The Oracle Challenger Series – Chicago was a professional tennis tournament played outdoor on hardcourts. It was part of the Women's Tennis Association (WTA) 125K series. The tournament took place at the XS Tennis Village in Chicago, United States. From 2021 onwards, it became exclusively a WTA 125 tournament. It was part of the ATP Challenger Tour in 2018.

Past finals

Men's singles

YearChampionRunner-upScore
2018Uzbekistan Denis IstominUnited States Reilly Opelka6–4, 6–2

Women's singles

YearChampionRunner-upScore
2018Croatia Petra MartićGermany Mona Barthel6–4, 6–1
2019–20Not held
2021Denmark Clara TausonUnited Kingdom Emma Raducanu6–1, 2–6, 6–4
2022Not held
2023Bulgaria Viktoriya TomovaUnited States Claire Liu6–1, 6–4

Men's doubles

YearChampionsRunners-upScore
2018United Kingdom Luke Bambridge United Kingdom Neal SkupskiIndia Leander Paes Mexico Miguel Ángel Reyes-Varela6–3, 6–4

Women's doubles

YearChampionsRunners-upScore
2018Germany Mona Barthel Czech Republic Kristýna PlíškováUnited States Asia Muhammad United States Maria Sanchez6–3, 6–2
2019–20Not held
2021Japan Eri Hozumi Thailand Peangtarn PlipuechGermany Mona Barthel Chinese Taipei Hsieh Yu-chieh7–5, 6–2
2022Not held
2023Norway Ulrikke Eikeri Estonia Ingrid NeelSpain Cristina Bucșa Alexandra Panovawalkover

External links