2008–09 Toronto Raptors season Regular season December

| Game | Date_ | Team | Score | High_points | High_rebounds | High_assists | Location_Attendance | Record |
|---|---|---|---|---|---|---|---|---|
| 26 | December 19 | @ Oklahoma City | L 83–91 (OT) | Chris Bosh (22) | Chris Bosh (16) | José Calderón (8) | Ford Center 18,806 | 10–16 |
| 27 | December 20 | @ San Antonio | L 97–107 (OT) | Jermaine O`Neal (24) | Chris Bosh , Jermaine O`Neal (10) | Chris Bosh , José Calderón (4) | AT&T Center 17,227 | 10–17 |
| 28 | December 22 | @ L.A. Clippers | W 97–75 (OT) | Chris Bosh (31) | Jermaine O`Neal (9) | José Calderón (9) | Staples Center 16,094 | 11–17 |
| 29 | December 26 | @ Sacramento | W 107–101 (OT) | Jermaine O`Neal (36) | Jermaine O`Neal (9) | José Calderón (6) | ARCO Arena 12,059 | 12–17 |
| 30 | December 27 | @ Portland | L 89–102 (OT) | Chris Bosh (29) | Chris Bosh (9) | José Calderón (8) | Rose Garden 20,588 | 12–18 |