| #1-QF | Abban, Herman (CARTHAGE) def. Fulmer, Brandon (ELMHURST) by default |
| #1-QF | DeRezende, Caio (AUGIE) def. Jaeger, Peter (CARROLL) 6-1, 6-3 |
| #1-QF | Palley, Jacob (MILLIKIN) def. Krueger, Victor (NCC) 6-4, 6-2 |
| #1-QF | Totten, Samuel (AUGIE) def. Meyer, Kurt (IWUM) 6-0, 6-0 |
| #1-SF | Abban, Herman (CARTHAGE) def. DeRezende, Caio (AUGIE) 7-5, 4-6, 10-2 |
| #1-SF | Totten, Samuel (AUGIE) def. Palley, Jacob (MILLIKIN) 4-6, 6-2, 10-7 |
| #1-C | Krueger, Victor (NCC) def. Meyer, Kurt (IWUM) 7-6 (13-11), 6-2 |
| #1-Champ | Abban, Herman (CARTHAGE) def. Totten, Samuel (AUGIE) 6-4, 6-4 |
| #1-3rd | Palley, Jacob (MILLIKIN) def. DeRezende, Caio (AUGIE) 7-5, 6-3 |
| #1-5th | Jaeger, Peter (CARROLL) def. Krueger, Victor (NCC) 6-2, 6-0 |
| #2-QF | Roecker, Chayce (CARROLL) def. Yoo, Ryan (IWUM) 6-1, 6-2 |
| #2-QF | Sandgren, Colin (MILLIKIN) def. Demoll, David (ELMHURST) 6-0, 6-3 |
| #2-QF | Alex, Peter (AUGIE) def. Harrison, Joseph (CARROLL) 6-0, 6-4 |
| #2-QF | Moore, Daniel (CARTHAGE) def. Haizel, Tyler (NCC) 6-0, 6-1 |
| #2-SF | Roecker, Chayce (CARROLL) def. Sandgren, Colin (MILLIKIN) 6-1, 6-2 |
| #2-SF | Moore, Daniel (CARTHAGE) def. Alex, Peter (AUGIE) 3-6, 6-3, 10-6 |
| #2-C | Yoo, Ryan (IWUM) def. Demoll, David (ELMHURST) by default |
| #2-C | Harrison, Joseph (CARROLL) def. Haizel, Tyler (NCC) 6-2, 2-6, 10-6 |
| #2-Champ | Roecker, Chayce (CARROLL) def. Moore, Daniel (CARTHAGE) 6-4, 4-7 (9-11), 10-8 |
| #2-3rd | Sandgren, Colin (MILLIKIN) def. Alex, Peter (AUGIE) 3-6, 6-2, 11-9 |
| #2-5th | Harrison, Joseph (CARROLL) def. Yoo, Ryan (IWUM) 6-2, 6-1 |
| #2-7th | Haizel, Tyler (NCC) def. Demoll, David (ELMHURST) by default |
| #3-QF | Medeiros, Rodrigo (AUGIE) def. Piotrowski, Justin (IWUM) 6-1, 6-3 |
| #3-QF | Sacks, Connor (MILLIKIN) def. Nykyforuk, John (CARTHAGE) 6-1, 6-2 |
| #3-QF | Jaworski, Lukasz (CARTHAGE) def. Winters, Adam (NCC) 6-2, 6-1 |
| #3-QF | Hamilton, Jacob (MILLIKIN) def. O'Connell, Grant (ELMHURST) 6-1, 6-2 |
| #3-SF | Sacks, Connor (MILLIKIN) def. Medeiros, Rodrigo (AUGIE) 7-6 (7-4), 6-1 |
| #3-SF | Jaworski, Lukasz (CARTHAGE) def. Hamilton, Jacob (MILLIKIN) 6-3, 6-2 |
