Both were in town for the Chicago International Television Festival, where the film screened this week.
Cooper Hefner's father, Hugh Hefner, 90, was raised in Chicago and launched the Playboy magazine in the city.
"American Playboy: The Hugh Hefner Story" premieres on Amazon Prime Video on April 7.
For more information about the Chicago International Television Festival: chicagofilmfestival.com/television-festival/
To watch the "American Playboy" trailer, please visit: amazon.com/American-Playboy-Hefner-Introduction-Cooper
For more information about Cooper Hefner and Playboy: playboyenterprises.com
For more information about Stephen David: stephendavidentertainment.com