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Things to do in Chicago

  • The Bar at The Peninsula

    This elegant cocktail lounge, located on the ground floor of Chicago's Peninsula hotel, is a popular after-work hangout for locals and travelers in... More
  • The Drawing Room at Le Passage

    Cocktail culture meets small plates at The Drawing Room at Le Passage in the Gold Coast neighborhood. This culinary cocktail lounge’s natural backd... More
  • The Field Museum

    While most museums have a firm “do not touch” policy, the Field is hands-on and kid-friendly. Originally founded in 1893 to house the Columbian Exp... More
  • The Green Mill

    Said to be the country’s oldest jazz club, The Green Mill has been a Chicago landmark for more than a century. Beneath its sparkling green neon sig... More
  • The Hancock Observatory at The John Hancock Building

    At 100 stories and more than 1,000 feet high, the John Hancock Building is the 12th-tallest building in the world (for now, anyway). Stacked X’s ch... More
  • The Magnificent Mile

    Chicago’s answer to New York’s Fifth Avenue and Beverly Hills’s Rodeo Drive, the Magnificent Mile is the city’s shopping and dining mecca. The resu... More
  • The Matchbox

    Three feet wide at its narrowest, The Matchbox claims to be “Chicago’s most intimate bar,” and it may also be its tiniest. For its size, however, “... More
  • The Motel Bar

    The Motel Bar gives patrons the comforts and cocktails of a hotel lobby bar minus the hotel. Amidst red and black leather furniture and cylindrical... More
  • The Organic Gardener

    The Organic Gardener, based out of Glencoe, IL, works with a range of gardening skill levels, from aspiring, novice gardeners to more experienced g... More
  • The Pumping Station

    The Water Tower and Pumping Station were the only public buildings left standing after Miss O’Leary’s cow allegedly knocked over a lantern and igni... More
  • The Second City

    Founded in 1959 by Alan Arkin and several cohorts, this comedic theater company has been the training ground for the likes of John Belushi, Mike My... More
  • The Signature Lounge

    Instead of visiting the John Hancock Center’s zenith during daylight hours, opt for an evening cocktail in the building’s high-flying lounge. Locat... More
  • The Swedish Bakery

    Since the late 1920’s, the Swedish Bakery has been serving European-style pastries, cakes, and breads inside a standalone red-brick building in And... More
  • The Water Tower

    The Water Tower and Pumping Station were the only public buildings left standing after Miss O’Leary’s cow allegedly knocked over a lantern and igni... More

Explore things to do in Illinois for more options.

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