2023 Chicago Challenger

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.

Seeds

 * 1 Rankings are as of 14 August 2023.

Other entrants
The following players received wildcards into the singles main draw:
 * 🇺🇸 Kolie Allen
 * 🇺🇸 Varvara Lepchenko
 * 🇺🇸 Clervie Ngounoue
 * 🇺🇸 Whitney Osuigwe

The following players received entry using protected rankings:
 * Margarita Betova

The following players received entry from the qualifying draw:
 * 🇳🇴 Ulrikke Eikeri
 * 🇺🇸 Quinn Gleason
 * 🇦🇺 Storm Hunter
 * Irina Khromacheva

The following player received entry as a lucky loser:
 * 🇺🇸 Adesuwa Osabuohien

Withdrawals

 * Before the tournament
 * 🇧🇪 Maryna Zanevska → replaced by 🇺🇸 Adesuwa Osabuohien

Seeds

 * Rankings are as of 14 August 2023

Other entrants
The following pair received a wildcard into the doubles main draw:
 * 🇺🇸 Kolie Allen / 🇺🇸 Ashley Matz

Singles

 * 🇧🇬 Viktoriya Tomova def. 🇺🇸 Claire Liu 6–1, 6–4

Doubles

 * 🇳🇴 Ulrikke Eikeri / 🇪🇪 Ingrid Neel def. 🇪🇸 Cristina Bucșa / Alexandra Panova, walkover