Want a nonstop flight to your next island destination? Here are all of the nonstops from Chicago to the Caribbean.
Escape the chilling breeze of the Windy City (actually dubbed so metaphorically for the city’s history of braggadocious and greedy figureheads) for warm, exotic climes with the perfect amount of wind that helps make a welcoming warmth more comfortable. It’s in the Caribbean islands that you’ll find luxury, relaxation and peace mixed into one vacation or even a quick getaway.
Nonstop flights from Chicago can sometimes be too difficult to find, but read on for our list of the best direct flights from Chicago to the Caribbean.
Chicago to Aruba
Airlines: United Airlines
Flight time: 5 hours, 10 minutes
More about Aruba: where to stay | what to do
Chicago to Bahamas
Airlines: United
Flight time: 3 hours, 16 minutes
Chicago to Belize
Airlines: United
Flight time: 3 hours, 54 minutes
Chicago to Cancún
Airlines: American Airlines, United
Flight time: 4 hours, 10 minutes
Chicago to the Cayman Islands
Airlines: JetBlue
Flight time: 3 hours, 42 minutes
For more on the Cayman Islands: where to stay | what to do
Chicago to Jamaica
Airlines: American Airlines, United
Flight time: 3 hours, 58 minutes
For more on Jamaica: where to stay | what to do
Chicago to Puerto Rico
Airlines: American Airlines, JetBlue, United
Flight time: 4 hours, 36 minutes
Chicago to St. Lucia
Airlines: United
Flight time: 6 hours, 6 minutes
Chicago to St. Thomas
Airlines: United
Flight time: 4 hours 40 minutes
For more on the U.S. Virgin Islands: where to stay | what to do
