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Cheap flights from Winnipeg to San José del Cabo from C$ 294

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 15/12. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — SJD
28 Nov — 5 Dec1
1 adult
1 adult, Economy, 0 bags

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 October 2025.

Round-trip from

C$ 568

One-way from

C$ 294

Popular in

February

Cheapest in

April

Average price

C$ 836
WestJet
  • WestJet
  • 24/11-1/12
  • 3 total stops
  • 40h 54m total
  • Winnipeg to San José del Cabo
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WestJet
  • WestJet
  • 15/12
  • 1 total stop
  • 28h 45m total
  • Winnipeg to San José del Cabo
Search Deals
Highest demand for flights based on searches. 4% potential increase in price (C$ 47 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease (C$ 33 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
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Find 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 October 2025.

Mon 24/114:10 p.m.YWG - SJD
1 stop23h 30mWestJet
Mon 1/125:45 p.m.SJD - YWG
2 stops17h 24mWestJet
Deal found 27/10C$ 568
Mon 1/126:45 a.m.YWG - SJD
2 stops34h 05mWestJet
Sat 6/125:45 p.m.SJD - YWG
2 stops17h 08mWestJet
Deal found 27/10C$ 595
Thu 18/1212:55 p.m.YWG - SJD
2 stops27h 55mWestJet
Mon 29/125:45 p.m.SJD - YWG
1 stop15h 23mWestJet
Deal found 27/10C$ 637
Thu 11/126:55 p.m.YWG - SJD
2 stops21h 55mWestJet
Mon 15/123:30 p.m.SJD - YWG
2 stops19h 23mWestJet
Deal found 27/10C$ 639
Mon 22/129:00 p.m.YWG - SJD
1 stop18h 40mWestJet
Wed 31/122:45 p.m.SJD - YWG
1 stop22h 07mWestJet
Deal found 28/10C$ 641

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 October 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

Mon 8/12

6:15 a.m.-3:44 p.m.

1 stop10h 29m

San José del Cabo Los Cabos

Mon 15/12

5:45 p.m.-10:08 a.m.

1 stop15h 23m

C$ 571

WinnipegSan José del Cabo

YWG - SJD

YWGSJD

Winnipeg

Mon 24/11

6:15 a.m.-2:40 p.m.

1 stop9h 25m

San José del Cabo Los Cabos

Mon 1/12

5:45 p.m.-12:41 a.m.

1 stop29h 56m

C$ 571

WinnipegSan José del Cabo

YWG - SJD

YWGSJD

Winnipeg

Mon 1/12

6:15 a.m.-3:44 p.m.

1 stop10h 29m

San José del Cabo Los Cabos

Sat 6/12

3:30 p.m.-11:53 a.m.

2 stops19h 23m

C$ 605

WinnipegSan José del Cabo

YWG - SJD

YWGSJD

Winnipeg

Thu 18/12

12:55 p.m.-3:50 p.m.

2 stops27h 55m

San José del Cabo Los Cabos

Mon 29/12

5:45 p.m.-10:08 a.m.

1 stop15h 23m

C$ 637

WinnipegSan José del Cabo

YWG - SJD

YWGSJD

Winnipeg

Tue 23/12

9:00 p.m.-1:12 p.m.

2 stops17h 12m

San José del Cabo Los Cabos

Mon 29/12

5:45 p.m.-10:08 a.m.

1 stop15h 23m

C$ 658

WinnipegSan José del Cabo

YWG - SJD

YWGSJD

Winnipeg

Wed 17/12

6:45 a.m.-3:44 p.m.

2 stops9h 59m

San José del Cabo Los Cabos

Mon 29/12

5:45 p.m.-11:50 p.m.

2 stops29h 05m

C$ 658

WinnipegSan José del Cabo

YWG - SJD

YWGSJD

Winnipeg

Tue 23/12

12:55 p.m.-1:12 p.m.

1 stop25h 17m

San José del Cabo Los Cabos

Wed 31/12

2:10 p.m.-11:50 p.m.

1 stop8h 40m

C$ 658

WinnipegSan José del Cabo

YWG - SJD

YWGSJD

Winnipeg

Mon 15/12

10:55 a.m.-2:40 p.m.

