The following is a list of the winners and Caulfield race results of the Caulfield Guineas since the year 1999. If you have a feeling about who the next winner will be, be sure to open a Luxbet account so you can place a bet on the Caulfield Guineas winner at the best odds.
| Year | Winner | 2nd | 3rd | Time |
|---|---|---|---|---|
| 2010 | Anacheeva | Run For Levi | Masquerader | 1:37.01 |
| 2009 | Starspangledbanner | Carrara | Manhattan Rain | 1:35.6 |
| 2008 | Whobegotyou | Time Thief | Von Costa De Hero | 1:36.4 |
| 2007 | Weekend Hussler | Scenic Blast | Marching | 1.36.4 |
| 2006 | Wonderful World | Excites | Court Command | 1.35.9 |
| 2005 | Gods Own | Paratroopers | Primus | 1.37.6 |
| 2004 | Econsul | Barely A Moment | Under Command | 1.38.0 |
| 2003 | In Top Swing | Face Value | Kempinsky | 1.36.0 |
| 2002 | Helenus | Bel Esprit | Choisir | 1.35.4 |
| 2001 | Lonhro | Ustinov | Pure Theatre | 1.36.7 |
| 2000 | Show A Heart | Fubu | Sale Of Century | 1.35.8 |
| 1999 | Redoutes Choice | Testa Rossa | Commands | 1.35.8 |