| Date | Title | Artist | From |
| 10/8/98 | Let Me Be the First (To Wish You a Merry Christmas) | Steve Lawrence | The Great Songs of Christmas, vol. 5 (LP) |
| 10/9/98 | A Time To Be Jolly | Bing Crosby | A Christmas Toast From Bing (CS) |
| 10/10/98 | We Need A Little Christmas | New Christy Minstrels | The Great Songs of Christmas, vol. 6 (LP) |
| 10/11/98 | Good King Wenceslas | Glenn Miller | In The Christmas Mood II (CD) |
| 10/12/98 | I Saw Three Ships | Sting | A Very Special Christmas 3 (CD) |
| 10/13/98 | Ding Dong Merrily on High | The Young Americans | Your Favorite Songs of Christmas, Vol. 4 (LP) |
| 10/14/98 | Aspenglow | John Denver | A Rocky Mountain Christmas (LP) |
| 10/15/98 | Christmas All Over Again | Tom Petty | A Very Special Christmas 2 (CD) |
| 10/16/98 | Christmas Time's A-Comin' | The Hopeful Gospel Quartet | A Prairie Home Companion Christmas (CS) |
| 10/17/98 | The Twelve Days of Christmas | John Denver and the Muppets | A Christmas Together (CD) |
| 10/18/98 | The Peace Carol | John Denver and the Muppets | A Christmas Together (CD) |
| 10/19/98 | Christmas Island | Leon Redbone | Christmas Island (LP) |
| 10/20/98 | Surfer's Christmas Wish | Jan and Dean | Surfin' Christmas (CD) |
| 10/21/98 | Mele Kalikimaka | Poi Dog Pondering | Acoustic Christmas (CD) |
| 10/22/98 | Jingle Bell Rock | Chet Atkins | Christmas With Chet Atkins (LP) |
| 10/23/98 | Welcome Christmas | Soundtrack | How the Grinch Stole Christmas (CD) |
| 10/24/98 | The Christmas Wish | Kermit | A Christmas Together (CD) |
| 10/25/98 | We Wish You A Merry Christmas | Ray Conniff Singers | 60 Christmas Classics, 2 (CD) |
| 10/26/98 | I'll Be Home For Christmas | Leon Redbone | Christmas Island (LP) |
| 10/27/98 | Ole Kris Kringle | Kitty Wells | Country Christmas, vol. 3 (CD) |
| 10/28/98 | Deck The Halls | Chet Atkins | Christmas With Chet Atkins (LP |
| 10/29/98 | Christmas Time Is Here | Soundtrack | Charlie Brown Christmas |
| 10/30/98 | Rudolph The Red Nosed Reindeer | Burl Ives | Rudolph The Red Nosed Reindeer (CD) |
| 10/31/98 | You're A Mean One Mr. Grinch | Soundtrack | How The Grinch Stole Christmas (CD) |
| 11/1/98 | Little Drummer Boy | Tennessee Ernie Ford | We Wish You A Merry Christmas (CD) |
| 11/2/98 | And The Bells Rang | Bing Crosby | A Christmas Toast From Bing (CS) |
| 11/3/98 | Jingle Bells | Dick Leibert | A Merry Wurlitzer Christmas (LP) |
| 11/4/98 | Jingle Jingle Jingle | Soundtrack | Rudolph The Red Nosed Reindeer (CD) |
| 11/5/98 | Winter Wonderland | Dolly Parton | Country Christmas, vol. 2 (CD) |
| 11/6/98 | White Christmas | Elvis Presley | If Every Day Was Like Christmas (CD) |
| 11/7/98 | What Will Santa Claus Say? | Louis Prima | Christmas In New Orleans (CD) |
| 11/8/98 | Lo, How A Rose E'er Blooming | Diahann Carroll | The Great Songs of Christmas, vol. 5 (LP) |
| 11/9/98 | Jolly Old Saint Nicholas | Maurice Chevalier | The Great Songs of Christmas, vol. 5 (LP) |
| 11/10/98 | I Saw Mommy Kissing Santa Claus | Al Hirt | Al Hirt The sound of Christmas(LP) |
| 11/11/98 | Let There Be Peace On Earth | Roy Rogers and Dale Evans | Town and Country Sound of Christmas, vol. 2 (LP) |
| 11/12/98 | Christmas for Cowboys | John Denver | Rocky Mountain Christmas (LP) |
| 11/13/98 | Here We Come A Caroling | Ray Conniff Singers | Do You Hear What I Hear (CD) |
| 11/14/98 | Little Saint Nick | Beach Boys | Surfin' Christmas (CD) |
| 11/15/98 | Holly and the Ivy | George Winston | December (CS) |
