - 2:17 a.m.SJD  San José del Cabo Los Cabos-YWG Winnipeg
8h 42m1 stop Vancouver Intl
C$ 611Air Canada
1 day ago
Sat, 21 Nov - Thu, 26 Nov
WestJet Logo
8:50 p.m. - 11:40 a.m.YWG  Winnipeg-SJD San José del Cabo Los Cabos
16h 50m1 stop Vancouver Intl
WestJet Logo
3:55 p.m. - 1:50 p.m.SJD  San José del Cabo Los Cabos-YWG Winnipeg
19h 55m1 stop Vancouver Intl
C$ 615WestJet
21 hours ago
Tue, 1 Dec - Wed, 9 Dec
WestJet Logo
8:55 p.m. - 11:40 a.m.YWG  Winnipeg-SJD San José del Cabo Los Cabos
16h 45m1 stop Vancouver Intl
WestJet Logo
12:35 p.m. - 1:50 p.m.SJD  San José del Cabo Los Cabos-YWG Winnipeg
23h 15m1 stop Vancouver Intl
C$ 615WestJet
2 days ago
Tue, 1 Dec - Tue, 8 Dec
WestJet Logo
8:55 p.m. - 11:40 a.m.YWG  Winnipeg-SJD San José del Cabo Los Cabos
16h 45m1 stop Vancouver Intl
WestJet Logo
1:05 p.m. - 1:50 p.m.SJD  San José del Cabo Los Cabos-YWG Winnipeg
22h 45m1 stop Vancouver Intl
C$ 615WestJet
2 days ago
Mon, 4 Jan - Mon, 11 Jan
Air Canada Logo
8:05 p.m. - 2:35 p.m.YWG  Winnipeg-SJD San José del Cabo Los Cabos
20h 30m2 stops Calgary Vancouver Intl
Air Canada Logo
3:35 p.m. - 2:17 a.m.SJD  San José del Cabo Los Cabos-YWG Winnipeg
8h 42m1 stop Vancouver Intl
C$ 617Air Canada
3+ days ago
Tue, 1 Dec - Tue, 8 Dec
WestJet Logo
8:55 p.m. - 11:40 a.m.YWG  Winnipeg-SJD San José del Cabo Los Cabos
16h 45m1 stop Vancouver Intl
WestJet Logo
1:05 p.m. - 1:50 p.m.SJD  San José del Cabo Los Cabos-YWG Winnipeg
22h 45m1 stop Vancouver Intl
C$ 617WestJet
1 day ago
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 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 typically range from C$ 669 to C$ 1,172. The lowest price found in the past 5 days was C$ 578, on Air Canada.

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

Based on deals KAYAK users found in the last 12 months, Monday is the cheapest day of the week to fly from Winnipeg to San José del Cabo. It's 16% cheaper than the average day, while Thursday is the most expensive, with prices 45% higher.

When are flights 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 36% 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

September

Cheapest flight

C$ 361
Beat the crowds with an average 90% drop in traveller numbers.
The most popular month to fly with an average 174% increase in traveller numbers.
One-way 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

Your Winnipeg to San José del Cabo flight questions, answered

Find helpful answers about this route, including flight times, airports, airlines, and booking tips.

  • 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$ 669 to C$ 1,172, with an average of C$ 874 over the past 12 months. Anything below C$ 669 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 two weeks of departure) run 10% above the C$ 874 route average. 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$ 973 round-trip via Calgary (YYC), compared to C$ 1,071 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$ 53–C$ 117 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$ 578 to C$ 5,086. That means the highest observed fare was about 9x 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$ 434, which is 8% 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 averaging C$ 28 for economy cars. Top options include:

    • Hertz
    • America Car Rental
    • Budget
    • MEXRENTACAR
    • 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?

    Connecting flights from Winnipeg to San José del Cabo most commonly pass through:

    • Calgary (YYC) – 85% of one-stop connections
    • Vancouver Intl (YVR) – 15% of one-stop connections

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

    Yes. Flexible dates can save you up to 42% on flights from Winnipeg to San José del Cabo. Monday is the cheapest departure day at C$ 741 round-trip on average, while Thursday is the most expensive at C$ 1,268, a difference of C$ 527.

    KAYAK's flexible dates feature shows options up to three days before and after your selected dates, making it easier to compare nearby fares.

  • Which airlines fly 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 Calgary (YYC) gives the shortest average 1-stop total travel time at 9h 50m, compared with 13h 39m 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 extra legroom; 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

    Baggage allowance can vary by ticket type, cabin class, route, and airline, so always 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 and avoid flying on Thursday. On this route, Monday flights average C$ 741, about C$ 527 less than Thursday fares (42% 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 36% 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$ 610 round-trip in that month – typically C$ 1,124 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 Calgary Airport (YYC) can be cheaper than flying direct. The cheapest layover option averages C$ 973 round-trip on this route – about C$ 99 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

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

 
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

Thursday

WestJet

WestJet

Saturday

WestJet

WestJet

See more nonstop flights

Direct returns

San José del Cabo Los Cabos to Winnipeg

Thursday

WestJet

WestJet

Saturday

WestJet

WestJet

See more nonstop flights

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