Here's some food recs. Unfortunately, none of these are all that close to your hotel. That being said, I think what makes Chicago's food scene great is the mid tier places, so I think it should be a good fit for what you'relooking for. I'm honestly not a big fan of a lot of the high end but not super high end places here. Nice place - I would probably try and make Girl & the Goat or Monteverde work, but if you can't I would say don't overthink it, just go to one of the many awesome steakhouses near your hotel. Mid Tier Au Cheval - My favorite burger. The waits are often absurd, so my recommendation is to go for a late lunch (1:30+) on a weekday. Usually the wait is less than 30 at that point, even if they quote you more. Revival Food Hall - Only open on weekdays until 7, but a fun food court with a number of smaller versions of Chicago staples. Great lunch spot if you're doing touristy stuff in the Loop (it's ~halfway between the Sears Tower and the Bean, for instance) Tacos - Antique Taco and Big Star are both fantastic, and close by each other in Wicker Park. If you don't want to go out that way, Big Star has a second location across from Wrigley now, and Antique Taco has a stall at Revival. Velvet Taco is also pretty solid. Pizza - I don't have a ton of input here except that as much as I like Pequod's, I don't think it actually counts as Chicago style deep dish Ramen - Slurping Turtle and Ramen San are both in river north, and both quite good. They're also across the street from each other, so I usually go with whichever has a shorter line Smoque BBQ - The best bbq in the city, but unfortunately a ways away from downtown Honey Butter Fried Chicken - Awesome chicken joint, but unfortunately also pretty far from downtown