| | Song Title | Artist | CD Link | Track |
| | Should've Been a Cowboy | Toby Keith | 33 | 9 |
| | Shout | Isley Brothers | 46 | 1 |
| | Show Her | Ronnie Milsap | 18 | 13 |
| | Silver Wings | Merle Haggard | 28 | 3 |
| | Since I Don't Have You | Ronnie Milsap | 19 | 16 |
| | Sixteen Candles | Crests, The | 59 | 10 |
| | Sixteen Tons | Tennessee Ernie Ford | 65 | 16 |
| | Sixty Minute Man | Dominoes, The | 54 | 6 |
| | Sleeping Single in a Double Bed | Barbara Mandrell | 16 | 3 |
| | Slow Hand | Conway Twitty | 95 | 5 |
| | Smoke Gets in Your Eyes | Platters, The | 59 | 19 |
| | Smoky Mountain Rain | Ronnie Milsap | 18 | 2 |
| | Smooth | Santana | 77 | 11 |
| | Smooth Criminal | Alien Ant Farm | 77 | 8 |
| | Snap Your Fingers | Ronnie Milsap | 19 | 5 |
| | Snowbird | Anne Murray | 74 | 16 |
| | Soak Up the Sun | Sheryl Crow | 79 | 6 |
| | Softly and Tenderly | Gospel | 6 | 5 |
| | Solitary Man | Neil Diamond | 27 | 15 |
| | Some Beach | Bake Shelton | 97 | 9 |
| | Some Broken Hearts Never Mend | Don Williams | 15 | 17 |
| | Some Kind Of Wonderful | Grand Funk Railroad | 36 | 9 |
| | Someone to Watch Over Me | Nancy Wilson | 62 | 15 |
| | Something's Gotta Give | Sammy Davis, Jr. | 38 | 9 |
| | Somewhere Other Than the Night | Garth Brooks | 55 | 15 |
| | Somewhere Out There | Linda Ronstadt & James Ingram | 50 | 1 |
| | Somewhere Over the Rainbow | Judy Garland | 62 | 7 |
| | Somewhere With You | Kenny Chesney | 88 | 4 |
| | Song for You, A | Michael Buble | 31 | 11 |
| | Song Sung Blue | Neil Diamond | 96 | 4 |
| | Sparks Fly | Taylor Swift | 88 | 3 |
| | Speak Now | Taylor Swift | 86 | 5 |
| | Spice Up Your Life | Spice Girls | 7 | 5 |
| | Splish Splash | Bobby Darin | 64 | 9 |
| | Stand by Me | Ben E. King | 54 | 5 |
| | Stand by Your Man | Tammy Wynette | 52 | 3 |
| | Standing on the Promises | Gospel | 5 | 10 |
| | Stars Tonight | Lady Antebellum | 89 | 6 |
| | Stayin' Alive | Bee Gees | 58 | 10 |
| | Still Losing You | Ronnie Milsap | 19 | 4 |
| | Stop! In The Name Of Love | Supremes | 64 | 11 |
| | Stormy Weather | Lena Horne | 35 | 9 |
| | Story of My Life | Neil Diamond | 27 | 4 |
| | Page 19 |