| #3-C | Nykyforuk, John (CARTHAGE) def. Piotrowski, Justin (IWUM) 6-2, 6-1 |
| #3-C | Winters, Adam (NCC) def. O'Connell, Grant (ELMHURST) 6-0, 6-2 |
| #3-Champ | Sacks, Connor (MILLIKIN) def. Jaworski, Lukasz (CARTHAGE) 6-4, 6-4 |
| #3-3rd | Medeiros, Rodrigo (AUGIE) def. Hamilton, Jacob (MILLIKIN) 6-1, 6-4 |
| #3-5th | Nykyforuk, John (CARTHAGE) def. Winters, Adam (NCC) 3-6, 6-3, 10-8 |
| #3-7th | Piotrowski, Justin (IWUM) def. O'Connell, Grant (ELMHURST) 6-2, 6-3 |
| #4-QF | Morkin, Jack (AUGIE) def. Sabaricos, Shawn (ELMHURST) 6-2, 6-1 |
| #4-QF | Trefilek, Brian (CARROLL) def. Leipold, Fordy (CARTHAGE) 6-7 (5-7), 7-6 (9-7), 10-0 |
| #4-QF | Bussell, Tyler (NCC) def. Foster, Ian (CARROLL) 6-2, 6-4 |
| #4-QF | Schwoeppe, Greg (MILLIKIN) def. Kase, Jimmy (IWUM) 6-1, 6-4 |
| #4-SF | Morkin, Jack (AUGIE) def. Trefilek, Brian (CARROLL) 7-5, 6-3 |
| #4-SF | Schwoeppe, Greg (MILLIKIN) def. Bussell, Tyler (NCC) 4-6, 6-1, 10-4 |
| #4-C | Sabaricos, Shawn (ELMHURST) def. Leipold, Fordy (CARTHAGE) 6-0, 4-6, 10-5 |
| #4-C | Foster, Ian (CARROLL) def. Kase, Jimmy (IWUM) 6-1, 6-4 |
| #4-Champ | Morkin, Jack (AUGIE) def. Schwoeppe, Greg (MILLIKIN) 4-6, 7-6 (7-4), 12-10 |
| #4-3rd | Bussell, Tyler (NCC) def. Trefilek, Brian (CARROLL) 6-4, 5-7, 11-9 |
| #4-5th | Sabaricos, Shawn (ELMHURST) def. Foster, Ian (CARROLL) 6-2, 6-4 |
| #4-7th | Leipold, Fordy (CARTHAGE) def. Kase, Jimmy (IWUM) 6-0, 6-1 |
| #5-QF | Friberg, Tom (AUGIE) def. Pindak, Lucas (NCC) 6-2, 6-3 |
| #5-QF | Gjerseth, Mitchel (CARROLL) def. Mikaili, Dylan (IWUM) 6-3, 6-3 |
| #5-QF | Irazoque, Oscar (CARTHAGE) def. Kohlmeier, Alex (NCC) 6-2, 6-2 |
| #5-QF | Pierantoni, Dane (MILLIKIN) def. Pieroni, Mike (ELMHURST) 6-1, 6-1 |
| #5-SF | Friberg, Tom (AUGIE) def. Gjerseth, Mitchel (CARROLL) 7-6 (7-2), 6-2 |
| #5-SF | Irazoque, Oscar (CARTHAGE) def. Pierantoni, Dane (MILLIKIN) 7-5, 6-2 |
| #5-C | Pindak, Lucas (NCC) def. Mikaili, Dylan (IWUM) 6-4, 7-6 (8-6) |
| #5-C | Kohlmeier, Alex (NCC) def. Pieroni, Mike (ELMHURST) 6-2, 6-0 |
| #5-Champ | Irazoque, Oscar (CARTHAGE) def. Friberg, Tom (AUGIE) 7-6 (7-5), 6-3 |
| #5-3rd | Pierantoni, Dane (MILLIKIN) def. Gjerseth, Mitchel (CARROLL) 6-2, 6-2 |
