1999-05-29 — CFCY 630 AM ( Charlottetown, Prince Edward Island )
| TW | LW | | ARTIST | TITLE | WKS | NOTES |
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| 6 | | | Andy Griggs | You Won't Ever Be Lonely | | | | 9 | | | George Strait | Write This Down | | | | PH | | | Jim Witter | Jumpin' Right In | | | | 3 | | | Jo Dee Messina | Lesson In Leavin' | | | | 5 | | | Joe Diffie | A Night To Remember | | | | 10 | | | John Michael Montgomery | Hello L-o-v-e | | | | 1 | | | Lila McCann | With You | | | | 2 | | | Lorrie Morgan (Duet with Sammy Kershaw) | Maybe Not Tonight | | | | 8 | | | Martina McBride | Whatever You Say | | | | 7 | | | Montgomery Gentry | Hillbilly Shoes | | | | 4 | | | Shania Twain | Man! I Feel Like A Woman! | | |
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