between chicago and boston, which would be more interesting for a 4 day trip for a first time visitor?

Answer 1

Chicago. It has lots of sites and plenty of night life. You can go to Millenium Park, Sears or Hancock Tower, Shedd Aquarium, Field Museum, etc etc etc. There is just a ton of things to do and the food is fantastic. Boston is more of an old world city. Other than the sports, there isn't much for site seeing other than the revolutionary war sites.