1999-05-29 — CKX 1150 AM ( Brandon, Manitoba )
| TW | LW | | ARTIST | TITLE | WKS | NOTES |
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| 1 | | | Chely Wright | Single White Female | | | | 2 | | | Shania Twain | Man! I Feel Like A Woman! | | | | 3 | | | Lonestar | Amazed | | | | 4 | | | Collin Raye | Anyone Else | | | | 5 | | | Jo Dee Messina | Lesson In Leavin' | | | | 6 | | | Tim McGraw | Please Remember Me | | | | 7 | | | Martina McBride | Whatever You Say | | | | 8 | | | Dixie Chicks | Tonight The Heartache's On Me | | | | 9 | | | Faith Hill | The Secret Of Life | | | | 10 | | | Paul Brandt | That's The Truth | | | | PH | | | Terri Clark | Unsung Hero | | |
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