Want a nonstop flight to your next island destination? Here are all of the nonstops from Orlando to the Caribbean. Nonstop Flights to the Caribbean | 21 Cheapest Flights to the Caribbean | Best of the Caribbean Orlando to Jamaica Airlines: Southwest, JetBlue, Caribbean Airlines to Montego Bay | Flight time: 1:58 | Availability: Southwest: Daily, seasonal; JetBlue: Daily; Caribbean Airlines: Seasonal, Tuesdays and Thursdays to Kingston | More about Jamaica Orlando to Cancun Airlines: Delta, JetBlue | Flight time: 2:01 | Availability: Delta, Saturdays only; JetBlue, daily year-round | More about Cancun. Zach Stovall Orlando to Dominican Republic Airlines: JetBlue, Gol Airlines | Flight time: 2:24 | Availability: Daily year-round | More about Dominican Republic. Orlando to Bahamas Airlines: JetBlue, Bahamasair, Silver Airways | Flight time: 1:13 | Availability: JetBlue, Bahamasair: Daily year-round to Nasasu, Saturdays to Freeport; Silver Airways, Daily seasonal to Marsh Harbor | More about Bahamas Orlando to Aruba Airlines: Southwest | Flight time: 3:10 | Availability: Daily year-round | More about Aruba Orlando to Trinidad & Tobago Airlines: Caribbean Airlines | Flight time: 4:05 | Availability: Monday and Friday year-round, Wednesday seasonal | More about Trinidad & Tobago Orlando to Puerto Rico Airlines: JetBlue, Southwest, Spirit | Flight time: 2:45 | Availability: JetBlue: Daily year-round; Southwest: Daily (Until April 2015); Spirit: Daily (Starting May 2015) | More about Puerto Rico Tags: Travel Guides Islands' Best Caribbean & Mexico View the discussion thread.