Cheap flights from Winnipeg (YWG) to Boston (BOS)
Round-trip Winnipeg to Boston currently starts at $359 CAD with taxes included, averaging $423 across 17 tracked fares departing Sep 23, 2026 to Dec 16, 2026.
YWG to BOS price history
Above the typical low ($350). It may be worth waiting.
Prices on this route swing 40% between their best and worst day. Get an alert when it drops
↓ Trending down: 9.4% below the last 30-day average.
· FareSeeker tracking data: 17 fares monitored on this route by our own collector, refreshed several times daily.
The 5 cheapest fares right now
| Dates | Trip | Airline | Stops | Price |
|---|---|---|---|---|
| Oct 7, 2026 → Oct 17, 2026 | 10 nights | AC Air Canada | 2 | $359 CAD |
| Sep 29, 2026 → Oct 3, 2026 | 4 nights | AC Air Canada | 2 | $359 CAD |
| Oct 23, 2026 → Oct 27, 2026 | 4 nights | AC Air Canada | 2 | $362 CAD |
| Oct 16, 2026 → Oct 30, 2026 | 14 nights | AC Air Canada | 2 | $364 CAD |
| Sep 23, 2026 → Oct 6, 2026 | 13 nights | AC Air Canada | 2 | $366 CAD |
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