2008–09 Cleveland Cavaliers season Game log December

| Game | Date_ | Team | Score | High_points | High_rebounds | High_assists | Location_Attendance | Record |
|---|---|---|---|---|---|---|---|---|
| 23 | December 12 | Philadelphia | W 88–72 (OT) | LeBron James (28) | Darnell Jackson (8) | LeBron James (7) | Quicken Loans Arena 20,562 | 20–3 |
| 24 | December 13 | @ Atlanta | L 92–97 (OT) | LeBron James (33) | Anderson Varejão (8) | LeBron James (9) | Philips Arena 19,200 | 20–4 |
| 25 | December 17 | @ Minnesota | W 93–70 (OT) | LeBron James (32) | Anderson Varejão (11) | Delonte West (5) | Target Center 14,899 | 21–4 |
| 26 | December 19 | @ Denver | W 105–88 (OT) | LeBron James (33) | LeBron James (10) | LeBron James (8) | Pepsi Center 19,155 | 22–4 |
| 27 | December 21 | @ Oklahoma City | W 102–91 (OT) | LeBron James (31) | Ben Wallace , Anderson Varejão (6) | LeBron James (7) | Ford Center 19,136 | 23–4 |