Although I've visited Chicago often, as I live an hour or so away by car in Indiana, I tend to go there and eat at more "central" places whenever meeting up with family and friends who are in town.
Finally, things are playing out that I'll have some time and interested companions to head north and try the fabled Indian or other ethnic outlets there, or maybe even the Thai places like Sticky Rice which I've also never been able to try.
Any advice for a great destination given that we have one shot to take for dinner up north?
p.s., one of our party is vegan and also gluten intolerant, but she never makes much of a fuss and doesn't want people distorting their dining overmuch for her sake. Just FYI.