| Oldest capital city in the United States | 40 |
| Oldest cable network | 20 |
| Oldest Cabinet department | 25 |
| Oldest brother in Hanson | 24 |
| Oldest British service branch | 29 |
| Oldest Brady daughter | 21 |
| Oldest Brady Bunch kid | 22 |
| Oldest Best Actress Oscar winner | 32 |
| Oldest Best Actress nominee (2012) | 34 |
| Oldest Beatle | 13 |
| Oldest basketball tourney in the U.S. | 37 |
| Oldest astronaut | 16 |
| Oldest annual 1/1 football game | 31 |
| Oldest animal-safety org. in the U.S. | 37 |
| Oldest and northernmost of the main Hawaiian islands | 52 |
| Oldest active NBAer | 19 |
| Oldest "The Brady Bunch" sister | 41 |
| Oldest "Brady Bunch" boy | 34 |
| Oldest | 6 |
| Older: Abbr. | 12 |
| Older, presumably | 17 |
| Older, perhaps | 14 |
| Older workers' advocacy gp. | 31 |
| Older women seeking younger men | 31 |
| Older woman's young lover, facetiously | 42 |
| Older woman's plaything, in slang | 37 |
| Older way to travel | 19 |
| Older type of computer screen | 29 |
| Older titles, to a publisher | 28 |
| Older than you | 14 |
| Older than jrs. | 15 |
| Older son of Isaac | 18 |
| Older society women | 19 |
| Older PC screens | 16 |
| Older partner? | 14 |
| Older partner | 13 |
| Older ones: Abbr. | 17 |
| Older name of a Swiss city | 26 |
| Older name for a Swiss city | 27 |
| Older kind of phone? | 20 |
| Older form of a word | 20 |
| Older folks | 11 |
| Older cousin of "Cool!" | 33 |
| Older couple's home, often | 30 |
| Older child, perhaps | 20 |
| Older chickens | 14 |
| Older but ___ | 13 |
| Older but __ | 12 |
| Older brother of Moses | 22 |
| Older brother of Michael Jackson | 32 |
| Older brother of designers Vasco and Rodolfo | 44 |
| Older and ___ | 13 |
| Older | 5 |
| Oldenburg outburst | 18 |
| Oldenburg exclamation | 21 |
| Oldenburg "oh!" | 25 |
| Olden: Abbr. | 12 |
| Olden warriors | 14 |
| Olden Venetian magistrates | 26 |
| Olden toilers | 13 |
| Olden times, in olden times | 27 |
| Olden times | 11 |
| Olden time | 10 |
| Olden old | 9 |
| Olden ointment | 14 |
| Olden meeting places | 20 |
| Olden magistrates | 17 |
| Olden drum | 10 |
| Olden despot | 12 |
| Olden days | 10 |
| Olden daggers | 13 |
| Olden dagger | 12 |
| Olden Andean | 12 |
| Olden "Oy!" | 21 |
| Olden | 5 |
| Olde ___ (historic area, quaintly) | 34 |
| Olde work force | 15 |
| Olde tyme "Listen!" | 29 |
| Olde Towne job | 14 |
| Olde Towne employee | 19 |
| Olde tavern drink | 17 |
| Olde sod? | 9 |
| Olde pulpit | 11 |
| Olde establishment | 18 |
| Olde English stopover | 21 |
| Olde business | 13 |
| Old: Scot. | 10 |
| Old: Lat. | 9 |
| Old: Fr. | 8 |
| Old: Comb. form | 15 |
| Old: abbr. | 10 |
| Old-___-beard (green lichen) | 28 |
| Old-___ (like a spinster) | 25 |
| Old-__ (nostalgic) | 18 |
| Old-world word of woe | 21 |
| Old-World unit | 14 |
| Old-World trees | 15 |
| Old-World thrush | 16 |
| Old-World reptile | 17 |
| Old-World plant | 15 |