Name: Madison Keys
Country: USA
Birthdate: 17.02.95, 30 years
WTA ranking: 5
TOP ranking's position: 5 (21.04.25, 499900 points)
Points: 4999
Prize money: 18.847.768 $
Matches total: 646
Win: 412
%: 63.78 %
Country: USA
Birthdate: 17.02.95, 30 years
WTA ranking: 5
TOP ranking's position: 5 (21.04.25, 499900 points)
Points: 4999
Prize money: 18.847.768 $
Matches total: 646
Win: 412
%: 63.78 %
| year | summary | Hard | Clay | I. hard | Carpet | Grass | Acrylic |
| 2025 | 20/4 | 19/3 | 1/1 | 0/0 | 0/0 | 0/0 | 0/0 |
| 2024 | 25/12 | 7/6 | 13/4 | 0/0 | 0/0 | 5/2 | 0/0 |
| 2023 | 34/16 | 19/10 | 6/3 | 0/2 | 0/0 | 9/1 | 0/0 |
| 2022 | 30/20 | 25/12 | 4/4 | 0/3 | 0/0 | 1/1 | 0/0 |
| 2021 | 11/15 | 3/9 | 3/4 | 0/0 | 0/0 | 5/2 | 0/0 |
| 2020 | 10/5 | 8/4 | 2/1 | 0/0 | 0/0 | 0/0 | 0/0 |
| 2019 | 28/15 | 16/9 | 10/3 | 1/2 | 0/0 | 1/1 | 0/0 |
| 2018 | 29/16 | 16/10 | 11/5 | 0/0 | 0/0 | 2/1 | 0/0 |
| 2017 | 17/10 | 15/5 | 1/4 | 0/0 | 0/0 | 1/1 | 0/0 |
| 2016 | 47/18 | 24/10 | 11/4 | 4/3 | 0/0 | 8/1 | 0/0 |
| 2015 | 31/19 | 17/11 | 9/5 | 1/1 | 0/0 | 4/2 | 0/0 |
| 2014 | 31/23 | 17/14 | 5/5 | 1/2 | 0/0 | 8/2 | 0/0 |
| 2013 | 34/22 | 19/12 | 7/6 | 2/1 | 0/0 | 6/3 | 0/0 |
| 2012 | 31/16 | 21/10 | 1/2 | 8/2 | 0/0 | 1/2 | 0/0 |
| 2011 | 13/12 | 11/11 | 0/0 | 0/0 | 0/0 | 2/1 | 0/0 |
| 2010 | 19/8 | 11/7 | 8/1 | 0/0 | 0/0 | 0/0 | 0/0 |
| 2009 | 2/3 | 1/2 | 1/1 | 0/0 | 0/0 | 0/0 | 0/0 |
| TOTAL | 412/234 | 249/145 | 93/53 | 17/16 | 0/0 | 53/20 | 0/0 |
| perc. % | 63.78 % | 63.2 % | 63.7 % | 51.52 % | 0 % | 72.6 % | 0 % |
Madison Keys / Fixtures
| no matches found |
Madison Keys form / surface: Hard
Madison Keys / surface: Hard
| 23.03.25 | 3rd round | Alexandra Eala | Madison Keys | 6-4, 6-2 |  | match details |  Miami | Hard |
| 21.03.25 | 2nd round | Madison Keys | Elina Avanesyan | 6-3, 6-3 |  | match details | ||
| 14.03.25 | 1/2 | Aryna Sabalenka | Madison Keys | 6-0, 6-1 | | match details | Indian Wells | Hard |
| 13.03.25 | 1/4 | Madison Keys | Belinda Bencic | 6-1, 6-1 | | match details | ||
| 12.03.25 | 4th round | Madison Keys | Donna Vekic | 4-6, 7-67, 6-3 | | match details | ||
| 10.03.25 | 3rd round | Madison Keys | Elise Mertens | 6-2, 6-78, 6-4 | | match details | ||
| 08.03.25 | 2nd round | Madison Keys | Anastasia Potapova | 6-3, 6-0 | | match details | ||
| 25.01.25 | fin | Madison Keys | Aryna Sabalenka | 6-3, 2-6, 7-5 | | match details |  Melbourne | Hard |
| 23.01.25 | 1/2 | Madison Keys | Iga Swiatek | 5-7, 6-1, 7-68 | | match details | ||
| 22.01.25 | 1/4 | Madison Keys | Elina Svitolina | 3-6, 6-3, 6-4 | | match details | ||
| 20.01.25 | 4th round | Madison Keys | Elena Rybakina | 6-3, 1-6, 6-3 | | match details | ||
| 18.01.25 | 3rd round | Madison Keys | Danielle Rose Collins | 6-4, 6-4 | | match details | ||
| 16.01.25 | 2nd round | Madison Keys | Elena Gabriela Ruse | 7-61, 2-6, 7-5 | | match details | ||
| 14.01.25 | 1st round | Madison Keys | Ann Li | 6-4, 7-5 | | match details | ||
| 11.01.25 | fin | Madison Keys | Jessica Pegula | 6-3, 4-6, 6-1 | | match details | Adelaide | Hard |
| 10.01.25 | 1/2 | Madison Keys | Liudmila Samsonova | 5-7, 7-5, 3-0, Liudmila Samsonova - retired | | match details | ||
| 09.01.25 | 1/4 | Madison Keys | Daria Kasatkina | 6-1, 6-3 | | match details | ||
| 08.01.25 | 2nd round | Madison Keys | Jelena Ostapenko | 3-6, 6-4, 6-3 | | match details | ||
| 07.01.25 | 1st round | Madison Keys | Beatriz Haddad Maia | 6-2, 6-1 | | match details | ||
