Things To Do
Chicago Architecture Tour
This is the "must-do" for any Chicago visitor. Early October offers the perfect temperatures to sit on the top deck with a light jacket. I recommend the Chicago Architecture Center’s cruise aboard Chicago’s First Lady; it’s led by expert docents who share the fascinating history of the skyline while you glide through the heart of the city.
Fall Fest at Lincoln Park Zoo
For a more relaxed, family-friendly vibe, the Lincoln Park Zoo hosts its annual Fall Fest during this time. Guests can stroll through one of the last free zoos in the country, see the animals, and enjoy pumpkin patches, seasonal decor, and harvest-themed activities against a backdrop of Lake Michigan and the skyline.
Chicago Riverwalk
The Chicago Riverwalk is one of the best spots in Chicago for people watching and there are also restaurants, bars, shops and places to sit along the way. October is a great month to visit the Riverwalk as it is less crowded than during the summer. WHERE: Along the south bank of the Chicago River in downtown Chicago from Lake Michigan to west of Franklin Street.
Magnificent Mile
For the ultimate Chicago experience, take a stroll down this iconic 13-block stretch of Michigan Avenue. Early October is the perfect time to explore the 900 North Michigan Shops or The Shops at North Bridge before grabbing a seasonal treat at Eataly. For a bit of history, stop by the Chicago Water Tower—one of the only public structures to survive the Great Chicago Fire of 1871—or take in the skyline views from the 360 CHICAGO Observation Deck. Whether you’re looking for world-class shopping, architectural landmarks, or a cozy spot for a riverside cocktail, "The Mag Mile" has it all.