10 Cheapest Nonstop Flights To The Caribbean From New York City

Searching for cheap nonstop flights to the Caribbean this fall? Here are the best deals on airfares we found departing from New York.

Thinking about heading to the Caribbean in October or November before high-season resort prices kick in? Well, if you live in the Tri-State area, you can you can save even more money by booking one of the cheapest airfares to the Caribbean from New York. We checked nonstop flights to 10 popular Caribbean destinations and here are the airlines, dates and flight times that are the cheapest. (Note: The best deals — most under $400 and some as low as $239 — are primarily in October and early November for stays of five to seven nights).

Aruba
Flight length: 4 hours, 38 minutes

Cheapest airfare (when we checked): $356

Airline: Delta (from JFK)

When to fly: Oct. 2, 3, 16, 24, 30 and 31 at 8:47 am, returning Oct, 9, 10, 23, 31 and Nov. 6 and 7 at 2:25pm | Shutterstock

Jamaica
Flight length: 3 hours, 57 minutes (to Montego Bay)

Cheapest airfare (when we checked): $375

Airline: Delta and JetBlue (from JFK)

When to fly: Oct. 1, 3, 6, 7, 9, 13-16, 20, 21, 23 and 26 at 9:05am on Delta and 11:27am on JetBlue, returning Oct. 6, 10, 11, 12, 16, 18-21, 25, 26, 30 and 31 at 12:09pm on Delta and 2:13pm on JetBlue | Zach Stovall

Cancun
Flight length: 4 hours

Cheapest airfare (when we checked): $240

Airline: Delta (from JFK)

When to fly: Oct. 21, 28, 29 and Nov. 11, 24, 25, 28 and 29 at 9:05am, returning Oct. 26, Nov. 2, 3, 16, 29, 30 and Dec. 3 and 4 at 12:06pm | Shutterstock

Bahamas
Flight length: 3 hours, 11 minutes (to Nassau)

Cheapest airfare (when we checked): $408

Airline: Delta (from JFK)

When to fly: Oct 1-3, 6-31 and Nov 1, 2, 4, 7, 9-15 and 23-30 at 8:35am, returning Oct 6-8, 11-31, Nov. 1-4, 6, 7, 9, 14-20, 28-30 and Dec. 1-5 at 12:36pm | Shutterstock

Puerto Rico
Flight length: 4 hours

Cheapest airfare (when we checked): $239

Airline: JetBlue and Delta (from JFK)

When to fly: Oct. 1-4, 6-31 and Nov. 1, 2, 4, 6-8, 15 and 22 at 5:00am or 11:59pm on JetBlue or 8:05am,11:59am or 6:29pm on Delta, returning Oct. 6-31 and Nov. 6-8, 22 and Dec. 1 at 5:17pm on JetBlue and 12:04pm or 3:52pm on Delta | Shutterstock

St. Maarten
Flight length: 4 hours, 15 minutes

Cheapest airfare (when we checked): $309 and $356

Airline: United (from Newark) and JetBlue (from JFK)

When to fly: Oct. 6 at 9:15am, returning Oct. 13 at 2:30pm (on United) and Oct. 1-5, 8-18, 20, 23-26 at 9:08am, returning Oct. 6, 7, 8-18, 20, 23-26, 30 and 31 at 2:16pm (on JetBlue) | Shutterstock

Grand Cayman
Flight length: 3 hours, 53 minutes

Cheapest airfare (when we checked): $353 and $372

Airline: JetBlue (from JFK)

When to fly: Oct. 7 or 12 at 9:22am, returning Oct. 12 or 19 at 1:15pm; Nov. 12 at 9:03am, returning Nov. 19 at 2:08pm | Shutterstock

Dominican Republic
Flight length: 3 hours, 45 minutes (to Punta Cana)

Cheapest airfare (when we checked): $342 and $360

Airline: Delta (from JFK), JetBlue (from JFK) and United (from Newark)

When to fly: Oct. 1, 6 and 10 at 9:15am, returning Oct. 6, 10 and 17 at 2:00pm or 4:00pm on Delta; Nov 27 at 8:40am, returning Dec. 4 at 2:35pm on Delta; Nov. 24 at 2:29pm, returning Nov. 29 at 11:50am on JetBlue; Nov. 25 at 9:30am, returning Nov. 30 at 11:50am on JetBlue; and Nov. 25 at 8:58am, returning Nov. 30 at 1:35pm or 3:05pm on United | Shutterstock

Turks and Caicos
Flight length: 3 hours, 31 minutes (to Providenciales)

Cheapest airfare (when we checked): $312

Airline: JetBlue (from JFK)

When to fly: Oct. 1 and 10 at 8:20am, returning Oct. 6 and 17 at 12:53pm, and Oct 23 at 8:20am, returning Oct. 30 at 3:32pm | Shutterstock

St. Lucia
Flight length: 4 hours, 31 minutes

Cheapest airfare (when we checked): $446

Airline: JetBlue (from JFK)

When to fly: Oct. 31 and Nov. 14, 26 and 27 at 7:38am, returning Nov. 6 and 20 at 2:09pm, Dec. 1 at 6:17pm and Dec. 2 at 2:16pm | Shutterstock