class="wikitable sortable"
! Year !! Champion !! Runner Up !! Score |
1882 | {{flagicon|USA|1884}} Godfrey M. Brinley | {{flagicon|USA|1884}} J. F. Bacon | 6-0 6-2 6-3 |
1884 | {{flagicon|USA|1884}} Richard Field Conover | {{flagicon|USA|1884}} Wallace Percy Knapp | 6-0 5-7 7-5 7-9 6-4 [{{cite web |title=Edition – Orange Spring Tournament 1884 |url=http://www.tennisarchives.com/edition/?v=6538 |website=www.tennisarchives.com |publisher=TA |accessdate=28 July 2018 |date=2017}}] |
1885 | {{flagicon|USA|1884}} Robert Livingston Beeckman[{{cite book |last1=Hall |first1=Valentine Gill |title=Lawn tennis in America. Biographical sketches of all the prominent players ... knotty points, and all the latest rules and directions governing handicaps, umpires, and rules for playing |date=1889 |publisher=New York, D. W. Granbery & co. |location=New York, USA |page=9 |url=https://archive.org/stream/lawntennisinamer00hall#page/8}}] | {{flagicon|USA|1884}} William V.S. Thorne | 7-5 6-2 6-3 [{{cite web |title=Edition – Orange Spring Tournament 1884 |url=http://www.tennisarchives.com/edition/?v=6538 |website=www.tennisarchives.com |publisher=TA |accessdate=28 July 2018 |date=2017}}] |
1886 | {{flagicon|USA|1884}} Robert Livingston Beeckman[{{cite book |last1=Hall |first1=Valentine G[ill |title=Lawn tennis in America. Biographical sketches of all the prominent players ... knotty points, and all the latest rules and directions governing handicaps, umpires, and rules for playing |date=1889 |publisher=New York, D. W. Granbery & co. |location=New York, USA |page=11 |url=https://archive.org/stream/lawntennisinamer00hall#page/10}}] | {{flagicon|GBR}} William Edward Glyn | 6-2 6-0 6-4 [{{cite web |title=Edition – Orange Spring Tournament 1886 |url=http://www.tennisarchives.com/edition/?v=6571 |website=www.tennisarchives.com |publisher=TA |accessdate=28 July 2018 |date=2017}}] |
1887 | {{flagicon|USA|1884}} Oliver Campbell[{{cite book |last1=Hall |first1=Valentine G[ill |title=Lawn tennis in America. Biographical sketches of all the prominent players ... knotty points, and all the latest rules and directions governing handicaps, umpires, and rules for playing |date=1889 |publisher=New York, D. W. Granbery & co. |location=New York, USA |page=15 |url=https://archive.org/stream/lawntennisinamer00hall#page/14}}] | {{flagicon|USA|1884}} Edward P. MacMullen | 1-6 6-2 7-5 6-4 [{{cite web |last1=Times |first1=New York |title=Edition – Orange Spring Tournament 1887 |url=http://www.tennisarchives.com/edition/?v=20031 |website=www.tennisarchives.com |publisher=TA |accessdate=28 July 2018 |date=June 1887}}] |
1888 | {{flagicon|USA|1884}} Howard Augustus Taylor[{{cite book |last1=Hall |first1=Valentine G[ill |title=Lawn tennis in America. Biographical sketches of all the prominent players ... knotty points, and all the latest rules and directions governing handicaps, umpires, and rules for playing |date=1889 |publisher=New York, D. W. Granbery & co. |location=New York, USA |page=26 |url=https://archive.org/stream/lawntennisinamer00hall#page/26}}] | {{flagicon|USA|1884}} A.W. Post | 6-3 6-2 6-4 [{{cite web |last1=History |first1=Fulton |title=Edition – Orange Spring Tournament 1888 |url=http://www.tennisarchives.com/edition/?v=7796 |website=www.tennisarchives.com |publisher=TA |accessdate=28 July 2018 |date=2017}}] |
1897 {{efn|1897 edition there was a challenge round}} | {{flagicon|USA|1884}} Joseph D. Forbes | {{flagicon|USA|1884}} Jahail (John) Parmly Paret | 6-1 2-6 4-6 6-0 6-2 |
1899 {{efn|1899 edition there was a challenge round}} | {{flagicon|USA|1884}} Jahail (John) Parmly Paret | {{flagicon|USA|1884}} George H. Mile | 6-4 5-7 6-2 6-4 |