| 04.01.25 | 1/4 | Clara Tauson | Madison Keys | 6-4, 7-67 | | match details |  Auckland | Hard |
| 02.01.25 | 2nd round | Madison Keys | Jaqueline Cristian | 6-1, 6-2 | | match details | ||
| 31.12.24 | 1st round | Madison Keys | Lucia Bronzetti | 6-4, 6-4 | | match details | ||
| 07.10.24 | 1st round | Beatriz Haddad Maia | Madison Keys | 7-67, 6-2 | | match details |  Wuhan | Hard |
| 02.10.24 | 4th round | Aryna Sabalenka | Madison Keys | 6-4, 6-3 | | match details | Beijing | Hard |
| 30.09.24 | 3rd round | Madison Keys | Beatriz Haddad Maia | 6-3, 6-3 | | match details | ||
| 28.09.24 | 2nd round | Madison Keys | Sara Sorribes Tormo | 6-2, 6-1 | | match details | ||
| 30.08.24 | 3rd round | Elise Mertens | Madison Keys | 6-75, 7-5, 6-4 | | match details | New York | Hard |
| 28.08.24 | 2nd round | Madison Keys | Maya Joint | 6-4, 6-0 | | match details | ||
| 26.08.24 | 1st round | Madison Keys | Katerina Siniakova | 6-4, 6-1 | | match details | ||
| 08.08.24 | 2nd round | Peyton Stearns | Madison Keys | 3-6, 7-5, 3-0, Madison Keys - retired | | match details |  Toronto | Hard |
| 25.03.24 | 4th round | Elena Rybakina | Madison Keys | 6-3, 7-5 | | match details | Miami | Hard |
| 23.03.24 | 3rd round | Madison Keys | Xinyu Wang | 6-4, 7-65 | | match details | ||
| 21.03.24 | 2nd round | Madison Keys | Diana Shnaider | 6-2, 6-4 | | match details | ||
| 10.03.24 | 3rd round | Yulia Putintseva | Madison Keys | 6-4, 6-1 | | match details | Indian Wells | Hard |
| 08.03.24 | 2nd round | Madison Keys | Hailey Baptiste | 6-4, 4-6, 7-64 | | match details | ||
| 19.09.23 | 2nd round | Emma Navarro | Madison Keys | 6-2, 7-65 | | match details |  Guadalajara | Hard |
| 07.09.23 | 1/2 | Aryna Sabalenka | Madison Keys | 0-6, 7-61, 7-65 | | match details | New York | Hard |
| 06.09.23 | 1/4 | Madison Keys | Marketa Vondrousova | 6-1, 6-4 | | match details | ||
| 04.09.23 | 4th round | Madison Keys | Jessica Pegula | 6-1, 6-3 | | match details | ||
| 02.09.23 | 3rd round | Madison Keys | Liudmila Samsonova | 5-7, 6-2, 6-2 | | match details | ||
| 31.08.23 | 2nd round | Madison Keys | Yanina Wickmayer | 6-1, 6-2 | | match details | ||
| 29.08.23 | 1st round | Madison Keys | Arantxa Rus | 6-2, 6-4 | | match details | ||
| 15.08.23 | 1st round | Elise Mertens | Madison Keys | 6-3, 3-6, 6-3 | | match details | Cincinnati | Hard |
| 09.08.23 | 2nd round | Jasmine Paolini | Madison Keys | Madison Keys - walk over | | match details | Montreal | Hard |
| 07.08.23 | 1st round | Madison Keys | Venus Williams | 6-2, 7-5 | | match details | ||
| 04.08.23 | 1/4 | Maria Sakkari | Madison Keys | 6-3, 6-3 | | match details | Washington | Hard |
| 02.08.23 | 2nd round | Madison Keys | Jennifer Brady | 6-4, 6-0 | | match details | ||
| 01.08.23 | 1st round | Madison Keys | Qinwen Zheng | 7-5, 6-1 | | match details | ||
| 26.03.23 | 3rd round | Barbora Krejcikova | Madison Keys | 7-64, 6-3 | | match details | Miami | Hard |
| 24.03.23 | 2nd round | Madison Keys | Robin Montgomery | 6-4, 6-4 | | match details | ||
| 11.03.23 | 2nd round | Sorana Cirstea | Madison Keys | 6-1, Madison Keys - retired | | match details | Indian Wells | Hard |
| 23.02.23 | 1/4 | Cori Gauff | Madison Keys | 6-2, 7-5 | | match details |  Dubai | Hard |
| 22.02.23 | 3rd round | Madison Keys | Victoria Azarenka | 6-2, 6-1 | | match details | ||
| 21.02.23 | 2nd round | Madison Keys | Caroline Garcia | 7-5, 6-4 | | match details | ||
