Two old standbys come to mind. The first being Long Grove Confection Company. They have a large selection of molded chocolates and will custom make anything you want in sufficient quantity. The other is The Fudge Pot on Wells. Besides having possibly the best caramel apples in Chicago, they also have quite an assortment of special occasion shapes. Neither of these is the highest quality of chocolate (with Long Grove being of slightly better quality), but they might fit the bill based on your requirements.
The Fudge Pot
1532 N. Wells
Chicago, IL
312-943-1777
Long Grove Confection Company
220 Robert Parker Coffin Rd.
Long Grove, IL 60047
847-634-0080
(several other locations as well)
http://www.longgrove.com
Steve Z.
“Only the pure in heart can make a good soup.”
― Ludwig van Beethoven