First Round |
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| New York City & New Jersey District | ||||
| Nov. 8, 1914 | West Hudson FC | 3 : 0 | Hollywood Inn | |
| Nov. 22, 1914 | Greenville FC | 1 : 5 | Brooklyn Celtic | |
| Nov. 22, 1914 | Our Boys FC | 2 : 1 | Clan MacDuff | |
| Nov. 22, 1914 | Yonkers FC | 2 : 2 | Jersey AC | |
| Nov. 29, 1914 | R | Jersey AC | 4 : 1 | Yonkers FC |
| Nov. 22, 1914 | Cameron FC | 0 : 0 | Hawthorne United | |
| Nov. 29, 1914 | R | Hawthorne United | 4 : 3 (AET) |
Cameron FC |
| Nov. 22, 1914 | Scottish American FC | 2 : 0 | True Blues FC | |
| Nov. 22, 1914 | Paterson Rangers | 4 : 2 | New York Celtic | |
| Nov. 22, 1914 | Babcock & Wilcox | 2 : 1 | Rangers FC | |
| Nov. 22, 1914 | Bronx United | 3 : 0 | Newark FC | |
| Nov. 22, 1914 | German FC | 5 : 0 | Columbia Oval | |
| Nov. 22, 1914 | Brooklyn FC | 2 : 0 | Clam MacDonald | |
| New England District | ||||
| Nov. 15, 1914 | Rangers FC (Niagara Falls) | 4 : 0 | Rochester City | |
| Eastern Pennsylvania District | ||||
| Nov. 14, 1914 | West Philadelphia FC | 2 : 0 | Viscose FC | |
| Nov. 14, 1914 | Peabody FC | W : L (Forfeit) |
Irish American FC | |
| Nov. 14, 1914 | Falls Cricket & FC | 2 : 1 | Kensington Congressional | |
| Nov. 14, 1914 | Bethlehem Steel | 7 : 1 | Putnam FC | |
| Nov. 14, 1914 | Henry Disston & Sons FC | 0 : 1 | Victor FC | |
| Note: Irish American FC forfeited due to team disbanding. | ||||
| Western Pennsylvania District | ||||
| Nov. 14, 1914 | Homestead Steel Works | 2 : 1 (AET) |
Castle Shannon | |
| Nov. 14, 1914 | Sturgeon FC | 2 : 1 | Burns FC | |
| Note: Burns FC protested the result and a replay was ordered. Sturgeon FC forfeited. | ||||
| Connecticut District | ||||
| Nov. 14, 1914 | Presbyterian FC (Bridgeport) | 1 : 1 | Ansonia FC | |
| Nov. 21, 1914 | R | Ansonia FC | 2 : 0 | Presbyterian FC (Bridgeport) |
| Nov. 14, 1914 | Academy FC | 2 : 0 | Bridgeport City | |
| Replay | ||||
| Massachusetts District | ||||
| Nov. 7, 1914 | General Electric FC | 2 : 1 | Lawrence FC | |
| Nov. 14, 1914 | Farr Alpaca | 2 : 4 | Fore River FC | |
| Nov. 14, 1914 | Fall River Rovers | 3 : 1 | Taunton City | |
| Nov. 14, 1914 | Young Men’s Catholic Total Abstinence Society FC | 2 : 1 | New Bedford FC | |
| Note: New Bedford protested match, replay ordered | ||||
| Dec. 5, 1914 | R | New Bedford FC | 2 : 1 | Young Men’s Catholic Total Abstinence Society FC |
| Rhode Island District | ||||
| Nov. 14, 1914 | Pawtucket FC | 2 : 2 | J & P Coats | |
| Nov. 21, 1914 | R | J & P Coats | 3 : 0 | Pawtucket FC |
| Nov. 14, 1914 | Greystone AC | 1 : 0 | Greystone FC | |
| Cleveland District | ||||
| Nov. 8, 1914 | Akron FC | 0 : 1 | Thistles FC | |
| Chicago & Detroit District | ||||
| Nov. 8, 1914 | Pullman FC (Chi.) | 3 : 0 | Roses FC (Det.) | |
| Nov. 8, 1914 | Packard FC (Det.) | 3 : 1 | Caledonia FC (Det.) | |
| Nov. 15, 1914 | Bricklayers & Masons FC (Chi.) | 5 : 3 | Hyde Park Blues (Chi.) | |
