| Ramon Sessions (10) | Bradley Center15,768 | 18–20 |- bgcolor="#ffcccc" | 39 | January 10 | @ Minnesota | | Michael Redd (32) | Luke Ridnour (9) | Luke Ridnour (6) | Target Center15,007 | 18–21 |- bgcolor="#bbffbb" | 40 | January 12 | @ Washington | | Michael Redd (29) | Andrew Bogut, Luc Mbah a Moute (10) | Luke Ridnour (10) | Verizon Center13,510 | 19–21 |- bgcolor="#ffcccc" | 41 | January 14 | Miami | | Luke Ridnour (25) | Andrew Bogut (11) | Joe Alexander (5) | Bradley Center15,271 | 19–22 |- bgcolor="#bbffbb" | 42 | January 16 | @ Sacramento | | Michael Redd (44) | Charlie Villanueva (12) | Luke Ridnour (10) | ARCO Arena11,663 | 20–22 |- bgcolor="#ffcccc" | 43 | January 17 | @ L.A. Clippers | | Richard Jefferson (26) | Luc Mbah a Moute (6) | Luke Ridnour (8) | Staples Center16,448 | 20–23 |- bgcolor="#ffcccc" | 44 | January 19 | @ Portland | | Charlie Villanueva, Richard Jefferson (23) | Charlie Villanueva (10) | Tyronn Lue (4) | Rose Garden20,580 | 20–24 |- bgcolor="#bbffbb" | 45 | January 21 | Dallas | | Charlie Villanueva (32) | Charlie Villanueva (10) | Richard Jefferson (8) | Bradley Center13,898 | 21–24 |- bgcolor="#ffcccc" | 46 | January 23 | @ Atlanta | | Charlie Villanueva (27) | Luc Mbah a Moute (10) | Tyronn Lue, Michael Redd, Luke Ridnour (4) | Philips Arena18,556 | 21–25 |- bgcolor="#bbffbb" | 47 | January 24 | Sacramento | | Richard Jefferson (20) | Francisco Elson (12) | Luke Ridnour (8) | Bradley Center15,379 | 22–25 |- bgcolor="#ffcccc" | 48 | January 26 | Minnesota | | Ramon Sessions (18) | Richard Jefferson, Francisco Elson (9) | Luke Ridnour (9) | Bradley Center12,914 | 22–26 |- bgcolor="#ffcccc" | 49 | January 28 | @ Indiana | | Charlie Villanueva (28) | Charlie Villanueva (8) | Charlie Villanueva, Luke Ridnour (4) | Conseco Fieldhouse12,143 | 22–27 |- bgcolor="#bbffbb" | 50 | January 30 | @ Toronto | | Charlie Villanueva (26) | Charlie Villanueva (13) | Ramon Sessions (6) | Air Canada Centre18,791 | 23–27 |- bgcolor="#bbffbb" | 51 | January 31 | Atlanta | | Charlie Villanueva (27) | Francisco Elson (8) | Luke Ridnour (9) | Bradley Center15,881 | 24–27 |- bgcolor="#ffcccc" | 52 | February 3 | @ New Jersey |