2021 Chicago Challenger
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| 2021 Chicago Challenger | |
|---|---|
| Date | August 16–22 |
| Edition | 2nd |
| Category | WTA 125K series |
| Draw | 32S / 16D |
| Prize money | $125,000 |
| Surface | Hard, outdoor |
| Location | Chicago, United States |
| Venue | XS Tennis Village |
| Champions | |
| Singles | |
 Clara Tauson | |
| Doubles | |
 Eri Hozumi /  Peangtarn Plipuech | |
The 2021 Chicago Challenger was a professional tennis tournament played on outdoor hard courts. It was part of the 2021 WTA 125K series. It was the second edition of the tournament which took place from August 16 to 22, 2021 in Chicago, United States.[1]
Singles
Clara Tauson def. 
Emma Raducanu, 6–1, 2–6, 6–4[2]
Doubles
Eri Hozumi / 
Peangtarn Plipuech def. 
Mona Barthel / 
Hsieh Yu-chieh, 7–5, 6–2
Singles main draw entrants
Seeds
| Country | Player | Rank1 | Seed |
|---|---|---|---|
 BEL |
Alison Van Uytvanck | 60 | 1 |
 MNE |
Danka Kovinić | 66 | 2 |
 USA |
Ann Li | 69 | 3 |
 UKR |
Anhelina Kalinina | 78 | 4 |
| USA |
Madison Brengle | 79 | 5 |
| USA |
Amanda Anisimova | 86 | 6 |
 CRO |
Ana Konjuh | 88 | 7 |
 RUS |
Varvara Gracheva | 89 | 8 |
- 1 Rankings are as of 9 August 2021.
Other entrants
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:
Withdrawals
- Before the tournament
- Mona Barthel → replaced by
Harmony Tan - Nao Hibino → replaced by
Ana Konjuh 
Kaia Kanepi → replaced by 
Anna Kalinskaya
Marta Kostyuk → replaced by 
Nuria Párrizas Díaz- Anastasia Potapova → replaced by Jule Niemeier
Nina Stojanović → replaced by 
Greet Minnen