| 19.02.23 | 1st round | Madison Keys | Jasmine Paolini | 6-1, 6-1 | | match details | ||
| 14.02.23 | 1st round | Jelena Ostapenko | Madison Keys | 7-5, 6-2 | | match details |  Doha | Hard |
| 20.01.23 | 3rd round | Victoria Azarenka | Madison Keys | 1-6, 6-2, 6-1 | | match details | Melbourne | Hard |
| 18.01.23 | 2nd round | Madison Keys | Xinyu Wang | 6-3, 6-2 | | match details | ||
| 16.01.23 | 1st round | Madison Keys | Anna Blinkova | 6-4, 3-6, 6-2 | | match details | ||
| 08.01.23 | fin | Madison Keys | Lucia Bronzetti | 6-3, 6-2 | | match details | Australia | Hard |
| 07.01.23 | 1/2 | Madison Keys | Magda Linette | 6-4, 6-2 | | match details | ||
| 04.01.23 | 1/4 | Madison Keys | Katie Swan | 2-6, 6-3, 6-4 | | match details | ||
| 02.01.23 | Madison Keys | Jule Niemeier | 6-2, 6-3 | | match details | |||
| 29.12.22 | Madison Keys | Marie Bouzkova | 6-4, 6-3 | | match details | |||
| 20.10.22 | 3rd round | Victoria Azarenka | Madison Keys | 6-4, 6-74, 6-1 | | match details | Guadalajara | Hard |
| 19.10.22 | 2nd round | Madison Keys | Ajla Tomljanovic | 3-6, 6-4, 6-3 | | match details | ||
| 18.10.22 | 1st round | Madison Keys | Magda Linette | 6-3, 6-3 | | match details | ||
| 14.10.22 | 1/4 | Jessica Pegula | Madison Keys | 6-4, 7-5 | | match details | San Diego | Hard |
| 13.10.22 | 2nd round | Madison Keys | Daria Kasatkina | 6-4, 6-3 | | match details | ||
| 10.10.22 | 1st round | Madison Keys | Ellen Perez | 6-1, 6-4 | | match details | ||
| 02.09.22 | 3rd round | Cori Gauff | Madison Keys | 6-2, 6-3 | | match details | New York | Hard |
| 31.08.22 | 2nd round | Madison Keys | Camila Giorgi | 6-4, 5-7, 7-66 | | match details | ||
| 29.08.22 | 1st round | Madison Keys | Dayana Yastremska | 7-63, 6-3 | | match details | ||
| 20.08.22 | 1/2 | Petra Kvitova | Madison Keys | 6-76, 6-4, 6-3 | | match details | Cincinnati | Hard |
| 19.08.22 | 1/4 | Madison Keys | Elena Rybakina | 6-2, 6-4 | | match details | ||
| 18.08.22 | 3rd round | Madison Keys | Iga Swiatek | 6-3, 6-4 | | match details | ||
| 17.08.22 | 2nd round | Madison Keys | Jelena Ostapenko | 6-4, 7-5 | | match details | ||
| 16.08.22 | 1st round | Madison Keys | Yulia Putintseva | 7-5, 6-3 | | match details | ||
| 08.08.22 | 1st round | Asia Muhammad | Madison Keys | 7-65, 6-4 | | match details | Toronto | Hard |
| 03.08.22 | 2nd round | Ons Jabeur | Madison Keys | 7-5, 6-1 | | match details | San Jose | Hard |
| 01.08.22 | 1st round | Madison Keys | Shuai Zhang | 6-4, 6-2 | | match details | ||
| 25.03.22 | 2nd round | Anhelina Kalinina | Madison Keys | 3-6, 6-3, 6-4 | | match details | Miami | Hard |
| 16.03.22 | 1/4 | Iga Swiatek | Madison Keys | 6-1, 6-0 | | match details | Indian Wells | Hard |
| 15.03.22 | 4th round | Madison Keys | Harriet Dart | 6-1, 6-4 | | match details | ||
| 13.03.22 | 3rd round | Madison Keys | Alison Riske | 7-64, 6-1 | | match details | ||
| 11.03.22 | 2nd round | Madison Keys | Misaki Doi | 6-4, 3-6, 6-1 | | match details | ||
| 01.03.22 | 1st round | Petra Martic | Madison Keys | 5-7, 7-63, 6-3 | | match details | Monterrey | Hard |
| 21.02.22 | 1st round | Harmony Tan | Madison Keys | 6-4, 1-6, 6-1 | | match details | Guadalajara | Hard |
| 27.01.22 | 1/2 | Ashleigh Barty | Madison Keys | 6-1, 6-3 | | match details | Melbourne | Hard |
| 25.01.22 | 1/4 | Madison Keys | Barbora Krejcikova | 6-3, 6-2 | | match details | ||
| 23.01.22 | 4th round | Madison Keys | Paula Badosa Gibert | 6-3, 6-1 | | match details | ||
