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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.

If you want to have a good laugh and witness some of the best comedic talents in the show business, you should visit The Second City Theater. This theater has been the breeding ground for many famous comedians like John Belushi, John Candy, Bill Murray, Dan Aykroyd, Gilda Radner, Mike Myers, Chris Farley, Steve Carell, Stephen Colbert, and Tina Fey. The Second City is an improvisational comedy company that started in Chicago. The company has stages in Toronto and Los Angeles, 11 touring ensembles, and training centers and programs in other cities. The performances are semi-improvised and feature scripted material with new content added after the second act, often based on audience suggestions

If you plan a trip to Chicago, take advantage of the chance to visit the Chicago Cultural Center. This iconic landmark offers a wide range of daily shows, lectures, films, and art exhibits, all free of charge. While you are there, be sure to take some time to explore the unique features of the building, including guided tours that can teach you more about its history and architecture. With over 1,000 programs and exhibitions annually, the Chicago Cultural Center is a hub for performing, visual, and literary arts. If you are interested in learning more about the building's history and architecture, guided tours are available. During your visit, you can marvel at the world's largest Tiffany stained-glass dome, beautiful mosaics, intricate marble and molding work, and coffered ceilings - all of which have made this building a true Chicago landmark.