| Date | Event | Location | Registration Opens | Register/Result |
|---|---|---|---|---|
| April 11 | One Day Tournament | Stonington CC | March 29 | Results |
| April 25 | One Day Tournament | Topstone GC | April 12 | Results |
| May 2 | One Day Tournament | CC of Farmington | April 19 | Results |
| May 10 | One Day Tournament | Chippanee CC | April 27 | Results |
| May 17 | One Day Tournament | Indian Hill CC | May 4 | Results |
| May 23 | One Day Tournament | Lyman Orchards GC - Jones Course | May 11 | Results |
| May 31 | Women & Tettelbach Division One Day | Glastonbury Hills CC | May 18 | Tettelbach Results Women's Results |
| June 13 | One Day Tournament | Clinton CC | June 1 | Results |
| June 27 | One Day Tournament | Tumble Brook CC | June 14 | Results |
| July 7 | Siderowf Division One Day Tournament | Litchfield CC ** | June 24 | Results |
| July 18 | One Day Tournament | Ellington Ridge CC | July 5 | Results |
| August 1 | One Day Tournament | CC of Waterbury | July 19 | Results |
| August 15 | One Day Tournament | Redding CC | August 5 | Results |
| September 1 | Siderowf Division One Day Tournament** | Suffield CC | August 19 | Results |
| September 6 | One Day Tournament | Hop Meadow CC | August 25 | Canceled |
| September 12 | One Day Tournament | Shennecossett GC | August 30 | Results |
| September 19 | One Day Tournament | Manchester CC (Four-Ball) | Results | |
| September 20 | Women & Tettelbach Division One Day* | Keney Park GC | September 7 | Tettelbach Results Women's Results |
| September 26 | One Day Tournament | Cedar Knob GC | September 13 | Results |
| October 17 | Al Acker One Day Championship | Wethersfield CC | Must Qualify | Results |
| Year | Winner | Site | Home Course | Score |
|---|---|---|---|---|
| 2025 | Mike Ballo, Jr. | Black Hall Club | Tamarack | 202 |
| 2024 | Jackson Roman (a) | Shorehaven | Shuttle Meadow | 201 |
| 2023 | Brett Stegmaier | Shuttle Meadow | New Haven | 198 |
| 2022 | Peter Ballo | New Haven | Connecticut | 203 |
| 2021 | Peter Ballo | Darien | Silvermine | 201 |
| 2020 | Max Theodorakis | Ridgewood | Ridgewood | 206 |
| 2019 | Rasmey Kong | Torrington | West Haven | 202 |
| 2018 | John VanDerLaan | New Haven CC | Southbury | 194 |
| 2017 | Jeffrey Evanier | Ellington Ridge | Clinton | 205 |
| 2016 | Adam Rainaud | Woodway | Black Hall Club | 206 |
| 2015 | Cody Paladino | Patterson Club | Wethersfield | 207 |
| 2014 | Frank Bensel | Rolling Hills | Century Club | 203 |
| 2013 | Jeff Curl | Torrington | Cedar Knob | 209 |
| 2012 | Jason Caron | Wee Burn | Siwanoy | 214 |
| 2011 | Frank Bensel | Brooklawn | Century Club | 205 |
| 2010 | Kyle Gallo | CC of Fairfield | Hop Meadow | 200 |
| 2009 | Frank Bensel | Hartford | Century Club | 204 |
| 2008 | Jeff Hedden | Round Hill | Black Hall Club | 206 |
| 2007 | Jeff Curl | Lake of Isles | Lake of Isles | 208 |
| 2006 | Nick Cook | Ridgewood | Mill River | 211 |
| 2005 | Nick Cook | CC of Waterbury | Mill River | 206 |
| 2004 | Kyle Gallo | Mill River CC | Timberlin | 203 |
| 2003 | Steve Sokol | Black Hall Club | Waterbury | 209 |
| 2002 | Jim St. Pierre | New Haven | Woodbridge | 203 |
| 2001 | John Paesani | Avon | Norwich | 207 |
| 2000 | Kyle Gallo | Fairfield | Ellington Ridge | 209 |
| 1999 | Jay Rice | Wee Burn | Wee Burn | 213 |
| 1998 | Kyle Gallo | Ellington Ridge | Timberlin | 214 |
| 1997 | Michael Gilmore | Race Brook | Stanwich | 204 |
| 1996 | Brendan Walsh | Patterson | Patterson | 208 |
