Chicago 2 2021 WTA
Final
| Pemenang | Kalah | Skor | |
|---|---|---|---|
| Garbine Muguruza | m. | Ons Jabeur | 3-6 6-3 6-0 |
Semifinal
| Pemenang | Kalah | Skor | |
|---|---|---|---|
| Garbine Muguruza | m. | Marketa Vondrousova | W/O |
| Ons Jabeur | m. | Elena Rybakina | 6-4 3-2 RET |
Perempat final
| Pemenang | Kalah | Skor | |
|---|---|---|---|
| Garbine Muguruza | m. | Mai Hontama | 6-3 6-2 |
| Marketa Vondrousova | m. | Danielle Collins | 6-7(4) 6-0 7-6(3) |
| Elena Rybakina | m. | Belinda Bencic | 6-4 3-1 |
| Ons Jabeur | m. | Elina Svitolina | 6-4 6-2 |
Babak 16 besar
| Pemenang | Kalah | Skor | |
|---|---|---|---|
| Garbine Muguruza | m. | Victoria Azarenka | W/O |
| Mai Hontama | m. | Shelby Rogers | 6-4 6-7(1) 6-1 |
| Marketa Vondrousova | m. | Jil Teichmann | 6-4 6-3 |
| Danielle Collins | m. | Elise Mertens | 6-2 6-4 |
| Elena Rybakina | m. | Veronika Kudermetova | 7-6(4) 7-5 |
| Belinda Bencic | m. | Tereza Martincova | 6-2 7-6(5) |
| Ons Jabeur | m. | Jessica Pegula | 1-6 6-2 6-3 |
| Elina Svitolina | m. | Elena Gabriela Ruse | 6-3 6-3 |
Babak 32 besar
| Pemenang | Kalah | Skor | |
|---|---|---|---|
| Garbine Muguruza | m. | Ann Li | 6-4 6-4 |
| Victoria Azarenka | m. | Hailey Baptiste | 6-2 4-6 6-3 |
| Mai Hontama | m. | Anett Kontaveit | W/O |
| Shelby Rogers | m. | Bianca Andreescu | 6-4 7-5 |
| Marketa Vondrousova | m. | Anastasia Pavlyuchenkova | 6-3 6-2 |
| Jil Teichmann | m. | Magda Linette | 6-2 6-4 |
| Danielle Collins | m. | Misaki Doi | 4-6 6-3 7-5 |
| Elise Mertens | m. | Dayana Yastremska | 6-1 6-3 |
| Elena Rybakina | m. | Aliaksandra Sasnovich | 6-4 6-4 |
| Veronika Kudermetova | m. | Harriet Dart | 6-3 6-4 |
| Tereza Martincova | m. | Tamara Zidansek | 6-2 7-5 |
| Belinda Bencic | m. | Maddison Inglis | 5-7 6-1 6-0 |
| Ons Jabeur | m. | Su Wei Hsieh | 6-1 6-0 |
| Jessica Pegula | m. | Andrea Petkovic | 6-2 7-5 |
| Elena Gabriela Ruse | m. | Kateryna Baindl | 7-5 6-2 |
| Elina Svitolina | m. | Amanda Anisimova | 6-4 6-3 |
Babak 64 besar
Data: Jeff Sackmann / Tennis Abstract — CC BY-NC-SA 4.0