| 2026-08-18 | Mario has a red "M" on his |
| 2026-04-19 | Milliner's handiwork |
| 2026-03-16 | Beanie or beret |
| 2026-01-12 | A chef might wear a puffy white one |
| 2025-12-28 | Makeshift tip collector |
| 2025-12-22 | Beanie or bowler |
| 2025-12-05 | It might be on a rack |
| 2025-10-06 | Bowler or sombrero |
| 2025-08-06 | One of just two original Monopoly tokens still made today |
| 2025-07-24 | Porkpie, e.g. |
| 2025-06-08 | Bowler or boater |
| 2025-04-04 | Word with hard or high |
| 2024-10-12 | Word before "tip" or after "top" |
| 2024-03-05 | Something to draw names out of |
| 2023-11-28 | What a street musician may use to collect tips |
| 2023-08-31 | Word with rack or trick |
| 2023-07-26 | Derby, for one |
| 2023-04-02 | Cowlick concealer |
| 2023-01-31 | All ___ and no cattle |
| 2023-01-30 | Word before trick or tip |
| 2022-12-26 | ___ trick (hockey feat) |
| 2022-11-18 | A glengarry is one in the shape of a boat |
| 2022-11-12 | Word with top or tin |
| 2022-09-07 | Something you should hold onto, in an expression |
| 2022-08-08 | Boater or bowler |
| 2022-07-02 | Hi-___ |
| 2022-04-07 | Solution to a bad hair day, maybe |
| 2022-03-20 | What, in multiple senses, might get tipped |
| 2021-08-08 | Derby, e.g. |
| 2021-08-03 | Milliner's creation |
| 2021-07-21 | It can be tipped ... or collect tips |
| 2021-07-18 | One of Abraham Lincoln's is in the Smithsonian |
| 2021-07-03 | Monopoly token |
| 2021-06-24 | Top gear |
| 2021-06-21 | Sombrero, e.g. |
| 2021-03-05 | Monopoly token |
| 2020-11-24 | Panama, e.g. |
| 2020-09-22 | One may be tipped out of respect |
| 2020-07-18 | It may be passed at a fund-raiser |
| 2020-04-29 | Makeshift donation receptacle |
| 2020-03-18 | Lid, so to speak |
| 2019-10-13 | Receptacle for donations |
| 2019-09-28 | It may be measured in gallons |
| 2019-09-07 | Ring-toss item? |
| 2019-06-07 | Outline in the Arby's logo |
| 2019-03-27 | It's over your head |
| 2019-02-13 | Fedora, for one |
| 2019-02-08 | Derby, e.g. |
| 2019-01-16 | Makeshift receptacle for ballots |
| 2018-09-18 | Protection against sunburn |
| 2018-07-24 | Fashion statement at the Kentucky Derby |
| 2018-07-18 | ___ tip (quick acknowledgment) |
| 2018-07-12 | Sight on a rack |
| 2018-01-16 | Accessory for a bad hair day |
| 2017-12-17 | Broadbrim, e.g. |
| 2017-12-10 | See 102-Down |
| 2017-11-20 | Sombrero, e.g. |
| 2017-10-31 | Bowler or boater |
| 2017-08-10 | ___ trick |
| 2017-07-30 | One may be tipped |
| 2017-07-11 | Bowler, e.g. |
| 2017-05-11 | Something passed at a meeting, maybe |
| 2017-04-13 | Magician's prop |
| 2017-04-03 | Derby or fedora |
| 2016-10-25 | Fedora or fez |
| 2016-03-29 | Overhead expense? |
| 2015-12-21 | Panama or bowler |
| 2015-10-02 | See 44-Across |
| 2015-07-04 | Ring-toss item? |
| 2015-04-14 | Tip collector for many an amateur performer |
| 2015-01-30 | One getting a tip? |
| 2014-11-09 | Sunburn preventer, maybe |
| 2014-08-07 | It may be tipped |
| 2014-04-08 | Deerstalker, e.g. |
| 2014-04-07 | Broadbrim, for one |
| 2014-04-03 | It may collect tips ... or be tipped |
| 2014-03-23 | Accessory for the 91-Across |
| 2014-02-17 | It may be tipped as a sign of respect |
| 2013-11-06 | Monopoly token |
| 2013-09-02 | Sombrero, e.g. |
| 2013-08-28 | Deerstalker, e.g. |
| 2013-07-21 | Topper |
| 2013-06-30 | Magician's prop |
| 2013-06-28 | Monopoly token |
