Flight Deals from New York City to Grand Cayman from $137

When planning your flight from New York City to Grand Cayman, note that prices tend to peak in the winter months, specifically from late December through early January, with the highest recorded price occurring around late December. Conversely, the lowest prices are typically found during the summer months, particularly from late June to early August, with prices hitting their lowest around mid-June. The transition to high prices is abrupt at the start of December and again after the holiday season, while the low prices have a smoother start in late May and hold until early October.

For your trip from New York City to Grand Cayman, the best time to buy is around 27 days before departure when prices are typically at their lowest, around $415. If you wait longer, especially within 27 days of departure, you may see a consistent rise in prices that can exceed $1,668. Therefore, it is advisable to book as soon as possible if your departure date is approaching, as prices are likely to increase significantly, reaching their peak shortly before leaving. Be cautious, as prices are notably higher the closer you get to your travel date.