| Old Peppermint Lounge dance | 27 |
| Old person, derogatorily | 24 |
| Old philosophers' place | 27 |
| Old Phoenician capital | 22 |
| Old phone company nickname | 26 |
| Old phone company sobriquet | 27 |
| Old phone-company nickname | 26 |
| Old piano key material | 22 |
| Old places for buffaloes | 24 |
| Old Platte River dwellers | 25 |
| Old plugboard plug-ins | 22 |
| Old Plymouth muscle car | 23 |
| Old poetic conjunction | 22 |
| Old Pokémon platform | 23 |
| Old political alliance: Abbr. | 29 |
| Old politico Stevenson | 22 |
| Old Polly Holliday sitcom | 25 |
| Old Polo Grounds favorite | 25 |
| Old Polo Grounds headliner | 26 |
| Old Pontiac muscle car | 22 |
| Old Pontiac muscle cars | 23 |
| Old pool ball material | 22 |
| Old pop duo ___ & Eddie | 27 |
| Old Portuguese coins: Var. | 26 |
| Old Portuguese currency | 23 |
| Old prairie home material | 25 |
| Old presidential inits. | 23 |
| Old pro with good taste? | 24 |
| Old programming language | 24 |
| Old propaganda propagator | 25 |
| Old pulp magazine hero | 22 |
| Old quarter of Algiers | 22 |
| Old quiz show category | 22 |
| Old radio announcer Tony | 24 |
| Old radio format, for short | 27 |
| Old radio title character | 25 |
| Old radio's Digger ___ | 26 |
| Old radio's Fibber ___ | 26 |
| Old radio's Major ___ | 25 |
| Old railroad showpieces | 23 |
| Old Rambler manufacturer | 24 |
| Old RCA classical music label | 29 |
| Old record biz initials | 23 |
| Old recordings, for short | 25 |
| Old records for short | 22 |
| Old Red head, so to speak? | 26 |
| Old red states?: Abbr. | 22 |
| Old region near Dead Sea | 24 |
| Old region of Asia Minor | 24 |
| Old relatives of the guitar | 27 |
| Old religious scandal inits. | 28 |
| Old Remington competitor | 24 |
| Old Richmond-based org. | 23 |
| Old ring king Muhammad | 22 |
| Old roadside advertiser | 23 |
| Old Robert Blake cop show | 25 |
| Old Roman arena fighter | 23 |
| Old Roman festival: Apr. 28 | 27 |
| Old Roman Republic leader | 25 |
| Old Roman superintendents | 25 |
| Old Roman woodland deities | 26 |
| Old Rome's ___ Way | 22 |
| Old rotorcraft, for short | 25 |
| Old Royale 8's, e.g. | 24 |
| Old Russian autocrat (Var.) | 27 |
| Old Russian bigwig (Var.) | 25 |
| Old Russian royal (Var.) | 24 |
| Old Russian space station | 25 |
| Old sailor's blade | 22 |
| Old sailor's demeanor | 25 |
| Old sailor's demeanor? | 26 |
| Old sailor's weapon | 23 |
| Old salt's course: Abbr. | 28 |
| Old salt's direction | 24 |
| Old salt's salutation | 25 |
| Old Saturday Review humorist | 28 |
| Old Scandinavian tongue | 23 |
| Old school attachment? | 22 |
| Old school crooner Jackie | 25 |
| Old school desk's supply | 28 |
| Old school instruction | 22 |
| Old school rapper Base | 22 |
| Old schoolmasters' sticks | 29 |
| Old science fiction magazine | 28 |
| Old science lab equipment | 25 |
| Old Scottish landholder | 23 |
| Old Scottish landowners | 23 |
| Old Scratch's delight | 25 |
| Old screen star Lamarr | 22 |
| Old section in Algiers | 22 |
| Old section of Algiers | 22 |
| Old section of Asia Minor | 25 |
| Old self-realization program | 28 |
| Old self-titled talk show | 25 |
| Old senator's coverup | 25 |
| Old service station name | 24 |
| Old sewing machine mechanism | 28 |
| Old sewing machine part | 23 |
| Old sheriff's badge | 23 |
| Old Sherman Hemsley sitcom | 26 |