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Cheap flights from Winnipeg to San José del Cabo from C$ 319

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 13/6. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — SJD
30 May — 6 Jun1
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 30 April 2026.

Sun 31/510:30 p.m.
YWG
-
SJD
2 stops16h 50m
WestJet
Tue 9/62:15 p.m.
SJD
-
YWG
2 stops18h 55m
WestJet
Deal found 25/4C$ 644
Sat 30/54:15 p.m.
YWG
-
SJD
2 stops25h 00m
WestJet
Tue 9/62:15 p.m.
SJD
-
YWG
2 stops23h 45m
WestJet
Deal found 25/4C$ 658
Sun 28/67:00 a.m.
YWG
-
SJD
1 stop10h 15m
WestJet
Sat 4/72:15 p.m.
SJD
-
YWG
2 stops18h 55m
WestJet
Deal found 25/4C$ 677
Sat 30/55:40 a.m.
YWG
-
SJD
2 stops27h 45m
Multiple Airlines
Tue 9/68:00 a.m.
SJD
-
YWG
3 stops25h 08m
Multiple Airlines
Deal found 25/4C$ 681

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 30 April 2026.

Round-trip from

C$ 644

One-way from

C$ 319

Popular in

February

Cheapest in

May

Average price

C$ 866
WestJet
  • WestJet
  • 31/5-9/6
  • 4 total stops
  • 35h 45m total
  • Winnipeg to San José del Cabo
Search Deals
WestJet
  • WestJet
  • 13/6
  • 1 total stop
  • 10h 15m total
  • Winnipeg to San José del Cabo
Search Deals
Highest demand for flights based on searches. 8% potential increase in price (C$ 114 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (C$ 36 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 2026
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 30 April 2026.
Use the filters below to find and compare flights from Winnipeg to San José del Cabo that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

WinnipegSan José del Cabo

YWG - SJD

YWGSJD

Winnipeg

Sun 31/5

6:05 a.m.-1:20 p.m.

1 stop9h 15m

San José del Cabo Los Cabos

Tue 9/6

2:15 p.m.-2:40 p.m.

1 stop22h 25m

C$ 657

WinnipegSan José del Cabo

YWG - SJD

YWGSJD

Winnipeg

Sat 30/5

4:15 p.m.-3:15 p.m.

2 stops25h 00m

San José del Cabo Los Cabos

Tue 9/6

2:15 p.m.-4:00 p.m.

2 stops23h 45m

C$ 658
Quickest round-trip

WinnipegSan José del Cabo

YWG - SJD

YWGSJD

Winnipeg

Sun 31/5

7:00 a.m.-3:15 p.m.

1 stop10h 15m

San José del Cabo Los Cabos

Mon 8/6

2:15 p.m.-12:15 p.m.

2 stops20h 00m

C$ 798

WinnipegSan José del Cabo

YWG - SJD

YWGSJD

Winnipeg

Sat 6/6

8:45 a.m.-8:52 a.m.

2 stops26h 07m

San José del Cabo Los Cabos

Wed 10/6

1:02 p.m.-8:57 p.m.

2 stops29h 55m

C$ 817

WinnipegSan José del Cabo

YWG - SJD

YWGSJD

Winnipeg

Sun 31/5

6:05 a.m.-1:20 p.m.

1 stop9h 15m

San José del Cabo Los Cabos

Wed 10/6

2:20 p.m.-12:55 a.m.

3 stops32h 35m

C$ 824
Cheapest one-way
Quickest one-way

WinnipegSan José del Cabo

YWG - SJD

YWGSJD

Winnipeg

Sat 13/6

7:00 a.m.-3:15 p.m.

1 stop10h 15m

C$ 319

WinnipegSan José del Cabo

YWG - SJD

YWGSJD

Winnipeg

Sat 13/6

7:10 p.m.-7:05 p.m.

3 stops49h 55m

C$ 408

Flights are sorted by cheapest round-trip flights first.

Deals found on 29/4

Sorted by cheapest first

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?

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 19 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, May is the cheapest month in which you can book a flight from Winnipeg to San José del Cabo (average of C$ 597). Flying from Winnipeg to San José del Cabo in February is currently the most expensive (average of C$ 1,144). 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.

How much does it cost to fly round-trip from Winnipeg to San José del Cabo?

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 30 April 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
9,678 reviews
Check prices

Crew

8.1

Entertainment

7.1

Comfort

7.3

Food

6.6

Boarding

7.7

Overall

7.4

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
9,678 reviews
United Airlines
7.4
Good
9,678 reviews
Check prices

Crew

8.1

Entertainment

7.1

Comfort

7.3

Food

6.6

Boarding

7.7

Overall

7.4

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
3,330 reviews
United Airlines
7.4
Good
9,678 reviews
Check prices

Crew

8.1

Entertainment

7.1

Comfort

7.3

Food

6.6

Boarding

7.7

Overall

7.4

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 29 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 9h 15m. WestJet provides one of the quickest options available for as low as C$ 657. 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, WestJet (C$ 584), and United Airlines (C$ 637) 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 32% less than the average price by searching for these airlines.

  • 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, May is the cheapest month in which you can book a flight from Winnipeg to San José del Cabo (average of C$ 597). Flying from Winnipeg to San José del Cabo in February is currently the most expensive (average of C$ 1,144). 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 30 April 2026.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapestC$ 584AverageC$ 878FlexibilityNo cancel feeOn-time60%
Search WestJet flights
United AirlinesCheapestC$ 637AverageC$ 688FlexibilityNo cancel feeOn-time69%
Search United Airlines flights

Fly with Cheapflights

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

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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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