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If you like to party, Chicago is the town for you and your roommates. With an excellent public transportation system and plenty of cabs, you don't even need to assign a designated driver. Some of the better neighborhoods to explore include; Lincoln Park, Bucktown, and Wicker Park. Also, make sure to hit some of the old-time blues and jazz clubs that Chicago is famous for. For a detailed list of events, music, and nightlife, please check out: http://www.chicagonightlife.com/