| Year | Low Player | Low Gross Twosome | Low Net Twosome | Margin of Victory | Calcutta Winner |
|---|---|---|---|---|---|
| 2025 | Zach Suer: 73 | 158 Lance Perez Jason VonFeldt | Zach Hensley Mike Schaefer | - | Gross: L. Perez Net: L. Perez |
| 2024 | C. Whitford: 71 | 157 C. Whitford R. Whitford | 132.67 Sean Hart Zumi Hildalgo | - | Gross: R. Whitford Net: A. Halpin |
| 2023 | W. Naas: 72 | 153 C. Whitford R. Whitford | 117.83 C. Whitford R. Whitford | - | Gross: J. Blackney Net: J. Blackney |
| 2022 | Mak. Maydew: 71 J. Cooley: 71 | 148 J. Cooley Z. Hensley | 128.67 J. Meyer K. Petty | - | Gross: J. Blackney Net: D. Skul |
| 2021 | C. Joseph: 72 | 154 C. Joseph J. DeFelice | - | - | K. Williams |
| 2020 | C. David: 72 | 165 M. Castillo M. Peppel | - | 8&7 E. Gold J. Blackney | T. Skul |
| 2019 | A. Halpin: 73 K. Mortensen: 73 | Tie @ 166 L. Perez D. Skul K. Mortensen M. Eudaly | - | 9&7 A. Halpin C. Riccatone | J. DeFelice |
| 2018 | M. Fabrizio: 73 | Tie @ 155 B. Krenke R. DeLorenzo J. Von Feldt K. Williams | - | 8&6 V. Lamanna Z. Hensley | Split Pot B. Peppel T. Skul |
| 2017 | H. Montgomery J. DeFelice | - | - | J. Luciano T. Skul | - |
| 2016 | J. Cooley | - | - | J. Cooley B. Ibbison | - |
| 2015 | J. Von Feldt | - | - | D. Nagy T. Castillo | - |
| 2014 | J. Cooley | - | - | C. David Q. Bishop | - |
| 2013 | Z. Suer | - | - | C. Runge P. Brougham | - |
| 2012 | M. Fabrizio | - | - | M. Fabrizio T. Skul | - |
| 2011 | M. Castillo | B. Allen T. Michael | - | - | - |
| 2010 | J. DeFelice | J. Burke Co. Runge | - | - | - |
| 2009 | M. Fabrizio | M. Fabrizio J. Mortenson | - | - | - |
| 2008 | J. DeFelice | A. Morgan M. Howell | - | - | - |
| 2007 | L. Perez | L. Perez T. Clifton | - | - | - |
| 2006 | L. Perez | J. Luciano T. Skul | - | - | - |
| 2005 | J. DeFelice | Z. Suer J. Meyer | - | - | - |
| 2004 | ? | ? | - | - | - |
