| # | Clue | Answer As Given | Value | Round | Category | Air Date | Show |
|---|---|---|---|---|---|---|---|
| She played Frank Sinatra's daughter in the 1965 comedy "Marriage on the Rocks"—inspired casting | Nancy Sinatra | $100 | J | SINGERS & THEIR FILMS | 1996-06-03 | #2721 | |
| Billy Ray Cyrus said his favorite record as a child was her hit "These Boots Are Made for Walkin'" | Nancy Sinatra | $100 | J | SINGERS | 1995-03-17 | #2435 | |
| Lee Hazelwood wrote 10 of the songs on "Boots", an album of her all-time hits | Nancy Sinatra | $300 | J | SINGERS | 1991-03-19 | #1517 |