| Old-fashioned education | 23 |
| Old-fashioned doctrine | 22 |
| Old-fashioned dance locale | 26 |
| Old-fashioned curse word | 24 |
| Old-fashioned criminal | 22 |
| Old-fashioned country event | 27 |
| Old-fashioned conveyance | 24 |
| Old-fashioned contraction | 25 |
| Old-fashioned containers | 24 |
| Old-fashioned component | 23 |
| Old-fashioned colic remedy | 26 |
| Old-fashioned cold remedy | 25 |
| Old-fashioned cold remedies | 27 |
| Old-fashioned clothes presser | 29 |
| Old-fashioned Christmas trim | 28 |
| Old-fashioned camp resident | 27 |
| Old-fashioned broadcasters | 26 |
| Old-fashioned boiler input | 26 |
| Old-fashioned bladed weapon | 27 |
| Old-fashioned ballot boxes | 26 |
| Old-fashioned argument enders | 29 |
| Old-fashioned anesthetic | 24 |
| Old-fashioned alternative | 25 |
| Old-fashioned agreement | 23 |
| Old-fashioned adventurism | 25 |
| Old-fashioned adventure | 23 |
| Old-fashioned accommodation? | 28 |
| Old-fashioned informally | 25 |
| Old, hard-to-read letter? | 25 |
| Old, deteriorated ship | 22 |
| Old ___, London theater | 23 |
| Old ___, Conn. [black] | 22 |
| Old ___ Village, Mass. | 22 |
| Old ___ of theatre fame | 23 |
| Old ___ (superstition) | 22 |
| Old ___ (not the modern type) | 29 |
| Old ___ (London theatre) | 24 |
| Old ___ (London theater) | 24 |
| Old ___ (London courthouse) | 27 |
| Old ___ (Civil War eagle) | 25 |
| Old ___ (Boston sight) | 22 |
| Old ___ (Admiral Vernon) | 24 |
| Old __: Crockett's rifle | 28 |
| Old __ (London theatre) | 23 |
| Old yarn-making machines | 24 |
| Old World tropical shrub | 24 |
| Old World Style sauce maker | 27 |
| Old World seasoning plant | 25 |
| Old World prickly plants | 24 |
| Old World mountain goat | 23 |
| Old World city, colloquially | 28 |
| Old World cereal grasses | 24 |
| Old World archery wood | 22 |
| Old words of disapproval | 24 |
| Old word for pruning knife | 26 |
| Old word for a school teacher | 29 |
| Old word for a harasser | 23 |
| Old word after "23" | 29 |
| Old wives' tales, e.g. | 26 |
| Old wives' tales and such | 29 |
| Old wives' production | 25 |
| Old wine _____ bottles | 22 |
| Old Wild Western warnings | 25 |
| Old whitewall with new life | 27 |
| Old white-key material | 22 |
| Old White House scandal | 23 |
| Old White House nickname | 24 |
| Old White House monogram | 24 |
| Old White House moniker | 23 |
| Old White House middle name | 27 |
| Old White House inits. | 22 |
| Old whiskey bottle size | 23 |
| Old what's-___-name | 23 |
| Old what's-__-name | 22 |
| Old Western Union service | 25 |
| Old Western Union message | 25 |
| Old Western Union delivery | 26 |
| Old western actor Van Cleef | 27 |
| Old West transportation | 23 |
| Old West transport, for short | 29 |
| Old West sheriff's badge | 28 |
| Old West schoolteachers | 23 |
| Old West pursuit group | 22 |
| Old West gunslinger Jack | 24 |
| Old West German moniker | 23 |
| Old West gathering spots | 24 |
| Old West gathering place | 24 |
| Old West gang family name | 25 |
| Old West gambling game | 22 |
| Old West communications | 23 |
| Old West "neckties" | 29 |
| Old West "necktie" | 28 |
| Old Wells Fargo vehicles | 24 |
| Old Wells Fargo transport | 25 |
| Old well's contents | 23 |
| Old weather forecaster | 22 |
| Old weapon, or new one | 22 |
| Old way to get information | 26 |
| Old way to get a number | 23 |
| Old washing machine feature | 27 |