| Date | Grid | Clue | Author |
| Sun May 1, 2022 | 129A | Roger ___, first film critic to win a Pulitzer for criticism | Brandon Koppy |
| Thu Mar 24, 2022 | 37A | Half of an old movie duo | Jess Shulman |
| Fri Nov 19, 2021 | 51D | Critic who said "Art is the closest we can come to understanding how a stranger really feels" | John Hawksley |
| Sun Nov 1, 2020 | 10A | "Awake in the Dark" author (3) | Julian Lim |
| Fri May 15, 2020 | 30A | "The Great Movies" author (2) | Christopher Adams |
| Sun Apr 26, 2020 | 4D | Who said "No good movie is too long. No bad movie is short enough" | Royce Ferguson |
| Mon Nov 4, 2019 | 24D | Roger of "At the Movies" | Trent H. Evans |
| Sun Oct 20, 2019 | 92D | He was "thumb" critic! | Natan Last |
| Sat Dec 8, 2018 | 49D | He said "I learned to be a movie critic by reading Mad magazine" | Trenton Charlson and David Steinberg |
| Fri Oct 12, 2018 | 22A | "Awake in the Dark" author (3) | Erik Agard and Bruce Haight |
| Tue Sep 4, 2018 | 50D | Film critic Roger (5) | Bruce Haight |
| Wed Jun 20, 2018 | 54A | Critic with raised or lowered thumbs | Jeffrey Wechsler |
| Sun Apr 8, 2018 | 78D | "Life Itself" memoirist Roger | Patrick Berry |
| Thu Nov 23, 2017 | 15A | Onetime reviewer of 5-Acrosses | Howard Barkin |
| Fri Nov 10, 2017 | 49A | Subject of the 2014 documentary "Life Itself" | Patrick Berry |
| Sun Oct 22, 2017 | 71D | Critic Roger (6) | Tracy Gray |
| Mon May 1, 2017 | 28D | Fellow film critic of Siskel | Ed Sessa |
| Wed Jun 15, 2016 | 53D | He once asked "How far down can a thumb go?" | Jason Flinn |
| Thu Nov 19, 2015 | 60A | Critic who wrote "Behind the Phantom's Mask" | Andrew Zhou |
| Thu Oct 29, 2015 | 8D | Friedrich ___, first president of the German Republic (2) | Sam Trabucco |
| Wed Jun 24, 2015 | 61A | "I Hated, Hated, Hated This Movie" author (4) | Ian Livengood and J.A.S.A. Crossword Class |
| Tue Apr 28, 2015 | 23D | "Your Movie Sucks" author (2) | José Chardiet |
| Fri Feb 7, 2014 | 3D | "Your Movie Sucks" author (2) | Ned White |
| Mon Jan 6, 2014 | 49D | Late critic Roger | Zhouqin Burnikel |
| Tue Sep 24, 2013 | 46D | Late thumb-turning critic | Kevin Christian |
| Sun Aug 4, 2013 | 58A | He said "Every great film should seem new every time you see it" | Steven Ginzburg |
| Sun Apr 21, 2013 | 46D | "Awake in the Dark" writer | Jonah Kagan |
| Fri Apr 12, 2013 | 19A | Late critic featured on the Hollywood Walk of Fame | Patrick Berry |
| Sun Nov 20, 2011 | 44D | "Awake in the Dark" author (3) | Trip Payne |
| Sun Aug 14, 2011 | 25A | "Your Movie Sucks" writer | Paula Gamache |
| Sun Feb 20, 2011 | 104D | "The Great Movies" author (2) | Elizabeth C. Gorski |
| Wed May 19, 2010 | 25A | 1975 Pulitzer-winning critic (3) | Robert A. Doll |
| Sun Aug 23, 2009 | 20A | Who said "No good movie is too long, and no bad movie is short enough" | Phil Ruzbarsky |
| Mon Jun 22, 2009 | 53D | Roger with a thumbs-up or thumbs-down | Fred Piscop |
| Sat Feb 28, 2009 | 1A | Hindenburg's predecessor as German president (2) | Frank Longo |
| Wed Jan 14, 2009 | 49D | Critic Roger (6) | Oliver Hill |
