I love the idea of Priscilla's, and it could easily handle the crowd, plus everyone could find something pretty familiar to eat. But I wonder if the corporation or any black staff members would somehow have a problem considering soul food ethnic/international?
Is there some PC landmine in that? If not, definitely go to Priscilla's. A corporate intern outing to a Soul Food Cafeteria - priceless.
Xni-Pec is much safer but I suppose the hours won't work. Katy's is too far out there in terms of atmosphere. How about the old Riverside Restaurant on Harlem for some good Bohemian fare? I have not been for a long time but it seems like it would fit.
Riverside Restaurant
3422 Harlem Ave , Riverside, IL
Phone - (708) 442-0434
Then you could go to LSC in Chinatown.
None of these would cost $40. More pricey would be Greek Islands in Oakbrook Terrace, and that would be very safe in every way and probably much more convenient. Not sure if Costa's is open for lunch, but some prefer that to GI (not me).
Or you could head out to Aurora and enjoy either Las Islas Marias, or La Quebrada for good Mexican - the choice would depend on whether you favor Mexican seafood, or grilled meats. Both are a little more gritty than Greek Islands or Priscilla's, imo, but the food is pretty good.
Lastly you have the Hungarian Epicurean Restaurant and Emilio's tapas on Roosevelt in Hillside that could be interesting.
Looking forward to hearing how this warps the young and impressionable. I particularly hope it traumatizes the de rigeur vegans in the group

.
d
Feeling (south) loopy