| # | Clue | Answer As Given | Value | Round | Category | Air Date | Show |
|---|---|---|---|---|---|---|---|
| Thisfashion icon from the Dominican Republic dressed First Ladies, including Nancy Reagan | Oscar de la Renta | $2,000 | DJ | THE OSCARS | 2020-03-23 | #8186 | |
| He was designing for Elizabeth Arden before operating under his own label | Oscar de la Renta | $500 | J | OSCAR! | 1998-12-30 | #3298 | |
| This fashion designer came to fame when he designed a gown for the debutante daughter of a U.S. ambassador | Oscar de la Renta | $400 | DJ | THE "OSCAR"s | 1993-11-12 | #2115 |