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Navy Pier, built in 1916, was the largest in the world at that time. It served as a docking area for passenger excursion steamers and cargo ships. During both World Wars, Navy Pier was utilized for military purposes such as housing, training, and more. In its non-military role, the pier had many attractions, including a streetcar line, theater, emergency room, picnicking areas, dance hall, auditorium, children's playground, and more. Navy Pier, which sits on the lakefront, occupies approximately 50 acres of land, with sprawling parks, gardens, and sculptures on the lawns. The attraction also has several shops and restaurants. Navy Pier offers a variety of activities, including boat parades, air shows, sightseeing tours, festivals, and fireworks, making it the most popular tourist attraction in Chicago.

The Auditorium Theatre of Roosevelt University is an incredibly historic venue that is worth a visit. This entertainment space has been around for over a century. It has hosted various performances, from classical orchestras like the Chicago Symphony Orchestra to legendary rock acts like Jimi Hendrix, Pink Floyd, and Eric Clapton. As a National Historic Landmark and a Chicago Landmark, the Auditorium Theatre is an integral part of the city's history. It was once home to the Chicago Symphony Orchestra and the Chicago Civic Opera. After reopening in 1967, it quickly became a premier venue for rock stars like Janis Joplin, Bob Marley, and many others. If you find yourself in Chicago, a trip to the Auditorium Theatre is a must-see. Not only is it a beautiful and historic venue, but it's also an essential part of the city's cultural heritage.

Chicago's Best Standup Comedy is back and better than ever before. The comedy club has assembled an outstanding lineup of comedians you won't find anywhere else in the city. From the biggest names in the business to local talent, there's something for everyone's taste and style of comedy. Since 1979, the world-renowned Laugh Factory has entertained audiences and is recognized as the "#1 comedy club in the country" by USA Today. The Laugh Factory has brought laughter to millions of people around the world. It's a place where locals and tourists can go for an evening of guaranteed smiles and where comedy's most prominent stars visit to feel like they're part of comedy history. With features like a comedy magazine and a historic stage, the Laugh Factory has helped launch the careers of countless comedians and continues to nurture up-and-coming talent.

The Rink in Chicago is an excellent destination for roller skating enthusiasts. The facility consists of three floors, each offering a distinct skating experience. The primary skating rink accommodates skaters of all skill levels, while the practice rink is ideal for beginners. A smaller third floor is also dedicated to dancing, providing a unique and exciting alternative to traditional roller skating. Overall, The Rink is a must-visit location for anyone who loves roller skating. The Rink offers skating classes for all ages, making it an ideal spot for family recreation and aerobic exercise. Along with skating, guests can also enjoy other recreational activities, such as the play pool. The venue also hosts private skating parties for various groups, or you can celebrate your birthday during public sessions. The Rink boasts the best skating floor in Chicago, made of beautiful hardwood maple, ensuring you have a great time while skating or celebrating. With a 45-year legacy, The Rink is the perfect choice for a fun-filled day out.