Cheapest trips from Chicago

Massive capital with world-class museums, ancient Aztec ruins, incredible tacos, and vibrant neighborhoods.

Mexico's cultural capital — birthplace of tequila, mariachi, and the iconic torta ahogada.

Caribbean turquoise waters, Mayan ruins at Tulum and Chichén Itzá, and all-inclusive resort paradise.

Walled colonial city on the Caribbean with colourful balconies, salsa rhythms, and the Rosario Islands offshore.

All-inclusive Caribbean paradise with palm-fringed beaches, golf courses, and Saona Island day trips.

Transformed city of eternal spring with innovative public transit, nightlife, and mountain views.

High-altitude capital with a thriving food revolution, street art, and the Gold Museum.

Neon-lit Strip, world-class shows, desert hikes at Red Rock Canyon, and the Hoover Dam nearby.

Mile High City with craft breweries, Rocky Mountain National Park access, and a thriving arts district.

Sprawling capital where Mughal monuments, chaotic bazaars, and world-class street food coexist magnificently.