Chart updated this week on: 2025-06-15
1.
Greensleeves (What Child Is This?)
Kenny G
November 1, 1994
2.
My Favorite Things
Yo-Yo Ma, Chris Botti, Romero Lubambo, Billy Kilson, Billy Childs & Robert Hurst
October 14, 2008
3.
Winter Weather (Mono Recording)
Peggy Lee & Benny Goodman
December 1, 1941
4.
I'll Be Home for Christmas
Steve Tyrell
January 1, 1960
5.
The Christmas Song
Peter White, Rick Braun & Mindi Abair
September 25, 2007
6.
White Christmas
Peter White, Rick Braun & Mindi Abair
September 25, 2007
7.
Have Yourself a Merry Little Christmas (feat. Brian Bromberg)
Peter White, Rick Braun & Mindi Abair
September 25, 2007
8.
What a Friend We Have in Jesus (feat. Larry Grenadier & Eric Harland)
Joey Alexander
November 2, 2018
9.
Manhattan in December
Stephanie J. Block
November 3, 2023
10.
Brahms Lullaby
Kenny G
November 1, 1994
11.
All I Want for Christmas is You
Kirk Whalum
September 10, 2021
12.
Count Your Blessings Instead of Sheep/ My Favorite Things
Stephanie J. Block
November 3, 2023
13.
When You Hold Me in Your Arms (It's Christmas)
Stephanie J. Block & Sebastian Arcelus
November 3, 2023
14.
It's Beginning to Look a Lot Like Christmas
Harry Connick, Jr.
August 19, 2010
15.
The First Noel (Live)
Tony Bennett, Plácido Domingo, Steven Mercurio, Vienna Symphony & Gumpoldskirchner Spatzen
October 15, 2001
16.
Dance of the Sugar Plum Fairy
Warren Wolf
September 18, 2020
17.
This Christmas
Warren Wolf
September 18, 2020
18.
Have Yourself a Merry Little Christmas
Kenny G
November 1, 1994
19.
(It Must've Been Ol') Santa Claus
Harry Connick, Jr.
October 26, 1993
20.
Silent Night
Kenny G
November 1, 1994
21.
Sleigh Ride
Harry Connick, Jr.
January 1, 1993
22.
Santa Baby
Sweet Megg
November 16, 2021
23.
Let It Snow, Let It Snow, Let It Snow
Harry Connick, Jr.
January 1, 1993
24.
It's the Most Wonderful Time of the Year
Harry Connick, Jr.
September 22, 2008
25.
When My Heart Finds Christmas
Harry Connick, Jr.
January 1, 1993
26.
Rudolph the Red-Nosed Reindeer
Harry Connick, Jr.
October 26, 1993
27.
Frosty The Snowman
Harry Connick, Jr.
October 28, 2003
28.
What Are You Doing New Year's Eve?
Harry Connick, Jr.
January 1, 1993
29.
Winter Wonderland
Chris Botti
October 22, 2002
30.
Winter Wonderland
Harry Connick, Jr.
September 22, 2008
31.
White Christmas
Kenny G
November 1, 1994
32.
Jingle Bells
Harry Connick, Jr.
September 22, 2008
33.
The Christmas Waltz
Harry Connick, Jr.
October 28, 2003
34.
I'll Be Home For Christmas
Kenny G
February 20, 1999
35.
Hallelujah
Chris Botti
October 22, 2002
36.
I Pray On Christmas
Harry Connick, Jr.
January 1, 1993
37.
'Twas the Night Before Christmas
Art Carney
July 15, 1968
38.
Silent Night
Chris Botti
October 6, 2006
39.
Tumbalalaika
Julie Benko
December 1, 2023
40.
O Holy Night
Harry Connick, Jr.
January 1, 1993