| Date | Game | Time |
| December 4, 2009 | Prep Sports Insight; Interactive Sports Web Show | 7:30 PM CST |
| December 11 2009 | Prep Sports Insight; Interactive Sports Web Show | 7:30 PM CST |
| December 18 2009 | Prep Sports Insight; Interactive Sports Web Show | 7:30 PM CST |
| December 26, 2009 | Proviso West Holiday Tournament Session 1 Saint Patrick vs. Fenwick Hillcrest vs. Von Steuben Evanston vs. Proviso East Forman vs. Morton Session 2 Homewood Flossmoor vs. Proviso West Glenbrook North vs. T.F. North Whitney Young vs. Hinsdale Central New Trier vs. St. Joseph |
9:00 AM 10:30 AM 12:15 PM 1:45 PM 3:45 PM 5:15 PM 7:00 PM 8:30 PM |
| December 28, 2009 | Proviso West Holiday Tournament Session 1 (Consolation Bracket) Fenwick vs. Hillcrest Evanston vs. Morton Proviso West vs. T.F. North Hinsdale Central vs. New Trier Session 2 Saint Patrick vs. Von Steuben (Championship Bracket) Proviso East vs. Forman Homewood Flossmoor vs. Glenbrook North Whitney Young vs. St. Joseph |
9:00 AM 10:30 AM 12:15 PM 1:45 PM 3:45 PM 5:15 PM 7:00 PM 8:30 PM |
| December 29, 2009 | Proviso West Holiday Tournament Session 1 Consolation Simi-Final Consolation Simi-Final TBD TBD Session 2 Simi-Final Simi-Final |
11:00 AM 12:15 PM 2:15 PM 3:45 PM 6:30 PM 8:00 PM |
| December 30, 2009 | Proviso West Holiday Tournament Session 1 TBD TBD Consolation Final Game 5th Place Game Session 2 Third Place Game Championship Game |
11:00 AM 12:15 PM 2:15 PM 3:45 PM 6:30 PM 8:00 PM |