December 10, 1999, 9:00-11:00 p.m.
Host: Peter Welch
Top Blues releases of 1999.
| Song Title | Artist | Album | Label & Format |
| Hula Hoop | Anson Funderburgh & The Rockets | Change in My Pocket | Bullseye Blues & Jazz CD |
| He Don't Have the Blues Anymore | Maria Muldaur | Meet Me Where They Play the Blues | Telarc CD |
| A Touch of Love | Francine Reed | Shades of Blue | Platinum CD |
| The Road of Life | Larry Garner | Baton Rouge | Evidence CD |
| Move from the Hood | Luther Allison | Live in Chicago | Alligator CD |
| Without Me Baby | Clarence "Gatemouth" Brown | American Music Texas Style | Blue Thumb CD |
| Bon Ton Roulet | Lonnie Brooks, Long John Hunter & Phillip Walker | Lone Star Shooutout | Alligator CD |
| Marryin' Game | Aron Burton | Good Blues to You | Delmark CD |
| Moving to the Country | Paul Rishell & Annie Raines | Moving to the Country | Tone-Cool CD |
| Queen of Complication | Gary Primich | Botheration | Black Top CD |
| Stumbled and Fell in Love | Charles Brown | In a Grand Style | Bullseye Blues & Jazz CD |
| Fairfax Station Rag | John Jackson | Front Porch Blues | Alligator CD |
| Change My Way | Joe Louis Walker | Silvertone Blues | Blue Thumb CD |
| Dead Ass Broke | Big Bill Morganfield | Rising Son | Blind Pig CD |
| I'm a Woman | Debbie Davies | Tales from the Austin Motel | Shanachie CD |
| The Jig's Up | Janiva Magness w/Kid Ramos | Kid Ramos | Evidence CD |
| Be Good to Me Tonight | Ruth Brown | A Good Day for the Blues | Bullseye Blues & Jazz CD |
| Money Back Guarantee | Johnnie Bassett & The Blues Insurgents | Party My Blues Away | Cannonball Records CD |
| Shoppin' and Snackin' | Ken Saydak | Foolish Man | Delmark CD |
| Pardon | Robert Cray | Take Your Shoes Off | Rykodisc CD |
| When Do I Get to Be a Man | Bill Sims | Bill Sims | PBS/Warner Bros. CD |
| Blues is My Wailin' Wall | Mighty Mo Rodgers | Blues is My Wailin' Wall | Blue Thumb CD |
| Whiskey Train | Clarence Brewer | King Clarentz | HMG/Hightone CD |
| Diddy Wah Diddy | Corey Harris | Greens from the Garden | Alligator CD |
| Chan Chan (Charlie's Blues) | Charlie Musselwhite | Continental Drifter | Pointblank CD |
| Got My Eyes on You | Lurrie Bell | Blues Had a Baby | Delmark CD |