Cheap flights from Winnipeg (YWG) to San José (SJO)
Round-trip Winnipeg to San José currently starts at $917 CAD with taxes included, averaging $1,089 across 10 tracked fares departing Oct 3, 2026 to Mar 1, 2027.
YWG to SJO price history
17% above the typical low ($782), so this is a poor time to buy.
↑ Trending up: 9.5% above the last 30-day average.
· FareSeeker tracking data: 10 fares monitored on this route by our own collector, refreshed several times daily.
The 5 cheapest fares right now
| Dates | Trip | Airline | Stops | Price |
|---|---|---|---|---|
| Nov 25, 2026 → Dec 8, 2026 | 13 nights | AC Air Canada | 2 | $917 CAD |
| Oct 25, 2026 → Nov 3, 2026 | 9 nights | AC Air Canada | 2 | $923 CAD |
| Jan 24, 2027 → Feb 4, 2027 | 11 nights | PD Porter Airlines | 2 | $966 CAD |
| Nov 27, 2026 → Dec 8, 2026 | 11 nights | AC Air Canada | 2 | $972 CAD |
| Mar 1, 2027 → Mar 10, 2027 | 9 nights | AC Air Canada | 2 | $1,011 CAD |
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