| 2:05AM |  | TONIC Vintage Vocals | The Holiday Season | It Ain't Over 'Til The Fat Man Swings | SKM Creative, Inc. | 2005 |
| 2:08AM |  | Pamela Hines | Gift of Giving | New Christmas | ORCHARD - SPiceRack Records | 2012 |
| 2:13AM |  | Frank Sinatra | I've Got My Love to Keep Me Warm | The Pearls Of Easy Listening, Vol. 1 | UMG - FRANK SINATRA DIGITAL REPRISE | 2020 |
| 2:16AM |  | Jack Jezzro | Home for the Holidays | Christmas Jazz: Instrumental Jazz for the Holidays | Village Square | 2010 |
| 2:19AM |  | Jason Paul Curtis | December Again | These Christmas Days | Jason Paul Curtis | 2017 |
| 2:22AM |  | Christine Hitt | Santa Clause Is Coming to Town | MaxJazz Holiday | MaxJazz | 2001 |
| 2:26AM |  | Seth MacFarlane | Little Jack Frost Get Lost | Noël Jazz | UMG - UMG Recordings, Inc. | 2020 |
| 2:28AM |  | Chris Botti | Let It Snow! Let It Snow! Let It Snow! | December | Epic/Legacy | 2002 |
| 2:32AM |  | Melbreeze | Greensleeves | Amethyst | BELIEVE - MCC | 2016 |
| 2:39AM |  | Jamie Cullum | Turn On The Lights | Turn On The Lights | Universal-Island Records Ltd. | 2020 |
| 2:43AM |  | Jeff Hamilton Trio | Bright Bright the Holly Berries | Merry & Bright | ORCHARD - Capri Records | 2021 |
| 2:49AM |  | CeCe Gable | Next Year's Song | Next Year's Song | DISTROKID - 3522549 Records DK | 2022 |
| 2:54AM |  | 3d Jazz Trio | Up on the Housetop | Christmas in 3D | Diva Jazz | 2020 |
| 2:57AM |  | Aki Takase | Boogie Stop Shuffle | Clapping Music | Enja Horst Weber | 2020 |
| 3:00AM |  | Nnenna Freelon & John Brown Big Band | Swingle Jingle Bells | Christmas | Brown Boulevard Records | 2012 |
| 3:05AM |  | Leslie Odom Jr. | Winter Song | Simply Christmas (Deluxe Edition) | WMG - S-Curve Records | 2017 |
| 3:09AM |  | Straight No Chaser | Hark! The Herald Angels Sing / Angels We Have Heard on High | Holiday Spirits | Atco/Atlantic | 2008 |
| 3:13AM |  | Squirrel Nut Zippers | Mardi Gras for Christmas | Mardi Gras for Christmas | DISTROKID | 2018 |
| 3:17AM | | Seth MacFarlane | Little Jack Frost Get Lost | Noël Jazz | Universal Music Ireland Ltd. | 2020 |
| 3:25AM |  | Connie Evingson | The Nutcracker Petite Suite | The Secret of Christmas | Minnehaha Music | 2010 |
| 3:35AM |  | David Broza | Christmas Morning Jig | Christmas Morning Jig | WMG - S-Curve Records | 2020 |
| 3:38AM | | Mary Stallings | Have Yourself a Merry Little Christmas | Maxjazz Holiday | MAXJAZZ | 2013 |
| 3:42AM | | Carol Welsman | The Christmas Song | Justin Time for Christmas, Vol. 6 | WMG - Justin Time Records | 2019 |
| 3:46AM | | Rene Marie | Winter Wonderland | Maxjazz Holiday | MAXJAZZ | 2013 |
| 3:48AM |  | Donna Singer | Boogie Woogie Santa | La Di Da & Ho Ho Ho | Emerald Baby Recording Company | 2020 |
| 3:51AM |  | Ernesto Cervini's Turboprop | Here Comes Santa Claus | Here Comes Santa Claus | Three Pines Records, Ltd | 2021 |
| 3:53AM |  | Duchess | Mele Kalikimaka | A Jazz at the Ballroom Holiday "In" | Anzic Records, LLC | 2018 |
| 3:54AM |  | Rik Wright's Fundamental Forces | Contradiction | Green | Hipsync Records | 2015 |
| 3:55AM |  | Samara Joy | The Christmas Song | A Joyful Holiday | UMG - Verve | 2023 |
