On Christmas Day 1964, a single-screen movie theater operated by Balaban & Katz Corporation was opened at the Oakbrook Center near Saks Fifth Avenue. On its twenty-third year of operation in 1987, the single screen theater was split into four screens when Cineplex Odeon Corporation took it over. Cineplex Odeon also added another four screens, topped by additional retail (including a bookstore), near the Saks Fifth Avenue anchor; these screens closed in 2001 and then reopened in 2018. Bonwit Teller closed their location in 1990, while I. Magnin was shuttered in January 1991, with its former site subdivided in 1994 for specialty stores, including Eddie Bauer and Tiffany & Company. In 1991, a new two-story, open-air addition opened northeast of Sears. Built on top of a parking garage, it added 210,000 sq ft (20,000 m2) of mall retail and a 220,000 sq ft (20,000 m2) Nordstrom.[7]Maggiano's Little Italy opened that same year. Corner Bakery Cafe opened to customers on December 3, 1992. In 1998, Wildfire Restaurant opened.[8][6]
Saks Fifth Avenue closed its store in 2002 and sold the location to Federated Department Stores, which used the site to open a 90,000-square-foot, three-story Bloomingdale's Home store on September 12, 2003. Cheesecake Factory opened in August 2004. Marshall Field's adopted the Macy's name on September 8, 2006, with Macy's buying the parent company. On November 12, 2008, Barnes & Noble opened.[9] A year later, in 2009, American Apparel (which closed in 2017) opened. In 2010, Gibson's Bar and Steakhouse opened across the street from the mall.[10]Pandora opened its doors in 2011.
Pinstripes opened as a stand-alone location in the mall parking lot in 2012.[11] In November 2013, Perry's Steakhouse opened in the former basement level of Neiman Marcus.[12]
In August 2014, Le Méridien opened a 172 guest-room hotel in a former Renaissance Hotel, which was originally a Stouffer Hotel. This is their first in the state of Illinois.[14]
On October 13, 2016, AMC Theatres opened a new 12-screen cinema in a remodeled section of the Nordstrom wing; this remodeling also included a new food hall named "The District."[15]
On June 20, 2017, Sears announced that its Oakbrook Center outpost would be reconstructed to feature additional stores. It shuttered in September 2017 and reopened on October 5, 2018, in a smaller new store format on the first level of the mall. Ballard Designs and L.L. Bean, opened in the center in Fall 2018.[16][17]
In February 2018, Lord & Taylor announced that they would close their store in this location.[18]
On April 22, 2019, it was announced Sears would also shutter its location here, as part of an ongoing plan to eliminate its brick-and-mortar format.[19][20]
Puttshack opened a location on November 3, 2021.[21]
In September 2021, a three-story Restoration Hardware store opened, featuring a restaurant and winery on its top floor.[22]
On December 23, 2021, a shooting was reported at the mall at 5:44pm CST. The incident was apparently a shootout between two individuals. One of the shooters was struck four times, and was treated and taken into custody; the other shooter escaped capture. Three bystanders were struck in the incident. All persons involved had non-life-threatening injuries. The mall re-opened the following day.[23]