| 2025 Chicago Men's Challenger | |
|---|---|
| Date | 4–10 August |
| Edition | 4th |
| Surface | Hard |
| Location | Chicago, United States |
| Champions | |
| Singles | |
 Michael Zheng | |
| Doubles | |
| Mac Kiger / Ryan Seggerman | |
The 2025 Chicago Tennis Challenger was a professional tennis tournament played on hardcourts. It was the fourth edition of the tournament which was part of the 2025 ATP Challenger Tour. It took place in Chicago, United States between August 4 and 10, 2025.
| Country | Player | Rank1 | Seed |
|---|---|---|---|
 DEN | August Holmgren | 144 | 1 |
 GBR | Billy Harris | 146 | 2 |
 LBN | Hady Habib | 169 | 3 |
 CHN | Wu Yibing | 186 | 4 |
 KAZ | Beibit Zhukayev | 203 | 5 |
 AUS | Bernard Tomic | 211 | 6 |
 TPE | Hsu Yu-hsiou | 217 | 7 |
 MEX | Rodrigo Pacheco Méndez | 220 | 8 |
The following players received wildcards into the singles main draw:
Martin Damm Kyle Kang
Darian King The following player received entry into the singles main draw using a protected ranking:
The following player received entry into the singles main draw through the College Accelerator programme:
The following player received entry into the singles main draw through the Junior Accelerator programme:
Miguel TobónThe following players received entry into the singles main draw as alternates:
Stefan Dostanic Andre Ilagan Garrett Johns Alfredo Perez The following players received entry from the qualifying draw:
Samir Banerjee Andrew Fenty 
Antoine Ghibaudo Huang Tsung-hao Joshua Sheehy Trevor Svajda The following player received entry as a lucky loser:
Michael Zheng def. Hsu Yu-hsiou 6–4, 6–2. Mac Kiger / Ryan Seggerman def. Theodore Winegar / Michael Zheng 6–4, 3–6, [10–5].