| Classic TV enthusiast's delight | 35 |
| Classic TV drama | 16 |
| Classic TV Cousin | 17 |
| Classic TV comic whose tag line was "Oh ye-e-e-ah!" | 61 |
| Classic TV clown | 16 |
| Classic TV character, with "The" | 42 |
| Classic TV character portrayed by Bob Keeshan | 45 |
| Classic TV character Herman | 27 |
| Classic TV captain | 18 |
| Classic TV canine | 17 |
| Classic TV brand | 16 |
| Classic TV alien | 16 |
| Classic tune, "All ___" | 33 |
| Classic tune | 12 |
| Classic trees on shady streets | 30 |
| Classic tree swing | 18 |
| Classic treatise whose first chapter is "Laying Plans" | 64 |
| Classic treat | 13 |
| Classic Toyota sports cars | 26 |
| Classic toy whose ancestor was the Liberty Coaster | 50 |
| Classic toy wagon | 17 |
| Classic toy train brand | 23 |
| Classic toy for budding engineers | 33 |
| Classic toy company whose name is its founder's middle name | 63 |
| Classic toy company | 19 |
| Classic toy | 11 |
| Classic toothpaste name | 23 |
| Classic toothpaste featured in "Grease" | 49 |
| Classic toothpaste brand | 24 |
| Classic toothpaste | 18 |
| Classic toon Betty | 18 |
| Classic Tolstoy novel | 21 |
| Classic tile-based game (var.) | 30 |
| Classic thirties auto | 21 |
| Classic thesaurus | 17 |
| Classic theaters | 16 |
| Classic theater name | 20 |
| Classic theater | 15 |
| Classic Thanksgiving veggie | 27 |
| Classic Tchaikovsky ballet | 26 |
| Classic tattoo dedication | 25 |
| Classic tattoo | 14 |
| Classic tale in dactylic hexameter | 34 |
| Classic T.H. White novel, with "The" | 46 |
| Classic symbol of bad luck | 26 |
| Classic supermodel | 18 |
| Classic sung by Eric Clapton | 28 |
| Classic summer toy | 18 |
| Classic suit material | 21 |
| Classic suit fabric | 19 |
| Classic suit | 12 |
| Classic subject for rock 'n' roll lyrics | 48 |
| Classic subject | 15 |
| Classic style of architecture | 29 |
| Classic Stutz car | 17 |
| Classic Stutz | 13 |
| Classic Studebaker whose name means "forward" in Italian | 66 |
| Classic Studebaker whose name means "Forward!" in Italian | 67 |
| Classic struggle | 16 |
| Classic street liners | 21 |
| Classic street liner | 20 |
| Classic storyteller who wrote under the pseudonym Knickerbocker | 63 |
| Classic story of a southern bell? | 33 |
| Classic Sterling North book | 27 |
| Classic stereotypical boy toys | 30 |
| Classic Stephen Foster song | 27 |
| Classic Steinbeck story, with "The" | 45 |
| Classic Steinbeck story | 23 |
| Classic Steely Dan album | 24 |
| Classic start? | 14 |
| Classic start | 13 |
| Classic Star Trek villains, with "the" | 48 |
| Classic Stallone role | 21 |
| Classic spy plane | 17 |
| Classic spy comedy | 18 |
| Classic Springsteen tune | 24 |
| Classic sportswear brand | 24 |
| Classic sportster, for short | 28 |
| Classic sports lineup | 21 |
| Classic sports film with Kevin Costner | 38 |
| Classic sports film | 19 |
| Classic sports cars | 19 |
| Classic sports car, informally | 30 |
| Classic sports car | 18 |
| Classic spokescow | 17 |
| Classic Spike Lee film | 22 |
| Classic Spacek thriller | 23 |
| Classic sour hard candy brand | 29 |
| Classic soul label | 18 |
| Classic songs or films | 22 |
| Classic song with the words "Look away! Look away! Look away!" | 72 |
| Classic song with the lyric "Hear your lonesome, lovesick sweetheart calling" | 87 |
| Classic song that's the official anthem of the European Union | 65 |
| Classic song that begins "When my baby / When my baby smiles at me" | 77 |
| Classic song that begins "Proudly swept the rain cloud by the cliffs" | 79 |
| Classic song that begins "And now the end is near" | 60 |
| Classic song from the 1913 "Ziegfeld Follies" | 55 |
| Classic song from a movie celebrating its 60th anniversary on 7/18/13 [starting from the second square] | 103 |
| Classic song featured in "Lilo & Stitch" | 54 |
| Classic song by the Village People | 34 |