1999-12-04 — CKDX 88.5 FM ( Newmarket, Ontario )
| TW | LW | | ARTIST | TITLE | WKS | NOTES |
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| 1 | | | Faith Hill | Breathe | | | | 2 | | | Alan Jackson | Pop A Top | | | | 3 | | | Kenny Chesney | She Thinks My Tractor's Sexy | | | | 4 | | | Brad Paisley | He Didn't Have To Be | | | | 5 | | | Chely Wright | It Was | | | | 6 | | | Jason Sellers | A Matter Of Time | | | | 7 | | | LeAnn Rimes | Big Deal | | | | 8 | | | Tracy Byrd | Put Your Hand In Mine | | | | 9 | | | Keith Urban | It's A Love Thing | | | | 10 | | | The Mavericks | Here Comes My Baby | | | | PH | | | Jennifer Day | The Fun Of Your Love | | |
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