Dennis J. Hiffman has been involved in Real Estate Brokerage for over 50 years. During that period, he has been a general partner in the development and/or acquisition of 1.25 million square feet of office buildings, including the Old Orchard Plaza in Skokie, Illinois; the Garretson & Santora Building in Sioux Falls, South Dakota; the Midwest Office Center and One Oakbrook Terrace in Oakbrook Terrace, Illinois, 180 N. Wacker Drive in Chicago and some 2.5 million square feet of retail shopping centers, including Orland Park Place, Orland Park, Broadview Village Square, Broadview, Broadway Center in Chicago, Oak Brook Promenade, Oak Brook, and Main Street Village, Orland Park, and over 12 million square feet of industrial space throughout the United States.




From 1972 until 1977, Dennis was at Hawthorn Realty Group where he developed new industrial properties and sold or leased existing properties for numerous major public corporations, including Zenith, Rheem, Jewel Tea, Motorola, Arvin Industries, Volkswagon of America, and Commonwealth Edison.

In 1977, Dennis formed MRX/Midwest Realty Exchange, Inc. At MRX, Dennis completed the development and sale of the 30-acre Highland Oaks Office Park in Downers Grove, Illinois, to Rauenhorst Corporation/OPUS. The park contains over one million square feet of space and boasts such tenants as Continental Can, The Federal Home Loan Bank, Hewlett Packard, Control Data, ITOFCA, Aetna and Lincoln National Life Insurance Companies. MRX was later sold to Grubb & Ellis and became the basis for their Chicago office.

In December 1981, Dennis founded Hiffman Shaffer Associates, Inc. to serve the needs of corporate real estate. In this capacity, Dennis secured exclusive representation of OPUS in its Kensington Center, a 300-acre deluxe office/research/industrial park located in Mount Prospect, Illinois. Over the next 18 years Hiffman Shaffer Associates grew to be the largest independently owned commercial real estate firm in Chicago.

In 1999, Dennis became Chairman of NAI Hiffman, which was formerly the Brokerage Division of Hiffman Shaffer Associates, Inc. In 2001, NAI Hiffman merged with Scribcor Real Estate Services, a 110 year old management and brokerage services company. This brought in accounts such as The Wrigley Company, St. Paul Travelers, UBS Brinson and the MacArthur Foundation. At NAI Hiffman, Dennis spearheaded the development and leasing of Oakbrook Promenade, a 185,000 sf lifestyle center located in Oak Brook, Illinois in 2006.

NAI Hiffman has been named the #1 Property Management Firm in Chicago by Crains and has consistently been in the top 10 Crains Book of Lists for leasing and sales.  NAI Hiffman has also been named Top Workplace by the Chicago Tribune 2013 – 2023. NAI Hiffman is the largest independent real estate services firm in the Midwest, providing leasing, management, tenant representation, capital markets, project services, research and marketing services for institutional and private owners and occupiers of commercial real estate. It currently leases and manages an 89+ million square foot portfolio of more than 700 commercial properties throughout the region, with a primary focus on metropolitan Chicago. With more than 200 employees, NAI Hiffman is the Chicago-area representative for NAI Global, the world’s largest managed network of real estate service providers, with more than 6,700 local market professionals managing more than 380 million square feet of property. NAI Global has more than 375 offices strategically located throughout North America, Latin America, Europe and Asia Pacific. For more information, please visit

Denny Hiffman, Super Cup Champion
“Daytona Win! Porsche Club of America”
Contact Info

T 630 691 0616


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