Winters can be brutal in the Windy City. When temperatures drop below zero, many locals start planning their escape routes to warm weather and bright skies. Luckily, Chicago airports offer direct flights to some of the world’s best beaches, making quick winter getaways easy and affordable. Travelers can relax on the white sands of the Caribbean, take in a jazz festival in Jamaica, or whale-watch from the California hills. Here are our picks for the best nonstop flights from Chicago's Midway or O'Hare airports to the beach, arranged from shortest to longest flights.
By Emily Wasserman