Challenger Chicago – Tabellone Principale – hard
(1/SE) Atmane, Terence  vs Braswell, Micah 
Qualifier vs Tu, Li 
(Alt) Holt, Brandon  vs (WC) Fenty, Andrew 
Polmans, Marc  vs (5) Galarneau, Alexis
(4) Diallo, Gabriel  vs Qualifier
Fonseca, Joao  vs Shimizu, Yuta 
Krueger, Mitchell  vs Gea, Arthur 
Sekulic, Philip  vs (7) Wong, Coleman
(6) Bu, Yunchaokete  vs Qualifier
Qualifier vs Jubb, Paul 
(WC) Basavareddy, Nishesh  vs Qualifier
Tomic, Bernard  vs (3) Grenier, Hugo
(8) Hong, Seongchan  vs Bolt, Alex 
Shimabukuro, Sho  vs Broom, Charles 
Ficovich, Juan Pablo  vs Qualifier
(WC) Tien, Learner  vs (2) Bonzi, Benjamin
 Challenger Chicago – Tabellone Qualificazione – hard
(1) Fearnley, Jacob  vs (WC) Williams, Cooper 
Kumar, Omni  vs (9) Bellier, Antoine
(2) Lajal, Mark  vs Kuzuhara, Bruno 
Uchida, Kaichi  vs (11) Noguchi, Rio
(3) Chidekh, Clement  vs Nakagawa, Naoki 
Zheng, Michael  vs (12) Saville, Luke
(4/Alt) Mejia, Nicolas  vs (WC) Filin, Nikita Samuel 
(Alt) Kozlov, Stefan  vs (7) Mayo, Aidan
(5) Wu, Tung-Lin  vs (WC) Nanda, Govind 
Soto, Matias  vs (8) Berankis, Ricardas
(6/Alt) Trotter, James  vs Glinka, Daniil 
(WC) Maloney, Patrick  vs (10) Andrade, Andres
CENTER COURT – Ora italiana: 17:00 (ora locale: 10:00 am)
1. [1] Jacob Fearnley  vs [WC] Cooper Williams 
2. [3] Clement Chidekh  vs Naoki Nakagawa 
3. Matias Soto  vs [8] Ricardas Berankis  (non prima ore: 19:00)
4. [2] Mark Lajal  vs Bruno Kuzuhara
COURT 1 – Ora italiana: 17:00 (ora locale: 10:00 am)
1. [4/Alt] Nicolas Mejia  vs [WC] Nikita Samuel Filin 
2. [Alt] Stefan Kozlov  vs [7] Aidan Mayo 
3. Omni Kumar  vs [9] Antoine Bellier  (non prima ore: 19:00)
4. [WC] Patrick Maloney  vs [10] Andres Andrade
COURT 2 – Ora italiana: 17:00 (ora locale: 10:00 am)
1. Kaichi Uchida  vs [11] Rio Noguchi 
2. [6/Alt] James Trotter  vs Daniil Glinka 
3. [5] Tung-Lin Wu  vs [WC] Govind Nanda  (non prima ore: 19:00)
4. Michael Zheng  vs [12] Luke Saville
 