The project of an annual intercollegiate chess tournament was realized by E. A. Caswell, Yale '66. He collected $400 donations from graduates of Harvard, Columbia, Princeton, and Yale for a silver challenge cup, a die for striking medals, and a handsome book containing the deed of gift that will later contain the records of the tournaments. The cup, with the motif of two men playing chess in colonial costume, was designed and manufactured by Tiffany, weighs about 75 ounces and is 14 inches high. The deed of gift was issued and executed on September 1, 1892.
Until 1895, competition for the trophy was limited to Harvard, Princeton, Yale and Columbia. Thereafter, other colleges could participate with the unanimous consent of the "C. H. Y. P." colleges (i.e. never).
1st Intercollegiate Cup, New York (1892/93)
2nd Intercollegiate Cup, New York (1893/94)

1900-11-23 Game Collection: 1st Harvard-Yale Annual Chess Match

Harvard Chess Club: Officers and Members
The Harvard Index for 1891-92. … , p. 63. https://hdl.handle.net/2027/nyp.334...
The Harvard Index for 1892-93. … , p. 61. https://hdl.handle.net/2027/nyp.334...
The Harvard Index for 1893-94. … , p. 64. https://hdl.handle.net/2027/nyp.334...
The Harvard Index for 1894-95. … , p. 82. https://hdl.handle.net/2027/nyp.334...
The Harvard Club Book 1894-95, p. 34. https://hdl.handle.net/2027/mdp.390...
The Harvard Index for 1895-96. … , p. 88. https://hdl.handle.net/2027/nyp.334...
The Harvard Index for 1896-97. … , p. 65. https://hdl.handle.net/2027/nyp.334...
Harvard University Register … 1898-1899, p. 105. https://hdl.handle.net/2027/hvd.320...
Harvard University Register … 1899-1900, p. 170. https://hdl.handle.net/2027/hvd.320...
Harvard University Register … 1900-1901, p. 167. https://hdl.handle.net/2027/hvd.320... \