| Year: | 1999 |
| Tour: | Canadian Tour |
| Regular Season: | – |
| No Of Events: | 14 |
| Most Wins: |  Ken Staton (3) |
| Honor1: | Order of Merit |
| Honoree1: | Ken Duke |
| Prevseason: | 1998 |
| Nextseason: | 2000 |
The 1999 Canadian Tour was the 14th season of the Canadian Tour, the main professional golf tour in Canada since it was formed in 1986.
The following table lists official events during the 1999 season.[1]
| Date | Tournament | Location | Purse (C$) | Winner | |
|---|---|---|---|---|---|
| May 23 | British Columbia | 150,000 | Ken Staton (1) | ||
| May 30 | British Columbia | 150,000 | Ken Duke (1) | ||
| Jun 6 | British Columbia | 150,000 | Ken Staton (2) | ||
| Jun 13 | Alberta | 150,000 | Brian Kontak (1) | ||
| Jun 27 | Alberta | 150,000 | Jaime Gomez (1) | ||
| Jul 4 | Alberta | 150,000 |  Ray Stewart (1) | ||
| Jul 11 | Manitoba | 125,000 |  Neale Smith (1) | ||
| Jul 18 | Ontario | 125,000 | Arron Oberholser (1) | ||
| Jul 25 | Ontario | 200,000 | Ray Stewart (2) | ||
| Aug 1 | Ontario | 125,000 | Scott Petersen (2) | ||
| Aug 8 | Ontario | 125,000 | Arron Oberholser (2) | ||
| Aug 15 | Quebec | 100,000 | Ken Staton (3) | ||
| Aug 29 | Prince Edward Island | 125,000 | David Morland IV (1) | ||
| Sep 19 | Ontario | 200,000 | Ken Duke (2) |
The Order of Merit was titled as the McDonald's Order of Merit and was based on prize money won during the season, calculated in Canadian dollars.[2]
| Position | Player | Prize money (C$) | |
|---|---|---|---|
| 1 | 122,187 | ||
| 2 | 83,739 | ||
| 3 | 77,412 | ||
| 4 | 64,164 | ||
| 5 | 55,899 |