| Year | Month | Title | Chart positions |
| AUS | CA | UK | US | USCountry |
| 1959 | | "Snuggle Up Baby" (with Ginny Arnell as Jamie and Jane) | | | | | |
| | "Classical Rock And Roll" (with Ginny Arnell as Jamie and Jane) | | | | | |
| 1960 | | "Cradle of My Arms" (as Billy Bryan) | | | | | |
| | "Going Back to My Love" | | | | | |
| | "I'll Find You" (as Gene Pitney) | | | | | |
| | "Please Come Back" | | | | | |
| 1961 | January | "(I Wanna) Love My Life Away" | 29 | 23 | 26 | 39 | |
| April | "Louisiana Mama" | | | | | |
| July | "Every Breath I Take" | | | | 42 | |
| October | "Town Without Pity" | 31 | 10 | 32 | 13 | |
| 1962 | April | "(The Man Who Shot) Liberty Valance" | 3 | 2 | | 4 | |
| August | "Only Love Can Break a Heart" (A-side) | 4 | 11 | | 2 | |
| → "If I Didn't Have a Dime (To Play the Jukebox)" (B-side) | 42 | | 58 | |
| December | "Half Heaven – Half Heartache" | 11 | 4 | | 12 | |
| 1963 | March | "Mecca" (A-side) | 7 | 2 | | 12 | |
| → "Teardrop by Teardrop " (B-side) | | | 130 | |
| June | "True Love Never Runs Smooth" | 18 | 17 | | 21 | |
| October | "Twenty Four Hours from Tulsa" | 3 | 6 | 5 | 17 | |
| 1964 | January | "That Girl Belongs to Yesterday" (A-side) | 9 | 41 | 7 | 49 | |
| → "Who Needs It" (B-side) | | 131 | |
| April | "Yesterday's Hero" (A-side) | 18 | 36 | | 64 | |
| → "Cornflower Blue" (B-side) | | | | |
| July | "It Hurts to Be in Love" | 6 | 2 | 36 | 7 | |
| "Lips Are Redder on You" (Australia-only release) | 83 | | | | |
| October | "I'm Gonna Be Strong" | 5 | 3 | 2 | 9 | |
| 1965 | February | "I Must Be Seeing Things" (A-side) | 12 | 6 | 6 | 31 | |
| → "Marianne" (B-side) | | | | |
| April | "I've Got Five Dollars and It's Saturday Night" (with George Jones as George & Gene) | 65 | | | 99 | 16 |
| May | "Last Chance to Turn Around" | 13 | 4 | | 13 | |
| June | "Louisiana Man" (A-side) (with George Jones as George & Gene) | | | | | 25 |
| → "I'm a Fool to Care" (B-side) (with George Jones as George & Gene) | | | 115 | |
| July | "Looking Through the Eyes of Love" | 34 | 3 | 3 | 28 | |
| November | "Princess in Rags" | 13 | 2 | 9 | 37 | |
| "Big Job" (with George Jones as George & Gene) | | | | | 50 |
| 1966 | January | "Baby Ain't That Fine" (with Melba Montgomery) | | | | | 15 |
| March | "Nessuno Mi Puo' Giudicare" | 30 | | | 115 | |
| April | "Backstage" | 29 | 2 | 4 | 25 | |
| May | "That's All It Took" (with George Jones as George & Gene) | | | | | 47 |
| June | "Nobody Needs Your Love" (Europe-only release) | | | 2 | | |
| July? | "Being Together" (with Melba Montgomery) | | | | | |
| September | "(In the) Cold Light of Day" (A-side) | 19 | | 38 | 115 | |
| → "The Boss's Daughter" (B-side) | | | | |
| December | "Just One Smile" (A-side) | 55 | 51 | 8 | 64 | |
| → "Innamorata" (B-side) | | | | |
| 1967 | March | "I'm Gonna Listen to Me" | | | | | |
| "Animal Crackers (In Cellophane Boxes)" | 87 | | | 106 | |
| April | "Tremblin | | | | | |
| September | "Something's Gotten Hold of My Heart" | 69 | | 5 | 130 | |
