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Cheap flights from Winnipeg to San José del Cabo from C$ 357

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 9/2. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — SJD
26 Feb — 5 Mar1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Winnipeg to San José del Cabo

Enter your travel dates to find the best prices.

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 27 January 2026.

Sat 28/28:00 a.m.
YWG
-
SJD
Nonstop4h 52m
Multiple Airlines
Sun 8/35:05 p.m.
SJD
-
YWG
2 stops48h 30m
Multiple Airlines
Deal found 27/1C$ 609
Sat 28/28:00 a.m.
YWG
-
SJD
Nonstop4h 52m
WestJet
Tue 10/33:45 p.m.
SJD
-
YWG
2 stops16h 22m
WestJet
Deal found 27/1C$ 612
Sat 28/28:00 a.m.
YWG
-
SJD
Nonstop4h 52m
WestJet
Sun 8/35:45 p.m.
SJD
-
YWG
1 stop14h 22m
WestJet
Deal found 27/1C$ 620
Mon 2/29:00 p.m.
YWG
-
SJD
2 stops41h 15m
WestJet
Sun 8/24:45 p.m.
SJD
-
YWG
2 stops21h 35m
WestJet
Deal found 26/1C$ 623
Sat 28/28:00 a.m.
YWG
-
SJD
Nonstop4h 52m
WestJet
Sat 7/32:10 p.m.
SJD
-
YWG
2 stops17h 57m
WestJet
Deal found 27/1C$ 624
Sat 28/28:00 a.m.
YWG
-
SJD
Nonstop4h 52m
Multiple Airlines
Wed 4/35:05 p.m.
SJD
-
YWG
2 stops19h 47m
Multiple Airlines
Deal found 27/1C$ 631
Sat 28/28:00 a.m.
YWG
-
SJD
Nonstop4h 52m
WestJet
Fri 6/35:45 p.m.
SJD
-
YWG
1 stop17h 07m
WestJet
Deal found 27/1C$ 637
Tue 28/47:00 a.m.
YWG
-
SJD
2 stops10h 15m
WestJet
Tue 5/54:10 p.m.
SJD
-
YWG
1 stop17h 00m
WestJet
Deal found 26/1C$ 646
Sat 18/46:55 p.m.
YWG
-
SJD
1 stop20h 48m
WestJet
Sun 26/44:10 p.m.
SJD
-
YWG
2 stops17h 50m
WestJet
Deal found 26/1C$ 660

Find 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 27 January 2026.

Round-trip from

C$ 609

One-way from

C$ 357

Popular in

December

Cheapest in

April

Average price

C$ 849

Good round-trip deal

C$ 687 or less
28/2-8/3
  • 28/2-8/3
  • 2 total stops
  • 53h 22m total
  • Winnipeg to San José del Cabo
Search Deals
United Airlines
  • United Airlines
  • 9/2
  • 2 total stops
  • 23h 50m total
  • Winnipeg to San José del Cabo
Search Deals
Highest demand for flights based on searches. 9% potential increase in price (C$ 119 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease (C$ 45 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals
Price to beat on a round-trip flight from Winnipeg to San José del Cabo Los Cabos.
Search Deals

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 27 January 2026.
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

Sat 28/2

8:00 a.m.-11:52 a.m.

Nonstop4h 52m

San José del Cabo Los Cabos

Sun 8/3

5:05 p.m.-11:13 a.m.

3 stops40h 08m

C$ 620

WinnipegSan José del Cabo

YWG - SJD

YWGSJD

Winnipeg

Sat 28/2

8:00 a.m.-11:52 a.m.

Nonstop4h 52m

San José del Cabo Los Cabos

Wed 4/3

5:05 p.m.-1:52 p.m.

2 stops19h 47m

C$ 631

WinnipegSan José del Cabo

YWG - SJD

YWGSJD

Winnipeg

Tue 10/3

2:20 p.m.-9:05 a.m.

2 stops20h 45m

San José del Cabo Los Cabos

Mon 16/3

1:22 p.m.-11:57 a.m.

2 stops20h 35m

C$ 698

WinnipegSan José del Cabo

YWG - SJD

YWGSJD

Winnipeg

Wed 4/3

2:20 p.m.-11:08 a.m.

1 stop21h 48m

San José del Cabo Los Cabos

Mon 9/3

11:50 a.m.-11:57 a.m.

