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Cheap flights from Winnipeg (YWG) to Grand Cayman (GCM)

YWG Winnipeg
GCM Grand Cayman
8
Flights
$585
Lowest
$631
Average
Oct 16, 2026 - Jan 18, 2027
Date Range
21% above typical Check live prices Alert me on this route

Round-trip Winnipeg to Grand Cayman currently starts at $585 CAD with taxes included, averaging $631 across 8 tracked fares departing Oct 16, 2026 to Jan 18, 2027.

YWG to GCM price history

Cheapest right now $585
Typical low $483
22-day range $467 to $582

21% above the typical low ($483), so this is a poor time to buy.

Sep 7, 2026 Typical low $483 Sep 29, 2026

· FareSeeker tracking data: 8 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 16, 2026 → Oct 31, 2026 15 nights AC Air Canada 2 $585 CAD
Oct 19, 2026 → Oct 30, 2026 11 nights WS WestJet 2 $609 CAD
Oct 19, 2026 → Oct 30, 2026 11 nights PD Porter Airlines 2 $622 CAD
Nov 16, 2026 → Nov 23, 2026 7 nights WS WestJet 2 $638 CAD
Nov 19, 2026 → Nov 27, 2026 8 nights WS WestJet 2 $643 CAD

All fares are round trip. Exact flight times show on the booking page.

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