Jason, New Years Eve possibilities are endless in Chicago. Just about every hotel has a NYE package and party. Most bars and clubs also. If you are staying in Chicago then NYE on the Chicago Odyssey is a nice night. Only problem is it is kind of late to get reservations but call around and you should be able to find a party somewhere. We have done NYE at the Hyatt Regency, McCormick Place several time and have always had a blast. Of course there are also the casinos, they always have a party and want your money Make sure you walk down Michigan Avenue one night, the lights and store fronts are great.