Flying Out of Chicago: Best Direct International Routes for a Winter Getaway
Flying from Chicago this winter? Escape Chicago winter fast with these top nonstop international routes from O’Hare
Chicago O’Hare (ORD) is a major hub with excellent nonstop international coverage. Winter travelers benefit from frequent routes, competitive pricing, and efficient connections to warmer climates.
Flying Out of Chicago: Best Direct International Routes for a Winter Getaway
Best Nonstop International Routes from Chicago
Mexico (Cancun, Puerto Vallarta)
Nonstop flights take about 4–4.5 hours, making Mexico the easiest and most popular winter escape from Chicago. Expect beaches, resorts, and reliable sunshine.Costa Rica (Liberia)
At approximately 5 hours nonstop, Liberia provides access to Pacific beaches and national parks, Costa Rica is ideal for nature-focused travelers.The Caribbean (Aruba, Jamaica)
Flights to Aruba average 4.5–5 hours and offer an easy transition from Midwest winter to tropical relaxation.Spain (Madrid)
Madrid is one of the shortest European flights from Chicago at around 8 hours. Winter brings fewer tourists, cooler but pleasant weather, and rich cultural experiences.
Why These Routes Work
Chicago’s nonstop routes focus on high-demand leisure destinations, allowing travelers to trade snow for sun—or explore Europe—without excessive travel time.