| 1959 Ritchie Valens hit | 23 |
| 1959 Ricky Nelson hit with the lyric "We gotta get on home" | 69 |
| 1959 Ricky Nelson hit | 21 |
| 1959 post-apocalyptic classic | 29 |
| 1959 pop/folk hit | 17 |
| 1959 pop idol | 13 |
| 1959 pop hit, after "La" | 34 |
| 1959 pop hit that asked "Why?" | 40 |
| 1959 play by Lorraine Hansberry | 31 |
| 1959 play (with ''Once'') | 41 |
| 1959 Philip Roth book | 21 |
| 1959 novella that begins "The first time I saw Brenda she asked me to hold her glasses" | 97 |
| 1959 Nobelist Severo | 20 |
| 1959 Nobelist for Physiology Severo | 35 |
| 1959 Neil Sedaka hit | 20 |
| 1959 NBA MVP Bob | 16 |
| 1959 Mystics song title word repeated before "Oh my darlin' don't you cry" | 92 |
| 1959 musical by Jule Styne, featuring Ethel Merman as a domineering stage mother | 80 |
| 1959 movie starring Red as Randy Sherman (with "The") | 63 |
| 1959 movie remade in 2006 | 25 |
| 1959 Monroe classic | 19 |
| 1959 Mickey Rooney movie | 24 |
| 1959 Merman vehicle | 19 |
| 1959 Kingston Trio tune | 23 |
| 1959 Kingston Trio hit | 22 |
| 1959 Johnny Mathis classic | 26 |
| 1959 John Wayne western | 23 |
| 1959 John Wayne film | 20 |
| 1959 John Wayne classic | 23 |
| 1959 Jackie Wilson hit | 22 |
| 1959 Hudson/Day movie | 21 |
| 1959 Hudson/Day film | 20 |
| 1959 Howard Hawks western | 25 |
| 1959 hit with the lyric "One day I feel so happy, next day I feel so sad" | 83 |
| 1959 hit with the lyric "Fight the fare increase!" | 60 |
| 1959 hit with the lyric "Did he ever return? No, he never returned" | 77 |
| 1959 hit with the line "Fight the fare increase!" | 59 |
| 1959 hit with the line "Charlie couldn't get off of that train" | 77 |
| 1959 hit with a melody based on the folk song "The Wreck of the Old 97" | 81 |
| 1959 hit TV theme song | 22 |
| 1959 hit that was a 1948 political campaign song | 48 |
| 1959 hit song set on "a tragic and fateful day" | 57 |
| 1959 hit song about "a man named Charlie" | 51 |
| 1959 hit for The Fiestas | 24 |
| 1959 hit for Dodie Stevens | 26 |
| 1959 hit by the Drifters | 24 |
| 1959 hit by Ritchie Valens | 26 |
| 1959 hit based on the traditional folk song "The Wreck of the Old 97" | 79 |
| 1959 Henry Fonda comedy/drama | 29 |
| 1959 guest of Dwight | 20 |
| 1959 Gregory Peck film | 22 |
| 1959 Glenn Ford film | 20 |
| 1959 Gidget player | 18 |
| 1959 George Jones song | 22 |
| 1959 Fredric Brown mystery | 26 |
| 1959 film with Marilyn Monroe | 29 |
| 1959 Fiestas song | 17 |
| 1959 Fiestas hit | 16 |
| 1959 Fabian hit | 15 |
| 1959 Doris Day/Rock Hudson comedy | 33 |
| 1959 Doris Day film | 19 |
| 1959 doo-wop classic | 20 |
| 1959 Dion song with A | 25 |
| 1959 Dion and the Belmonts hit? | 31 |
| 1959 Dion and the Belmonts hit | 30 |
| 1959 death row movie, with "The" | 42 |
| 1959 Day-Hudson film | 20 |
| 1959 Cornelius Ryan best-seller about the Normandy invasion, with "The" | 81 |
| 1959 comedy with Anna Neagle (with ''The'') | 59 |
| 1959 comedy featuring Peter Sellers in three roles, with "The" | 72 |
| 1959 Chuck Berry song for tree fanciers? | 40 |
| 1959 Charlton Heston film | 25 |
| 1959 Cadillac features | 22 |
| 1959 Broadway show with Sidney Poitier | 38 |
| 1959 Broadway show subtitled "A Musical Fable" | 56 |
| 1959 Broadway musical that won a Pulitzer Prize for drama | 57 |
| 1959 Broadway hit with the song "All I Need Is the Girl" | 66 |
| 1959 British Motor Corp. debut | 30 |
| 1959 Best Original Song Oscar winner | 36 |
| 1959 Best Adapted Screenplay Oscar nominee featuring cross-dressing | 67 |
| 1959 Alberta oil discovery | 26 |
| 1959 Academy Award song | 23 |
| 1959 A.L. MVP | 13 |
| 1959 #5 hit with the B-side "I've Cried Before" | 61 |
| 1959 #1 song | 12 |
| 1959 #1 hit for the Fleetwoods | 30 |
| 1959 #1 hit for Lloyd Price | 27 |
| 1959 #1 hit by the Fleetwoods | 29 |
| 1959 #1 Frankie Avalon hit | 26 |
| 1958-71 political inits. | 24 |
| 1958-61 political alliance: Abbr. | 33 |
| 1958-61 polit. alliance | 23 |
| 1958-'61 Mideast partnership: Abbr. | 39 |
| 1958's Corsair, e.g. | 24 |
| 1958's Best Picture and Best Song | 37 |
| 1958 World Cup sensation | 24 |
| 1958 World Cup hero | 19 |
| 1958 winner of nine Oscars | 26 |
| 1958 Vincente Minnelli film | 27 |
| 1958 Top 10 hit for the Crickets | 32 |