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Cheap flights from Winnipeg to San José del Cabo from C$ 256

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 29/10. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — SJD
11 Oct — 18 Oct1
1 adult
1 adult, Economy

Cheap flight deals from Winnipeg to San José del Cabo

Discover tips and strategies to find the most affordable flight options for your journey from Winnipeg (YWG) to San José del Cabo (SJD). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated 11 September 2025.

Round-trip from

C$ 485

One-way from

C$ 256

Popular in

February

Cheapest in

April

Average price

C$ 690

Good round-trip deal

C$ 880 or less
WestJet
  • WestJet
  • 30/10-5/11
  • 4 total stops
  • 40h 25m total
  • Winnipeg to San José del Cabo
Search Deals
WestJet
  • WestJet
  • 29/10
  • 1 total stop
  • 18h 40m total
  • Winnipeg to San José del Cabo
Search Deals
Highest demand for flights based on searches. 2% potential increase in price (C$ 21 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (C$ 27 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in September 2025
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Price to beat on a round-trip flight from Winnipeg to San José del Cabo Los Cabos.
Search Deals

Find flight deals from Winnipeg to San José del Cabo

Cheapest flights from Winnipeg to San José del Cabo
Explore the most affordable flight options available from Winnipeg to San José del Cabo. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 11 September 2025.

Thu 30/104:10 p.m.YWG - SJD
2 stops22h 02mWestJet
Wed 5/112:45 p.m.SJD - YWG
2 stops18h 23mWestJet
Deal found 10/9C$ 485
Mon 1/126:15 a.m.YWG - SJD
1 stop10h 29mWestJet
Sat 6/125:45 p.m.SJD - YWG
1 stop19h 07mWestJet
Deal found 11/9C$ 585
Sat 15/116:15 a.m.YWG - SJD
1 stop8h 25mWestJet
Sat 22/112:40 p.m.SJD - YWG
1 stop9h 01mWestJet
Deal found 10/9C$ 600

Cheapflights Fare Finder

 
Customize your flight search to find flights from Winnipeg to San José del Cabo that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 629,999 searches. Data last updated 11 September 2025.
Use the filters below to find and compare flights from Winnipeg to San José del Cabo that are best for you.

Fly from

Winnipeg

Fly to

San José del Cabo

Route

Depart

Return

Price

WinnipegSan José del Cabo

YWG - SJD

YWGSJD

Winnipeg

Thu 30/10

9:00 p.m.-12:12 p.m.

2 stops17h 12m

San José del Cabo Los Cabos

Wed 5/11

2:45 p.m.-11:53 a.m.

2 stops20h 08m

C$ 493

WinnipegSan José del Cabo

YWG - SJD

YWGSJD

Winnipeg

Mon 1/12

6:15 a.m.-3:44 p.m.

1 stop10h 29m

San José del Cabo Los Cabos

Sat 6/12

5:45 p.m.-1:52 p.m.

1 stop19h 07m

C$ 585

WinnipegSan José del Cabo

YWG - SJD

YWGSJD

Winnipeg

Wed 29/10

9:00 p.m.-1:40 p.m.

1 stop18h 40m

C$ 256

WinnipegSan José del Cabo

YWG - SJD

YWGSJD

Winnipeg

Thu 30/10

6:55 p.m.-12:12 p.m.

2 stops19h 17m

C$ 284

WinnipegSan José del Cabo

YWG - SJD

YWGSJD

Winnipeg

Sat 1/11

8:40 a.m.-11:47 a.m.

2 stops53h 07m

C$ 302

WinnipegSan José del Cabo

YWG - SJD

YWGSJD

Winnipeg

Thu 23/10

3:15 p.m.-2:26 p.m.

3 stops49h 11m

C$ 305

WinnipegSan José del Cabo

YWG - SJD

YWGSJD

Winnipeg

Fri 24/10

12:15 p.m.-3:35 p.m.

