| Classic admonishment | 20 |
| Classic adventurer | 18 |
| Classic advertising annual | 26 |
| Classic Aerosmith song "Stop ___ Around" | 50 |
| Classic aftershave | 18 |
| Classic airline | 15 |
| Classic AL East matchup, for short | 34 |
| Classic Alan Ladd western | 25 |
| Classic Alec Guinness line | 26 |
| Classic Alfa Romeo roadsters | 28 |
| Classic American car | 20 |
| Classic American Chinese pork dish | 34 |
| Classic American watchmaker | 27 |
| Classic American wheels | 23 |
| Classic anagram of "Christianity," "___ that I sin" | 71 |
| Classic Andy Warhol subject | 27 |
| Classic animated adversaries | 28 |
| Classic anime picture | 21 |
| Classic answer to "Where's your homework?" | 56 |
| Classic arcade game | 19 |
| Classic arcade game character who hopped around a pyramid | 57 |
| Classic arcade game similar to Space Invaders | 45 |
| Classic arcade game with tractor beams | 38 |
| Classic architecture | 20 |
| Classic Aretha Franklin song | 28 |
| Classic Army bomber plane | 25 |
| Classic art subject | 19 |
| Classic artist's subject | 28 |
| Classic Atari game | 18 |
| Classic Atari offering | 22 |
| Classic Austrian composer of over 600 works | 43 |
| Classic author who was the subject of a 1952 film musical | 57 |
| Classic auto | 12 |
| Classic auto company | 20 |
| Classic automobile | 18 |
| Classic autos | 13 |
| Classic B-side Pearl Jam song | 29 |
| Classic baby food | 17 |
| Classic baby-rescue locale | 26 |
| Classic bachelorette party destinations | 39 |
| Classic bachelorette party gag gift | 35 |
| Classic bad tattoo design | 25 |
| Classic baking powder brand | 27 |
| Classic ball game | 17 |
| Classic ballet role | 19 |
| Classic bank giveaway | 21 |
| Classic barbecue item | 21 |
| Classic baseball comedy routine | 31 |
| Classic baseball variant | 24 |
| Classic baseball-themed poem | 28 |
| Classic basketball game recreated for Xbox in 2010 | 50 |
| Classic batting game | 20 |
| Classic battle participants | 27 |
| Classic battle sides | 20 |
| Classic battles between the Giants and Dodgers, e.g. | 52 |
| Classic BBC show | 16 |
| Classic beauty | 14 |
| Classic Becket play, informally | 31 |
| Classic bedtime reading | 23 |
| Classic Bee Gees album | 22 |
| Classic beginning | 17 |
| Classic beginning or ending? | 28 |
| Classic beginning? | 18 |
| Classic Belushi comedy, or an apt description of this puzzle's grid? | 72 |
| Classic Benzes | 14 |
| Classic Bergman film | 20 |
| Classic best seller by Betty Smith | 34 |
| Classic Bette Davis line from "Beyond the Forest" | 59 |
| Classic beverage brand | 22 |
| Classic Bill Clinton phrase | 27 |
| Classic billet doux line | 24 |
| Classic Binney & Smith trademark | 36 |
| Classic bit of fakery | 21 |
| Classic bit of inane rock star stage banter #1 | 46 |
| Classic bit of inane rock star stage banter #2 | 46 |
| Classic bit of inane rock star stage banter #3 | 46 |
| Classic bit of inane rock star stage banter #4 | 46 |
| Classic Black Sabbath song | 26 |
| Classic black-and-white film featuring gigantic irradiated ants | 63 |
| Classic blues label of the '50s and '60s | 48 |
| Classic blues musician | 22 |
| Classic board game | 18 |
| Classic board game based on Go | 30 |
| Classic board game from India | 29 |
| Classic board game with a Simpsons variant | 42 |
| Classic Bob Marley song | 23 |
| Classic Bob Marley song that was a 1973 hit for Johnny Nash | 59 |
| Classic Bob Uecker line from "Major League" | 53 |
| Classic Bogart role | 19 |
| Classic book with a divination system | 37 |
| Classic Boston Bruins nickname | 30 |
| Classic bouquet tosser | 22 |
| Classic boy toy | 15 |
| Classic boy-and-dog Disney film | 31 |
| Classic brand in men's apparel | 34 |
| Classic brand name in an oval logo | 34 |
| Classic brand of grape soda | 27 |
| Classic brand of hair remover | 29 |
| Classic brand of liniment | 25 |
| Classic brand whose symbol is a tiger | 37 |