Expect Better in Chicago with our Lowest Rate Guaranteed.*
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. Hilton Honors members receive exclusive savings when booking this offer.