| 21.01.22 | 3rd round | Madison Keys | Qiang Wang | 4-6, 6-3, 7-62 | | match details | ||
| 19.01.22 | 2nd round | Madison Keys | Jaqueline Cristian | 6-2, 7-5 | | match details | ||
| 17.01.22 | 1st round | Madison Keys | Sofia Kenin | 7-62, 7-5 | | match details | ||
| 15.01.22 | fin | Madison Keys | Alison Riske | 6-1, 6-2 | | match details | Adelaide | Hard |
| 14.01.22 | 1/2 | Madison Keys | Cori Gauff | 3-6, 6-2, 7-5 | | match details | ||
| 13.01.22 | 1/4 | Madison Keys | Liudmila Samsonova | 6-3, 3-6, 6-3 | | match details | ||
| 12.01.22 | 2nd round | Madison Keys | Tereza Martincova | 6-1, 6-3 | | match details | ||
| 10.01.22 | 1st round | Madison Keys | Elina Svitolina | 6-2, 6-4 | | match details | ||
| 06.01.22 | 2nd round | Daria Kasatkina | Madison Keys | 7-64, 2-6, 6-3 | | match details | Melbourne | Hard |
| 05.01.22 | 1st round | Madison Keys | Harriet Dart | 6-3, 7-62 | | match details | ||
| 08.10.21 | 2nd round | Anastasia Pavlyuchenkova | Madison Keys | 6-3, 6-1 | | match details | Indian Wells | Hard |
| 06.10.21 | 1st round | Madison Keys | Kaia Kanepi | 6-0, 7-5 | | match details | ||
| 27.09.21 | 1st round | Aliaksandra Sasnovich | Madison Keys | 6-4, 2-0, Madison Keys - retired | | match details | Chicago | Hard |
| 30.08.21 | 1st round | Sloane Stephens | Madison Keys | 6-3, 1-6, 7-67 | | match details | New York | Hard |
| 16.08.21 | 1st round | Petra Kvitova | Madison Keys | 7-5, 6-4 | | match details | Cincinnati | Hard |
| 09.08.21 | 1st round | Rebecca Marino | Madison Keys | 6-3, 6-3 | | match details | Montreal | Hard |
| 04.08.21 | 2nd round | Shuai Zhang | Madison Keys | 7-5, 7-65 | | match details | San Jose | Hard |
| 25.03.21 | 2nd round | Ana Konjuh | Madison Keys | 6-4, 6-2 | | match details | Miami | Hard |
| 09.03.21 | 2nd round | Anastasia Potapova | Madison Keys | 6-4, 6-3 | | match details | Dubai | Hard |
| 08.03.21 | 1st round | Madison Keys | En Shuo Liang | 6-1, 6-1 | | match details | ||
| 03.03.21 | 2nd round | Maria Sakkari | Madison Keys | 6-2, 6-2 | | match details | Doha | Hard |
| 02.03.21 | 1st round | Madison Keys | Belinda Bencic | 6-4, 6-1 | | match details | ||
| 05.09.20 | 3rd round | Alize Cornet | Madison Keys | 7-64, 3-2, Madison Keys - retired | | match details | New York | Hard |
| 03.09.20 | 2nd round | Madison Keys | Aliona Bolsova | 6-2, 6-1 | | match details | ||
| 01.09.20 | 1st round | Madison Keys | Timea Babos | 6-1, 6-1 | | match details | ||
| 24.08.20 | 2nd round | Ons Jabeur | Madison Keys | 6-4, 6-1 | | match details | New York | Hard |
| 24.01.20 | 3rd round | Maria Sakkari | Madison Keys | 6-4, 6-4 | | match details | Melbourne | Hard |
| 22.01.20 | 2nd round | Madison Keys | Arantxa Rus | 7-63, 6-2 | | match details | ||
| 21.01.20 | 1st round | Madison Keys | Daria Kasatkina | 6-3, 6-1 | | match details | ||
| 12.01.20 | fin | Karolina Pliskova | Madison Keys | 6-4, 4-6, 7-5 | | match details | Brisbane | Hard |
| 11.01.20 | 1/2 | Madison Keys | Petra Kvitova | 3-6, 6-2, 6-3 | | match details | ||
| 10.01.20 | 1/4 | Madison Keys | Danielle Rose Collins | 6-4, 6-1 | | match details | ||
| 08.01.20 | 2nd round | Madison Keys | Samantha Stosur | 7-5, 6-3 | | match details | ||
| 07.01.20 | 1st round | Madison Keys | Marie Bouzkova | 6-3, 6-2 | | match details | ||
| 24.10.19 | Madison Keys | Petra Martic | 6-3, 6-4 | | match details | Zhuhai | Hard | |
