The Kimptons are in the Loop and the IC is in...I guess that's Streeterville? I think the Loop will be pretty dead outside of M-F 9-5. The IC will have a little more going on. All of the options are easy walks to each other. No real differences in safety aside from those associated with fewer people being around. The Kimptons will be a little closer to more train lines, but not by so much that it makes a difference if you're already wanting to walk places.

I would also consider staying in a neighborhood like Wicker Park or Lakeview. Neighborhoods are more fun.