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Cheap flights from Winnipeg to San José del Cabo from C$ 251

YWG — SJD
10 Oct — 17 Oct1
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

Fri 23/106:15 p.m. -
2 stops45h 00m
Sun 1/1111:15 a.m. -
2 stops25h 05m
Deal found 9/9C$ 488
Sun 1/117:35 a.m. -
1 stop8h 25m
Sun 8/114:00 p.m. -
2 stops18h 45m
Deal found 9/9C$ 507
Sun 13/126:00 a.m. -
2 stops32h 15m
Thu 17/1212:55 p.m. -
Nonstop4h 45m
Deal found 9/9C$ 532

Find flight deals from Winnipeg to San José del Cabo

Round-trip from

C$ 488

One-way from

C$ 251

Popular in

October

Cheapest in

May

Average price

C$ 1,161
WestJet
  • WestJet
  • 23/10-1/11
  • 4 total stops
  • 70h 05m total
  • Winnipeg to San José del Cabo
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WestJet
  • WestJet
  • 23/10-31/12
  • 2 total stops
  • 47h 00m total
  • Winnipeg to San José del Cabo
Search Deals
Highest demand for flights based on searches. 14% potential increase in price (C$ 218 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease (C$ 40 potential savings vs. average RT price).
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Average for round-trip flights in September 2026
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Cheapflights Fare Finder

 
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 Winnipeg - SJD San José del Cabo Los Cabos

YWGSJD

Winnipeg

Fri 23/10

4:15 p.m.-1:15 p.m.

2 stops47h 00m

San José del Cabo Los Cabos

Wed 31/12

12:00 a.m.-1:00 a.m.

Nonstop0h 00m

C$ 251

WinnipegSan José del Cabo

YWG Winnipeg - SJD San José del Cabo Los Cabos

YWGSJD

Winnipeg

Tue 6/10

12:50 p.m.-3:15 p.m.

2 stops28h 25m

San José del Cabo Los Cabos

Wed 31/12

12:00 a.m.-1:00 a.m.

Nonstop0h 00m

C$ 303

WinnipegSan José del Cabo

YWG Winnipeg - SJD San José del Cabo Los Cabos

YWGSJD

Winnipeg

Wed 4/11

5:00 a.m.-11:40 a.m.

1 stop31h 40m

San José del Cabo Los Cabos

Wed 31/12

12:00 a.m.-1:00 a.m.

Nonstop0h 00m

C$ 341

WinnipegSan José del Cabo

YWG Winnipeg - SJD San José del Cabo Los Cabos

YWGSJD

Winnipeg

Wed 4/11

8:05 p.m.-9:10 a.m.

3 stops38h 05m

San José del Cabo Los Cabos

Wed 31/12

12:00 a.m.-1:00 a.m.

Nonstop0h 00m

C$ 414

WinnipegSan José del Cabo

YWG Winnipeg - SJD San José del Cabo Los Cabos

YWGSJD

Winnipeg

Fri 9/10

6:05 p.m.-1:15 p.m.

3 stops45h 10m

San José del Cabo Los Cabos

Wed 31/12

12:00 a.m.-1:00 a.m.

Nonstop0h 00m

C$ 473

WinnipegSan José del Cabo

YWG Winnipeg - SJD San José del Cabo Los Cabos

YWGSJD

Winnipeg

Fri 23/10

12:25 p.m.-1:15 p.m.

2 stops50h 50m

San José del Cabo Los Cabos

Sun 1/11

2:15 p.m.-12:10 a.m.

1 stop8h 55m

C$ 491

WinnipegSan José del Cabo

YWG Winnipeg - SJD San José del Cabo Los Cabos

YWGSJD

Winnipeg

Sun 13/12

8:35 p.m.-3:00 p.m.

1 stop19h 25m

San José del Cabo Los Cabos

Thu 17/12

12:55 p.m.-6:40 p.m.

Nonstop4h 45m

C$ 532

WinnipegSan José del Cabo

YWG Winnipeg - SJD San José del Cabo Los Cabos

YWGSJD

Winnipeg

Sun 1/11

12:10 p.m.-11:40 a.m.

2 stops24h 30m

San José del Cabo Los Cabos

Sun 8/11

2:15 p.m.-1:00 p.m.

2 stops21h 45m

C$ 549
Quickest round-trip

WinnipegSan José del Cabo

YWG Winnipeg - SJD San José del Cabo Los Cabos

YWGSJD

Winnipeg

Mon 4/1

7:35 a.m.-3:00 p.m.

1 stop8h 25m

San José del Cabo Los Cabos

Mon 11/1

1:05 p.m.-12:44 a.m.

1 stop10h 39m

C$ 589

WinnipegSan José del Cabo

YWG Winnipeg - SJD San José del Cabo Los Cabos

YWGSJD

Winnipeg

Sun 31/1

6:10 a.m.-3:00 p.m.

2 stops9h 50m

San José del Cabo Los Cabos

Sun 14/2

11:15 a.m.-11:59 p.m.

1 stop11h 44m

C$ 593

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/9

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

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

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
3,445 reviews
Check prices

Overall

7.2

Boarding

7.4

Food

6.2

Entertainment

6.1

Crew

7.9

Comfort

7.1

Reviews

1 / 20
10.0
Excellent

Anonymous,Aug 2026

YHZ - DTW

Better snacks I also flew Delta much better with movies and entertainment
WestJet
7.2
Good
3,445 reviews
WestJet
7.2
Good
3,445 reviews
Check prices

Overall

7.2

Boarding

7.4

Food

6.2

Entertainment

6.1

Crew

7.9

Comfort

7.1

Reviews

1 / 20
10.0
Excellent

Anonymous,Aug 2026

YHZ - DTW

Better snacks I also flew Delta much better with movies and entertainment

Related info for your journey

  • 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 20 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 50h 50m. WestJet provides one of the quickest options available for as low as C$ 491. The distance between Winnipeg and San José del Cabo is about 3166 km.

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

    According to our current data, WestJet (C$ 597), 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 35% 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

Top airline flying from Winnipeg to San José del Cabo

AirlineCheapestAverageFlexibilityOn-time
WestJetCheapestC$ 597AverageC$ 876FlexibilityNo cancel feeOn-time60%
Search WestJet flights

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