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Cheap flights from Winnipeg to San José del Cabo from C$ 332

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 16/10. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — SJD
3 Aug — 10 Aug1
1 adult

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 29 July 2025.

Round-trip from

C$ 701

One-way from

C$ 332

Popular in

May

Cheapest in

April

Average price

C$ 623

Good round-trip deal

C$ 585 or less
27/8-3/9
  • 27/8-3/9
  • 4 total stops
  • 47h 22m total
  • Winnipeg to San José del Cabo
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United Airlines
  • United Airlines
  • 16/10
  • 1 total stop
  • 23h 18m total
  • Winnipeg to San José del Cabo
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Highest demand for flights based on searches. 5% potential increase in price (C$ 58 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease (C$ 29 potential savings vs. average RT price).
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Average for round-trip flights in July 2025
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Price to beat on a round-trip flight from Winnipeg to San José del Cabo Los Cabos.
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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 29 July 2025.

Sun 30/1110:55 a.m.YWG - SJD
1 stop29h 49mWestJet
Sun 7/125:45 p.m.SJD - YWG
1 stop15h 23mWestJet
Deal found 27/7C$ 642
Wed 27/89:15 p.m.YWG - SJD
1 stop17h 59mMultiple Airlines
Wed 3/94:50 p.m.SJD - YWG
3 stops29h 23mMultiple Airlines
Deal found 28/7C$ 701
Sun 10/82:20 p.m.YWG - SJD
2 stops25h 23mUnited Airlines
Sun 17/83:45 p.m.SJD - YWG
2 stops43h 24mUnited Airlines
Deal found 28/7C$ 856
Tue 19/86:40 a.m.YWG - SJD
2 stops14h 25mDelta
Tue 26/82:25 p.m.SJD - YWG
2 stops19h 26mDelta
Deal found 27/7C$ 1,001

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 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

Wed 27/8

9:15 p.m.-1:14 p.m.

1 stop17h 59m

San José del Cabo Los Cabos

Wed 3/9

4:50 p.m.-12:13 a.m.

3 stops29h 23m

C$ 701

WinnipegSan José del Cabo

YWG - SJD

YWGSJD

Winnipeg

Sun 10/8

8:15 p.m.-1:14 p.m.

1 stop18h 59m

San José del Cabo Los Cabos

Sun 17/8

2:30 p.m.-9:01 a.m.

1 stop16h 31m

C$ 852

WinnipegSan José del Cabo

YWG - SJD

YWGSJD

Winnipeg

Sun 10/8

2:20 p.m.-1:43 p.m.

2 stops25h 23m

San José del Cabo Los Cabos

Sun 17/8

3:45 p.m.-1:09 p.m.

2 stops43h 24m

C$ 856

WinnipegSan José del Cabo

YWG - SJD

YWGSJD

Winnipeg

Tue 19/8

6:40 a.m.-7:05 p.m.

2 stops14h 25m

San José del Cabo Los Cabos

Tue 26/8

2:25 p.m.-11:51 a.m.

2 stops19h 26m

C$ 1,001

WinnipegSan José del Cabo

YWG - SJD

YWGSJD

Winnipeg

Thu 16/10

4:25 p.m.-1:43 p.m.

1 stop23h 18m

C$ 332

WinnipegSan José del Cabo

YWG - SJD

YWGSJD

Winnipeg

Sat 2/8

12:15 p.m.-1:34 p.m.

2 stops27h 19m

C$ 355

WinnipegSan José del Cabo

YWG - SJD

YWGSJD

Winnipeg

Thu 16/10

3:00 p.m.-11:43 a.m.

3 stops22h 43m

C$ 357

WinnipegSan José del Cabo

YWG - SJD

YWGSJD

Winnipeg

Sat 2/8

8:15 p.m.-1:54 p.m.

2 stops19h 39m

C$ 476

Flights are sorted by cheapest round-trip flights first.

Deals found on 27/7

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 25 July 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 29 July 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.

What’s the top layover airport for flights from Winnipeg to San José del Cabo?

Share of one-stop round-trip flights from Winnipeg to San José del Cabo chosen by Cheapflights users in the past 12 months, using the same layover each way.

Calgary (YYC) – chosen by Cheapflights users on 91% of one-stop itineraries from Winnipeg to San José del Cabo on Cheapflights.

What’s the cheapest layover airport for flights from Winnipeg to San José del Cabo?

Average round-trip fare for 1-stop flights from Winnipeg to San José del Cabo, chosen by Cheapflights users in the past 12 months, with the same layover each way.

Vancouver (YVR) is the most affordable 1-stop option, with an average round-trip price of C$ 552.

What’s the fastest layover option from Winnipeg to San José del Cabo?

Shortest average travel time for 1-stop one-way flights from Winnipeg to San José del Cabo, based on itineraries clicked by Cheapflights users over the past 12 months, grouped by layover airport.

