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