| Date | Size | Title | Author |
| January 6, 2019 | 21 x 21 | NY Times, Sun, Jan 06, 2019 BREAKING NEWS | Zhouqin Burnikel |
| January 13, 2019 | 21 x 21 | NY Times, Sun, Jan 13, 2019 PARLOR TRICKS | Andy Kravis |
| January 20, 2019 | 21 x 21 | NY Times, Sun, Jan 20, 2019 QUESTION OF RESPONSIBILITY | Richard Crowe |
| January 27, 2019 | 21 x 21 | NY Times, Sun, Jan 27, 2019 UNEMPLOYMENT LINES | Randolph Ross |
| February 3, 2019 | 21 x 21 | NY Times, Sun, Feb 03, 2019 EJECTION LETTERS | Natan Last |
| February 10, 2019 | 21 x 21 | NY Times, Sun, Feb 10, 2019 THAT'S A MOUTHFUL | Lee Taylor |
| February 17, 2019 | 21 x 21 | NY Times, Sun, Feb 17, 2019 TRIVIAL MATTERS | David Kwong |
| February 24, 2019 | 21 x 21 | NY Times, Sun, Feb 24, 2019 EVERYTHING EVENS OUT IN THE END | Erik Agard |
| March 3, 2019 | 21 x 21 | NY Times, Sun, Mar 03, 2019 D.J.'S SPINNIN' | Tony Orbach and Andrea Carla Michaels |
| March 10, 2019 | 21 x 21 | NY Times, Sun, Mar 10, 2019 MATH HYSTERIA | Adam Fromm |
| March 17, 2019 | 21 x 21 | NY Times, Sun, Mar 17, 2019 THAT'S ANOTHER STORY | Sophia Maymudes and Jeff Chen |
| March 24, 2019 | 21 x 21 | NY Times, Sun, Mar 24, 2019 CODE SWITCHING | Trenton Charlson |
| March 31, 2019 | 21 x 21 | NY Times, Sun, Mar 31, 2019 TAKE ONE FOR THE TEAM | Andrew J. Ries |
| April 7, 2019 | 21 x 21 | NY Times, Sun, Apr 07, 2019 HELP! | Peter A. Collins |
| April 14, 2019 | 21 x 21 | NY Times, Sun, Apr 14, 2019 LEFT/RIGHT SYMMETRY | Will Nediger |
| April 21, 2019 | 21 x 22 | NY Times, Sun, Apr 21, 2019 THE INSIDE STORY | Grant Thackray |
| April 28, 2019 | 21 x 21 | NY Times, Sun, Apr 28, 2019 WORDS OF INTRODUCTION | Brendan Emmett Quigley |
| May 5, 2019 | 21 x 21 | NY Times, Sun, May 05, 2019 PAPER WORK | Samuel A. Donaldson and Doug Peterson |
| May 12, 2019 | 21 x 21 | NY Times, Sun, May 12, 2019 MEASURE FOR MEASURE | Victor Barocas |
| May 19, 2019 | 21 x 21 | NY Times, Sun, May 19, 2019 HOOK-UPS | Natan Last |
| May 26, 2019 | 21 x 21 | NY Times, Sun, May 26, 2019 BUZZ CUT | Ruth Bloomfield Margolin |
| June 2, 2019 | 21 x 21 | NY Times, Sun, Jun 02, 2019 STONERS' FILM FESTIVAL | Erik Agard |
| June 9, 2019 | 21 x 21 | NY Times, Sun, Jun 09, 2019 DON'T QUOTE ME | Seth A. Abel |
| June 16, 2019 | 21 x 21 | NY Times, Sun, Jun 16, 2019 NOT IN SO MANY WORDS | Joel Fagliano |
| June 23, 2019 | 21 x 21 | NY Times, Sun, Jun 23, 2019 TAKE TWO | David Liben-Nowell and Victor Barocas |
| June 30, 2019 | 21 x 21 | NY Times, Sun, Jun 30, 2019 FLIP 'PHONES | Emily Carroll |
