| Date: | 8–14 August |
| Edition: | 1st |
| Surface: | Hard |
| Location: | Chicago, United States |
| Champs: | Roman Safiullin |
| Champd: |  André Göransson /  Ben McLachlan |
The 2022 Chicago Men's Challenger was a professional tennis tournament played on hard courts. 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.
| Country | Player | Rank1 | Seed | |
|---|---|---|---|---|
| Henri Laaksonen | 103 | 1 | ||
 Australia | Christopher O'Connell | 109 | 2 | |
 United States | Stefan Kozlov | 111 | 3 | |
| Australia | Jordan Thompson | 114 | 4 | |
 Moldova, Republic of | Radu Albot | 118 | 5 | |
 Ecuador | ||||
| Roman Safiullin | 124 | 7 | ||
 Spain |
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 players received entry into the singles main draw as alternates:
The following players received entry from the qualifying draw:
The following players received entry as lucky losers:
See main article: 2022 Chicago Men's Challenger – Singles.
Ben Shelton 6–3, 4–6, 7–5.See main article: 2022 Chicago Men's Challenger – Doubles.
André Göransson / Ben McLachlan def. Evan King / Mitchell Krueger 6–4, 6–7(3–7), [10–5].
