| Classic John Ford western | 25 |
| Classic job for a Sherpa | 24 |
| Classic jetliner | 16 |
| Classic jeans brand | 19 |
| Classic jazz electric piano | 27 |
| Classic jazz composition by Duke Ellington and Barney Bigard | 60 |
| Classic Japanese theater | 24 |
| Classic Japanese drama | 22 |
| Classic Japanese dance-drama | 28 |
| Classic Jane Austen novel | 25 |
| Classic Jaguars | 15 |
| Classic Jaguar series | 21 |
| Classic Jaguar of the '60s -'70s | 40 |
| Classic Jaguar model | 20 |
| Classic Jaguar | 14 |
| Classic Jags | 12 |
| Classic Jag | 11 |
| Classic Jackie Gleason series | 29 |
| Classic jacket choice | 21 |
| Classic item in size comparisons | 32 |
| Classic item hidden behind a painting | 37 |
| Classic Italian sports car | 26 |
| Classic Italian song | 20 |
| Classic Italian car | 19 |
| Classic Italian astronomer | 26 |
| Classic Italian "farewell" song | 41 |
| Classic Isaac Asimov short-story collection | 43 |
| Classic introduction? | 21 |
| Classic introduction | 20 |
| Classic introduced by Whiteman: 1924 | 36 |
| Classic interrogatory ad slogan | 31 |
| Classic incumbent campaign slogan | 33 |
| Classic Icelandic works | 23 |
| Classic Icelandic poetry | 24 |
| Classic ice cream brand | 23 |
| Classic hymn | 12 |
| Classic hotel name | 18 |
| Classic hot rod | 15 |
| Classic horse tale | 18 |
| Classic horror movie sound | 26 |
| Classic home delivery order | 27 |
| Classic Hollywood nickname | 26 |
| Classic Hollywood musical: 1952 | 31 |
| Classic Hollywood character actor | 33 |
| Classic holiday entertainment | 29 |
| Classic holiday airing | 22 |
| Classic Hitchcock set | 21 |
| Classic hit show set in Springfield | 35 |
| Classic hit from Starship | 25 |
| Classic hit from Billy Paul | 27 |
| Classic hit by Blood, Sweat & Tears | 39 |
| Classic hide and seek giveaway | 30 |
| Classic Hüsker Dü double album whose title sounds like where a Buddhist Monk would play pinball | 101 |
| Classic Hawaiian song whose title means "Farewell to Thee" | 68 |
| Classic Hawaiian song | 21 |
| Classic Harlem theater | 22 |
| Classic Harlem ballroom | 23 |
| Classic Hans Christian Andersen story, with "The" | 59 |
| Classic Hanks role | 18 |
| Classic Hanks line in "Saving Private Ryan," "___ this" | 75 |
| Classic Hammond organ model | 27 |
| Classic Halloween costume | 25 |
| Classic hair removal brand | 26 |
| Classic group of 12 | 19 |
| Classic Greta Garbo film of 1939 | 32 |
| Classic green card issuer | 25 |
| Classic Greek ruse | 18 |
| Classic grape sodas | 19 |
| Classic grape soda | 18 |
| Classic Grant/ Bergman film | 27 |
| Classic graduation gifts | 24 |
| Classic gospel tune | 19 |
| Classic Godzilla enemy | 22 |
| Classic glam band named for an extinct creature | 47 |
| Classic girl's toy | 22 |
| Classic Gillette razor | 22 |
| Classic gift for Dad | 20 |
| Classic Gibson guitars | 22 |
| Classic ghost story | 19 |
| Classic Gershwin song | 21 |
| Classic German-made rifle | 25 |
| Classic German cameras | 22 |
| Classic German camera maker | 27 |
| Classic German camera | 21 |
| Classic Georges Bizet opera | 27 |
| Classic George Burns film | 25 |
| Classic geocentric theory | 25 |
| Classic Gene Kelly film | 23 |
| Classic gas brand | 17 |
| Classic gas | 11 |
| Classic Gary Cooper role | 24 |
| Classic garb for senators | 25 |
| Classic garb | 12 |
| Classic gangster nickname | 25 |
| Classic gaming inits. | 21 |
| Classic game-console letters | 28 |
| Classic game with power pellets | 31 |
| Classic game with 13 categories | 31 |
| Classic game show host who moonlights with a Canadian police force? | 67 |
| Classic game console letters | 28 |