| RICHARDGERE | Star of "Pretty Woman" and "Chicago" who is a practicing Buddhist: 2 wds.. |
| PHILJACKSON | Former head coach of the Chicago Bulls and Los Angeles Lakers who is a practicing Buddhist: 2 wds. |
| HERBIEHANCOCK | Jazz pianist and 2013 Kennedy Center honoree who is a practicing Buddhist: 2 wds. |
| GERE | Male lead of "Pretty Woman" and "Runaway Bride" |
| STAGG | Longtime coach of the University of Chicago who was a charter member of the College Football Hall of |
| ONEAL | Shaq who is a practicing Muslim |
| ROBERTS | Female star of "Pretty Woman" |
| RICHARD | US actor, star of films such as Pretty Woman and American Gigolo, who recently stayed at the newly opened hotel in Formentor, Mallorca (7,4) |
| ELIZONDO | Appeared in Pretty Woman and Runaway Bride, Hector - (8) |
| ORBISON | American singer/songwriter, 19361988, whose biggest hits were Pretty Woman and Only The Lonely (7) |
| MAKEOVER | Movie trope seen in "Pretty Woman" and "The Devil Wears Prada" |
| MOLLY | Star of Pretty In Pink,... Ringwald |
| RATEDR | Like "Pretty Woman" and "Gone Girl" |
| CHICKFLICKS | "Pretty Woman" and "Waiting to Exhale" |
| JULIA | Roberts of 'Pretty Woman' |
| GREGMADDUX | Atlanta Braves and Chicago Cubs pitcher who won 18 Gold Gloves: 2 wds. |
| CARLTONFISK | Boston Red Sox and Chicago White Sox catcher elected to the Baseball Hall of Fame in 2000: 2 wds. |
| SEDA | Actor Jon of "Chicago P.D." and "Chicago Justice" |
| KANYE | Rapper who's the father of North, Saint, and Chicago |
| MED | Chicago ___ (show that airs before Chicago Fire and Chicago P.D.) |