| 22.10.19 | Saisai Zheng | Madison Keys | 6-4, 6-2 | | match details | |||
| 02.10.19 | 2nd round | Jennifer Brady | Madison Keys | 2-6, 6-4, 6-4 | | match details | Beijing | Hard |
| 30.09.19 | 1st round | Madison Keys | Karolina Muchova | 6-4, 7-65 | | match details | ||
| 20.09.19 | 1/4 | Angelique Kerber | Madison Keys | 6-4, 4-6, 2-1, Madison Keys - retired | | match details |  Osaka | Hard |
| 18.09.19 | 2nd round | Madison Keys | Zarina Diyas | 5-7, 6-0, 6-4 | | match details | ||
| 17.09.19 | 1st round | Madison Keys | Daria Kasatkina | 6-3, 6-4 | | match details | ||
| 01.09.19 | 4th round | Elina Svitolina | Madison Keys | 7-5, 6-4 | | match details | New York | Hard |
| 30.08.19 | 3rd round | Madison Keys | Sofia Kenin | 6-3, 7-5 | | match details | ||
| 28.08.19 | 2nd round | Madison Keys | Lin Zhu | 6-4, 6-1 | | match details | ||
| 26.08.19 | 1st round | Madison Keys | Misaki Doi | 7-5, 6-0 | | match details | ||
| 18.08.19 | fin | Madison Keys | Svetlana Kuznetsova | 7-5, 7-65 | | match details | Cincinnati | Hard |
| 17.08.19 | 1/2 | Madison Keys | Sofia Kenin | 7-5, 6-4 | | match details | ||
| 16.08.19 | 1/4 | Madison Keys | Venus Williams | 6-2, 6-3 | | match details | ||
| 15.08.19 | 3rd round | Madison Keys | Simona Halep | 6-1, 3-6, 7-5 | | match details | ||
| 14.08.19 | 2nd round | Madison Keys | Daria Kasatkina | 6-4, 6-1 | | match details | ||
| 13.08.19 | 1st round | Madison Keys | Garbine Muguruza | 6-74, 7-65, 6-4 | | match details | ||
| 06.08.19 | 1st round | Donna Vekic | Madison Keys | 3-6, 7-65, 7-65 | | match details | Toronto | Hard |
| 30.07.19 | 1st round | Hailey Baptiste | Madison Keys | 7-64, 6-2 | | match details | Washington | Hard |
| 21.03.19 | 2nd round | Samantha Stosur | Madison Keys | 6-4, 4-6, 6-4 | | match details | Miami | Hard |
| 09.03.19 | 2nd round | Mona Barthel | Madison Keys | 3-6, 6-1, 7-5 | | match details | Indian Wells | Hard |
| 21.01.19 | 4th round | Elina Svitolina | Madison Keys | 6-2, 1-6, 6-1 | | match details | Melbourne | Hard |
| 19.01.19 | 3rd round | Madison Keys | Elise Mertens | 6-3, 6-2 | | match details | ||
| 17.01.19 | 2nd round | Madison Keys | Anastasia Potapova | 6-3, 6-4 | | match details | ||
| 15.01.19 | 1st round | Madison Keys | Destanee Aiava | 6-2, 6-2 | | match details | ||
| 02.11.18 | Qiang Wang | Madison Keys | 1-6, 6-3, 6-1 | | match details | Zhuhai | Hard | |
| 31.10.18 | Madison Keys | Daria Kasatkina | 6-2, 6-4 | | match details | |||
| 01.10.18 | 2nd round | Anastasija Sevastova | Madison Keys | Madison Keys - walk over | | match details | Beijing | Hard |
| 30.09.18 | 1st round | Madison Keys | Bernarda Pera | 6-3, 6-4 | | match details | ||
| 25.09.18 | 2nd round | Angelique Kerber | Madison Keys | 6-0, 4-1, Madison Keys - retired | | match details | Wuhan | Hard |
| 24.09.18 | 1st round | Madison Keys | Yafan Wang | 6-3, 6-3 | | match details | ||
| 06.09.18 | 1/2 | Naomi Osaka | Madison Keys | 6-2, 6-4 | | match details | New York | Hard |
| 05.09.18 | 1/4 | Madison Keys | Carla Suarez Navarro | 6-4, 6-3 | | match details | ||
| 03.09.18 | 4th round | Madison Keys | Dominika Cibulkova | 6-1, 6-3 | | match details | ||
| 01.09.18 | 3rd round | Madison Keys | Aleksandra Krunic | 4-6, 6-1, 6-2 | | match details | ||
| 30.08.18 | 2nd round | Madison Keys | Bernarda Pera | 6-4, 6-1 | | match details | ||
| 28.08.18 | 1st round | Madison Keys | Pauline Parmentier | 6-4, 6-4 | | match details | ||
