| Date | Grid | Clue | Author | Editor |
| Wed, Apr 24, 2024 | 61D | Classic computer game in MoMA's video game collection | Jeffrey Martinovic | Fagliano |
| Mon, Dec 21, 2020 | 64D | Classic computer game set on an island | Sarah Keller and Derek Bowman | Shortz |
| Sun, May 10, 2020 | 99D | Classic computer game set on an abandoned island | Adam Fromm | Shortz |
| Sun, Nov 26, 2017 | 10D | Game predecessor of Riven | Jeff Chen | Shortz |
| Thu, Nov 16, 2017 | 56D | Pioneering 1990s computer game | Alex Eylar | Shortz |
| Sun, Oct 30, 2016 | 12D | Best-selling PC game before The Sims | Caleb Madison | Shortz |
| Sun, Oct 02, 2016 | 96A | Hit 1990s computer game | Zhouqin Burnikel | Shortz |
| Thu, Aug 18, 2016 | 46A | Popular game with the sequel Riven | Parker Lewis and Jeff Chen | Shortz |
| Mon, Dec 14, 2015 | 13D | Pioneering first-person computer game | Timothy Polin | Shortz |
| Mon, Nov 02, 2015 | 67A | Classic computer game set on an island | Loren Muse Smith and Andrea Carla Michaels | Shortz |
| Wed, Apr 23, 2014 | 14D | Best-selling PC game of the 1990s | David J. Kahn | Shortz |
| Mon, Sep 02, 2013 | 63D | Classic computer game set on an island | Jim Peredo | Shortz |
| Wed, May 22, 2013 | 67A | Classic computer game, or its island world | Kevin Christian | Shortz |
| Sun, Dec 25, 2011 | 13D | Video game island | Elizabeth C. Gorski | Shortz |
| Mon, Apr 13, 2009 | 1A | Best-selling computer game of the 1990s | Natan Last | Shortz |
| Wed, Oct 29, 2008 | 21D | Computer game set on an island | Steven L. Zisser | Shortz |
| Tue, Dec 18, 2007 | 67A | Classic computer game set on a seemingly deserted island | Alan Arbesfeld | Shortz |
| Wed, Oct 25, 2006 | 56D | Faddish 1990's computer game | Adam G. Perl | Shortz |
| Sun, Oct 30, 2005 | 108D | Popular game set on an island | Maxwell H. D. Johnson Jr. | Shortz |
| Mon, Jun 06, 2005 | 62A | Pioneering computer game | Raymond Hamel | Shortz |
| Wed, May 25, 2005 | 43A | Computer adventure game | Nancy Salomon | Shortz |
| Thu, Jan 13, 2005 | 12D | Classic computer game | Robert Zimmerman | Shortz |
| Tue, Mar 04, 2003 | 70A | Classic computer game | Alan Arbesfeld | Shortz |
| Thu, Dec 13, 2001 | 42A | Popular computer game | Manny Nosowsky | Shortz |
| Fri, Jun 30, 2000 | 31D | Popular computer game | Martin Ashwood-Smith | Shortz |
| Sun, Apr 05, 1998 | 59D | Best-selling computer game | David J. Kahn | Shortz |
| Sun, Jul 14, 1996 | 1D | Best-selling CD-ROM game | J. Schmalzbach | Shortz |