hilton chicago4 out of 5 downtown chicago price was $504, price is now $403 per person $403 per person nov 21 - nov 24 found 10 hours ago roundtrip flight included boston (bos) to chicago (ord) stay at this 4-star historic hotel in chicago. enjoy 2 restaurants, breakfast (surcharge), and a health club. our guests praise the helpful staff and the clean rooms in our reviews. popular attractions grant park and millennium park are located nearby. nice, clean hotel, friendly staff, very comfortable room, within walking distance from lake michigan, major attractions, shopping and dining. reviewed on sep 5, 2025