3 stops29h 20m

C$ 308

WinnipegSan José del Cabo

YWG - SJD

YWGSJD

Winnipeg

Fri 31/10

7:15 a.m.-9:05 a.m.

2 stops27h 50m

C$ 344

WinnipegSan José del Cabo

YWG - SJD

YWGSJD

Winnipeg

Sat 25/10

4:25 p.m.-10:47 a.m.

2 stops20h 22m

C$ 345

WinnipegSan José del Cabo

YWG - SJD

YWGSJD

Winnipeg

Thu 23/10

4:25 p.m.-8:48 a.m.

2 stops42h 23m

C$ 345

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/9

Best time to book a flight from Winnipeg to San José del Cabo

Have a flexible travel schedule? Discover the best time to fly to San José del Cabo from Winnipeg with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

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

How far ahead should I book a flight from Winnipeg to San José del Cabo?

Use this chart to determine the optimal time to book a round-trip flight from Winnipeg to San José del Cabo. Price data was last updated on 29 August 2025.

The price you pay for your flight from Winnipeg to San José del Cabo may vary depending on when you book. For the best chance of a lower fare, look to book 88 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

What is the cheapest month to book a flight from Winnipeg to San José del Cabo?

Currently, December is the cheapest month in which you can book a flight from Winnipeg to San José del Cabo (average of C$ 401). Flying from Winnipeg to San José del Cabo in February is currently the most expensive (average of C$ 498). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from YWG to SJD?

Find hourly flight availability from Winnipeg to San José del Cabo. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated 11 September 2025.

One of the essential ways to save on airfare from Winnipeg to San José del Cabo is to remain as flexible as possible. Flights that are in the afternoon tend to be the most expensive. A flight at noon could potentially save you up to 18% on airfare.

Reviews of airlines servicing San José del Cabo

Get insights into the airlines that provide service to San José del Cabo. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to San José del Cabo. Reviews last updated 11 September 2025.
Read reviews from past customers who have flown United Airlines,WestJet, andAir Canada from Winnipeg to San José del Cabo. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
8,937 reviews
Check prices

Entertainment

7.1

Food

6.6

Overall

7.4

Comfort

7.3

Boarding

7.7

Crew

8.1

Reviews

1 / 20
4.0
Okay

Thomas,Apr 2025

TPE - SFO

The boarding experience was okay. The dietary food choices were limited, the midway snacks were hard and dry. The seat was uncomfortable - stiff seat cushion, seat back kept springing back to the upright position, narrow seat width. Love the app and the ability to track my luggage. Flight crew was efficient.
United Airlines
7.4
Good
8,937 reviews
United Airlines
7.4
Good
8,937 reviews
Check prices

Entertainment

7.1

Food

6.6

Overall

7.4

Comfort

7.3

Boarding

7.7

Crew

8.1

Reviews

1 / 20
4.0
Okay

Thomas,Apr 2025

TPE - SFO

The boarding experience was okay. The dietary food choices were limited, the midway snacks were hard and dry. The seat was uncomfortable - stiff seat cushion, seat back kept springing back to the upright position, narrow seat width. Love the app and the ability to track my luggage. Flight crew was efficient.
WestJet
7.2
Good
3,091 reviews
United Airlines
7.4
Good
8,937 reviews
Check prices

Entertainment

7.1

Food

6.6

Overall

7.4

Comfort

7.3

Boarding

7.7

Crew

8.1

Reviews

1 / 20
4.0
Okay

Thomas,Apr 2025

TPE - SFO

The boarding experience was okay. The dietary food choices were limited, the midway snacks were hard and dry. The seat was uncomfortable - stiff seat cushion, seat back kept springing back to the upright position, narrow seat width. Love the app and the ability to track my luggage. Flight crew was efficient.
Air Canada
7.1
Good
10,000 reviews
United Airlines
7.4
Good
8,937 reviews
Check prices

Entertainment

7.1

Food

6.6

Overall

7.4

Comfort

7.3

Boarding

7.7

Crew

8.1

Reviews

1 / 20
4.0
Okay

Thomas,Apr 2025

TPE - SFO

The boarding experience was okay. The dietary food choices were limited, the midway snacks were hard and dry. The seat was uncomfortable - stiff seat cushion, seat back kept springing back to the upright position, narrow seat width. Love the app and the ability to track my luggage. Flight crew was efficient.

