| Date | Size | Title | Author |
| January 2, 2000 | 21 x 21 | NY Times, Sun, Jan 02, 2000 UNSELFISHNESS | Rich Norris |
| January 9, 2000 | 21 x 21 | NY Times, Sun, Jan 09, 2000 PLAYING FAVORITES | Charles M. Deber |
| January 16, 2000 | 21 x 21 | NY Times, Sun, Jan 16, 2000 CALLING ELMER FUDD | Fred Piscop |
| January 23, 2000 | 21 x 21 | NY Times, Sun, Jan 23, 2000 DOUBLE SCALE | Joe DiPietro |
| January 30, 2000 | 21 x 21 | NY Times, Sun, Jan 30, 2000 YEAR OF THE... | Peter Gordon |
| February 6, 2000 | 21 x 21 | NY Times, Sun, Feb 06, 2000 NOW HEAR THIS! | Richard Hughes |
| February 13, 2000 | 21 x 21 | NY Times, Sun, Feb 13, 2000 GROOVY KIND OF LOVE | Bill Zais |
| February 20, 2000 | 23 x 23 | NY Times, Sun, Feb 20, 2000 COMMANDERS IN FICHE | Trip Payne |
| February 27, 2000 | 21 x 21 | NY Times, Sunday, February 27, 2000 A Trip To The Shrink | Harvey Estes |
| March 5, 2000 | 21 x 21 | NY Times, Sun, Mar 05, 2000 TRAM TOUR | Nancy Nicholson Joline |
| March 12, 2000 | 21 x 21 | NY Times, Sun, Mar 12, 2000 WEARING O' THE GREEN | Elizabeth C. Gorski |
| March 19, 2000 | 21 x 21 | NY Times, Sun, Mar 19, 2000 WORD TAG | Greg Staples |
| March 26, 2000 | 21 x 21 | NY Times, Sun, Mar 26, 2000 STARTING COSTS | Manny Nosowsky |
| April 2, 2000 | 21 x 21 | NY Times, Sun, Apr 02, 2000 AD ABSURDUM | Nancy Salomon and Harvey Estes |
| April 9, 2000 | 21 x 21 | NY Times, Sun, Apr 09, 2000 EVERYTHING IN ITS PLACE | Joe DiPietro |
| April 16, 2000 | 21 x 21 | NY Times, Sun, Apr 16, 2000 "HEY, MISTER!" | Elizabeth C. Gorski |
| April 23, 2000 | 21 x 21 | NY Times, Sun, Apr 23, 2000 GET WISE | Nancy Nicholson Joline |
| April 30, 2000 | 21 x 21 | NY Times, Sun, Apr 30, 2000 SHAREWEAR | Cathy Millhauser |
| May 7, 2000 | 21 x 21 | NY Times, Sun, May 07, 2000 PARDONABLE CRIMES | Patrick D. Berry |
| May 14, 2000 | 21 x 21 | NY Times, Sun, May 14, 2000 TAKING TURNS | Bill Zais and Nancy Salomon |
| May 21, 2000 | 21 x 21 | NY Times, Sun, May 21, 2000 REPRESENTATIVE GOVERNMENT | Matt Gaffney |
| May 28, 2000 | 21 x 21 | NY Times, Sun, May 28, 2000 G MOVIES | Richard Silvestri |
| June 4, 2000 | 21 x 21 | NY Times, Sun, Jun 04, 2000 SPELL CHECKER | Martin Schneider |
| June 11, 2000 | 21 x 21 | NY Times, Sun, Jun 11, 2000 OH, NO! | Nelson Hardy |
| June 18, 2000 | 21 x 21 | NY Times, Sun, Jun 18, 2000 CRITIC'S VIEW | Elizabeth C. Gorski |
| June 25, 2000 | 21 x 21 | NY Times, Sun, Jun 25, 2000 CROSSWORDIES | Cathy Millhauser |
| July 2, 2000 | 21 x 21 | NY Times, Sunday, July 2, 2000 Let Freedom Ring | Nancy Nicholson Joline |
