Nonstop Flights from Chicago

Want a nonstop flight to your next island destination? Here are all of the nonstops from Chicago to the Caribbean.

Nonstop Flights from Chicago to Caribbean | Direct Flights to Caribbean | Aruba Travel
Chicago to Aruba
Airlines: United | Flight time: 5:16 | Availability: Saturday year-round, Daily sesonal | More about Aruba
Nonstop Flights from Chicago to Caribbean | Direct Flights to Caribbean | Bahamas Travel
Chicago to Bahamas
Airlines: United | Flight Time: 3:20 | Availablility: Wednesday, Saturday and Sunday year-round, Daily seasonal | More about Bahamas
Nonstop Flights from Chicago to Caribbean | Direct Flights to Caribbean | Belize Travel
Chicago to Belize
Airlines: United | Flight Time: 4:15 | Availability: Saturday (until May 2015) | More on Belize.
Nonstop Flights from Chicago to Caribbean | Direct Flights to Caribbean | Cancun Travel
Chicago to Cancun
Airlines: American, United, US Airways | Flight time: 3:39 | Availability: Daily year-round | More about Cancun
Nonstop Flights from Chicago to Caribbean | Direct Flights to Caribbean | Grand Cayman Travel
Chicago to Grand Cayman
Airlines: Cayman Airways, United | Flight Time: 3:50 | Availablility: Cayman Airways, Wednesdays and Sundays seasonal; Southwest, Saturday | More about Grand Cayman
Nonstop Flights from Chicago to Caribbean | Direct Flights to Caribbean | Jamaica Travel
Chicago to Jamaica
Airlines: American, United | Flight Time: 4:03 | Availability: American daily year-round to Montego Bay, United Saturday and Wednesday year-round to Montego Bay | More about Jamaica
Nonstop Flights from Chicago to Caribbean | Direct Flights to Caribbean | Puerto Rico Travel
Chicago to Puerto Rico
Airlines: American, JetBlue, United | Flight Time: 4:35 | Availability: American, United daily year-round, JetBlue daily seasonal | More about Puerto Rico
Nonstop Flights from Chicago to Caribbean | Direct Flights to Caribbean | St. Lucia Travel
Airlines: United | Flight Time: 5:30 | Availability: Saturday | More about St. Lucia
Nonstop Flights from Chicago to Caribbean | Direct Flights to Caribbean | St. Thomas Travel
Chicago to St. Thomas
Airlines: United | Flight Time: 4:57 | Availablility: Saturdays and Sundays seasonal | More about St. Thomas
Nonstop Flights from Chicago to Caribbean | Direct Flights to Caribbean | Chicago Travel