Home to some of the greatest architecture in America, world-class museums, and a dynamic dining scene, it’s no wonder Chicago is one of the best largest-cities to explore. Stroll around Grant Park on the edge of Lake Michigan, take an architecture tour via a cruise down the Chicago River, grab a slice of infamous deep-dish pizza, or laugh your head off at the Second City Theater — the professional launch pad of many famous comedians. Whether you’re taking a family trip, couples retreat, or a weekend getaway with friends, Chicago has something to offer for everyone.