$205 Cheap Flights from Winnipeg (YWG) to San José del Cabo (SJD)

View $205 flight on Sat, Nov 15, 2025Opens in a new window

Popular airlines from Winnipeg James Armstrong Richardson Intl. Airport (YWG) to Los Cabos Intl. Airport (SJD)

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

Prices were available within the past 7 days and start at $205 for one-way flights and $391 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

WestJet
Sat, Nov 15 - Sat, Dec 6
YWG
Winnipeg
SJD
San José del Cabo
$391 Roundtrip, found 4 days ago
$391
Roundtrip
found 4 days ago
Select WestJet flight, departing Sat, Nov 15 from Winnipeg to San José del Cabo, returning Sat, Dec 6, priced at $391 found 4 days ago
WestJet
Sat, Nov 22 - Sat, Dec 13
YWG
Winnipeg
SJD
San José del Cabo
$405 Roundtrip, found 6 days ago
$405
Roundtrip
found 6 days ago
Select WestJet flight, departing Sat, Nov 22 from Winnipeg to San José del Cabo, returning Sat, Dec 13, priced at $405 found 6 days ago
WestJet
Sat, Dec 6 - Sat, Dec 13
YWG
Winnipeg
SJD
San José del Cabo
$407 Roundtrip, found 13 hours ago
$407
Roundtrip
found 13 hours ago
Select WestJet flight, departing Sat, Dec 6 from Winnipeg to San José del Cabo, returning Sat, Dec 13, priced at $407 found 13 hours ago
WestJet
Sat, Nov 22 - Wed, Dec 10
YWG
Winnipeg
SJD
San José del Cabo
$408 Roundtrip, found 6 days ago
$408
Roundtrip
found 6 days ago
Select WestJet flight, departing Sat, Nov 22 from Winnipeg to San José del Cabo, returning Wed, Dec 10, priced at $408 found 6 days ago
WestJet
Fri, Oct 24 - Sat, Nov 8
YWG
Winnipeg
SJD
San José del Cabo
$410 Roundtrip, found 22 hours ago
$410
Roundtrip
found 22 hours ago
Select WestJet flight, departing Fri, Oct 24 from Winnipeg to San José del Cabo, returning Sat, Nov 8, priced at $410 found 22 hours ago
WestJet
Tue, Oct 7 - Tue, Oct 21
YWG
Winnipeg
SJD
San José del Cabo
$413 Roundtrip, found 22 hours ago
$413
Roundtrip
found 22 hours ago
Select WestJet flight, departing Tue, Oct 7 from Winnipeg to San José del Cabo, returning Tue, Oct 21, priced at $413 found 22 hours ago
Air Canada
Mon, Nov 3 - Mon, Nov 10
YWG
Winnipeg
SJD
San José del Cabo
$456 Roundtrip, found 6 days ago
$456
Roundtrip
found 6 days ago
Select Air Canada flight, departing Mon, Nov 3 from Winnipeg to San José del Cabo, returning Mon, Nov 10, priced at $456 found 6 days ago
United
Sun, Oct 5 - Thu, Oct 16
YWG
Winnipeg
SJD
San José del Cabo
$458 Roundtrip, found 1 day ago
$458
Roundtrip
found 1 day ago
Select United flight, departing Sun, Oct 5 from Winnipeg to San José del Cabo, returning Thu, Oct 16, priced at $458 found 1 day ago
Delta
Tue, Aug 12 - Fri, Aug 29
YWG
Winnipeg
SJD
San José del Cabo
$548 Roundtrip, found 22 hours ago
$548
Roundtrip
found 22 hours ago
Select Delta flight, departing Tue, Aug 12 from Winnipeg to San José del Cabo, returning Fri, Aug 29, priced at $548 found 22 hours ago
Aeromexico
Wed, Oct 8 - Sun, Oct 12
YWG
Winnipeg
SJD
San José del Cabo
$652 Roundtrip, found 1 day ago
$652
Roundtrip
found 1 day ago
Select Aeromexico flight, departing Wed, Oct 8 from Winnipeg to San José del Cabo, returning Sun, Oct 12, priced at $652 found 1 day ago

Find the cheapest month to fly from Winnipeg (YWG) to San José del Cabo (SJD)

November is typically the cheapest month to fly

From $283 - $594 per traveler.

Graph displaying average flight prices per month

Alternative airports near San José del Cabo

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to Los Cabos Intl. SJD. Cheapest and Closest option available. Average driving time to city center is 16 minutes. Flights from $445
SJD
Los Cabos Intl.
CheapestClosest
Average driving time to city center16 min
Flights from $445
Flights from Winnipeg (YWG) to San José del Cabo (SJD)
Origin airport
Winnipeg James Armstrong Richardson Intl.
Destination airport
Los Cabos Intl.
Airlines serving
Aeromexico, Air Canada, Delta, United, WestJet
Roundtrip price
$390
Distance
1967 mi

Winnipeg to San José del Cabo Flights

The cheapest times to fly from Winnipeg to San José del Cabo

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Winnipeg to San José del Cabo are during the month of November. You can find some of the cheapest flights from Winnipeg to San José del Cabo with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Winnipeg to San José del Cabo

