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Cheap flights from Winnipeg to San José del Cabo from C$ 307

YWG — SJD
25 Nov — 2 Dec1
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

Thu 29/109:35 p.m. -
1 stop19h 25m
Thu 5/114:00 p.m. -
1 stop28h 55m
Deal found 22/10C$ 581
Mon 16/118:35 a.m. -
1 stop8h 25m
Mon 23/114:00 p.m. -
1 stop17h 20m
Deal found 24/10C$ 583
Mon 7/127:00 a.m. -
1 stop8h 15m
Wed 16/124:00 p.m. -
1 stop18h 20m
Deal found 24/10C$ 588
Mon 16/118:05 p.m. -
2 stops20h 30m
Mon 23/112:45 p.m. -
1 stop20h 04m
Deal found 24/10C$ 590
Wed 18/116:15 a.m. -
1 stop9h 35m
Tue 24/112:45 p.m. -
1 stop18h 39m
Deal found 23/10C$ 602
Mon 7/124:05 p.m. -
1 stop23h 45m
Wed 16/122:45 p.m. -
1 stop18h 24m
Deal found 21/10C$ 613
Sat 5/128:05 p.m. -
2 stops44h 30m
Wed 9/123:35 p.m. -
2 stops31h 49m
Deal found 25/10C$ 615
Thu 31/128:00 a.m. -
Nonstop4h 55m
Sat 16/11:05 p.m. -
1 stop10h 39m
Deal found 25/10C$ 619
Thu 17/128:35 a.m. -
1 stop8h 25m
Thu 24/1212:35 p.m. -
1 stop23h 15m
Deal found 26/10C$ 625

Find flight deals from Winnipeg to San José del Cabo

Round-trip from

C$ 583

One-way from

C$ 307

Popular in

October

Cheapest in

May

Average price

C$ 1,622

Good round-trip deal

C$ 777 or less
WestJet
  • WestJet
  • 16/11-23/11
  • 2 total stops
  • 25h 45m total
  • Winnipeg to San José del Cabo
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WestJet
  • WestJet
  • 1/12-31/12
  • 1 total stop
  • 17h 40m total
  • Winnipeg to San José del Cabo
Search Deals
Highest demand for flights based on searches. 26% potential increase in price (C$ 464 potential increase over avg. RT price).
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Cheapest flight prices on average. 8% potential price decrease (C$ 101 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2026
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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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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

Tue 1/12

9:35 p.m.-2:15 p.m.

1 stop17h 40m

San José del Cabo Los Cabos

Wed 31/12

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

Nonstop0h 00m

C$ 307

WinnipegSan José del Cabo

YWG Winnipeg - SJD San José del Cabo Los Cabos

YWGSJD

Winnipeg

Wed 9/12

8:20 p.m.-2:35 p.m.

2 stops43h 15m

San José del Cabo Los Cabos

Wed 31/12

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

Nonstop0h 00m

C$ 319

WinnipegSan José del Cabo

YWG Winnipeg - SJD San José del Cabo Los Cabos

YWGSJD

Winnipeg

Thu 31/12

4:05 p.m.-2:35 p.m.

2 stops23h 30m

San José del Cabo Los Cabos

Wed 31/12

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

Nonstop0h 00m

C$ 373

WinnipegSan José del Cabo

YWG Winnipeg - SJD San José del Cabo Los Cabos

YWGSJD

Winnipeg

Wed 9/12

9:35 p.m.-9:51 p.m.

3 stops25h 16m

San José del Cabo Los Cabos

Wed 31/12

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

Nonstop0h 00m

C$ 476

WinnipegSan José del Cabo

YWG Winnipeg - SJD San José del Cabo Los Cabos

YWGSJD

Winnipeg

Tue 1/12

6:35 p.m.-2:16 p.m.

3 stops20h 41m

San José del Cabo Los Cabos

Wed 31/12

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

Nonstop0h 00m

C$ 503

WinnipegSan José del Cabo

YWG Winnipeg - SJD San José del Cabo Los Cabos

YWGSJD

Winnipeg

Mon 7/12

7:00 a.m.-2:15 p.m.

1 stop8h 15m

San José del Cabo Los Cabos

Wed 16/12

4:00 p.m.-11:20 a.m.

1 stop18h 20m

C$ 588

WinnipegSan José del Cabo

YWG Winnipeg - SJD San José del Cabo Los Cabos

YWGSJD

Winnipeg

Sat 23/1

9:40 a.m.-12:43 p.m.

2 stops28h 03m

San José del Cabo Los Cabos

Sat 6/2

12:49 p.m.-6:28 p.m.

2 stops28h 39m

C$ 597

WinnipegSan José del Cabo

YWG Winnipeg - SJD San José del Cabo Los Cabos

YWGSJD

Winnipeg

Mon 16/11

8:05 p.m.-3:35 p.m.

2 stops20h 30m

San José del Cabo Los Cabos

Mon 23/11

3:48 p.m.-12:32 a.m.

2 stops31h 44m

C$ 639
Quickest round-trip

WinnipegSan José del Cabo

YWG Winnipeg - SJD San José del Cabo Los Cabos

YWGSJD

Winnipeg

Thu 17/12

7:00 a.m.-4:00 p.m.

1 stop10h 00m

San José del Cabo Los Cabos

Thu 24/12

11:55 a.m.-5:40 p.m.

Nonstop4h 45m

C$ 639

WinnipegSan José del Cabo

YWG Winnipeg - SJD San José del Cabo Los Cabos

YWGSJD

Winnipeg

Mon 4/1

8:05 p.m.-3:35 p.m.

2 stops20h 30m

San José del Cabo Los Cabos

Mon 11/1

3:35 p.m.-1:17 a.m.

1 stop8h 42m

C$ 646

Flights are sorted by cheapest round-trip flights first.

Deals found on 22/10

Showing 1-10 of 14 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 75 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?

Airfare is below average for this route at the moment.

Winnipeg to San José del Cabo flights typically cost between C$ 761 and C$ 1,312 in November.
The cheapest round-trip price found within the last 5 days was C$ 583 on WestJet (16 Nov-23 Nov).

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

Entertainment

6.1

Crew

7.9

Food

6.2

Boarding

7.4

Comfort

7.1

Overall

7.2

Reviews

1 / 20
8.0
Excellent

Seth,Sep 2026

YVR - YYC

The people from check-in, to the cabin crew, to flight crew were all pleasant and efficient. The under seat space were a little cramped.
WestJet
7.2
Good
3,445 reviews
WestJet
7.2
Good
3,445 reviews
Check prices

Entertainment

6.1

Crew

7.9

Food

6.2

Boarding

7.4

Comfort

7.1

Overall

7.2

Reviews

1 / 20
8.0
Excellent

Seth,Sep 2026

YVR - YYC

The people from check-in, to the cabin crew, to flight crew were all pleasant and efficient. The under seat space were a little cramped.

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 19 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 8h 15m. WestJet provides one of the quickest options available for as low as C$ 588. 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$ 618), 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.

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

    On average you can expect to pay C$ 852 for a flight from Winnipeg to San José del Cabo. The cheapest flight overall is C$ 644 while the most popular route, (Winnipeg - San José del Cabo Los Cabos) is currently priced at C$ 662.

  • 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$ 618AverageC$ 843FlexibilityNo cancel feeOn-time60%
Search WestJet flights

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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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