| 17.08.18 | 1/4 | Aryna Sabalenka | Madison Keys | 6-3, 6-4 | | match details | Cincinnati | Hard |
| 16.08.18 | 3rd round | Madison Keys | Angelique Kerber | 2-6, 7-63, 6-4 | | match details | ||
| 15.08.18 | 2nd round | Madison Keys | Camila Giorgi | 6-2, 6-2 | | match details | ||
| 13.08.18 | 1st round | Madison Keys | Bethanie Mattek-Sands | 3-6, 7-63, 6-4 | | match details | ||
| 22.03.18 | 2nd round | Victoria Azarenka | Madison Keys | 7-65, 2-0, Madison Keys - retired | | match details | Miami | Hard |
| 10.03.18 | 2nd round | Danielle Rose Collins | Madison Keys | 6-3, 7-61 | | match details | Indian Wells | Hard |
| 14.02.18 | 2nd round | Catherine Cartan Bellis | Madison Keys | 2-6, 6-3, 6-0 | | match details | Doha | Hard |
| 13.02.18 | 1st round | Madison Keys | Qiang Wang | 6-1, 6-4 | | match details | ||
| 24.01.18 | 1/4 | Angelique Kerber | Madison Keys | 6-1, 6-2 | | match details | Melbourne | Hard |
| 22.01.18 | 4th round | Madison Keys | Caroline Garcia | 6-3, 6-2 | | match details | ||
| 20.01.18 | 3rd round | Madison Keys | Ana Bogdan | 6-3, 6-4 | | match details | ||
| 18.01.18 | 2nd round | Madison Keys | Ekaterina Alexandrova | 6-0, 6-1 | | match details | ||
| 16.01.18 | 1st round | Madison Keys | Qiang Wang | 6-1, 7-5 | | match details | ||
| 01.01.18 | 1st round | Johanna Konta | Madison Keys | 4-6, 6-4, 6-3 | | match details | Brisbane | Hard |
| 25.09.17 | 1st round | Varvara Lepchenko | Madison Keys | 6-2, 7-64 | | match details | Wuhan | Hard |
| 09.09.17 | fin | Sloane Stephens | Madison Keys | 6-3, 6-0 | | match details | New York | Hard |
| 07.09.17 | 1/2 | Madison Keys | Coco Vandeweghe | 6-1, 6-2 | | match details | ||
| 06.09.17 | 1/4 | Madison Keys | Kaia Kanepi | 6-3, 6-3 | | match details | ||
| 04.09.17 | 4th round | Madison Keys | Elina Svitolina | 7-62, 1-6, 6-4 | | match details | ||
| 02.09.17 | 3rd round | Madison Keys | Elena Vesnina | 2-6, 6-4, 6-1 | | match details | ||
| 31.08.17 | 2nd round | Madison Keys | Tatjana Maria | 6-3, 6-4 | | match details | ||
| 29.08.17 | 1st round | Madison Keys | Elise Mertens | 6-3, 7-66 | | match details | ||
| 17.08.17 | 3rd round | Garbine Muguruza | Madison Keys | 6-4, 3-6, 7-63 | | match details | Cincinnati | Hard |
| 16.08.17 | 2nd round | Madison Keys | Daria Kasatkina | 6-2, 6-1 | | match details | ||
| 14.08.17 | 1st round | Madison Keys | Coco Vandeweghe | 6-4, 3-6, 6-3 | | match details | ||
| 06.08.17 | fin | Madison Keys | Coco Vandeweghe | 7-64, 6-4 | | match details | Stanford | Hard |
| 05.08.17 | 1/2 | Madison Keys | Garbine Muguruza | 6-3, 6-2 | | match details | ||
| 04.08.17 | 1/4 | Madison Keys | Lesya Tsurenko | 6-4, 6-3 | | match details | ||
| 02.08.17 | 2nd round | Madison Keys | Caroline Dolehide | 3-6, 6-2, 6-3 | | match details | ||
| 26.03.17 | 3rd round | Lara Arruabarrena | Madison Keys | 7-5, 7-5 | | match details | Miami | Hard |
| 24.03.17 | 2nd round | Madison Keys | Viktorija Golubic | 6-1, 6-2 | | match details | ||
| 14.03.17 | 4th round | Caroline Wozniacki | Madison Keys | 6-4, 6-4 | | match details | Indian Wells | Hard |
| 13.03.17 | 3rd round | Madison Keys | Naomi Osaka | 6-1, 6-4 | | match details | ||
| 11.03.17 | 2nd round | Madison Keys | Mariana Duque-Marino | 6-1, 7-5 | | match details | ||
| 08.10.16 | 1/2 | Johanna Konta | Madison Keys | 7-61, 4-6, 6-4 | | match details | Beijing | Hard |
| 07.10.16 | 1/4 | Madison Keys | Petra Kvitova | 6-3, 6-72, 7-65 | | match details | ||