Related info for your journey

Find useful and relevant information for your journey from Winnipeg to San José del Cabo. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How popular is this Winnipeg to San José del Cabo flight route?

    The Winnipeg to San José del Cabo Los Cabos flight path was viewed by 52 users in the past month. Keep an eye out for changes in search interest prior to high and low season.

  • How long is the flight from Winnipeg to San José del Cabo?

    A quick flight from Winnipeg to San José del Cabo can take about 17h 12m. WestJet provides one of the quickest options available for as low as C$ 493. The distance between Winnipeg and San José del Cabo is about 3166 km.

  • What are the cheapest airlines flying from Winnipeg to San José del Cabo round-trip?

    According to our current data, Air Canada (C$ 474), WestJet (C$ 487), and United Airlines (C$ 519) offers the cheapest pricing from Winnipeg to San José del Cabo. You may be able to fly from Winnipeg to San José del Cabo for 38% less than the average price by searching for these airlines.

  • What are the cheapest flights from Winnipeg to San José del Cabo?

    On average you can expect to pay C$ 881 for a flight from Winnipeg to San José del Cabo. The cheapest flight overall is C$ 798 while the most popular route, (Winnipeg - San José del Cabo Los Cabos) is currently priced at C$ 589.

  • Can I find deals for flights from Winnipeg to San José del Cabo that include hotel bookings?

    Yes. In addition to deals on Winnipeg to San José del Cabo flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Winnipeg to San José del Cabo?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Winnipeg to San José del Cabo.

  • Can I find deals for business class flights from Winnipeg to San José del Cabo?

    Yes. Cheapflights offers flight deals from Winnipeg to San José del Cabo by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Winnipeg to San José del Cabo?

    Currently, December is the cheapest month in which you can book a flight from Winnipeg to San José del Cabo (average of C$ 401). Flying from Winnipeg to San José del Cabo in February is currently the most expensive (average of C$ 498). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Top 3 airlines flying from Winnipeg to San José del Cabo

Discover the top 3 airlines that operate flights from Winnipeg to San José del Cabo. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 629,999 searches. Data last updated 11 September 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapestC$ 474AverageC$ 548FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
WestJetCheapestC$ 487AverageC$ 756FlexibilityNo cancel feeOn-time60%
Search WestJet flights
United AirlinesCheapestC$ 519AverageC$ 690FlexibilityNo cancel feeOn-time69%
Search United Airlines flights

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Winnipeg to San José del Cabo?

900+ travel sites are searched through when a user searches for a flight using Cheapflights. From the search interface, users can use filters to choose airlines, airports, flight times, cabin classes and more to their preference. Book your flight to San José del Cabo from Winnipeg today with Cheapflights!

Why should you use Cheapflights to find cheap flight tickets from Winnipeg to San José del Cabo?

Cheapflights helps you find that perfect flight to San José del Cabo from Winnipeg by searching from hundreds of airlines and agencies you know and love. We are also free to use, in case you were wondering!

Can Cheapflights find flights from Winnipeg to San José del Cabo with no change fees?

Yes, we can. To see specific flights from Winnipeg to San José del Cabo with no change fees, users can toggle flexible booking options after using the search form above to find flights.

Can Cheapflights notify me if prices for flights from Winnipeg to San José del Cabo become cheaper?

Yes, Cheapflights offers price alerts on Winnipeg to San José del Cabo flights so you can book your travel at the perfect time. Price Alerts can be enabled by clicking the bell icon next to the flight deals above and providing your email address where you want to receive the alerts.

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