| Old leader | 10 |
| Old leerer's cheer | 22 |
| Old leftist gp. revived in 2006 | 31 |
| Old leftist grp. | 16 |
| Old legend of India | 19 |
| Old lemons | 10 |
| Old letter | 10 |
| Old letter opener | 17 |
| Old letter opener: Abbr. | 24 |
| Old letter opener? | 18 |
| Old letter salutation | 21 |
| Old letter with a "th" sound | 38 |
| Old letters | 11 |
| Old letters? | 12 |
| Old levy | 8 |
| Old library aid | 15 |
| Old Life competitor | 19 |
| Old light source | 16 |
| Old like some painted cars | 26 |
| Old line in Russia | 18 |
| Old Line State athlete | 22 |
| Old Line State symbol | 21 |
| Old liners | 10 |
| Old liquid heaters | 18 |
| Old liquid measure | 18 |
| Old literary collection | 23 |
| Old literary inits. | 19 |
| Old literary work | 17 |
| Old living room sets | 20 |
| Old llama herder | 16 |
| Old Lloyd Bridges series | 24 |
| Old Lloyd Bridges TV series | 27 |
| Old locomotive sounds | 21 |
| Old London Magazine essayist | 28 |
| Old London prison | 17 |
| Old London tavern | 17 |
| Old London transit | 18 |
| Old long introduction? | 22 |
| Old long-distance letters | 25 |
| Old Los Angeles center | 22 |
| Old Los Angeles Times gossip columnist | 38 |
| Old lottery org. | 16 |
| Old love token | 14 |
| Old LP player | 13 |
| Old LP's | 12 |
| Old LPs and 45s | 15 |
| Old Lucy Lawless TV role | 24 |
| Old lullaby's start | 23 |
| Old luxury car from Ford | 24 |
| Old lyre | 8 |
| Old lyric poem | 14 |
| Old MacDonald et al. | 20 |
| Old MacDonald had one | 21 |
| Old MacDonald letters | 21 |
| Old MacDonald refrain | 21 |
| Old MacDonald's asset | 25 |
| Old MacDonald's home | 24 |
| Old MacDonald's kibbutzim? | 30 |
| Old MacDonald's mate? | 25 |
| Old MacDonald's place | 25 |
| Old MacDonald's property | 28 |
| Old MacDonald's refrain | 27 |
| Old MacDonald's residence | 29 |
| Old MacDonald's signature dance? | 36 |
| Old MacDonald's song mate? | 30 |
| Old MacDonald's spread | 26 |
| Old MacDonald's workers | 27 |
| Old MacDonald's workplace | 29 |
| Old MacDonald, e.g. | 19 |
| Old machinery coating | 21 |
| Old Madrid money | 16 |
| Old magazine billed as "America's Aviation Weekly" | 64 |
| Old magazine ___ Digest | 23 |
| Old Magic 8 Ball maker | 22 |
| Old maid | 8 |
| Old Maid alternative | 20 |
| Old Maid and charades, e.g. | 27 |
| Old maid call? | 14 |
| Old maintenance vehicle | 23 |
| Old make of car | 15 |
| Old maker of baseball cards and bubble gum | 42 |
| Old maker of sequential highway signs | 37 |
| Old mall | 8 |
| Old Maltese money | 17 |
| Old man | 7 |
| Old man at the baccarat table, e.g. | 35 |
| Old man Bailey | 14 |
| Old man in a song | 17 |
| Old man of Montreal | 19 |
| Old man of Orléans | 21 |
| Old Man of the Mountain rock formation | 38 |
| Old man of the sea | 18 |
| Old man of the sea, to Homer | 28 |
| Old man's domain, in a Hemingway work | 41 |
| Old man's old man | 21 |
| Old man's place, in Hemingway | 33 |
| Old man, familiarly | 19 |
| Old man, in Bonn | 16 |
| Old man, in Mannheim | 20 |
| Old man, in Mecklenburg | 23 |