| 05.10.16 | 3rd round | Madison Keys | Svetlana Kuznetsova | 7-62, 6-2 | | match details | ||
| 03.10.16 | 2nd round | Madison Keys | Kristina Mladenovic | 7-5, 6-4 | | match details | ||
| 02.10.16 | 1st round | Madison Keys | Yingying Duan | 6-0, 4-6, 6-1 | | match details | ||
| 29.09.16 | 1/4 | Simona Halep | Madison Keys | 6-4, 6-2 | | match details | Wuhan | Hard |
| 28.09.16 | 3rd round | Madison Keys | Daria Kasatkina | 6-1, 4-6, 6-4 | | match details | ||
| 27.09.16 | 2nd round | Madison Keys | Caroline Garcia | 6-3, 6-4 | | match details | ||
| 20.09.16 | 1st round | Yulia Putintseva | Madison Keys | 6-3, 3-6, 7-67 | | match details | Tokyo | Hard |
| 04.09.16 | 4th round | Caroline Wozniacki | Madison Keys | 6-3, 6-4 | | match details | New York | Hard |
| 02.09.16 | 3rd round | Madison Keys | Naomi Osaka | 7-5, 4-6, 7-63 | | match details | ||
| 31.08.16 | 2nd round | Madison Keys | Kayla Day | 6-1, 6-1 | | match details | ||
| 29.08.16 | 1st round | Madison Keys | Alison Riske | 4-6, 7-65, 6-2 | | match details | ||
| 13.08.16 | bronze | Petra Kvitova | Madison Keys | 7-5, 2-6, 6-2 | | match details |  Rio de | Hard |
| 12.08.16 | 1/2 | Angelique Kerber | Madison Keys | 6-3, 7-5 | | match details | ||
| 11.08.16 | 1/4 | Madison Keys | Daria Kasatkina | 6-3, 6-1 | | match details | ||
| 09.08.16 | 3rd round | Madison Keys | Carla Suarez Navarro | 6-3, 3-6, 6-3 | | match details | ||
| 08.08.16 | 2nd round | Madison Keys | Kristina Mladenovic | 7-5, 6-74, 7-65 | | match details | ||
| 06.08.16 | 1st round | Madison Keys | Danka Kovinic | 6-3, 6-3 | | match details | ||
| 31.07.16 | fin | Simona Halep | Madison Keys | 7-62, 6-3 | | match details | Montreal | Hard |
| 30.07.16 | 1/2 | Madison Keys | Kristina Kucova | 6-2, 6-1 | | match details | ||
| 29.07.16 | 1/4 | Madison Keys | Anastasia Pavlyuchenkova | 7-63, 1-6, 6-0 | | match details | ||
| 28.07.16 | 3rd round | Madison Keys | Venus Williams | 6-1, 6-72, 6-3 | | match details | ||
| 27.07.16 | 2nd round | Madison Keys | Madison Brengle | 6-4, 6-3 | | match details | ||
| 26.07.16 | 1st round | Madison Keys | Elena Vesnina | 6-4, 6-0 | | match details | ||
| 30.03.16 | 1/4 | Angelique Kerber | Madison Keys | 6-3, 6-2 | | match details | Miami | Hard |
| 28.03.16 | 4th round | Madison Keys | Irina-Camelia Begu | 6-3, 6-1 | | match details | ||
| 27.03.16 | 3rd round | Madison Keys | Roberta Vinci | 6-4, 6-4 | | match details | ||
| 25.03.16 | 2nd round | Madison Keys | Kirsten Flipkens | 6-4, 6-2 | | match details | ||
| 11.03.16 | 2nd round | Nicole Gibbs | Madison Keys | 6-3, 6-3 | | match details | Indian Wells | Hard |
| 25.01.16 | 4th round | Shuai Zhang | Madison Keys | 3-6, 6-3, 6-3 | | match details | Melbourne | Hard |
| 23.01.16 | 3rd round | Madison Keys | Ana Ivanovic | 4-6, 6-4, 6-4 | | match details | ||
| 21.01.16 | 2nd round | Madison Keys | Yaroslava Shvedova | 6-74, 6-3, 6-3 | | match details | ||
| 19.01.16 | 1st round | Madison Keys | Zarina Diyas | 7-65, 6-1 | | match details | ||
| 07.10.15 | 3rd round | Agnieszka Radwanska | Madison Keys | 6-3, Madison Keys - retired | | match details | Beijing | Hard |
| 05.10.15 | 2nd round | Madison Keys | Kateryna Volodko | 3-6, 6-1, 6-0 | | match details | ||
| 03.10.15 | 1st round | Madison Keys | Kristina Mladenovic | 7-5, 6-2 | | match details | ||
| 29.09.15 | 2nd round | Kristina Mladenovic | Madison Keys | 7-5, 1-6, 6-2 | | match details | Wuhan | Hard |
