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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 Jazz Festival invites you to a four-day celebration of jazz featuring world-class artists. The festival is free and open to the public and will take place at Millennium Park, downtown Chicago, the Chicago Cultural Center, and various venues across the city. The Labor Day weekend festival aims to promote all forms of jazz and showcase Chicago's local talent alongside national and international artists. The event seeks to raise awareness and appreciation for one of the city's most beloved art forms. As the only jazz organization in Chicago that offers a wide range of opportunities for artists, both old and new, they provide high-visibility venues for creating and performing new work. They collaborate directly with Chicago Public School teachers to develop programs for their students and professional development for themselves. Additionally, they present the city's most significant artists in their communities, building an audience that crosses racial and geographic boundaries to break through historical barriers that have been obstacles to the evolution of music.

The Willis Tower, previously known as the Sears Tower, is in downtown Chicago. Completed in 1974, it is a 108-story building that held the title of the tallest building in the world for nearly 25 years. It remains the tallest building in the United States. The Skydeck, located on the 103rd floor, is the building's observation deck, approximately 1,353 feet above the ground. It is one of Chicago's most popular tourist attractions, welcoming about 1.3 million visitors annually. Recently, renovations have introduced new glass balconies with floors extending four feet over the street. The balcony provides stunning views of Illinois, Lake Michigan, and neighboring states Indiana, Michigan, and Wisconsin on a clear day.

Enjoy a memorable evening on the water with City Experiences Chicago Cruises, Boat Rides & Tours. With a perfect setting to enjoy dinner, drinks, and dancing, they provide stunning views of Chicago from the water. City Experiences offers exciting options for groups of 20 or more, such as historic sightseeing cruises in Boston, thrilling speed boat rides on Seadog in Chicago or Codzilla in Boston, and awe-inspiring whale watches in San Diego or Boston. With unique tours and experiences, City Experiences ensures an unforgettable day on the water.