| Date | Size | Title | Author |
| January 4, 2009 | 21 x 21 | WHEN IN ROME | Daniel A. Finan |
| January 11, 2009 | 21 x 21 | MAKING HISTORY | David J. Kahn |
| January 18, 2009 | 21 x 21 | HIGH FIVE | Randolph Ross |
| January 25, 2009 | 21 x 21 | FIDDLE DEE DEE | Michael Torch |
| February 1, 2009 | 23 x 23 | GRID-IRONY | Victor Fleming and Matt Ginsberg |
| February 8, 2009 | 21 x 21 | PAJAMA PARTY | Alan Arbesfeld |
| February 15, 2009 | 21 x 21 | DOUBLE-O SEVEN | Jim Leeds |
| February 22, 2009 | 21 x 21 | THE CRUCIVERBALIST | Barry C. Silk & Doug Peterson |
| March 1, 2009 | 21 x 21 | GOOD AND BAD | Robert W. Harris |
| March 8, 2009 | 21 x 21 | ONE MORE THING | Zack Kushner |
| March 15, 2009 | 21 x 21 | PRIORESSES | Patrick Berry |
| March 22, 2009 | 21 x 21 | CLOSING THE DEAL | Joon Pahk and Matt Matera |
| March 29, 2009 | 21 x 21 | ARCHITECTURAL DRAWING | Elizabeth C. Gorski |
| April 5, 2009 | 23 x 23 | TAKING CARE OF BUSINESS | Charles Deber |
| April 12, 2009 | 21 x 21 | FITTING WORDS | Eric Berlin |
| April 19, 2009 | 21 x 21 | EXTRA! EXTRA! | Will Nediger |
| April 26, 2009 | 21 x 21 | ROUGHLY SPEAKING | Trip Payne |
| May 3, 2009 | 21 x 21 | A STATELY GARDEN | Caleb Madison |
| May 10, 2009 | 21 x 21 | GOLFING AROUND | Patrick Berry |
| May 17, 2009 | 21 x 21 | PERFECT JOBS | Oliver Hill |
| May 24, 2009 | 21 x 21 | PERPETUAL MOTION | Elizabeth C. Gorski |
| May 31, 2009 | 21 x 21 | ODD ONE OUT | Kelsey Blakley |
| June 7, 2009 | 21 x 21 | SHIFTY BUSINESS | Jeremy Newton |
| June 14, 2009 | 21 x 21 | D-PLUS | Brendan Emmett Quigley |
| June 21, 2009 | 21 x 21 | FAMOUS LAST WORDS | Matt Ginsberg and Pete Muller |
| June 28, 2009 | 21 x 21 | SECRET INGREDIENTS | Barry C. Silk |
| July 5, 2009 | 21 x 21 | M N O P | Tony Orbach and Amy Reynaldo |
| July 12, 2009 | 21 x 21 | LINKS TO THE PAST | Alan Arbesfeld |
| July 19, 2009 | 21 x 21 | YOU ARE THERE | Lynn Lempel |
| July 26, 2009 | 23 x 23 | STORY CIRCLE | Kevin G. Der |
| August 2, 2009 | 21 x 21 | GROUP FORMATION | Patrick Berry |
| August 9, 2009 | 21 x 21 | MADE FOR TV-MOVIES | Patrick Blindauer & Andrea Carla Michaels |
| August 16, 2009 | 21 x 21 | LET'S TALK ABOUT ME | Randolph Ross |
| August 23, 2009 | 21 x 21 | E.U. DOINGS | Phil Ruzbarsky |
| August 30, 2009 | 21 x 21 | LITERALLY SO | Ashish Vengsarkar and Narayan Venkatasubramanyan |
| September 6, 2009 | 21 x 21 | THE ARGONNE | Robert H. Wolfe |
| September 13, 2009 | 21 x 21 | LET'S PLAY BINGO | Todd Gross |
| September 20, 2009 | 21 x 21 | CLOSING BELL | Michael Ashley |
| September 27, 2009 | 21 x 21 | THAT IS TWO SAY | Patrick Berry |
| October 4, 2009 | 21 x 21 | INITIAL OFFERINGS | Todd McClary |
| October 11, 2009 | 21 x 21 | AUTHOR! AUTHOR! | Randolph Ross |
| October 18, 2009 | 21 x 21 | AHEAD OF THE CURVE | Elizabeth C. Gorski |
| October 25, 2009 | 21 x 21 | WISHFUL THINKING | Brendan Emmett Quigley |
| November 1, 2009 | 21 x 21 | COMPOUND FRACTURES | Matt Ginsberg and Pete Muller |
| November 8, 2009 | 21 x 21 | COLONIZATION | Robert W. Harris |
| November 15, 2009 | 21 x 21 | MAN OF MANY WORDS | Elizabeth C. Gorski |
| November 22, 2009 | 21 x 21 | CAREER DAY SPEAKER SCHEDULE | Patrick Merrell |
| November 29, 2009 | 21 x 21 | CUED UP | Will Nediger |
| December 6, 2009 | 21 x 21 | DOUBLE BREAK POINT | Patrick Berry |
| December 13, 2009 | 21 x 21 | SOMETIMES A GREAT NOTION | Mike Shenk |
| December 20, 2009 | 21 x 21 | INSIDE DOPE | Alan Arbesfeld |
| December 27, 2009 | 21 x 21 | TOASTING THE NEW YEAR | Elizabeth C. Gorski |