Will I have to purchase in advance? Also, has anyone been to tokyo for new years when it is congested? will i be able to get around? how much chaos will it be compared to busy season in NY or Chicago?
Tokyo will be more or less dead for New Years Eve, and the following 2 or 3 days. Same with most cities in Japan. There might be some clubs open that cater to foreigners, but I don't know. I had a lot of trouble finding anything open in Osaka during New Years a few years ago. Oshougatsu (New Years) is a time to be with the family, it's not at all a party day like it is in America.