| Date | Size | Title | Author |
| January 4, 2009 | 21 x 21 | NY Times, Sun, Jan 04, 2009 WHEN IN ROME | Daniel A. Finan |
| January 11, 2009 | 21 x 21 | NY Times, Sun, Jan 11, 2009 MAKING HISTORY | David J. Kahn |
| January 18, 2009 | 21 x 21 | NY Times, Sun, Jan 18, 2009 HIGH FIVE | Randolph Ross |
| January 25, 2009 | 21 x 21 | NY Times, Sun, Jan 25, 2009 FIDDLE DEE DEE | Michael Torch |
| February 1, 2009 | 23 x 23 | NY Times, Sun, Feb 01, 2009 GRID-IRONY | Victor Fleming and Matt Ginsberg |
| February 8, 2009 | 21 x 21 | NY Times, Sun, Feb 08, 2009 PAJAMA PARTY | Alan Arbesfeld |
| February 15, 2009 | 21 x 21 | NY Times, Sun, Feb 15, 2009 DOUBLE-O SEVEN | Jim Leeds |
| February 22, 2009 | 21 x 21 | NY Times, Sun, Feb 22, 2009 THE CRUCIVERBALIST | Barry C. Silk & Doug Peterson |
| March 1, 2009 | 21 x 21 | NY Times, Sun, Mar 01, 2009 GOOD AND BAD | Robert W. Harris |
| March 8, 2009 | 21 x 21 | NY Times, Sun, Mar 08, 2009 ONE MORE THING | Zack Kushner |
| March 15, 2009 | 21 x 21 | NY Times, Sun, Mar 15, 2009 PRIORESSES | Patrick Berry |
| March 22, 2009 | 21 x 21 | NY Times, Sun, Mar 22, 2009 CLOSING THE DEAL | Joon Pahk and Matt Matera |
| March 29, 2009 | 21 x 21 | NY Times, Sun, Mar 29, 2009 ARCHITECTURAL DRAWING | Elizabeth C. Gorski |
| April 5, 2009 | 23 x 23 | NY Times, Sun, Apr 05, 2009 TAKING CARE OF BUSINESS | Charles Deber |
| April 12, 2009 | 21 x 21 | NY Times, Sun, Apr 12, 2009 FITTING WORDS | Eric Berlin |
| April 19, 2009 | 21 x 21 | NY Times, Sun, Apr 19, 2009 EXTRA! EXTRA! | Will Nediger |
| April 26, 2009 | 21 x 21 | NY Times, Sun, Apr 26, 2009 ROUGHLY SPEAKING | Trip Payne |
| May 3, 2009 | 21 x 21 | NY Times, Sun, May 03, 2009 A STATELY GARDEN | Caleb Madison |
| May 10, 2009 | 21 x 21 | NY Times, Sun, May 10, 2009 GOLFING AROUND | Patrick Berry |
| May 17, 2009 | 21 x 21 | NY Times, Sun, May 17, 2009 PERFECT JOBS | Oliver Hill |
| May 24, 2009 | 21 x 21 | NY Times, Sun, May 24, 2009 PERPETUAL MOTION | Elizabeth C. Gorski |
| May 31, 2009 | 21 x 21 | NY Times, Sun, May 31, 2009 ODD ONE OUT | Kelsey Blakley |
| June 7, 2009 | 21 x 21 | NY Times, Sun, Jun 07, 2009 SHIFTY BUSINESS | Jeremy Newton |
| June 14, 2009 | 21 x 21 | NY Times, Sun, Jun 14, 2009 D-PLUS | Brendan Emmett Quigley |
| June 21, 2009 | 21 x 21 | NY Times, Sun, Jun 21, 2009 FAMOUS LAST WORDS | Matt Ginsberg and Pete Muller |
| June 28, 2009 | 21 x 21 | NY Times, Sun, Jun 28, 2009 SECRET INGREDIENTS | Barry C. Silk |
