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Cheap flights from Winnipeg to San José del Cabo from C$ 464

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 8/7. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — SJD
10 Jul — 17 Jul1
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 10 June 2026.

Thu 5/117:20 p.m.
YWG
-
SJD
1 stop17h 45m
Air Canada
Mon 9/114:15 p.m.
SJD
-
YWG
2 stops46h 28m
Air Canada
Deal found 9/6C$ 837
Tue 21/78:45 a.m.
YWG
-
SJD
1 stop29h 20m
United Airlines
Tue 28/71:17 p.m.
SJD
-
YWG
2 stops31h 21m
United Airlines
Deal found 6/6C$ 979
Thu 5/116:00 a.m.
YWG
-
SJD
1 stop9h 50m
WestJet
Mon 9/112:45 p.m.
SJD
-
YWG
2 stops43h 20m
WestJet
Deal found 8/6C$ 1,075
Sat 26/126:45 a.m.
YWG
-
SJD
2 stops30h 50m
WestJet
Sat 2/112:10 p.m.
SJD
-
YWG
2 stops33h 40m
WestJet
Deal found 7/6C$ 1,088

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 10 June 2026.

Round-trip from

C$ 884

One-way from

C$ 464

Popular in

August

Cheapest in

May

Average price

C$ 865
Air Canada
  • Air Canada
  • 5/11-9/11
  • 2 total stops
  • 56h 44m total
  • Winnipeg to San José del Cabo
Search Deals
8/7
  • 8/7
  • 2 total stops
  • 27h 15m total
  • Winnipeg to San José del Cabo
Search Deals
High demand for flights, 4% potential price rise
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 June 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 10 June 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

Thu 5/11

5:15 a.m.-12:05 p.m.

1 stop31h 50m

San José del Cabo Los Cabos

Mon 9/11

4:15 p.m.-6:09 p.m.

1 stop24h 54m

C$ 884

WinnipegSan José del Cabo

YWG - SJD

YWGSJD

Winnipeg

Tue 21/7

8:45 a.m.-12:05 p.m.

1 stop29h 20m

San José del Cabo Los Cabos

Tue 28/7

1:17 p.m.-10:38 p.m.

2 stops31h 21m

C$ 979

WinnipegSan José del Cabo

YWG - SJD

YWGSJD

Winnipeg

Thu 5/11

12:35 p.m.-2:32 p.m.

2 stops26h 57m

San José del Cabo Los Cabos

Mon 9/11

3:46 p.m.-11:39 a.m.

2 stops42h 53m

C$ 1,053

WinnipegSan José del Cabo

YWG - SJD

YWGSJD

Winnipeg

Thu 5/11

6:00 a.m.-2:50 p.m.

1 stop9h 50m

San José del Cabo Los Cabos

Mon 9/11

2:45 p.m.-11:05 a.m.

2 stops43h 20m

C$ 1,075
Quickest round-trip

WinnipegSan José del Cabo

YWG - SJD

YWGSJD

Winnipeg

Tue 21/7

9:25 a.m.-10:09 a.m.

3 stops26h 44m

San José del Cabo Los Cabos

Tue 28/7

12:02 p.m.-9:45 a.m.

2 stops19h 43m

C$ 1,344
Cheapest one-way
Quickest one-way

WinnipegSan José del Cabo

YWG - SJD

YWGSJD

Winnipeg

Wed 8/7

5:25 p.m.-6:40 p.m.

2 stops27h 15m

C$ 464

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/6

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.

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 10 June 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
3,356 reviews
Check prices

Food

6.2

Boarding

7.4

Overall

7.2

Crew

7.9

Entertainment

6.1

Comfort

7.0

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
3,356 reviews
WestJet
7.2
Good
3,356 reviews
Check prices

Food

6.2

Boarding

7.4

Overall

7.2

Crew

7.9

Entertainment

6.1

Comfort

7.0

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 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 29h 20m. Air Canada provides one of the quickest options available for as low as C$ 979. 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$ 595), 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 31% 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 10 June 2026.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapestC$ 595AverageC$ 876FlexibilityNo 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?

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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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