1999-10-16 — CJKX 95.9 FM ( Ajax, Ontario )
| TW | LW | | ARTIST | TITLE | WKS | NOTES |
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| 1 | | | Martina McBride | I Love You | | | | 2 | | | Dixie Chicks | Ready To Run | | | | 3 | | | Tim McGraw | Something Like That | | | | 4 | | | John Michael Montgomery | Home To You | | | | 5 | | | Andy Griggs | I'll Go Crazy | | | | 6 | | | Montgomery Gentry | Lonely And Gone | | | | 7 | | | Mark Wills | She's In Love | | | | 8 | | | George Strait | What Do You Say To That | | | | 9 | | | Lisa Brokop | Cool Summer Night | | | | 10 | | | Thomas Wade | Running Away With You | | | | PH | | | Jim Witter | Tough As A Pickup Truck | | |
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