| 3 | 50.00 | The Abominable Snowman @ Madison Meadows | C | 02-Feb-2008 | $90 |
| 13 | 105.00 | Irish You the Best of Luck | B | 08-Mar-2008 | |
| 11 | 40.00 | Evansville Open | C | 22-Mar-2008 | |
| 30 | 770.00 | Bowling Green Open | NT | 12-Apr to 13-Apr-2008 | $240 |
| 4 | 145.00 | IOS #1 at Kenosha - Open, MA2, MA4 | C/B | 19-Apr-2008 | $95 |
| 17 | 50.00 | Lemon Lake Spring Opener | C | 27-Apr-2008 | |
| 14 | 195.00 | Greater Milwaukee Open (Open, MA1 Only) | B | 17-May-2008 | $79 |
| 6 | 135.00 | IOS #2 at Lombard Presented by Fivetone.com - Open, MA2, MA4 | C/B | 31-May-2008 | $65 |
| 4 | 50.00 | Kishwaukee Classic | C | 07-Jun-2008 | $35 |
| 5 | 105.00 | Iron Lion Safari | B | 14-Jun-2008 | $170 |
| 5 | 90.00 | IOS #3 The Crystal Cruise - Open, MA2, MA4 | C/B | 21-Jun-2008 | $60 |
| 4 | 172.50 | Fivetone.com's Greater Peoria Open | B | 28-Jun to 29-Jun-2008 | $166 |
| 1 | 35.00 | Grip it & Rip It (Pro/Adv) | C | 26-Jul-2008 | $136 |
| 15 | 45.00 | 6th Prairie Open - Pro/AdvMen | B | 23-Aug-2008 | |
| 15 | 300.00 | Discontinuum Presents The Illinois Open | A | 06-Sep to 07-Sep-2008 | $94 |
| 7 | 97.50 | Hamilton Wildcat Springs Open | B | 27-Sep-2008 | $134 |
| 23 | 10.00 | 21st Channahon Classic - Pro/Adv | C | 28-Sep-2008 | |
| 6 | 65.00 | Capital City Challenge | C/B | 04-Oct-2008 | $40 |
| 10 | 20.00 | 2nd Bloomington - Normal Open | C | 05-Oct-2008 | |
| 2 | 307.50 | 7th Annual Homie Fall Celebration | B | 12-Oct-2008 | $247 |
| 2 | 65.00 | IOS #6, The Brass Expires - Open, MA2, MA4 | C/B | 18-Oct-2008 | $125 |
| 5 | 217.50 | Joliet Pro Championships | B | 25-Oct to 26-Oct-2008 | $225 |
| 4 | 130.00 | Cold Turkey III | C | 29-Nov-2008 | $100 |
