| Roman officers | 14 |
| Roman official | 14 |
| Roman official: Abbr. | 21 |
| Roman officials | 15 |
| Roman officials in need of directions? | 38 |
| Roman one-piece | 15 |
| Roman or Arabic | 15 |
| Roman or Arabic item | 20 |
| Roman or Arial | 14 |
| Roman or blue follower | 22 |
| Roman or boldface | 17 |
| Roman or Christian | 18 |
| Roman or Draper | 15 |
| Roman or Greek | 14 |
| Roman or Greek, e.g. | 20 |
| Roman or italic | 15 |
| Roman or Ottoman | 16 |
| Roman or Persian | 16 |
| Roman or Pisan | 14 |
| Roman orator | 12 |
| Roman orator or Chicago suburb | 30 |
| Roman orator-historian | 22 |
| Roman orator-philosopher | 24 |
| Roman orator/statesman/writer | 29 |
| Roman ounce | 11 |
| Roman outer garment | 19 |
| Roman outerwear | 15 |
| Roman palace, now a museum | 26 |
| Roman passageway | 16 |
| Roman patios | 12 |
| Roman patriot | 13 |
| Roman patron of women | 21 |
| Roman peace | 11 |
| Roman peace goddess | 19 |
| Roman period | 12 |
| Roman philosopher | 17 |
| Roman philosopher and writer of tragedies | 41 |
| Roman philosopher who originated the phrase "What fools these mortals be" | 83 |
| Roman place of business | 23 |
| Roman place of worship | 22 |
| Roman playwright | 16 |
| Roman pledge | 12 |
| Roman poet | 10 |
| Roman poet and namesakes | 24 |
| Roman poet banished by Augustus | 31 |
| Roman poet of "Pharsalia" | 35 |
| Roman poet of "The Art of Love" | 41 |
| Roman poet who wrote "To be loved, be lovable" | 56 |
| Roman poet who wrote the "Metamorphoses" | 50 |
| Roman poet, born in Spain | 25 |
| Roman poet-satirist | 19 |
| Roman poet: A.D. 39-65 | 22 |
| Roman Polanski film | 19 |
| Roman police chief | 18 |
| Roman police chiefs | 19 |
| Roman police officers | 21 |
| Roman politician called "the Censor" | 46 |
| Roman pontiff's covering | 28 |
| Roman pop group of the '70s? | 32 |
| Roman port | 10 |
| Roman portico | 13 |
| Roman pounds | 12 |
| Roman power | 11 |
| Roman prefix | 12 |
| Roman priest | 12 |
| Roman priest and reformer: 1515-95 | 34 |
| Roman princely family | 21 |
| Roman proconsul in a biblical dispute | 37 |
| Roman procurator of Judea | 25 |
| Roman protectress of women | 26 |
| Roman province in Gaul | 22 |
| Roman public games | 18 |
| Roman public gown | 17 |
| Roman public-works head | 23 |
| Roman publication | 17 |
| Roman Punic Wars statesman | 26 |
| Roman racing column | 19 |
| Roman raiment | 13 |
| Roman rebuke | 12 |
| Roman relative | 14 |
| Roman religious festivals | 25 |
| Roman religious official | 24 |
| Roman repast | 12 |
| Roman Republic official | 23 |
| Roman resident | 14 |
| Roman rhetorician who wrote "Institutio Oratoria" | 59 |
| Roman ring | 10 |
| Roman river | 11 |
| Roman river after a big ink spill? | 34 |
| Roman road | 10 |
| Roman road of yore | 18 |
| Roman roads | 11 |
| Roman robe | 10 |
| Roman robes | 11 |
| Roman roe | 9 |
| Roman romances | 14 |
| Roman rooms | 11 |
| Roman route | 11 |
| Roman routes | 12 |
| Roman ruins site in France | 26 |