| 1995 | John A. Gentile | Woodway | Seawane Club | 209 |
| 1994 | Kevin Giancola | Wethersfield | Wampanoag | 207 |
| 1993 | Michael Gilmore | Stanwich | Stanwich | 216 |
| 1992 | Ken Green | Ridgewood | PGA Tour | 200 |
| 1991 | Mike Colandro | Brooklawn | Waterbury | 207 |
| 1990 | Michael Downey | Wee Burn | Fairfield | 218 |
| 1989 | John David Parsons | Avon | Tumble Brook | 213 |
| 1988 | Kevin Giancola | Woodbridge | Stanley | 204 |
| 1987 | Kevin Giancola | Tamarack | Stanley | 211 |
| 1986 | Mike Colandro | Hartford | Waterbury | 215 |
| 1985 | Ken Green | New Haven | Watertown | 209 |
| 1984 | Jack McConachie | Tumble Brook | Pine Valley | 214 |
| 1983 | Ed Sabo | Woodway | Fairfield | 218 |
| 1982 | Ed Sabo | Wethersfield | Fairfield | 205 |
| 1981 | Ed Sabo | Yale | Fairfield | 213 |
| 1980 | Doug Dalziel | Wampanoag | Mill River | 205 |
| 1979 | Doug Dalziel | Ellington Ridge | Mill River | 209 |
| 1978 | Mike Ballo, Sr. | Avon | Woodway | 209 |
| 1977 | Bobby Benson | Race Brook | Aspetuck Valley | 210 |
| 1976 | James Becker | Woodbridge | Mill Brook | 214 |
| 1975 | James Becker | Ellington Ridge | Mill Brook | 208 |
| 1974 | Austin Straub | Wee Burn | Rolling Hills | 217 |
| 1973 | Richard L. Siderowf | Brooklawn | Birchwood | 213 |
| 1972 | Paul Kelly | Tamarack | Patterson | 211 |
| 1971 | Bobby Benson | Wethersfield | Aspetuck Valley | 203 |
| 1970 | John Gentile, Jr. | Hartford | Patterson | 212 |
| 1969 | Mike Ballo, Sr. | New Haven | Woodway | 208 |
| 1968 | Denny Lyons | Wampanoag | Burning Tree | 209 |
| 1967 | Roy Pace, Jr. | Avon | Wee Burn | 210 |
| 1966 | Roy Pace, Jr. | Tumble Brook | Wee Burn | 216 |
| 1965 | Jerry Courville, Sr. | Race Brook | Shorehaven | 207 |
| 1964 | Bob Kay | Woodway | Wampanoag | 211 |
| 1963 | John Cleary | Farmington | Goodwin Park | 212 |
| 1962 | Bob Cloughen | Torrington | Ridgewood | 207 |
| 1961 | Edward Kuna | Mill River | Grantmoor | 209 |
| 1960 | Allan Breed | Shennecossett | Wethersfield | 211 |
| 1959 | Richard L. Siderowf | Shorehaven | Indian Hill | 214 |
| 1958 | Richard L. Siderowf | Brooklawn | Indian Hill | 214 |
| 1957 | Don Hoenig | Avon | Wethersfield | 204 |
| 1956 | Don Hoenig | New Haven | Wethersfield | 214 |
| 1955 | John Galeski | Ridgewood | Watertown | 210 |
| 1954 | Ted Lenczyk | Shuttle Meadow | Indian Hill | 207 |
| 1953 | Leslie Brownlee | Wee Burn | Wee Burn | 213 |
| 1952 | Joe Curtin | Hartford | Edgewood | 209 |
| 1951 | Harry Nettelbladt | Wethersfield | Avon | 207 |
| 1950 | Harry Nettelbladt | Wampanoag | Avon | 284 |
| 1949 | Frank J. Staszowski | New Haven | Torrington | 286 |
| 1948 | Frank J. Staszowski | Race Brook | Torrington | 277 |
| 1947 | Frank Strazza | Indian Hill | Round Hill | 285 |
| 1946 | F. J. Torza | Torrington | Wethersfield | 293 |
| 1942-1945 | No Tournament-War | |||
| 1941 | Jimmy Demaret | Race Brook | Wee Burn | 280 |
| 1940 | H. H. Mandly, Jr. | Wampanoag | Manchester | 289 |
| 1939 | Harry Cooper | New Haven | Wee Burn | 279 |
| 1938 | Eddie Burke | Brooklawn | Race Brook | 287 |
| 1937 | Leo Mallory | Wampanoag | Wee Burn | 284 |
| 1936 | Leo Mallory | Shuttle Meadow | Wee Burn | 283 |
| 1935 | John Golden | Brooklawn | Wee Burn | 291 |
| 1934 | John Golden | New Haven | Wee Burn | 286 |
| 1933 | John Golden | Shuttle Meadow | Wee Burn | 291 |
| 1932 | John Golden | Wampanoag | Wee Burn | 143 |
| 1931 | Henry Ciuci | Yale | Mill River | 152 |
