blue #
= weekly pop chart peak
| 1 | A Lonely Jew On Christmas | Dec 1997 |  |
| South Park |
| 2 | Christmas Eve/Sarajevo 12/24 | Dec 1997 | |
| Trans-Siberian Orchestra |
| 3 | The Christmas Song | Dec 1997 | |
| Hootie & The Blowfish |
| 4 | God Rest Ye Merry Gentlemen/We Three Kings | Dec 1997 | |
| Barenaked Ladies Featuring Sarah McLachlan |
| 5 | I Want An Alien For Christmas | Dec 1997 | |
| Fountains Of Wayne |
| 6 | Just A Little Snow | Dec 1997 | |
| Jeffrey Osborne |
| 7 | Santa's A Fat Bitch | Dec 1997 | |
| Insane Clown Posse |
| 8 | Blues For Christmas | Dec 1998 | |
| Everlast |
| 9 | Christmas Canon | Dec 1998 | |
| Trans-Siberian Orchestra |
| 10 | Christmas Wrapping | Dec 1998 | |
| Save Ferris |
| 11 | Father Christmas | Dec 1998 | |
| Eve 6 |
| 12 | The First Noel | Dec 1998 | |
| Boyz II Men |
| 13 | Happy Kwanzaa | Dec 1998 | |
| Teddy Pendergrass |
| 14 | Merry Xmas Everybody '98 REMIX | Dec 1998 | |
| Slade Vs. Flush |
| 15 | Auld Lang Syne (The Millennium Mix) | 10 | Dec 1999 | |
| Kenny G |
| 16 | The Christmas Song (Chestnuts Roasting On An Open Fire) | 20 | Dec 1999 | |
| Christina Aguilera |
| 17 | Deck The Halls | Dec 1999 | |
| Shedaisy |
| 18 | I Wanna Be Santa Claus | Dec 1999 | |
| Ringo Starr |
| 19 | Little Saint Nick | Dec 1999 | |
| Sugar Ray |
| 20 | Merry Christmas, Happy Holidays | Dec 1999 | |
| 'NSYNC |
| 21 | The Millennium Prayer | Dec 1999 | |
| Cliff Richard |
| 22 | Someday At Christmas | Dec 1999 | |
| Mary J. Blige |
| 23 | This Gift | 7 | Dec 1999 | |
| 98 Degrees |