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These are the Canadian number-one country albums of 1999, per the RPM Country Albums chart.
| Issue date | Album | Artist |
|---|---|---|
| January 11 | Double Live | Garth Brooks |
| January 18 | Come on Over | Shania Twain |
| January 25 | Come on Over | Shania Twain |
| February 1 | Double Live | Garth Brooks |
| February 8 | Come on Over | Shania Twain |
| February 15 | Wide Open Spaces | Dixie Chicks |
| February 22 | Wide Open Spaces | Dixie Chicks |
| March 1 | Come on Over | Shania Twain |
| March 8 | Come on Over | Shania Twain |
| March 15 | Come on Over | Shania Twain |
| March 22 | Come on Over | Shania Twain |
| March 29 | Come on Over | Shania Twain |
| April 5 | Come on Over | Shania Twain |
| April 12 | Come on Over | Shania Twain |
| April 19 | Come on Over | Shania Twain |
| April 26 | Come on Over | Shania Twain |
| May 3 | Come on Over | Shania Twain |
| May 10 | Come on Over | Shania Twain |
| May 17 | Come on Over | Shania Twain |
| May 24 | Come on Over | Shania Twain |
| May 31 | Come on Over | Shania Twain |
| June 7 | Come on Over | Shania Twain |
| June 14 | Come on Over | Shania Twain |
| June 21 | Come on Over | Shania Twain |
| June 28 | Come on Over | Shania Twain |
| July 5 | That's the Truth | Paul Brandt |
| July 12 | Come on Over | Shania Twain |
| July 19 | Come on Over | Shania Twain |
| July 26 | Come on Over | Shania Twain |
| August 2 | Come on Over | Shania Twain |
| August 9 | Come on Over | Shania Twain |
| August 16 | Come on Over | Shania Twain |
| August 23 | Come on Over | Shania Twain |
| August 30 | Come on Over | Shania Twain |
| September 6 | Come on Over | Shania Twain |
| September 13 | Come on Over | Shania Twain |
| September 20 | Wide Open Spaces | Dixie Chicks |
| September 27 | Fly | Dixie Chicks |
| October 4 | Come on Over | Shania Twain |
| October 11 | Come on Over | Shania Twain |
| October 18 | Come on Over | Shania Twain |
| October 25 | Come on Over | Shania Twain |
| November 1 | Come on Over | Shania Twain |
| November 8 | Come on Over | Shania Twain |
| November 15 | Come on Over | Shania Twain |
| November 22 | Come on Over | Shania Twain |
| November 29 | Breathe | Faith Hill |
| December 6 | Come on Over | Shania Twain |
| December 13 | Come on Over | Shania Twain |
| December 20 | Come on Over | Shania Twain |