| Nov. 15, 1914 | MacDuff FC (Chi.) | 5 : 1 | Campbell Rovers (Chi.) | |
Second Round |
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| Dec. 12, 1914 | Victor FC | 5 : 1 | West Philadelphia FC | |
| Dec. 12, 1914 | Bethlehem Steel | 16 : 0 | Peabody FC | |
| Dec. 12, 1914 | Ansonia FC | 3 : 2 | Academy FC | |
| Dec. 12, 1914 | J & P Coats | 2 : 2 | Greystone AC | |
| Dec. 19, 1914 | R | J & P Coats | 3 : 0 | Greystone AC |
| Dec. 12, 1914 | New Bedford FC | 4 : 2 | Fall River Rovers | |
| Dec. 12, 1914 | General Electric FC | 3 : 5 | Fore River FC | |
| Dec. 12, 1914 | Homestead Steel Works | 4 : 1 (AET) |
Burns FC | |
| Dec. 13, 1914 | West Hudson FC | 5 : 0 | Falls Cricket & FC | |
| Dec. 13, 1914 | Hawthorne United | 0 : 1 | Bronx United | |
| Dec. 13, 1914 | German FC | 2 : 2 | Our Boys FC | |
| Dec. 20, 1914 | R | Our Boys FC | 0 : 3 | German FC |
| Dec. 13, 1914 | Paterson Rangers | 2 : 0 | Brooklyn FC | |
| Note: Match stopped at 75th minute due to heavy snow, result stands | ||||
| Dec. 13, 1914 | Scottish American FC | 2 : 1 | Jersey AC | |
| Note: Match stopped in second half due to heavy snow, replay ordered | ||||
| Dec. 20, 1914 | R | Scottish American FC | 1 : 0 | Jersey AC |
| Dec. 13, 1914 | Brooklyn Celtic | 3 : 2 | Babcock & Wilcox | |
| Dec. 13, 1914 | Rangers FC | 2 : 2 | Thistles FC | |
| Dec. 27, 1914 | R | Thistles FC | 2 : 0 | Rangers FC |
| Dec. 13, 1914 | Pullman FC | 1 : 0 | Bricklayers & Masons FC | |
| Dec. 13, 1914 | Packard FC | 3 : 0 | MacDuff FC | |
Third Round |
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| Feb. 13, 1915 | Victor FC | 0 : 1 | Bethlehem Steel | |
| Feb. 13, 1915 | Homestead Steel Works | 5 : 0 | Thistles FC | |
| Feb. 20, 1915 | Ansonia FC | 2 : 4 | J & P Coats | |
| Feb. 20, 1915 | Fore River FC | 1 : 0 | New Bedford FC | |
| Note: New Bedford protested match, replay ordered | ||||
| Mar. 13, 1915 | R | Fore River FC | 1 : 0 | New Bedford FC |
| Feb. 21, 1915 | Scottish American FC | 3 : 1 | West Hudson FC | |
| Feb. 21, 1915 | German FC | 2 : 0 | Bronx United | |
| Feb. 21, 1915 | Brooklyn Celtic | 3 : 0 | Paterson Rangers | |
| Feb. 21, 1915 | Packard FC | 1 : 2 | Pullman FC | |
Quarterfinals |
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| Mar. 20, 1915 | Bethlehem Steel | 3 : 0 | Scottish American FC | |
| Mar. 20, 1915 | Homestead Steel Works | 2 : 1 (AET) |
Pullman FC | |
| Mar. 20, 1915 | J & P Coats | 1 : 0 | Fore River FC | |
| Mar. 21, 1915 | Brooklyn Celtic | 4 : 2 | German FC | |
Semifinal |
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| Apr. 5, 1915 | Bethlehem Steel | 4 : 1 | Homestead Steel Works | |
| Apr. 10, 1915 | Brooklyn Celtic | 2 : 1 | J & P Coats | |
Final |
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| at Taylor Field – Bethlehem, Pennsylvania – Attendance: 7,000 | ||||
| May 3, 1915 | Bethlehem Steel | 3 : 1 | Brooklyn Celtic | |
| KEY = W:L – Forfeit, R – Replay | ||||