| Boys' 16 Singles Main Draw | |
|
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| F | William Blumberg d. Maverick Lin | 6-3; 6-4 |
| PL | Robert Levine d. Michael Chen | 6-2; 6-1 |
| SF | William Blumberg d. Robert Levine | 6-2; 6-2 |
| SF | Maverick Lin d. Michael Chen | 6-2; 6-4 |
| QF | William Blumberg d. Artem Khrapko | 7-5; 6-0 |
| QF | Robert Levine d. Gabe Tishman | 6-3; 6-4 |
| QF | Michael Chen d. Matthew Gamble | 6-4; 3-6; 6-3 |
| QF | Maverick Lin d. Cameron Daniels | 6-1; 6-1 |
| 16 | William Blumberg d. Myles Schalet | 6-2; 6-2 |
| 16 | Artem Khrapko d. Fredrick Zaretsky | 4-6; 6-3; 6-4 |
| 16 | Robert Levine d. James Aronson | 6-4; 6-3 |
| 16 | Gabe Tishman d. Jeffrey Rodgers | 6-3; 7-6(6)) |
| 16 | Michael Chen d. Lubomir Cuba | 6-1; 6-4 |
| 16 | Matthew Gamble d. Tyler Schick | 6-2; 4-6; 6-4 |
| 16 | Cameron Daniels d. Bryant Born | 6-3; 6-4 |
| 16 | Maverick Lin d. Edan Sossen | 6-2; 6-2 |
| 32 | William Blumberg d. Julian Rozenstein | 6-1; 6-2 |
| 32 | Myles Schalet d. Sam Turchetta | 2-6; 6-4; 6-4 |
| 32 | Artem Khrapko d. Jonathan Paris | 6-1; 6-0 |
| 32 | Fredrick Zaretsky d. Daniel Wright | 7-5; 6-1 |
| 32 | Robert Levine d. Jordan Benjamin | 6-4; 6-3 |
| 32 | James Aronson d. Ethan Wilcox | 7-6(4)); 7-5 |
| 32 | Gabe Tishman d. Eric Wagner | 6-2; 1-6; 6-4 |
| 32 | Jeffrey Rodgers d. Matthew Renzi | 4-6; 6-3; 6-1 |
| 32 | Lubomir Cuba d. Gal Sossen | 6-3; 6-1 |
| 32 | Michael Chen d. Jack Turchetta | 6-1; 6-1 |
| 32 | Matthew Gamble d. Dylan Brittis-Tannenbaum | 6-2; 6-4 |
| 32 | Tyler Schick d. Connor Lin | 6-3; 6-1 |
| 32 | Bryant Born d. Jimmy Purdy | 6-4; 6-2 |
| 32 | Cameron Daniels d. Benjamin Rosen | 6-1; 7-6(4) |
| 32 | Edan Sossen d. Henry Tell | 6-2; 6-1 |
| 32 | Maverick Lin d. Christopher Auteri | 6-0; 6-2 |
Consolation:
|
| QF | Julian Rozenstein d. Gabe Tishman | 7-5; 6-3; 10-7 |
| QF | Artem Khrapko d. Jordan Benjamin | 6-1; 6-2 |
| QF | Cameron Daniels d. Jack Turchetta | 6-3; 3-6; 10-3 |
| QF | Matthew Gamble d. Christopher Auteri | 7-5; 6-4 |
| QQ | Julian Rozenstein d. Bryant Born | 4-6; 7-5; 10-6 |
| QQ | Jordan Benjamin d. Eric Wagner | 6-2; 4-6; 10-5 |
| QQ | Jack Turchetta d. James Aronson | 6-1; 7-6(5)) |
| QQ | Christopher Auteri d. Fredrick Zaretsky | 6-4; 6-1 |
| R2 | Julian Rozenstein d. Edan Sossen | 6-3; 3-6; 10-6 |
| R2 | Bryant Born d. Daniel Wright | 4-6; 7-5; 11-9 |
| R2 | Jordan Benjamin d. Tyler Schick | 4-6; 6-3; 10-5 |
| R2 | Eric Wagner d. Lubomir Cuba | 6-2; 6-2 |
| R2 | Jack Turchetta d. Jeffrey Rodgers | 6-2; 6-1 |
| R2 | James Aronson d. Connor Lin | 6-3; 4-6; 10-8 |
| R2 | Fredrick Zaretsky d. Jimmy Purdy | 7-5; 6-4 |
| R2 | Christopher Auteri d. Myles Schalet | 6-4; 6-3 |
| R1 | Julian Rozenstein d. Sam Turchetta | 4-6; 6-1; 10-5 |
| R1 | Daniel Wright d. Jonathan Paris | 6-2; 6-3 |
| R1 | Jordan Benjamin d. Ethan Wilcox | 7-6(2); 7-5 |
| R1 | Eric Wagner d. Matthew Renzi | 6-4; 6-0 |
| R1 | Jack Turchetta d. Gal Sossen | 6-1; 6-1 |
| R1 | Connor Lin d. Dylan Brittis-Tannenbaum | 6-7(8); 6-4; 12-10 |
| R1 | Jimmy Purdy d. Benjamin Rosen | 6-4; 3-6; 10-6 |
| R1 | Christopher Auteri d. Henry Tell | 6-1; 6-1 |