| July 5, 2009 | 21 x 21 | NY Times, Sun, Jul 05, 2009 M N O P | Tony Orbach and Amy Reynaldo |
| July 12, 2009 | 21 x 21 | NY Times, Sun, Jul 12, 2009 LINKS TO THE PAST | Alan Arbesfeld |
| July 19, 2009 | 21 x 21 | NY Times, Sun, Jul 19, 2009 YOU ARE THERE | Lynn Lempel |
| July 26, 2009 | 23 x 23 | NY Times, Sun, Jul 26, 2009 STORY CIRCLE | Kevin G. Der |
| August 2, 2009 | 21 x 21 | NY Times, Sun, Aug 02, 2009 GROUP FORMATION | Patrick Berry |
| August 9, 2009 | 21 x 21 | NY Times, Sun, Aug 09, 2009 MADE FOR TV-MOVIES | Patrick Blindauer & Andrea Carla Michaels |
| August 16, 2009 | 21 x 21 | NY Times, Sun, Aug 16, 2009 LET'S TALK ABOUT ME | Randolph Ross |
| August 23, 2009 | 21 x 21 | NY Times, Sun, Aug 23, 2009 E.U. DOINGS | Phil Ruzbarsky |
| August 30, 2009 | 21 x 21 | NY Times, Sun, Aug 30, 2009 LITERALLY SO | Ashish Vengsarkar and Narayan Venkatasubramanyan |
| September 6, 2009 | 21 x 21 | NY Times, Sun, Sep 06, 2009 THE ARGONNE | Robert H. Wolfe |
| September 13, 2009 | 21 x 21 | NY Times, Sun, Sep 13, 2009 LET'S PLAY BINGO | Todd Gross |
| September 20, 2009 | 21 x 21 | NY Times, Sun, Sep 20, 2009 CLOSING BELL | Michael Ashley |
| September 27, 2009 | 21 x 21 | NY Times, Sun, Sep 27, 2009 THAT IS TWO SAY | Patrick Berry |
| October 4, 2009 | 21 x 21 | NY Times, Sun, Oct 04, 2009 INITIAL OFFERINGS | Todd McClary |
| October 11, 2009 | 21 x 21 | NY Times, Sun, Oct 11, 2009 AUTHOR! AUTHOR! | Randolph Ross |
| October 18, 2009 | 21 x 21 | NY Times, Sun, Oct 18, 2009 AHEAD OF THE CURVE | Elizabeth C. Gorski |
| October 25, 2009 | 21 x 21 | NY Times, Sun, Oct 25, 2009 WISHFUL THINKING | Brendan Emmett Quigley |
| November 1, 2009 | 21 x 21 | NY Times, Sun, Nov 01, 2009 COMPOUND FRACTURES | Matt Ginsberg and Pete Muller |
| November 8, 2009 | 21 x 21 | NY Times, Sun, Nov 08, 2009 COLONIZATION | Robert W. Harris |
| November 15, 2009 | 21 x 21 | NY Times, Sun, Nov 15, 2009 MAN OF MANY WORDS | Elizabeth C. Gorski |
| November 22, 2009 | 21 x 21 | NY Times, Sun, Nov 22, 2009 CAREER DAY SPEAKER SCHEDULE | Patrick Merrell |
| November 29, 2009 | 21 x 21 | NY Times, Sun, Nov 29, 2009 CUED UP | Will Nediger |
| December 6, 2009 | 21 x 21 | NY Times, Sun, Dec 06, 2009 DOUBLE BREAK POINT | Patrick Berry |
| December 13, 2009 | 21 x 21 | NY Times, Sun, Dec 13, 2009 SOMETIMES A GREAT NOTION | Mike Shenk |
| December 20, 2009 | 21 x 21 | NY Times, Sun, Dec 20, 2009 INSIDE DOPE | Alan Arbesfeld |
| December 27, 2009 | 21 x 21 | NY Times, Sun, Dec 27, 2009 TOASTING THE NEW YEAR | Elizabeth C. Gorski |