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September is one of my favorite months in Chicago. The weather cools off but the sun still shines with beautiful Indian Summer days. And even though summer is winding down, Chicago is still vibrant with outdoor Oktoberfests and annual festivals such as Jazz Fest and the Guinness Oyster Fest. Here are some fun things to do this September 2012 in Chicago.
Related Topics: Fall Tour of Chicago's Old Town Neighborhood l Best Walking Tours in Chicago l Labor Day 2012 Events in Chicago
August 30 - September 2, 2012 - Chicago Jazz Festival:Known for its artistic creativity and headline talents, the Chicago Jzz Festival is a favorite Labor Day Weekend tradition. Veteran Jazz drummer Roy Haynes, one of the last remaining inventors of bebop, performs Friday evening beginning at 6 p.m. at the Jay Pritzker Pavilion in Millennium Park. The festival then moves to its longtime home in Grant Park with its four stages of free performances. Saturday evening’s headliner beginning at 8:30 p.m. is four-time Grammy winning vocalist Dianne Reeves. Closing out the festival on Sunday night at 8:30 p.m. is Allen Toussaint’s “The Bright Mississippi” featuring Marc Robot and Don Byron. Admission is free.
August 31 - September 3, 2012 - Labor Day Weekend: Check out our Top Picks for Labor Day weekend events in Chicago.
September 12 - 14, 2012 - The Berghoff Oktoberfest: The 27th annual Berghoff Oktoberfest will take place in September at the John C. Kluczynski Federal Plaza at Adams and Dearborn Streets. Enjoy Bavarian-style classic German food, beer, and live entertainment.
September 15 - 16, 2012 - Guinness Oyster Fest: Just as the name implies, this festival in Chicago's Roscoe Village neighborhood is all about oysters and pints of Guinness. Donation for admission.
September 16, 2012 - South Chicago Mexican Independence Day Parade: Vibrant floats, mariachi bands, flamenco dancers, and families will line Commercial Avenue in South Chicago to celebrate Mexican Independence Day. Parade starts at 2 p.m. (Be in the know: learn the history of Mexican Independence Day.
September 28 - 30, 2012 - Oktoberfest Chicago: On the grounds of one of Chicago's oldest churches, St. Alphonsus, this Oktoberfest rounds out Chicago's outdoor festival season with bratwurst, beer, and German music. Donation for admission. (Planning a visit to Munich, Germany for the world's largest Oktoberfest? Check out our Tips for Your Oktoberfest Visit.)
September 28 - 30, 2012 - Chicago Gourmet 2012: Considered a more "upscale Taste of Chicago," this foodie festival promises samples and demonstrations from some of Chicago's best chefs, as well as sommelier-led wine seminars. Admission is $150 per day. Two-day passes are $250. Food seminars are included with each ticket. Other prices include, tickets for the Grand Cru event ($175) and tickets for the Hamburger Hop ($75). Prices do not include taxes. Ticket holders must be 21 years of age or older. Children 5 and under can attend for free with a paying adult.

