6 days in Chicago Itinerary

A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.

Explore hidden gems such as Chicago Cultural Center and Historic Third Ward. Your cultural itinerary includes sights like The Art Institute of Chicago and Lincoln Park. Change things up with these side-trips from Chicago: Milwaukee (Pabst Mansion, Milwaukee Public Museum, &more). The adventure continues: shop like a local with The Magnificent Mile, engage your brain at Museum of Science and Industry, take in the spiritual surroundings of Holy Name Cathedral, and admire the natural beauty at Garfield Park Conservatory.

To find ratings, where to stay, other places to visit, and tourist information, read our Chicago trip builder.

In December, plan for daily highs up to 38°F, and evening lows to 26°F.