Princeton University Athletics
Class of 1999 Cup History
The Class of 1999 Cup: Princeton and Radcliffe
Princeton and Radcliffe have competed annually since the Tiger women's lightweight program began in 1999.
All-Time Series: Princeton 19-6
Last Five Years: Princeton 5-0
Current Streak: Princeton 6
| Year      | Location | Winner |
| 1998 | Lake Carnegie | Princeton |
| 1999 | Charles River | Princeton |
| 2000 | Lake Carnegie | Princeton |
| 2001 | Charles River | Princeton |
| 2002 | Charles River | Princeton |
| 2003 | Lake Carnegie | Princeton |
| 2004 | Charles River | Radcliffe |
| 2005 | Charles River | Princeton |
| Class of 1999 Cup begins | ||
| 2006 | Lake Carnegie | Princeton |
| 2007 | Charles River | Princeton |
| 2008 | Lake Carnegie | Princeton |
| 2009 | Charles River | Radcliffe |
| 2010 | Lake Carnegie | Princeton |
| 2011 | Charles River | Princeton |
| 2012 | Lake Carnegie | Radcliffe |
| 2013 | no competition | — |
| 2014 | Lake Carnegie | Radcliffe |
| 2015 | Charles River | Princeton |
| 2016 | Lake Carnegie | Radcliffe |
| 2017 | Charles River | Radcliffe |
| 2018 | Lake Carnegie | Princeton |
| 2019 | Charles River | Princeton |
| 2022 | Lake Carnegie | Princeton |
| 2023 | Charles River | Princeton |
| 2024 | Lake Carnegie | Princeton |
| 2025 | Charles River | Princeton |