| Roman orator-philosopher | 24 |
| Roman orator-historian | 22 |
| Roman orator or Chicago suburb | 30 |
| Roman orator | 12 |
| Roman or Pisan | 14 |
| Roman or Persian | 16 |
| Roman or Ottoman | 16 |
| Roman or italic | 15 |
| Roman or Greek, e.g. | 20 |
| Roman or Greek | 14 |
| Roman or Draper | 15 |
| Roman or Christian | 18 |
| Roman or boldface | 17 |
| Roman or blue follower | 22 |
| Roman or Arial | 14 |
| Roman or Arabic item | 20 |
| Roman or Arabic | 15 |
| Roman one-piece | 15 |
| Roman officials in need of directions? | 38 |
| Roman officials | 15 |
| Roman official: Abbr. | 21 |
| Roman official | 14 |
| Roman officers | 14 |
| Roman officer | 13 |
| Roman of Nebraska | 17 |
| Roman of film | 13 |
| Roman odist | 11 |
| Roman observation on tippling | 29 |
| Roman numerals for Henry | 24 |
| Roman numeral? | 14 |
| Roman numeral that's an anagram of part of Caesar's boast | 65 |
| Roman numeral that's also a name | 36 |
| Roman numeral that translates to a 4-digit palindrome | 53 |
| Roman numeral representations, often | 36 |
| Roman numeral in a Shakespeare title | 36 |
| Roman numeral hidden (in left-to-right order) in the four longest Across answers | 80 |
| Roman numeral | 13 |
| Roman number | 12 |
| Roman nose, e.g. | 16 |
| Roman nose | 10 |
| Roman nonsensical verse? | 24 |
| Roman needle | 12 |
| Roman naturalist | 16 |
| Roman natural historian | 23 |
| Roman name | 10 |
| Roman musical? | 14 |
| Roman musical building | 22 |
| Roman music halls | 17 |
| Roman mouths | 12 |
| Roman mother's robe | 23 |
| Roman moralist | 14 |
| Roman moon goddess | 18 |
| Roman moon deity | 16 |
| Roman monument to Constantine | 29 |
| Roman month starter | 19 |
| Roman moniker | 13 |
| Roman money | 11 |
| Roman minister of public works | 30 |
| Roman mineral used for vases | 28 |
| Roman mine | 10 |
| Roman military unit | 19 |
| Roman mid-month | 15 |
| Roman metro fare | 16 |
| Roman menswear | 14 |
| Roman meeting places | 20 |
| Roman meeting place | 19 |
| Roman measure | 13 |
| Roman meal | 10 |
| Roman maxi | 10 |
| Roman matron's garb | 23 |
| Roman martial arts star? | 24 |
| Roman markets | 13 |
| Roman marketplaces | 18 |
| Roman marketplace | 17 |
| Roman market official | 21 |
| Roman man | 9 |
| Roman main rooms | 16 |
| Roman magistrates | 17 |
| Roman magistrate below a consul (Var.) | 38 |
| Roman magistrate below a consul | 31 |
| Roman magistrate (Var.) | 23 |
| Roman magistrate | 16 |
| Roman lyric poet | 16 |
| Roman lyre player | 17 |
| Roman lover's intro | 23 |
| Roman love poet | 15 |
| Roman love goddess | 18 |
| Roman love god | 14 |
| Roman love | 10 |
| Roman letter | 12 |
| Roman legionaries' shields | 30 |
| Roman legion subdivision | 24 |
| Roman legion eagle, e.g. | 24 |
| Roman leader? | 13 |
| Roman leader: 253–60 | 27 |
| Roman leader who met his fate on the Ides of March | 50 |
| Roman leader at the Summer Olympics? | 36 |
| Roman laws | 10 |
| Roman law | 9 |
| Roman language | 14 |