A Long Weekend in Chicago
Category: Travel
I spent a long weekend in Chicago visiting my friend Niki and put together a practical long weekend in Chicago itinerary. I cover things to do in Chicago from the Museum of Contemporary Art and the Art Institute to Shedd Aquarium and the Magnificent Mile. I rant about deep dish, worship a Chicago-style hot dog, and share tips on timed entry, walking and taking the bus to avoid pricey Ubers.
Rolly's Take
For the wanderer who seeks connection in the chaos of travel. Balances a deep love for exploring with a pinch of skepticism about “must-tries,” all while celebrating the joy of shared experiences in vibrant cities like Chicago. Here, each word invites you to discover not just a destination, but the essence of companionship and the art of navigating a world that feels both familiar and new.