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Cheap flights from Winnipeg to San José del Cabo from C$ 296

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 2/12. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — SJD
28 Aug — 4 Sep1
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 29 July 2026.

Mon 19/106:00 a.m.
YWG
-
SJD
1 stop9h 20m
WestJet
Mon 26/101:50 p.m.
SJD
-
YWG
2 stops23h 30m
WestJet
Deal found 26/7C$ 643
Mon 19/106:00 a.m.
YWG
-
SJD
1 stop9h 20m
WestJet
Sun 25/101:10 p.m.
SJD
-
YWG
1 stop8h 40m
WestJet
Deal found 26/7C$ 649
Fri 23/1010:30 p.m.
YWG
-
SJD
1 stop15h 15m
WestJet
Tue 27/102:40 p.m.
SJD
-
YWG
1 stop19h 10m
WestJet
Deal found 26/7C$ 687
Thu 10/96:00 a.m.
YWG
-
SJD
1 stop9h 20m
WestJet
Thu 17/92:15 p.m.
SJD
-
YWG
1 stop22h 25m
WestJet
Deal found 27/7C$ 721
Mon 19/106:00 a.m.
YWG
-
SJD
1 stop9h 20m
WestJet
Sat 24/1012:45 p.m.
SJD
-
YWG
2 stops23h 07m
WestJet
Deal found 26/7C$ 751
Mon 19/105:45 a.m.
YWG
-
SJD
2 stops32h 15m
Air Canada
Mon 26/102:35 p.m.
SJD
-
YWG
2 stops31h 34m
Air Canada
Deal found 26/7C$ 760
Sat 17/102:05 p.m.
YWG
-
SJD
2 stops25h 38m
Air Canada
Mon 26/102:35 p.m.
SJD
-
YWG
2 stops31h 34m
Air Canada
Deal found 26/7C$ 772
Sat 17/1012:20 p.m.
YWG
-
SJD
2 stops27h 23m
Air Canada
Wed 28/101:45 p.m.
SJD
-
YWG
1 stop18h 39m
Air Canada
Deal found 26/7C$ 783
Tue 20/104:15 p.m.
YWG
-
SJD
2 stops23h 05m
WestJet
Sun 25/102:40 p.m.
SJD
-
YWG
2 stops23h 00m
WestJet
Deal found 26/7C$ 790
Tue 20/104:15 p.m.
YWG
-
SJD
2 stops23h 05m
WestJet
Mon 26/102:40 p.m.
SJD
-
YWG
1 stop17h 25m
WestJet
Deal found 26/7C$ 796

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 29 July 2026.

Round-trip from

C$ 643

One-way from

C$ 296

Popular in

October

Cheapest in

May

Average price

C$ 780
WestJet
  • WestJet
  • 19/10-26/10
  • 3 total stops
  • 32h 50m total
  • Winnipeg to San José del Cabo
Search Deals
WestJet
  • WestJet
  • 2/12
  • 2 total stops
  • 20h 23m total
  • Winnipeg to San José del Cabo
Search Deals
Highest demand for flights based on searches. 4% potential increase in price (C$ 61 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease (C$ 48 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 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 29 July 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

Fri 23/10

6:00 a.m.-11:45 a.m.

2 stops31h 45m

San José del Cabo Los Cabos

Tue 27/10

2:40 p.m.-12:05 p.m.

2 stops19h 25m

C$ 687

WinnipegSan José del Cabo

YWG - SJD

YWGSJD

Winnipeg

Thu 10/9

6:00 a.m.-1:20 p.m.

1 stop9h 20m

San José del Cabo Los Cabos

Thu 17/9

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

2 stops23h 45m

C$ 739

WinnipegSan José del Cabo

YWG - SJD

YWGSJD

Winnipeg

Sat 16/1

12:55 p.m.-12:15 p.m.

