The 2022 Chicago Men's Challenger was a professional tennis tournament played on hardcourts. It was the first edition of the tournament which was part of the 2022 ATP Challenger Tour. It took place in Chicago, United States between August 8 and August 14, 2022.

Singles main draw entrants Seeds Country Player Rank1 SeedHenri Laaksonen1031Christopher O'Connell1092Stefan Kozlov1113Jordan Thompson1144Radu Albot1185Emilio Gómez1216Roman Safiullin1247Fernando Verdasco1258 1 Rankings as of 1 August 2022.

Other entrants The following players received wildcards into the singles main draw: Aleksandar Kovacevic Govind Nanda Ben Shelton

The following player received entry into the singles main draw using a protected ranking: Bradley Klahn

The following players received entry into the singles main draw as alternates: Mikhail Kukushkin Genaro Alberto Olivieri

The following players received entry from the qualifying draw: Enzo Couacaud Billy Harris Ryan Harrison Brandon Holt Aidan McHugh Keegan Smith

The following players received entry as lucky losers: Zachary Svajda Li Tu Evan Zhu

Champions Singles

Roman Safiullin def. Ben Shelton 6–3, 4–6, 7–5.

Doubles

André Göransson / Ben McLachlan def. Evan King / Mitchell Krueger 6–4, 6–7(3–7), [10–5].

References