| 11/16/98 | Let It Snow! | Ed Ames | 60 Christmas Classic, 3 (CD) |
| 11/17/98 | Christmas Is | Harry Simeone Chorale | The Great Songs of Christmas, vol. 7 (LP)) |
| 11/18/98 | Some Children See Him | Diahann Carroll | The Great Songs of Christmas, vol. 5 (LP) |
| 11/19/98 | Holly Jolly Christmas | Burl Ives | Rudolph The Red-Nosed Reindeer (CD) |
| 11/20/98 | Up On the Housetop | Eddy Arnold | Christmas With Henry Mancini/Eddy Arnold (LP) |
| 11/21/98 | Blue Christmas | Leon Redbone | Mixed Nuts (CD) |
| 11/22/98 | I Pray on Christmas | Harry Connick, Jr. | When My Heart Finds Christmas (CD) |
| 11/23/98 | Christmas Is Coming | John Denver and the Muppets | A Christmas Together (CD) |
| 11/24/98 | Here Comes Santa Claus | Elvis Presley | If Every Day Was Like Christmas (CD) |
| 11/25/98 | Santa Claus is Coming to Town | Tony Bennett | 60 Christmas Classics, 2 (CD) |
| 11/26/98 | A Christmas Toast | Bing Crosby | Goodyear, The Great Songs of Christmas--Henry Mancini Selects (LP) |
| 11/27/98 | Shop For Christmas Presents | Garrison Keillor | A Prairie Home Christmas (CS) |
| 11/28/98 | Santa Claus is Back in Town | Elvis Presley | If Every Day Was Like Christmas (CD) |
| 11/29/98 | Good Christian Men Rejoice | Robert Shaw Orchestra | 60 Christmas Classics, 1 (CD) |
| 11/30/98 | It's Beginning to Look a Lot Like Christmas | Living Strings | 60 Christmas Classics, 1 (CD) |
| 12/1/98 | Last Month of the Year | Kingston Trio | 60 Christmas Classics, 3 (CD) |
| 12/2/98 | Hark the Herald | Vanessa Williams | Star Bright (CD) |
| 12/3/98 | Happy Holidays/The Holiday Season | Andy Williams | Andy Williams Christmas Album (LP) |
| 12/4/98 | Sleigh Ride | Boston Pops | 60 Christmas Classics, 3 (CD) |
| 12/5/98 | The Christmas Song | Nat King Cole | The Christmas Song (LP) |
| 12/6/98 | Silent Night | James Hughes | Christmas Harmonica (LP) |
| 12/7/98 | The Most Wonderful Time of the Year | Andy Williams | Do You Hear What I Hear? (CD) |
| 12/8/98 | Man With All the Toys | Beach Boys | Surfin' Christmas (CD) |
| 12/9/98 | There's No Place Like Home For the Holidays | Jerry Vale | Goodyear, The Great Songs of Christmas vol. 7 (LP) |
| 12/10/98 | This Christmas I Spend With You | Robert Goulet | Goodyear, The Great Songs of Christmas vol. 7 (LP) |
| 12/11/98 | Silver Bells | Kate Smith | 60 Christmas Classics, 1 (CD) |
| 12/12/98 | Count Your Blessings | Bing Crosby | White Christmas (CD) |
| 12/13/98 | O Come All Ye Faithful | Bing Crosby | Bing Crosby Christmas Collection (CD) |
| 12/14/98 | Angels We Have Heard On High | Norman Luboff Choir | 60 Christmas Classics, 2 (CD) |
| 12/15/98 | God Rest Ye Merry Gentlemen | Nat King Cole | Christmas is for Kids! Nat King Cole (CD) |
| 12/16/98 | Cool Yule | Louis Armstrong | Louis Armstrong Christmas Through the Years (CD) |
| 12/17/98 | (oops, I forget which one!) | Ray Conniff Singers | Christmas With Conniff |
| 12/18/98 | What Child Is This? | Vanessa Williams | Star Bright |
| 12/19/98 | It Came Upon A Midnight Clear | Bing Crosby and Frank Sinatra | Christmas with Bing and Frank (CD) |
| 12/20/98 | Oh Holy Night | John Davidson | |
| 12/21/98 | O Little Town of Bethlehem | Bing Crosby and Frank Sinatra | Christmas with Bing and Frank (CD) |
| 12/22/98 | Away in a Manger | Tammy Wynette | |
| 12/23/98 | Twas the Night Before Christmas | Lorne Greene | |
| 12/24/98 | O Holy Night | Anne Murray | |
| 12/25/98 | Joy To The World | Whitney Houston | The Preacher's Wife (CD) |