| 1 | Mahalia Jackson– | Silent Night, Holy Night |
| 2 | Duke Ellington– | Jingle Bells |
| 3 | John Pizzarelli– | Sleigh Ride |
| 4 | Tony Bennett– | Santa Claus Is Coming To Town |
| 5 | Frank Sinatra & The B. Swanson Quartet– | Let Is Snow! Let Is Snow! Let Is Snow! |
| 6 | Benny Goodman– | Winter Weather |
| 7 | W.G. Snuffy Walden*– | Oh, Christmas Song |
| 8 | Carmen McRae– | The Christmas Song |
| 9 | Dexter Gordon– | Have Yourself A Merry Little Christmas |
| 10 | Tuck & Patti– | Christmas Wish |
| 11 | Miles Davis– | Blue Xmas (To Whom It May Concern) |
| 12 | Billie Holiday– | God Bless The Child |
| 13 | Louis Armstrong– | What A Wonderful World |
| 14 | C. Hollyday*– | White Christmas |
| 15 | Grover Washington, Jr.– | Jesu, Joy Of Man Desiring |
| 16 | The Canadian Brass– | Amazing Grace |
| 17 | Tim Weisberg– | Seasoned Greetings (Medley: Greensleeves / Christmas Waltz) |
| 18 | Chris Botti– | Hallelujah |
| 19 | Babyface– | Silent Night, Holy Night |