| July 9, 2000 | 21 x 21 | NY Times, Sun, Jul 09, 2000 "C" CHANGE | Manny Nosowsky |
| July 16, 2000 | 21 x 21 | NY Times, Sun, Jul 16, 2000 WORKING PARADOXES | David J. Kahn |
| July 23, 2000 | 21 x 21 | NY Times, Sun, Jul 23, 2000 FOLLOWING ORDERS | Patrick Berry |
| July 30, 2000 | 21 x 21 | NY Times, Sun, Jul 30, 2000 BUSINESS CARDS | Randolph Ross |
| August 6, 2000 | 21 x 21 | NY Times, Sun, Aug 06, 2000 "UH-OH" | Manny Nosowsky |
| August 13, 2000 | 21 x 21 | NY Times, Sun, Aug 13, 2000 CHOCOHOLIC'S DELIGHT | Nancy Salomon and Harvey Estes |
| August 20, 2000 | 23 x 23 | NY Times, Sun, Aug 20, 2000 OUTTAKES | Charles M. Deber |
| August 27, 2000 | 21 x 21 | NY Times, Sun, Aug 27, 2000 DOUBLE OR NOTHING | Dana Motley |
| September 3, 2000 | 21 x 21 | NY Times, Sun, Sep 03, 2000 WHO WANTS TO BE A QUIZ SHOW CONTESTANT? | David J. Kahn |
| September 10, 2000 | 21 x 21 | NY Times, Sunday, September 10, 2000 Shining Examples | Elizabeth C. Gorski |
| September 17, 2000 | 21 x 21 | NY Times, Sun, Sep 17, 2000 WASH YOUR STEP! | Nelson Hardy |
| September 24, 2000 | 21 x 21 | NY Times, Sun, Sep 24, 2000 ONE FOR THE BOOKS | Randolph Ross |
| October 1, 2000 | 23 x 23 | NY Times, Sun, Oct 01, 2000 BALLPLAYERS' FAVORITE | Nancy Nicholson Joline |
| October 8, 2000 | 21 x 21 | NY Times, Sun, Oct 08, 2000 NOON | Richard Silvestri |
| October 15, 2000 | 21 x 21 | NY Times, Sun, Oct 15, 2000 FIGURES OF SPEECH | Patrick Berry |
| October 22, 2000 | 21 x 21 | NY Times, Sun, Oct 22, 2000 WORD LADDER | Henry Hook |
| October 29, 2000 | 21 x 21 | NY Times, Sun, Oct 29, 2000 SPELLING EBAY | Karen Hodge |
| November 5, 2000 | 21 x 21 | NY Times, Sun, Nov 05, 2000 PARTNERS | Michael S. Maurer |
| November 12, 2000 | 21 x 21 | NY Times, Sun, Nov 12, 2000 BAR ASSOCIATION | Joe DiPietro |
| November 19, 2000 | 21 x 21 | NY Times, Sun, Nov 19, 2000 MRS. HERR'S LUNCH | Cathy Millhauser |
| November 26, 2000 | 21 x 21 | NY Times, Sun, Nov 26, 2000 INTANGIBLES | Patrick Berry |
| December 3, 2000 | 21 x 21 | NY Times, Sun, Dec 03, 2000 KINDS OF BOWLS | Elizabeth C. Gorski |
| December 10, 2000 | 21 x 21 | NY Times, Sun, Dec 10, 2000 INNER CIRCLES | Rich Norris |
| December 17, 2000 | 21 x 21 | NY Times, Sun, Dec 17, 2000 ABOUT THAT FRUITCAKE | Frances Hansen |
| December 24, 2000 | 21 x 21 | NY Times, Sun, Dec 24, 2000 CHRISTMAS PLAY | Bill Zais |
| December 31, 2000 | 21 x 21 | NY Times, Sun, Dec 31, 2000 MAKING A FACE | Elizabeth C. Gorski |