Iconic Michigan Avenue, the Mag Mile, is a shopper's paradise that's also a good location for business travelers. In this non-stop neighborhood, home to several high-end Chicago hotels, restaurants and shops coexist with historic landmarks like the Water Tower and Pumping Station, one of a handful of buildings that didn't burn in the Great Chicago Fire of 1871. Do the self-guided audio tour from the John Hancock Tower's Observatory for a 360-degree view of the city's layout (the cafÃ©'s also a great place for a quick snack) and grab dinner at nearby Chicago Cut, a long-time favorite of locals and visitors.
A cultural hotbed convenient to both the central city and The McCormick Place complex, this area is popular with convention-goers, families and business travelers. Set up camp at one of many Chicago hotels, then explore Grant Park, "Chicago's front yard"; the Adler Planetarium, the Field Museum of Natural History, the Shedd Aquarium or the Chicago Bears' Soldier Field. Dine at Buddy Guy's Legends for Southern fare and blues every night.
Thanks to the lake, weather changes quickly in the Windy City. It can quickly turn rainy or cool, so plan to dress in layers and bring a raincoat (umbrellas aren't recommended).