1 stop28h 45m

C$ 294

WinnipegSan José del Cabo

YWG - SJD

YWGSJD

Winnipeg

Sat 13/12

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

1 stop23h 43m

C$ 346

WinnipegSan José del Cabo

YWG - SJD

YWGSJD

Winnipeg

Sat 13/12

12:40 p.m.-12:39 p.m.

3 stops24h 59m

C$ 387

Flights are sorted by cheapest round-trip flights first.

Deals found on 27/10

Showing 1-10 of 11 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 24 October 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$ 433). Flying from Winnipeg to San José del Cabo in August is currently the most expensive (average of C$ 613). 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 October 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 morning tend to be the most expensive. A flight at noon could potentially save you up to 21% on airfare.

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 October 2025.
Read reviews from past customers who have flown United Airlines,WestJet, andAir Canada 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
8,999 reviews
Check prices

Overall

7.4

Crew

8.1

Food

6.6

Entertainment

7.1

Boarding

7.7

Comfort

7.3

Reviews

1 / 20
8.0
Excellent

Anonymous,Oct 2025

YUL - ORD

Crew and customer service are 5 stars. I had a lot of luggage for a very long trip and they were nothing but helpful and found solutions to every problem. It was my first time flying with United, and they really are the friendly skies. Leg room however, on 2/3 flights was terrible. Same for entertainment: There was only a seat-mounted screen on 1/3 flights. It would have been nice to have on the longest leg of the journey.
United Airlines
7.4
Good
8,999 reviews
United Airlines
7.4
Good
8,999 reviews
Check prices

Overall

7.4

Crew

8.1

Food

6.6

Entertainment

7.1

Boarding

7.7

Comfort

7.3

Reviews

1 / 20
8.0
Excellent

Anonymous,Oct 2025

YUL - ORD

Crew and customer service are 5 stars. I had a lot of luggage for a very long trip and they were nothing but helpful and found solutions to every problem. It was my first time flying with United, and they really are the friendly skies. Leg room however, on 2/3 flights was terrible. Same for entertainment: There was only a seat-mounted screen on 1/3 flights. It would have been nice to have on the longest leg of the journey.
WestJet
7.2
Good
3,148 reviews
United Airlines
7.4
Good
8,999 reviews
Check prices

Overall

7.4

Crew

8.1

Food

6.6

Entertainment

7.1

Boarding

7.7

Comfort

7.3

Reviews

1 / 20
8.0
Excellent

Anonymous,Oct 2025

YUL - ORD

Crew and customer service are 5 stars. I had a lot of luggage for a very long trip and they were nothing but helpful and found solutions to every problem. It was my first time flying with United, and they really are the friendly skies. Leg room however, on 2/3 flights was terrible. Same for entertainment: There was only a seat-mounted screen on 1/3 flights. It would have been nice to have on the longest leg of the journey.
Air Canada
7.1
Good
10,372 reviews
United Airlines
7.4
Good
8,999 reviews
Check prices

Overall

7.4

Crew

8.1

Food

6.6

Entertainment

7.1

Boarding

7.7

Comfort

7.3

Reviews

1 / 20
8.0
Excellent

Anonymous,Oct 2025

YUL - ORD

Crew and customer service are 5 stars. I had a lot of luggage for a very long trip and they were nothing but helpful and found solutions to every problem. It was my first time flying with United, and they really are the friendly skies. Leg room however, on 2/3 flights was terrible. Same for entertainment: There was only a seat-mounted screen on 1/3 flights. It would have been nice to have on the longest leg of the journey.

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 50 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 10h 29m. WestJet provides one of the quickest options available for as low as C$ 571. 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, Air Canada (C$ 476), WestJet (C$ 487), and United Airlines (C$ 522) 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 38% 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, December is the cheapest month in which you can book a flight from Winnipeg to San José del Cabo (average of C$ 433). Flying from Winnipeg to San José del Cabo in August is currently the most expensive (average of C$ 613). 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 3 airlines flying from Winnipeg to San José del Cabo

Discover the top 3 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 October 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapestC$ 476AverageC$ 551FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
WestJetCheapestC$ 487AverageC$ 772FlexibilityNo cancel feeOn-time60%
Search WestJet flights
United AirlinesCheapestC$ 522AverageC$ 694FlexibilityNo cancel feeOn-time69%
Search United Airlines 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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