| 2026-06-07 | Combined |
| 2025-07-23 | Hole-___ (singular feat) |
| 2025-07-17 | Words often appearing after a number and a hyphen |
| 2024-05-13 | See 33-Across |
| 2022-10-27 | Hole ___ |
| 2021-08-18 | Combined |
| 2020-12-20 | Combined |
| 2019-09-16 | Hole ___ (golf feat) |
| 2018-12-21 | See 55-Down |
| 2018-01-03 | Ending with two or hole |
| 2016-08-12 | Combined |
| 2016-07-22 | Combined |
| 2015-05-03 | ___ sense |
| 2013-07-11 | Combined |
| 2013-07-07 | Combined |
| 2008-09-02 | Hole-___ |
| 2008-01-20 | Combined |
| 2005-07-01 | All-___ |
| 2004-04-30 | Combined |
| 2002-04-29 | Hole ___ (golfer's dream) |
| 2002-01-19 | Combined |
| 2001-09-21 | Combined |
| 2000-07-31 | Hole-___ |
| 2000-05-01 | Words after two or hole |
| 2000-02-13 | Words with hole or all |
| 2000-01-16 | "___ ear..." |
| 1999-07-04 | "Seven ___ blow" (boast in a children's story) |
| 1999-03-08 | Hole-___ (ace) |
| 1998-01-15 | ___ breath (spoken very rapidly) |
| 1997-11-23 | "...two mints ___!" |
| 1997-09-02 | Hole-___ |
| 1997-08-05 | Hole-___ |
| 1997-02-23 | Words with hole or two |
| 1996-11-27 | ___ fell swoop |
| 1996-06-21 | Words with all or hole |
| 1996-02-26 | ___fell swoop |
| 1995-02-24 | Words with hole or two |
| 1995-01-01 | Three-_____ (multipurpose) |
| 1994-12-16 | _____ fell swoop |
| 1994-10-18 | "Two mints _____" |