2025 Chicago Men's Challenger

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.

Singles main draw entrants

The following players received wildcards into the singles main draw:

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:

The following players received entry into the singles main draw as alternates:

The following players received entry from the qualifying draw:

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, .