| Round of 32 |  | | 1 | Thomas Harris | Country Club Hills, IL |  | | | 2 | Bye | | | | 3 | Michael Sarazen | Chicago, IL | | | | 4 | Bye | | | | 5 | Rishi Karamchandani | Oak Brook, IL | | | | 6 | Bye | | | | 7 | Nicolas Meister | Chicago, IL | | | | 8 | Bye | | | | 9 | David Wolk | Elmwood Park, IL | | | | 10 | Bye | | | | 11 | Quinten Nevenhoven | Rockford, IL | | | | 12 | Bye | | | | 13 | Robert Lazar | Niles, IL | | | | 14 | Bye | | | | 15 | Carlos Gutierrez | Chicago, IL | | | | 16 | Bye | | | | 17 | Bye | | | | | 18 | Clay Canfield | Chicago, IL | | | 19 | Bye | | | | | 20 | Alexander Kaplan | Chicago, IL | | | 21 | Bye | | | | | 22 | John Pooley | Chicago, IL | | | 23 | Bye | | | | | 24 | Sam Fleming | Chicago, IL | | | 25 | Simon Cohen | Chicago, IL | | | | 26 | Matthew Wuyan | Chicago, IL | | | 27 | Bye | | | | | 28 | Connor Kaniewski | Chicago, IL | | | 29 | Bye | | | | | 30 | Ian Smith | Chicago, IL | | | 31 | Bye | | | | | 32 | Jack Armstrong | Lake Forest, IL | | | | Round of 16 | | | T. Harris | | | | | | M. Sarazen | | | | | R. Karamchandani | | | | | | N. Meister | | | | | D. Wolk | | | | | | Q. Nevenhoven | | | | | R. Lazar | | | | | | C. Gutierrez | | | | | C. Canfield | | | | | | A. Kaplan | | | | | J. Pooley | | | | | | S. Fleming | | | | | M. Wuyan | | | | 6-1; 6-0 | | C. Kaniewski | | | | | I. Smith | | | | | | J. Armstrong | | | | | | Quarterfinals | | | T. Harris | | | | 6-0; 6-3 | | N. Meister | | | 6-3; 6-2 | | Q. Nevenhoven | | | | 6-0; 6-0 | | R. Lazar | | | 6-4; 6-4 | | A. Kaplan | | | | 6-3; 6-0 | | J. Pooley | | | 7-6(3); 6-4 | | C. Kaniewski | | | | 5-7; 6-4; 10-7 | | I. Smith | | | 6-4; 1-6; 12-10 | | | Semifinals | | | T. Harris | | | | 7-5; 7-5 | | Q. Nevenhoven | | | 6-7(5); 6-4; 10-7 | | J. Pooley | | | | 6-0; 6-1 | | I. Smith | | | 6-2; 6-1 | | | Finals | | | T. Harris | | | | 6-1; 6-1 | | T. Harris | | | 4-6; 6-4; 10-3 | | J. Pooley | | | 6-1; 6-2 | |
