2008–09 Cleveland Cavaliers season Game log January

| Game | Date_ | Team | Score | High_points | High_assists | Location_Attendance | Record |
|---|---|---|---|---|---|---|---|
| 32 | January 2 | Chicago | W 117–92 (OT) | Anderson Varejão (26) | LeBron James (11) | Quicken Loans Arena 20,562 | 27–5 |
| 33 | January 4 | @ Washington | L 77–80 (OT) | LeBron James (30) | LeBron James (10) | Verizon Center 20,173 | 27–6 |
| 34 | January 7 | Charlotte | W 111–81 (OT) | LeBron James (21) | Delonte West (7) | Quicken Loans Arena 20,562 | 28–6 |
| 35 | January 9 | Boston | W 98–83 (OT) | LeBron James (38) | LeBron James (6) | Quicken Loans Arena 20,562 | 29–6 |
| 36 | January 13 | @ Memphis | W 102–87 (OT) | LeBron James (30) | LeBron James (10) | FedExForum 15,121 | 30–6 |