Chicago Tours & Sightseeing

Walking down a single block in Chicago, IL can yield a wealth of information on the history of the city. But the best way to see the sights and learn Chicago’s rich history would be a guided tour. Choosing your method for sightseeing is where LivingSocial can help. With a curated list of the best Chicago tours, from helicopters, to river cruises, walking tours and more, let us guide you through your next trip. Here are a few of our favorites to begin! Weird Chicago Tours: Lead by a diverse group of amateur detectives, history buffs, and ghost-hunters, Weird Chicago Tours leads guests around the darkest corners of the city. They feature themed tours such as Roaring 20s, an adults-only tour of Prohibition and 20s gangsters, and The Haunted History Tour of Chicago, a recounting of some of Chicago’s most unusual ghost stories and paranormal activity. You’ll learn about the seedy underbelly of the city, and get to explore these, at times, spooky locations first-hand. Most tours are great for families, but they have adult only tours as well. Chicago Line Cruises: If you’re looking for more information on the awe-inspiring architecture or history of the Windy City, then perhaps river cruises are for you. Chicago Line Cruises takes passengers on three types of educational, 90-minute tours of the city on large, comfortable boats. They offer architectural cruises that teach you about Chicago skyscrapers, how the Great Chicago Fire created a new renaissance, and the rich style history in the city. They also offer historical cruises that teaches passengers about how Chicago rose from the swamp to a world-class city. It’s a great choice for families or private outings.