Sunday is one of the best days to book for cheap flights from Winnipeg to San José del Cabo: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Winnipeg to San José del Cabo

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Winnipeg to San José del Cabo in 2025. You can also book with separate airlines for your outbound and return journeys, from $205 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Winnipeg to San José del Cabo flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Winnipeg to San José del Cabo airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Frequently asked questions

How much does a flight from Winnipeg James Armstrong Richardson Intl. Airport (YWG) to Los Cabos Intl. Airport (SJD) cost?
Discover the latest flight deals from YWG to SJD by entering your preferred travel dates and searching on Expedia. Easily compare prices by departure date if you have flexibility with your schedule and use handy filters to explore prices for your preferred journey. As a member of One Key™, our free loyalty program, you can use Price Tracking to watch fares and receive notifications if prices go up or down.
What is the cheapest month to fly from YWG to SJD?
The cheapest flights from YWG to SJD are usually during off-peak season, when demand is lower. To save money, avoid flying during public holidays, school breaks and major local events.
Which airlines fly direct from Winnipeg James Armstrong Richardson Intl. Airport (YWG) to Los Cabos Intl. Airport (SJD)?
If you're departing from Winnipeg James Armstrong Richardson Intl. Airport (YWG), you can catch a nonstop flight to Los Cabos Intl. Airport (SJD) with WestJet.
What is the cheapest airline that flies from YWG to SJD?
Use the filter tool on Expedia to compare airlines and find the cheapest carrier that'll take you from YWG to SJD. Sort your results by "Price (lowest to highest)" to snap up a great deal.
How many flights per day from Winnipeg James Armstrong Richardson Intl. Airport (YWG) to Los Cabos Intl. Airport (SJD)?
On average, you can take your pick of 1 nonstop flights taking off from Winnipeg James Armstrong Richardson Intl. Airport (YWG) to Los Cabos Intl. Airport (SJD) per week. If you don't see one that suits your schedule, consider a flight that has a layover. Customize your search results on Expedia to include one stop or more and opt for the best alternative.
What are the most popular departure times for flights from Winnipeg James Armstrong Richardson Intl. Airport (YWG) to Los Cabos Intl. Airport (SJD)?
More passengers fly between YWG and SJD at 8 AM than at any other point in the day. Prefer a quieter experience? Travel outside of rush hours and you could save on your ticket as well.
What day of the week has the most flights from YWG to SJD?
Jet off on a Saturday if you're searching for the best selection of flights from Winnipeg James Armstrong Richardson Intl. Airport (YWG) to Los Cabos Intl. Airport (SJD).
What is the earliest flight from Winnipeg James Armstrong Richardson Intl. Airport (YWG) to Los Cabos Intl. Airport (SJD)?
Winnipeg James Armstrong Richardson Intl. Airport (YWG)'s earliest flight to Los Cabos Intl. Airport (SJD) is at approximately 8:00AM UTC-6. With a travel duration of 4h 52m, you'll arrive at around 11:52AM UTC-7.
How long does it take to fly from Winnipeg James Armstrong Richardson Intl. Airport (YWG) to Los Cabos Intl. Airport (SJD)?
Flights from YWG to SJD have an average travel time of 4 hours and 52 minutes. The total distance between the two is 1,950 mi.
What is the best time to fly from Winnipeg James Armstrong Richardson Intl. Airport (YWG) to Los Cabos Intl. Airport (SJD)?
Book a flight from Winnipeg James Armstrong Richardson Intl. Airport (YWG) to Los Cabos Intl. Airport (SJD) that takes off before 3 PM to reduce the risk of cancellations. Later departures have a 22% higher chance of being canceled, on average.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
What airports do you fly into for Cabo San Lucas from Winnipeg James Armstrong Richardson Intl. Airport (YWG)?
Los Cabos Intl. Airport (SJD) is the only airport in Cabo San Lucas with direct flights from Winnipeg James Armstrong Richardson Intl. Airport (YWG). Compare the available options and discover affordable fares on Expedia.
Is it cheaper to buy a plane ticket from Winnipeg James Armstrong Richardson Intl. Airport (YWG) to Los Cabos Intl. Airport (SJD) last-minute?
Last-minute bookings from YWG to SJD are typically more expensive. For the best prices, start searching for flights as early as possible. That said, if you can play around with your travel dates, you may find a cheap fare just before your departure.
Is it cheaper to book a YWG to SJD flight and hotel package?
Booking a YWG to SJD flight and hotel package tends to be cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your trip in one place. Choose from our impressive range of stays and then add car rentals, flights and activities to your booking. Bundle everything together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from Winnipeg James Armstrong Richardson Intl. Airport (YWG) to Los Cabos Intl. Airport (SJD)?
You can usually reschedule or cancel your YWG to SJD flight. However, if the booking was made more than 24 hours ago, additional fees may apply. Refer to your airline's policies in your itinerary to see what changes are possible and if any costs are involved. You'll also find further details on our Customer Service portal.

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*Available to One Key members.