| Tue Sep 2, 2008 | 8D | Chicago-based film reviewer | Stanley Newman |
| Mon Jun 23, 2008 | 19D | Film critic Roger (5) | Andrea Carla Michaels and Patrick Blindauer |
| Mon May 26, 2008 | 60A | 22-Across's longtime partner | Mark Sherwood |
| Sun Sep 16, 2007 | 23A | Annual "Movie Yearbook" author since the 1990s | Mike Nothnagel |
| Mon Jan 15, 2007 | 40A | Film critic Roger (5) | David Pringle |
| Tue Dec 12, 2006 | 67A | Critic Roger (6) | Stephen Manion and Victor Fleming |
| Tue Sep 5, 2006 | 27D | Critic Roger (6) | Timothy Powell |
| Thu Aug 10, 2006 | 15A | Host of the Overlooked Film Festival | Todd McClary |
| Wed Aug 9, 2006 | 60A | Thumbs-up reviewer | Maxwell H. D. Johnson Jr. |
| Sat Dec 3, 2005 | 30D | 1975 Pulitzer-winning critic (3) | Dana Motley |
| Thu Nov 24, 2005 | 35A | Friedrich ___, first president of the German Republic (2) | Michael Shteyman |
| Sun Aug 14, 2005 | 2D | Critic with a Hollywood Walk of Fame star | Patrick Merrell |
| Thu Jun 23, 2005 | 54D | Roeper's TV partner | Courtenay Crocker III |
| Sun Oct 31, 2004 | 102D | Chicago-based critic | Patrick Merrell |
| Sat Jun 19, 2004 | 41A | Owner of a famous thumb | Brendan Emmett Quigley |
| Wed Dec 24, 2003 | 37A | Thumbs-up/thumbs-down guy | Steve Jones |
| Sun Apr 6, 2003 | 27D | Writer who's always seeing things? | Joe DiPietro |
| Sat Mar 8, 2003 | 34A | Famous Chicago critic | Patrick Berry |
| Sat Aug 31, 2002 | 47D | "Little Movie Glossary" author | Trip Payne |
| Sat Apr 20, 2002 | 9A | Hindenburg's predecessor as German president (2) | Dana Motley |
| Wed Jan 30, 2002 | 8D | Critic Roger (6) | Randall J. Hartman |
| Fri Oct 26, 2001 | 4D | "I Hated, Hated, Hated This Movie" author (4) | Peter Gordon |
| Mon Oct 22, 2001 | 54D | Movie critic Roger | Denise Neuendorf |
| Wed Feb 21, 2001 | 43D | Thumb-raising critic | Karen Hodge |
| Sun Nov 26, 2000 | 52D | Reviewer Roger | Patrick Berry |
| Thu Oct 19, 2000 | 44D | "I Hated, Hated, Hated This Movie" author (4) | Patrick Jordan |
| Mon Oct 16, 2000 | 52D | Film critic Roger (5) | Mitch Komro |
| Thu May 11, 2000 | 22D | "I Hated, Hated, Hated This Movie" author (4) | Peter Abide |
| Sat Jun 12, 1999 | 27A | 1975 Pulitzer winner for criticism | Matt Gaffney |
| Sat Apr 17, 1999 | 48D | Hindenburg's predecessor | Jim Page |
| Tue Dec 15, 1998 | 2D | Thumbs up/thumbs down critic | Patrick Jordan |
| Mon Jan 5, 1998 | 42A | Siskel's partner | Mark Moldowsky |
| Sat Jul 19, 1997 | 26A | First president of the German republic, 1919 (2) | Robert H. Wolfe |
| Thu Jun 19, 1997 | 49D | First president of the German republic, 1919 (2) | Patrick Jordan |
| Fri Mar 28, 1997 | 25A | Critic Roger (6) | Jim Page |
| Sun Feb 23, 1997 | 28A | "Video Companion" author | Nancy Nicholson Joline |
| Fri Feb 21, 1997 | 55D | Man who's all thumbs? | C. E. Gersch |
| Sat Jan 18, 1997 | 21D | 1975 Pulitzer-winning critic (3) | D. Niles |
| Mon Dec 11, 1995 | 49D | Film reviewer Roger | Elizabeth C. Gorski |
| Fri Dec 16, 1994 | 22A | Roger of the balcony | A.J. Santora |
| Sun Sep 25, 1994 | 98D | Film critic Roger (5) | Nancy Nicholson Joline |