| #5-5th | Pindak, Lucas Kohlmeier, Alex |
| #5-7th | Mikaili, Dylan (IWUM) def. Pieroni, Mike (ELMHURST) 6-1, 6-0 |
| #6-QF | Calixto, Guilherme (AUGIE) def. Piontek, Adam (CARROLL) 6-2, 6-1 |
| #6-QF | Laramee, Nick (MILLIKIN) def. Sternbach, Austin (CARTHAGE) 6-1, 6-2 |
| #6-QF | Bennett, Logan (MILLIKIN) def. Stroede, Jon (NCC) 6-1, 6-1 |
| #6-QF | Riddle, Alex (AUGIE) def. Thacker, Yash (IWUM) 6-0, 6-0 |
| #6-SF | Calixto, Guilherme (AUGIE) def. Laramee, Nick (MILLIKIN) 4-6, 7-6 (8-6), 10-6 |
| #6-SF | Bennett, Logan (MILLIKIN) def. Riddle, Alex (AUGIE) 6-0, 6-3 |
| #6-C | Sternbach, Austin (CARTHAGE) def. Piontek, Adam (CARROLL) 6-0, 6-3 |
| #6-C | Stroede, Jon (NCC) def. Thacker, Yash (IWUM) 6-0, 6-1 |
| #6-Champ | Calixto, Guilherme (AUGIE) def. Bennett, Logan (MILLIKIN) 6-3, 6-0 |
| #6-3rd | Riddle, Alex (AUGIE) def. Laramee, Nick (MILLIKIN) 6-4, 4-6, 10-6 |
| #6-5th | Sternbach, Austin (CARTHAGE) def. Stroede, Jon (NCC) 3-6, 7-6 (7-5), 10-8 |
| #6-7th | Piontek, Adam (CARROLL) def. Thacker, Yash (IWUM) 6-1, 6-2 |
| #7-QF | Daluga, Scott (AUGIE) def. Schwoeppe, Greg (MILLIKIN) 6-0, 6-0 |
| #7-QF | Zaker, Patrick (CARTHAGE) def. Tuider, Grant (NCC) 6-2, 6-2 |
| #7-QF | Dunn, Kevin (CARTHAGE) def. Slovin, Grant (NCC) 6-0, 6-2 |
| #7-QF | Shie, Joseph (AUGIE) def. Gdaniec, Justin (CARTHAGE) 6-1, 6-3 |
| #7-SF | Daluga, Scott (AUGIE) def. Zaker, Patrick (CARTHAGE) 6-1, 6-0 |
| #7-SF | Shie, Joseph (AUGIE) def. Dunn, Kevin (CARTHAGE) 6-2, 6-1 |
| #7-C | Tuider, Grant (NCC) def. Saxena, Sid (IWUM) 6-0, 6-0 |
| #7-C | Gdaniec, Justin (CARTHAGE) def. Slovin, Grant (NCC) 6-3, 6-3 |
| #7-Champ | Daluga, Scott Shie, Joseph |
| #7-3rd | Dunn, Kevin (CARTHAGE) def. Zaker, Patrick (CARTHAGE) 6-1, 6-1 |
| #7-5th | Tuider, Grant (NCC) def. Gdaniec, Justin (CARTHAGE) 2-6, 6-2, 12-10 |
| #7-7th | Slovin, Grant (NCC) def. Saxena, Sid (IWUM) 6-0, 6-2 |
| #8-SF | Sullivan, Ryan (AUGIE) def. Touhy, Ben (CARTHAGE) 6-1, 6-1 |
| #8-SF | Primer, Chris (CARTHAGE) def. Malik, Saim (NCC) 6-2, 6-1 |
| #8-Champ | Sullivan, Ryan (AUGIE) def. Primer, Chris (CARTHAGE) 6-4, 6-1 |
| #8-3rd | Touhy, Ben (CARTHAGE) def. Malik, Saim (NCC) 6-3, 6-1 |
