The Chairman's Trophy is a Group 2 set weights Thoroughbred horse race in Hong Kong, run at Sha Tin over a distance of 1600 metres, and takes place in early April. Horses three years old and older are qualified to enter this race.
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| Year | Winner | Age | Jockey | Trainer | Time |
| 2001 | Lucky Six | 4 | Gérald Mossé | Peter Ho Leung | 1:36.60 |
| 2002 | Red Pepper | 5 | Gérald Mossé | Brian Kan Ping-chee | 1:36.70 |
| 2003 | Electronic Unicorn | 7 | Robbie Fradd | John Size | 1:35.30 |
| 2004 | Elegant Fashion | 5 | Gérald Mossé | David A. Hayes | 1:35.20 |
| 2005 | Bullish Luck | 6 | Brett Prebble | Tony Cruz | 1:33.90 |
| 2006 | Art Trader | 5 | Eric Saint-Martin | John Moore | 1:36.10 |
| 2007 | Good Ba Ba | 5 | Olivier Doleuze | Andreas Schütz | 1:34.20 |
| 2008 | Armada | 6 | Douglas Whyte | John Size | 1:33.70 |
| 2009 | More Bountiful | 4 | Douglas Whyte | John Size | 1:33.66 |
| 2010 | Able One | 7 | Darren Beadman | John Moore | 1:34.57 |
| 2011 | Flying Blue | 4 | Douglas Whyte | John Size | 1:34.50 |
| 2012 | Admiration | 4 | Brett Prebble | John Moore | 1:34.43 |
| 2013 | Packing Whiz | 5 | Brett Prebble | Caspar Fownes | 1:34.50 |
| 2014 | Able Friend | 4 | Karis Teetan | John Moore | 1:37.19 |
| 2015 | Able Friend | 5 | João Moreira | John Moore | 1:33.76 |
| 2016 | Beauty Only | 5 | Neil Callan | Tony Cruz | 1:33.22 |
| 2017 | Rapper Dragon | 4 | João Moreira | John Moore | 1:33.74 |
| 2018 | Beauty Only | 7 | Neil Callan | Tony Cruz | 1:32.84 |
| 2019 | Beauty Generation | 6 | Zac Purton | John Moore | 1:33.26 |
| 2020 | Beauty Generation | 7 | Zac Purton | John Moore | 1:33.49 |
| 2021 | Mighty Giant | 5 | Neil Callan | Ricky Yiu Poon-fai | 1:35.06 |
| 2022 | Golden Sixty | 6 | Vincent Ho Chak-yiu | Francis Lui Kin-wai | 1:32.96 |
| 2023 | California Spangle | 5 | Zac Purton | Tony Cruz | 1:34.17 |
| 2024 | Beauty Joy | 7 | Brenton Avdulla | Tony Cruz | 1:34.03 |