Cheap flights from Winnipeg to San José del Cabo from CA $295

View CA $295 flight on Sat, Dec. 13, 2025Opens in a new window

Popular airlines from Winnipeg to San José del Cabo

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Cheap flights from Winnipeg (YWG) to San José del Cabo (SJD)

Prices were available within the past 7 days and start at CA $295 for one-way flights and CA $589 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

WestJet
Wed, Sep. 17 - Tue, Oct. 7
YWG
Winnipeg
SJD
San José del Cabo
CA $589 Roundtrip, found 4 days ago
CA $589
Roundtrip
found 4 days ago
Select WestJet flight, departing Wed, Sep. 17 from Winnipeg to San José del Cabo, returning Tue, Oct. 7, priced at CA $589 found 4 days ago
Air Canada
Wed, Dec. 3 - Wed, Dec. 10
YWG
Winnipeg
SJD
San José del Cabo
CA $593 Roundtrip, found 2 days ago
CA $593
Roundtrip
found 2 days ago
Select Air Canada flight, departing Wed, Dec. 3 from Winnipeg to San José del Cabo, returning Wed, Dec. 10, priced at CA $593 found 2 days ago
Air Canada
Wed, Dec. 3 - Wed, Dec. 10
YWG
Winnipeg
SJD
San José del Cabo
CA $602 Roundtrip, found 2 days ago
CA $602
Roundtrip
found 2 days ago
Select Air Canada flight, departing Wed, Dec. 3 from Winnipeg to San José del Cabo, returning Wed, Dec. 10, priced at CA $602 found 2 days ago
United
Sat, Oct. 11 - Wed, Oct. 22
YWG
Winnipeg
SJD
San José del Cabo
CA $630 Roundtrip, found 5 days ago
CA $630
Roundtrip
found 5 days ago
Select United flight, departing Sat, Oct. 11 from Winnipeg to San José del Cabo, returning Wed, Oct. 22, priced at CA $630 found 5 days ago
Delta
Tue, Feb. 24 - Thu, Mar. 5
YWG
Winnipeg
SJD
San José del Cabo
CA $722 Roundtrip, found 17 hours ago
CA $722
Roundtrip
found 17 hours ago
Select Delta flight, departing Tue, Feb. 24 from Winnipeg to San José del Cabo, returning Thu, Mar. 5, priced at CA $722 found 17 hours ago
Aeromexico
Thu, Aug. 7 - Fri, Aug. 15
YWG
Winnipeg
SJD
San José del Cabo
CA $807 Roundtrip, found 10 hours ago
CA $807
Roundtrip
found 10 hours ago
Select Aeromexico flight, departing Thu, Aug. 7 from Winnipeg to San José del Cabo, returning Fri, Aug. 15, priced at CA $807 found 10 hours ago

Find the cheapest month to fly from Winnipeg (YWG) to San José del Cabo (SJD)

November is typically the cheapest month to fly

From CA $394 - CA $852 per traveller.

Graph displaying average flight prices per month

*Available to Expedia members.