No rush here but this was a recent dinner:
Went to Harry Caray's - had informed them ahead of time we had someone with a walker, could they please seat us where there'd be plenty of space to get it through and park it?
To get to our table, a woman from another table had to get up from her seat, and their table had be to be moved slightly for his walker to get through.
We picked Harry Caray's because it seems to have the right mix of food for our group of 8 - one who ordered the cheese bread and the fried cheese ravioli for her entree, as well as others who are only wiilling to have a basic piece of meat, and others who would prefer even finer dining but they do a good enough job on their meats to get by, and their antipasto is really good.
We have plenty of time. We will probably do a dinner like this next fall. They're twice a year birthday celebrations, my parents, brother and sister in law, their teenage boys and us.
It can be a bit pricey. But we tend to target places a little closer to two stars than three - nothing approaching 4 star in fancy dishes as 2-3 diners get too intimidated by that.
In the future we anticipate a wheelchair, so walker parking might become less a problem.
Downtown or so is best for location, we're meeting from disparate suburban spots (NW and SW burbs).
Nancy