| 9:05PM |  | Simon & Garfunkel | Scarborough Fair / Canticle | Greatest Hits | Legacy/Columbia | 2019 |
| 9:08PM |  | Eartha Kitt | Santa Baby - Remastered | 100 Hits Of Christmas | SBCMG | 2007 |
| 9:15PM |  | José Feliciano | Feliz Navidad | More Christmas 2015 | Ariola | 2009 |
| 9:18PM |  | Barbra Streisand | Papa, Can You Hear Me? - From "Yentl" Soundtrack | The Essential Barbra Streisand | Columbia | 1986 |
| 9:22PM |  | Lena Horne | Rudolph, The Red-Nosed Reindeer | Merry From Lena | Capitol Records | 2009 |
| 9:24PM |  | St. Elmo's Fire | Love Theme From St. Elmo's Fire [Instrumental] | Best Movie Hits 50 | Atlantic Records | 1900 |
| 9:28PM |  | Annie Lennox | God Rest Ye Merry Gentlemen | I Hate Christmas | UMG Recordings, Inc. | 2019 |
| 9:31PM |  | Gloria Gaynor | I Will Survive - Single Version | Anti Valentine Party | UMG Recordings, Inc. | 2004 |
| 9:34PM |  | Culture Club | Time (Clock Of The Heart) | Synth Pop | Virgin Records | 2003 |
| 9:56PM |  | Enya | Only Time - Original Version | The Very Best Of Enya (Deluxe Edition) | Warner Music UK | 2003 |
| 9:59PM |  | Boney M. | Mary's Boy Child / Oh My Lord | Julesanger - God Jul | MCI | 1998 |
| 10:05PM |  | Kylie Minogue | Every Day's Like Christmas | Kylie Christmas (Deluxe) | PLG UK Frontline | 2015 |
| 10:09PM |  | Cats & Dogs | Jingle Bells | Cats & Dogs Singing Christmas | Documents | 2012 |
| 10:10PM |  | Jim Croce | I Got A Name | Quentin Tarantino’s Django Unchained Original Motion Picture Soundtrack (Explicit Version) | Concord/Loma Vista/Caroline | 2012 |
| 10:16PM |  | Sufjan Stevens | Mystery of Love | Call Me by Your Name (Original Motion Picture Soundtrack) | Masterworks | 2017 |
| 10:34PM |  | Dan Fogelberg | Same Old Lang Syne | The Very Best Of Dan Fogelberg | Full Moon/Epic | 1985 |
| 10:46PM |  | Madonna | Take a Bow | Bedtime Stories | Warner Records Label | 2009 |
| 10:51PM |  | Bing Crosby | Peace On Earth / The Little Drummer Boy | NOW That's What I Call Merry Christmas | Epic | 2006 |