Flights via Denver (DEN) have the shortest average one-way travel time for 1-stop routes: 4h 24m.

Which airport typically offers the quickest layover for flights from Winnipeg to San José del Cabo?

Average layover duration for 1-stop one-way flights from Winnipeg to San José del Cabo, chosen by Cheapflights users in the last 12 months, grouped by stopover airport.

Flights via Denver (DEN) offer the fastest connection on this route, with an average layover time of 1h 47m.

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 2025.
Read reviews from past customers who have flown Delta,United Airlines, andWestJet 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.
Delta
8.0
Very good
7,979 reviews
Check prices

Food

7.3

Overall

8.0

Boarding

8.2

Entertainment

7.9

Crew

8.5

Comfort

7.9

Reviews

1 / 20
2.0
Mediocre

Mark,Jun 2024

SGF - ATL

One of the worst flights ever. I got to the airport early for my 6:48 pm flight and tried to get on the 4:30 ish flight. The gate agent was one of the worst customer service people in my 20 yrs of flying Delta. Very rude and wouldn’t even talk to me about riding standby. Then flight took off 3 hrs late and when Landed in Atlanta, the gate people wouldn’t even try to get me on the plane. It was still there but door was closed. For all of my almost 2 million miles, the worst experience from Delta. I am highly disappointed as it was not my fault I have to sleep in Atlanta and not Jacksonville Florida
Delta
8.0
Very good
7,979 reviews
Delta
8.0
Very good
7,979 reviews
Check prices

Food

7.3

Overall

8.0

Boarding

8.2

Entertainment

7.9

Crew

8.5

Comfort

7.9

Reviews

1 / 20
2.0
Mediocre

Mark,Jun 2024

SGF - ATL

One of the worst flights ever. I got to the airport early for my 6:48 pm flight and tried to get on the 4:30 ish flight. The gate agent was one of the worst customer service people in my 20 yrs of flying Delta. Very rude and wouldn’t even talk to me about riding standby. Then flight took off 3 hrs late and when Landed in Atlanta, the gate people wouldn’t even try to get me on the plane. It was still there but door was closed. For all of my almost 2 million miles, the worst experience from Delta. I am highly disappointed as it was not my fault I have to sleep in Atlanta and not Jacksonville Florida
United Airlines
7.4
Good
8,896 reviews
Delta
8.0
Very good
7,979 reviews
Check prices

Food

7.3

Overall

8.0

Boarding

8.2

Entertainment

7.9

Crew

8.5

Comfort

7.9

Reviews

1 / 20
2.0
Mediocre

Mark,Jun 2024

SGF - ATL

One of the worst flights ever. I got to the airport early for my 6:48 pm flight and tried to get on the 4:30 ish flight. The gate agent was one of the worst customer service people in my 20 yrs of flying Delta. Very rude and wouldn’t even talk to me about riding standby. Then flight took off 3 hrs late and when Landed in Atlanta, the gate people wouldn’t even try to get me on the plane. It was still there but door was closed. For all of my almost 2 million miles, the worst experience from Delta. I am highly disappointed as it was not my fault I have to sleep in Atlanta and not Jacksonville Florida
WestJet
7.2
Good
2,972 reviews
Delta
8.0
Very good
7,979 reviews
Check prices

Food

7.3

Overall

8.0

Boarding

8.2

Entertainment

7.9

Crew

8.5

Comfort

7.9

Reviews

1 / 20
2.0
Mediocre

Mark,Jun 2024

SGF - ATL

One of the worst flights ever. I got to the airport early for my 6:48 pm flight and tried to get on the 4:30 ish flight. The gate agent was one of the worst customer service people in my 20 yrs of flying Delta. Very rude and wouldn’t even talk to me about riding standby. Then flight took off 3 hrs late and when Landed in Atlanta, the gate people wouldn’t even try to get me on the plane. It was still there but door was closed. For all of my almost 2 million miles, the worst experience from Delta. I am highly disappointed as it was not my fault I have to sleep in Atlanta and not Jacksonville Florida

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.

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

    According to our current data, WestJet (C$ 852), United Airlines (C$ 856), and Delta (C$ 1,001) offers the cheapest pricing from Winnipeg to San José del Cabo.

  • What are the cheapest airlines to fly from Winnipeg to San José del Cabo one-way?

    For one-way options, check prices for United Airlines. According to our data, you can fly for as low as C$ 332. Users have also found prices from C$ 355 and C$ 476 on WestJet and Delta, respectively.

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

    On average you can expect to pay C$ 585 for a flight from Winnipeg to San José del Cabo. The cheapest flight overall is C$ 585 while the most popular route, (Winnipeg - San José del Cabo Los Cabos) is currently priced at C$ 682.

  • 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

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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 29 July 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapestC$ 469AverageC$ 543FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
WestJetCheapestC$ 482AverageC$ 721FlexibilityNo 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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