Cheapest trips from Chicago

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

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

The Big Easy — French Quarter jazz, Creole cuisine, voodoo history, and nonstop festival energy.

Desert metropolis with Camelback Mountain hikes, cowboy heritage, and resort pools under endless sunshine.

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

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

Metroplex hub with the JFK memorial, Fort Worth stockyards, and Texas-sized BBQ and Tex-Mex culture.

Live Music Capital of the World with BBQ trails, bat bridges, and a tech-fueled creative energy.

Jamaica's resort coast with jerk-chicken shacks, Dunn's River Falls, reggae beats, and Blue Mountain coffee.

Gateway to the West with the Arch, Anheuser-Busch brewery tours, and toasted ravioli you can’t miss.