1 stop24h 20m

San José del Cabo Los Cabos

Sat 30/1

4:45 p.m.-12:52 p.m.

1 stop19h 07m

C$ 749

WinnipegSan José del Cabo

YWG - SJD

YWGSJD

Winnipeg

Sat 17/10

2:05 p.m.-1:43 p.m.

2 stops25h 38m

San José del Cabo Los Cabos

Tue 27/10

2:35 p.m.-12:09 a.m.

2 stops31h 34m

C$ 772
Quickest round-trip

WinnipegSan José del Cabo

YWG - SJD

YWGSJD

Winnipeg

Mon 19/10

6:00 a.m.-1:20 p.m.

1 stop9h 20m

San José del Cabo Los Cabos

Fri 23/10

4:10 p.m.-12:15 p.m.

1 stop18h 05m

C$ 845

WinnipegSan José del Cabo

YWG - SJD

YWGSJD

Winnipeg

Thu 10/9

10:30 p.m.-1:20 p.m.

2 stops40h 50m

San José del Cabo Los Cabos

Thu 17/9

12:06 p.m.-9:45 a.m.

3 stops19h 39m

C$ 906

WinnipegSan José del Cabo

YWG - SJD

YWGSJD

Winnipeg

Mon 28/9

8:15 a.m.-12:48 p.m.

2 stops30h 33m

San José del Cabo Los Cabos

Thu 1/10

3:15 p.m.-2:02 a.m.

2 stops32h 47m

C$ 951

WinnipegSan José del Cabo

YWG - SJD

YWGSJD

Winnipeg

Tue 22/9

3:15 p.m.-1:20 p.m.

1 stop24h 05m

San José del Cabo Los Cabos

Thu 24/9

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

2 stops23h 45m

C$ 958

WinnipegSan José del Cabo

YWG - SJD

YWGSJD

Winnipeg

Sat 26/12

6:45 a.m.-5:05 p.m.

1 stop11h 20m

San José del Cabo Los Cabos

Fri 1/1

3:40 p.m.-11:05 a.m.

2 stops42h 25m

C$ 962
Cheapest one-way
Quickest one-way

WinnipegSan José del Cabo

YWG - SJD

YWGSJD

Winnipeg

Wed 2/12

6:55 p.m.-12:15 p.m.

2 stops18h 20m

C$ 296

Flights are sorted by cheapest round-trip flights first.

Deals found on 29/7

Showing 1-10 of 12 resultsSorted by cheapest first
1
2

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.

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 29 July 2026.
Read reviews from past customers who have flown 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.
WestJet
7.2
Good
3,415 reviews
Check prices

Comfort

7.0

Overall

7.2

Boarding

7.4

Food

6.2

Entertainment

6.1

Crew

7.9

Reviews

1 / 20
10.0
Excellent

Joseph,Feb 2026

YYJ - YEG

Is just a domestic flight can't complain at all..but everything is great..
WestJet
7.2
Good
3,415 reviews
WestJet
7.2
Good
3,415 reviews
Check prices

Comfort

7.0

Overall

7.2

Boarding

7.4

Food

6.2

Entertainment

6.1

Crew

7.9

Reviews

1 / 20
10.0
Excellent

Joseph,Feb 2026

YYJ - YEG

Is just a domestic flight can't complain at all..but everything is great..

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 24 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 25h 38m. WestJet provides one of the quickest options available for as low as C$ 772. The distance between Winnipeg and San José del Cabo is about 3166 km. Both multi-stop and direct flights can be found to your destination and back.

  • What is the cheapest airline to fly from Winnipeg to San José del Cabo round-trip?

    According to our current data, WestJet (C$ 612), 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 this airline.

  • 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.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

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Top airline flying from Winnipeg to San José del Cabo

Discover the top airline 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 29 July 2026.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapestC$ 612AverageC$ 895FlexibilityNo cancel feeOn-time60%
Search WestJet flights

Fly with Cheapflights

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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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