1 stop22h 07m

C$ 698

WinnipegSan José del Cabo

YWG - SJD

YWGSJD

Winnipeg

Tue 10/3

2:20 p.m.-9:05 a.m.

2 stops20h 45m

San José del Cabo Los Cabos

Tue 17/3

11:49 a.m.-11:57 a.m.

2 stops22h 08m

C$ 698

WinnipegSan José del Cabo

YWG - SJD

YWGSJD

Winnipeg

Mon 2/3

2:20 p.m.-11:43 a.m.

2 stops22h 23m

San José del Cabo Los Cabos

Mon 9/3

11:50 a.m.-11:57 a.m.

1 stop22h 07m

C$ 698

WinnipegSan José del Cabo

YWG - SJD

YWGSJD

Winnipeg

Mon 16/3

2:20 p.m.-10:00 a.m.

2 stops21h 40m

San José del Cabo Los Cabos

Wed 18/3

11:50 a.m.-11:57 a.m.

1 stop22h 07m

C$ 698

WinnipegSan José del Cabo

YWG - SJD

YWGSJD

Winnipeg

Fri 27/2

2:20 p.m.-11:00 a.m.

2 stops21h 40m

San José del Cabo Los Cabos

Fri 6/3

12:10 p.m.-11:57 a.m.

1 stop22h 47m

C$ 698

WinnipegSan José del Cabo

YWG - SJD

YWGSJD

Winnipeg

Wed 4/3

2:20 p.m.-10:05 a.m.

2 stops20h 45m

San José del Cabo Los Cabos

Tue 10/3

11:50 a.m.-11:57 a.m.

1 stop22h 07m

C$ 698

WinnipegSan José del Cabo

YWG - SJD

YWGSJD

Winnipeg

Sun 1/3

2:20 p.m.-1:03 p.m.

1 stop23h 43m

San José del Cabo Los Cabos

Tue 10/3

11:49 a.m.-11:57 a.m.

2 stops22h 08m

C$ 698

Flights are sorted by cheapest round-trip flights first.

Deals found on 26/1

Showing 1-10 of 16 results
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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 23 January 2026.

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 21 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, April is the cheapest month in which you can book a flight from Winnipeg to San José del Cabo (average of C$ 481). Flying from Winnipeg to San José del Cabo in May is currently the most expensive (average of C$ 607). 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 27 January 2026.

When flying from Winnipeg to San José del Cabo, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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 27 January 2026.
Read reviews from past customers who have flown United Airlines and WestJet 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
9,205 reviews
Check prices

Overall

7.4

Comfort

7.3

Boarding

7.7

Entertainment

7.1

Crew

8.1

Food

6.6

Reviews

1 / 20
6.0
Good

Gerry,Jan 2026

YVR - DEN

Seats were uncomfortable. Second leg of my flight on United had much more comfortable seats
United Airlines
7.4
Good
9,205 reviews
United Airlines
7.4
Good
9,205 reviews
Check prices

Overall

7.4

Comfort

7.3

Boarding

7.7

Entertainment

7.1

Crew

8.1

Food

6.6

Reviews

1 / 20
6.0
Good

Gerry,Jan 2026

YVR - DEN

Seats were uncomfortable. Second leg of my flight on United had much more comfortable seats
WestJet
7.2
Good
3,251 reviews
United Airlines
7.4
Good
9,205 reviews
Check prices

Overall

7.4

Comfort

7.3

Boarding

7.7

Entertainment

7.1

Crew

8.1

Food

6.6

Reviews

1 / 20
6.0
Good

Gerry,Jan 2026

YVR - DEN

Seats were uncomfortable. Second leg of my flight on United had much more comfortable seats

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 46 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 20h 45m. United Airlines provides one of the quickest options available for as low as C$ 698. 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, United Airlines (C$ 513), and WestJet (C$ 529) 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 36% 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$ 921 for a flight from Winnipeg to San José del Cabo. The cheapest flight overall is C$ 687 while the most popular route, (Winnipeg - San José del Cabo Los Cabos) is currently priced at C$ 659.

  • 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, April is the cheapest month in which you can book a flight from Winnipeg to San José del Cabo (average of C$ 481). Flying from Winnipeg to San José del Cabo in May is currently the most expensive (average of C$ 607). 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

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Top 2 airlines flying from Winnipeg to San José del Cabo

Discover the top 2 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 27 January 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapestC$ 513AverageC$ 682FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
WestJetCheapestC$ 529AverageC$ 819FlexibilityNo cancel feeOn-time60%
Search WestJet 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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