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With crisp fall colors, window shopping and family memories made ice skating downtown, the fall and holiday months are some of the best times to visit Chicago. Treat yourself to a night of theater, date night at an award-winning restaurant, or night out with friends at a local Oktoberfest celebration. Enjoy holiday happenings like the Christkindlmarket, Zoolights, and annual tree-lighting parade down the Magnificent Mile. No matter the season, Chicago shines with its historic architecture, vibrate dining, stunning lake views, and endless entertainment.