| 2013-05-29 | With "in" and 2-Down, with respectful humility |
| 2013-03-25 | Bowler or sombrero |
| 2013-02-27 | Magician's prop |
| 2012-10-24 | ___ in hand |
| 2012-07-23 | Place for a rabbit in a magic act |
| 2012-07-22 | Place for a band |
| 2012-03-11 | Monopoly token |
| 2011-12-15 | Bit of dance attire for Fred Astaire |
| 2011-11-27 | It has a crown |
| 2011-10-31 | Fedora or fez |
| 2011-08-08 | Dr. Seuss's "The Cat in the ___" |
| 2011-04-24 | Word after high or top |
| 2011-03-03 | Jipijapa, e.g. |
| 2011-02-23 | Rack item |
| 2011-01-07 | Lid |
| 2010-11-12 | See 26-Down |
| 2010-10-20 | Symbol of a position |
| 2010-03-08 | Stetson or sombrero |
| 2009-12-30 | Panama, for one |
| 2009-12-24 | Monopoly token |
| 2009-12-13 | Skimmer, e.g. |
| 2009-12-10 | Baldness remedy? |
| 2009-11-19 | It should go on a head |
| 2009-10-21 | It may be felt on your head |
| 2009-10-20 | Busby or derby |
| 2009-07-24 | Ring contents, maybe |
| 2009-01-08 | ___ trick |
| 2008-02-18 | Sombrero, e.g. |
| 2007-11-26 | Sombrero, e.g. |
| 2007-10-10 | It may be cocked |
| 2007-09-09 | Lid |
| 2007-08-20 | Item with a brim or crown |
| 2007-04-01 | Receiver of donations |
| 2006-08-20 | Panama, e.g. |
| 2006-07-24 | Sombrero, e.g. |
| 2005-12-25 | Santa has a red and white one |
| 2005-11-16 | It may be hard on a construction worker |
| 2005-10-09 | ___ trick |
| 2005-10-07 | Sou'wester, e.g. |
| 2005-09-10 | Uniform part |
| 2005-03-13 | What a tipper tips |
| 2005-03-06 | See 17-Down |
| 2005-01-13 | Bowler |
| 2004-10-26 | Stetson, for one |
| 2004-08-15 | Milliner's sale |
| 2004-08-10 | Where a rabbit may be hidden |
| 2004-08-04 | Beaver, e.g. |
| 2004-02-03 | Monopoly token |
| 2003-07-02 | Magician's prop |
| 2003-06-28 | Party handout, perhaps |
| 2003-06-23 | Derby or bowler |
| 2003-05-05 | Sombrero, e.g. |
| 2003-04-29 | Bowler or boater |
| 2003-04-25 | Pillbox, e.g. |
| 2003-04-10 | Easter display |
| 2003-02-15 | Skimmer, e.g. |
| 2002-12-09 | Sombrero, e.g. |
| 2002-09-22 | It may be cocked |
| 2002-09-12 | Makeshift ballot holder, maybe |
| 2002-09-01 | Bean cover |
| 2002-08-11 | Collection holder |
| 2002-05-25 | It may rest on a rack |
| 2002-01-12 | "Waiting for Godot" prop |
| 2001-11-26 | See 11-Across |
| 2001-10-09 | It might go over your head |
| 2001-08-16 | It may be tipped |
| 2001-06-27 | Pillbox or porkpie |
| 2001-04-23 | See 23-Across |
| 2001-02-08 | It may be tipped |
| 2001-01-02 | Broadbrim, e.g. |
| 2000-02-26 | Word with dance or band |
| 2000-01-03 | Chapeau |
| 1999-12-06 | Derby, for one |
| 1999-11-11 | Bean cover |
| 1999-05-02 | Skimmer, e.g. |
| 1999-02-20 | It's sometimes passed |
| 1998-07-29 | Item thrown in a ring |
| 1998-01-07 | This may be over your head |
| 1997-07-22 | ___ trick (three goals) |
| 1997-05-07 | Easter parade attraction |
| 1997-04-09 | Toque, for one |
| 1997-03-03 | Stetson, e.g. |
| 1996-09-11 | Kind of trick |
| 1996-08-01 | Panama, e.g. |
| 1996-04-29 | Derby, e.g. |
| 1995-12-26 | Topper |
| 1995-10-03 | Stetson, e.g. |
| 1995-10-01 | Article on a rack |
| 1995-07-04 | Kind of check or rack |
| 1995-07-02 | It may be cocked |
| 1995-03-08 | Boater or bowler |
| 1994-10-04 | Sombrero, e.g. |
| 1994-10-02 | Beaver, for one |
| 1994-07-21 | Topper |
| 1994-06-14 | Topper |
| 1994-05-06 | Derby |
| 1994-04-14 | Panama, e.g. |