Singles
Seeds
- Belgium Alison Van Uytvanck (First round)
- Montenegro Danka Kovinić (First round)
- United States Ann Li
- Ukraine Anhelina Kalinina (First round)
- United States Madison Brengle (First round)
- United States Amanda Anisimova (Second round, retired)
- Croatia Ana Konjuh (First round)
- Russia Varvara Gracheva (Second round)
Denmark Clara Tauson def. United Kingdom Emma Raducanu, 6–1, 2–6, 6–4
Doubles
Seeds
- United States Kaitlyn Christian / Netherlands Lesley Pattinama Kerkhove (First round)
- Germany Julia Lohoff / Czech Republic Renata Voráčová (First round)
- United Kingdom Harriet Dart / United States Caroline Dolehide (First round)
- Italy Sara Errani / Georgia (country) Oksana Kalashnikova (First round)
Japan Eri Hozumi / Thailand Peangtarn Plipuech def. Germany Mona Barthel / Chinese Taipei Hsieh Yu-chieh, 7–5, 6–2
2018 Oracle Challenger Series – Chicago Draw
Men’s Singles
Uzbekistan Denis Istomin def. United States Reilly Opelka 6–4, 6–2.
Women’s Singles
Croatia Petra Martić def. Germany Mona Barthel, 6–4, 6–1
Men’s Doubles
United Kingdom Luke Bambridge / United Kingdom Neal Skupski def. India Leander Paes / Mexico Miguel Ángel Reyes-Varela, 6–3, 6–4
Women’s Doubles
Germany Mona Barthel / Czech Republic Kristýna Plíšková def. United States Asia Muhammad / United States Maria Sanchez, 6–3, 6–2