| 2025-07-15 | First corner square after Go on a Monopoly board |
| 2025-01-09 | One image on a Monopoly board |
| 2022-09-27 | "Go directly to ___" (order in Monopoly) |
| 2021-06-21 | Martin Luther King's "Letter From Birmingham ___" |
| 2021-03-28 | Corner space in Monopoly |
| 2020-07-13 | One corner on a Monopoly board |
| 2018-01-03 | Pokey |
| 2017-11-07 | Corner square in Monopoly |
| 2017-05-01 | Monopoly space with the words "Just Visiting" |
| 2016-01-10 | One corner of a Monopoly board |
| 2015-10-07 | One corner of a Monopoly board |
| 2015-08-13 | Daring escape |
| 2015-02-16 | Monopoly space that says "Just Visiting" |
| 2014-10-26 | Lock up |
| 2014-02-11 | Monopoly square between Connecticut Avenue and St. Charles Place |
| 2013-01-09 | Corner Monopoly square |
| 2012-10-01 | First corner after "Go" in Monopoly |
| 2012-05-09 | See 33-Across |
| 2011-01-31 | Prison |
| 2010-11-27 | See 33-Down |
| 2010-09-23 | "The Usual Suspects" setting |
| 2010-08-10 | Lockup |
| 2009-06-30 | One corner of a Monopoly board |
| 2008-10-07 | One corner on a Monopoly board |
| 2005-07-20 | Lockup |
| 2004-06-07 | Corner square in Monopoly |
| 2003-11-24 | Incarcerate |
| 2003-09-05 | Cooler |
| 2003-05-20 | One corner of a Monopoly board |
| 2003-03-04 | Monopoly corner square |
| 2003-01-19 | Monopoly square |
| 2002-07-10 | Monopoly square |
| 2002-03-06 | Monopoly square |
| 2001-07-11 | Corner after "GO" |
| 2000-12-06 | Clink |
| 1999-08-06 | Fine alternative |
| 1997-12-01 | Corner square in Monopoly |
| 1997-09-30 | Set in "Die Fledermaus" |
| 1997-07-03 | Clink |
| 1996-01-13 | Lock up |
| 1996-01-01 | Monopoly corner square |
| 1995-05-14 | Lift:elevator::bridewell:_____ |
| 1994-12-12 | One corner in Monopoly |
| 1994-06-21 | Incarcerate |
| 1994-03-13 | "Go directly to _____" |