I also forgot to add that they will quote whatever amount you ask them to on the customs form (they will also mark it as a "gift") -- I think they usually mark it at $200, but if you want them to claim less, they will
there are so many great places to shop here in Chicago (the Magnificent Mile, Oak Street, State Street, etc) -- are you looking for great shopping in general, or specifically MJ?
of course, there's the MbyMJ store, which has a great selection of collection bags as well as some clothing & shoes (the MJ collection store should be open by late summer, altho a date has not been set yet) -- when will you be here & for how long? perhaps we can meet up somewhere/sometime?