| | Song Title | Artist | CD Link | Track |
| | Who am I to Say | Statler Brothers | 24 | 6 |
| | Who Are You When I'm Not | Blake Shelton | 88 | 5 |
| | Who I Am | Jessica Andrews | 66 | 15 |
| | Whoomp! (There It Is) | Tag Team | 78 | 1 |
| | Who's Cheatin' Who | Alan Jackson | 60 | 13 |
| | Who's Gonna Fill Her Shoes | George Jones | 23 | 11 |
| | Why Don't We Get Drunk | Jimmy Buffett | 13 | 10 |
| | Why Don't You Love Me | Hank Williams | 47 | 11 |
| | Why Don't You Spend The Night | Ronnie Milsap | 18 | 3 |
| | Why Wait | Rascal Flatts | 87 | 4 |
| | Wichita Lineman | Glen Campbell | 74 | 7 |
| | Wicked Game | Chris Isaak | 43 | 8 |
| | Wide Open Spaces | Dixie Chicks | 8 | 7 |
| | Wild Thing | Tone-Loc | 78 | 4 |
| | Wild Thing | Troggs | 36 | 4 |
| | Wildflower | Janedear Girls | 91 | 4 |
| | Will You Love Me Tomorrow | Shirelles, The | 30 | 8 |
| | Wind Beneath My Wings | Bette Midler | 26 | 14 |
| | Winner Takes it All | ABBA | 93 | 9 |
| | Winter Wonderland | Christmas | 34 | 4 |
| | With a Little Help from My Friends | Beatles | 22 | 2 |
| | Without You | Keith Urban | 91 | 1 |
| | Woman in Love, A | Ronnie Milsap | 19 | 8 |
| | Woman's Worth | Alicia Keys | 82 | 5 |
| | Wonder of You | Elvis Presley | 69 | 25 |
| | Words of Love | Buddy Holly | 9 | 7 |
| | Workin' My Way Back to You | Four Seasons | 84 | 20 |
| | Working Man | John Conlee | 23 | 13 |
| | Wrapped Around | Brad Paisley | 66 | 6 |
| | Yellow Submarine | Beatles | 21 | 6 |
| | Yes | Chad Brock | 66 | 12 |
| | Yesterday | Beatles | 20 | 16 |
| | YMCA | Village People | 58 | 4 |
| | You and I | Michael Buble | 31 | 12 |
| | You Better Run | Young Rascals | 39 | 6 |
| | You Can't Have Your Kate & Edith | Statler Brothers | 24 | 11 |
| | You Can't Hurry Love | Dixie Chicks | 8 | 1 |
| | You Didn't Have to Be So Nice | Lovin' Spoonful | 39 | 11 |
| | You Don't Bring Me Flowers | Neil Diamond | 27 | 5 |
| | You Don't Have to Say You Love | Elvis Presley | 69 | 26 |
| | You Don't Know Me | Michael Buble | 31 | 4 |
| | You Don't Know Me | Ray Charles | 38 | 8 |
| | You Lie | Band Perry | 91 | 9 |
| | Page 24 |