The Westin Michigan Avenue in Chicago, IL, offers stays with prices starting from $98.90 per night, as seen on Travelzoo. (We found this rate on November 25.) That's $185 off and the lowest price we could find. This AAA 4-Diamond hotel has an Expedia rating of 90% based on 1,988 reviews. Book this travel deal by November 30 for travel from November 23, 2014, through January 10, 2015.