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According to novelist Nelson Algren, "Chicago is an October kind of city even in spring." Actually, October happens to be a great month to wander around town: The weather is cool but not freezing, most of the tourist hordes have moved on, and the crisp air is invigorating. But you can meander through Chicago in any season. With the right coat, scarf, and mittens, you can even brave the streets in January or February -- then brag about it to friends back home. The following tours give a taste of Chicago's diversity, from the bustling downtown business center to a couple of distinctive residential neighborhoods.

Note: This information was accurate when it was published, but can change without notice. Please be sure to confirm all rates and details directly with the companies in question before planning your trip.