Glenbrook Square features four anchors, Barnes & Noble, JCPenney, Macy's and Sears, 152 stores and kiosks, and twelve restaurants. Hudson's, and later Marshall Field's, operated a store at Glenbrook Square from 1981 until May 2005 (shortly before the Federated Department Stores/May Co. merger). Macy's continued to own the former Marshall Field's store until December 12, 2007, when Macy's sold the vacant store back to General Growth Properties for $1 million. General Growth Properties, which has owned and operated the mall since 2003, is currently marketing the space to other retailers.
As of August 2009, the Apple Glen Food Court included Burger King, Charley's Grilled Subs, Chick-fil-A, Panda Express, Sarku Japan, Sbarro, Subway and Taco Bell. Prior to the 1998 renovations, an ice rink occupied the present site of the food court. With the exception of the food court, Glenbrook Square also houses a TGI Friday's and Red Robin. In 2006, a double-decker carousel was introduced to the food court.