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Hawthorne Race Course is a venue that offers both live racing and simulcasting. It is a thoroughbred horse racetrack with a one-mile dirt oval and a seven-furlong turf oval. The homestretch on the main track is 1,320 feet long, making it one of the longest in the country. Founded in 1891, Hawthorne Race Course is the oldest sporting venue in Illinois for horse racing, considered America's original sport. The business is family-owned and operated, now in its 4th generation, and has been hosting racing events on the City's border for over a century. The track is famously known as "Chicago's hometown track." Hawthorne is also the only race course in the nation that hosts both Thoroughbred and Standardbred racing. Additionally, they have the largest network of off-track betting bars in Illinois and offer two PointsBet Sportsbooks and a sportsbook at the track.

History and nature enthusiasts must visit the Field Museum in Chicago. The museum boasts an impressive collection of over 21 million specimens that showcase the history of human and animal life in different regions. One of the museum's key attractions is Sue, the most complete Tyrannosaurus Rex skeleton worldwide. The Field Museum offers permanent and rotating exhibits that provide an insight into the world's natural history. The museum features a wide range of exhibits, including Mammals of Asia, Mammals of Africa, the Grainger Hall of Gems, Underground Adventure, Inside Ancient Egypt, Evolving Planet, The Ancient Americas, DNA Discovery Center, McDonald's Fossil Prep Lab, and the Regenstein Laboratory. The Field Museum Library is home to over 275,000 volumes of research collections, which are fundamental for the museum's scientific staff. The Library provides information on biology, anthropology, botany, geology, archaeology, museology, and other fields of study.

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.