| July 7, 2019 | 22 x 22 | NY Times, Sun, Jul 07, 2019 HIDDEN TACTICS | Jack Reuter |
| July 14, 2019 | 21 x 21 | NY Times, Sun, Jul 14, 2019 ARE WE FINISHED? | Caitlin Reid |
| July 21, 2019 | 21 x 21 | NY Times, Sun, Jul 21, 2019 FIFTY YEARS ON | Jason Mueller and Jeff Chen |
| July 28, 2019 | 21 x 22 | NY Times, Sun, Jul 28, 2019 ANAGRAMMAR | Christopher Adams |
| August 4, 2019 | 21 x 21 | NY Times, Sun, Aug 04, 2019 CONSTANT CONSONANTS | Will Nediger |
| August 11, 2019 | 21 x 21 | NY Times, Sun, Aug 11, 2019 BIRD PLAY | Alex Eaton-Salners |
| August 18, 2019 | 21 x 21 | NY Times, Sun, Aug 18, 2019 REVOLUTIONARY | David Steinberg |
| August 25, 2019 | 21 x 21 | NY Times, Sun, Aug 25, 2019 "HOW'S TRICKS?" | Matt Ginsberg |
| September 1, 2019 | 21 x 21 | NY Times, Sun, Sep 01, 2019 THAT'S A TALL ORDER! | Finn Vigeland |
| September 8, 2019 | 21 x 21 | NY Times, Sun, Sep 08, 2019 WELL, WELL, WELL, IF IT ISN'T ... | Joe DiPietro |
| September 15, 2019 | 21 x 21 | NY Times, Sun, Sep 15, 2019 GET YOUR MIND OUT OF THE GUTTER | Andrew Kingsley |
| September 22, 2019 | 21 x 21 | NY Times, Sun, Sep 22, 2019 ON THE UP AND UP | Tracy Gray |
| September 29, 2019 | 21 x 21 | NY Times, Sun, Sep 29, 2019 NOW WEIGHT JUST A SECOND | Tom McCoy |
| October 6, 2019 | 21 x 21 | NY Times, Sun, Oct 06, 2019 INITIAL PUBLIC OFFERINGS | Howard Barkin and Victor Barocas |
| October 13, 2019 | 21 x 21 | NY Times, Sun, Oct 13, 2019 LINES OF WORK | Erik Agard |
| October 20, 2019 | 21 x 21 | NY Times, Sun, Oct 20, 2019 BE PATIENT | Natan Last |
| October 27, 2019 | 21 x 21 | NY Times, Sun, Oct 27, 2019 HOW SWEET IT IS! | Michael Paleos |
| November 3, 2019 | 21 x 21 | NY Times, Sun, Nov 03, 2019 ALL THE RIGHT MOVIES | Kristian House |
| November 10, 2019 | 21 x 21 | NY Times, Sun, Nov 10, 2019 DOUBLE SIXES | Peter Gordon |
| November 17, 2019 | 21 x 21 | NY Times, Sun, Nov 17, 2019 REPORT CARD | Randolph Ross |
| November 24, 2019 | 21 x 21 | NY Times, Sun, Nov 24, 2019 OPEN WIDE! | Frank Longo |
| December 1, 2019 | 21 x 21 | NY Times, Sun, Dec 01, 2019 ACTUALLY ... | Patrick Merrell |
| December 8, 2019 | 21 x 21 | NY Times, Sun, Dec 08, 2019 "LOOKIN' GOOD!" | Emily Carroll |
| December 15, 2019 | 21 x 21 | NY Times, Sun, Dec 15, 2019 DOING A DOUBLE TAKE | Christina Iverson and Jeff Chen |
| December 22, 2019 | 21 x 21 | NY Times, Sun, Dec 22, 2019 DOWN FOR THE COUNT | Laura Taylor Kinnel |
| December 29, 2019 | 21 x 21 | NY Times, Sun, Dec 29, 2019 NEW YEAR'S RESOLUTIONS | Andrew Chaikin |