Need a little help planning an upcoming trip? The Chicago Convention and Tourism Bureau’s online trip planning tool uses your personal preferences to make recommendations on where to go, where to eat and where to shop. Traveling alone? Let the trip planner be your guide to the best local hangouts. Families with small children will appreciate all the kid-friendly offerings. Even business travelers can find the best place for a working dinner or casual post-meeting cocktail hour. Just answer a few simple questions, select places of interest then generate an itinerary with maps to make the most of your time in the Windy City.