Nothing wrong with Weber's Grill but I think you can do better...

I suggest:

Nine Steak House
440 W Randolph St (Cross Street: Canal Street)
Chicago, IL 60606
-very hip and trendy and not a chain

Ruth's Chris Steak House
431 N Dearborn St
Chicago, IL 60610
-within walking distance of Weber's and I think slightly better food

Also, a Capital Grille just on the other side of Michigan Ave.- very classy and traditional if not a bit too conservative.

Jayson