| 12 | | Cracked Plastic Classic | C | 06-Feb-1999 | |
| 11 | | Florida Triple Crown - Pro #1 | B | 20-Feb to 21-Feb-1999 | $67 |
| 13 | | Florida Triple Crown - Pro #2 | B | 24-Feb to 25-Feb-1999 | $45 |
| 17 | | Florida Triple Crown - Pro #3 | B | 27-Feb to 28-Feb-1999 | |
| 14 | | Florida Triple Crown Series & Shootout Bonus | S | 28-Feb-1999 | |
| 6 | | No Foolin' 99 - Day 2 | B | 28-Mar-1999 | |
| 5 | | MDGO #1- Day 2 | XB | 11-Apr-1999 | $67 |
| 3 | | Bowling Green Open | A | 17-Apr to 18-Apr-1999 | $1,100 |
| 8 | | MDGO #2 - Day 2 | B | 25-Apr-1999 | |
| 4 | | MDGO #3 - Day 2 | B | 23-May-1999 | $69 |
| 2 | | MDGO #4 - Day 2 | B | 06-Jun-1999 | $244 |
| 1 | | Motor City Open | C | 13-Jun-1999 | $250 |
| 5 | | MDGO #5 - Day 2 | B | 20-Jun-1999 | $55 |
| 5 | | In Flight Open | A | 26-Jun to 27-Jun-1999 | $334 |
| 19 | | Discraft Great Lakes Open | A | 10-Jul to 11-Jul-1999 | |
| 12 | | Brent Hambrick Memorial '99 | A | 24-Jul to 25-Jul-1999 | $225 |
| 55 | | 1999 PDGA Professional Disc Golf World Championships | M | 10-Aug to 14-Aug-1999 | $110 |
| 2 | | MDGO #6 | B | 21-Aug-1999 | $188 |
| 4 | | MDGO Series | C | 04-Sep-1999 | $70 |
| 8 | | MDGO State Finals | B | 04-Sep to 05-Sep-1999 | $58 |
| 5 | | Toronto DG Championships | B | 18-Sep to 19-Sep-1999 | $67 |
| 1 | | Lumberjack Open | B | 25-Sep to 26-Sep-1999 | $800 |
| 1 | | Can-Am Finals | B | 02-Oct to 03-Oct-1999 | $333 |
| 2 | | Can-Am Series | C | 03-Oct-1999 | $115 |
| 2 | | Pteam Pterodactyl Doubles | C | 23-Oct-1999 | $100 |
| 5 | | Harvest Open | C | 24-Oct-1999 | |
