The 2023 Chicago Challenger was a professional tennis tournament played on outdoor hard courts.

It was part of the 2023 WTA Challenger Tour.

It was the third edition of the tournament which took place from August 21 to 26, 2023 at the XS Tennis Village in Chicago, United States.

[1] The following players received wildcards into the singles main draw: The following players received entry using protected rankings: The following players received entry from the qualifying draw: The following player received entry as a lucky loser: The following pair received a wildcard into the doubles main draw: