If you’re planning a solo trip to Chicago, you are in for a treat! This city has beautiful architecture, beautiful parks, a lively entertainment scene, and a top-tier food scene. Living in Chicago, I ...

Whether you’re looking for a quiet beachfront or a city sprawling with nightlife, the Windy City is perfectly positioned for various quick weekend trips. With the Great Lakes to the east, rolling ...

People visit Cloud Gate statue, known as the "Bean", in Millennium Park in Chicago, Illinois. KAMIL KRZACZYNSKI AFP via Getty Images A full Chicago trip usually means a week of planning, a spreadsheet ...

Forbes contributors publish independent expert analyses and insights. Judy Koutsky covers adventure, luxury and family travel. Traveling to Chicago for the holidays or into 2026? Well, there’s plenty ...

In the American imagination, the road trip has long held the promise of open skies and self-discovery. But a smaller — read: easier! — journey heading north from Chicago, the Midwest offers a subtler ...