| 28.09.15 | 1st round | Madison Keys | Magdalena Rybarikova | 6-2, 4-6, 7-64 | | match details | ||
| 06.09.15 | 4th round | Serena Williams | Madison Keys | 6-3, 6-3 | | match details | New York | Hard |
| 04.09.15 | 3rd round | Madison Keys | Agnieszka Radwanska | 6-3, 6-2 | | match details | ||
| 02.09.15 | 2nd round | Madison Keys | Tereza Smitkova | 6-1, 6-2 | | match details | ||
| 31.08.15 | 1st round | Madison Keys | Klara Koukalova | 6-2, 6-4 | | match details | ||
| 26.08.15 | 2nd round | Petra Kvitova | Madison Keys | 4-6, 6-1, 6-2 | | match details | New Haven | Hard |
| 24.08.15 | 1st round | Madison Keys | Elina Svitolina | 7-64, 4-2, Elina Svitolina - retired | | match details | ||
| 19.08.15 | 2nd round | Jelena Jankovic | Madison Keys | 7-64, 6-4 | | match details | Cincinnati | Hard |
| 17.08.15 | 1st round | Madison Keys | Timea Bacsinszky | 6-4, 6-3 | | match details | ||
| 05.08.15 | 2nd round | Ajla Tomljanovic | Madison Keys | 1-6, 6-4, 6-1 | | match details | Stanford | Hard |
| 03.08.15 | 1st round | Madison Keys | Aleksandra Krunic | 6-3, 6-0 | | match details | ||
| 27.03.15 | 2nd round | Sloane Stephens | Madison Keys | 6-4, 6-2 | | match details | Miami | Hard |
| 16.03.15 | 3rd round | Jelena Jankovic | Madison Keys | 5-7, 6-4, 6-3 | | match details | Indian Wells | Hard |
| 14.03.15 | 2nd round | Madison Keys | Klara Koukalova | 6-3, 6-2 | | match details | ||
| 29.01.15 | 1/2 | Serena Williams | Madison Keys | 7-65, 6-2 | | match details | Melbourne | Hard |
| 28.01.15 | 1/4 | Madison Keys | Venus Williams | 6-3, 4-6, 6-4 | | match details | ||
| 26.01.15 | 4th round | Madison Keys | Madison Brengle | 6-2, 6-4 | | match details | ||
| 24.01.15 | 3rd round | Madison Keys | Petra Kvitova | 6-4, 7-5 | | match details | ||
| 22.01.15 | 2nd round | Madison Keys | Casey Dellacqua | 2-6, 6-1, 6-1 | | match details | ||
| 20.01.15 | 1st round | Madison Keys | Lesya Tsurenko | 6-3, 7-5 | | match details | ||
| 13.01.15 | 2nd round | Tsvetana Pironkova | Madison Keys | 4-6, 4-1, Madison Keys - retired | | match details | Sydney | Hard |
| 11.01.15 | 1st round | Madison Keys | Svetlana Kuznetsova | 6-4, 6-4 | | match details | ||
| 06.01.15 | 2nd round | Varvara Lepchenko | Madison Keys | 6-4, 6-4 | | match details | Brisbane | Hard |
| 05.01.15 | 1st round | Madison Keys | Dominika Cibulkova | 7-5, 6-2 | | match details | ||
| 10.10.14 | 1/4 | Luksika Kumkhum | Madison Keys | 6-2, 4-3, Madison Keys - retired | | match details | Osaka | Hard |
| 08.10.14 | 2nd round | Madison Keys | Misaki Doi | 6-0, 6-4 | | match details | ||
| 06.10.14 | 1st round | Madison Keys | Sachia Vickery | 6-3, 6-3 | | match details | ||
| 30.09.14 | 2nd round | Andrea Petkovic | Madison Keys | 6-2, 6-3 | | match details | Beijing | Hard |
| 27.09.14 | 1st round | Madison Keys | Alison Riske | 6-3, 6-73, 7-5 | | match details | ||
| 23.09.14 | 2nd round | Barbora Strycova | Madison Keys | 3-6, 6-2, 6-2 | | match details | Wuhan | Hard |
| 22.09.14 | 1st round | Madison Keys | Dominika Cibulkova | 4-6, 6-3, Dominika Cibulkova - retired | | match details | ||
| 15.09.14 | 1st round | Lucie Safarova | Madison Keys | 6-74, 6-4, 6-2 | | match details | Tokyo | Hard |
| 28.08.14 | 2nd round | Aleksandra Krunic | Madison Keys | 7-64, 2-6, 7-5 | | match details | New York | Hard |
| 26.08.14 | 1st round | Madison Keys | Jarmila Wolfe | 6-0, 6-3 | | match details | ||
| 13.08.14 | 2nd round | Maria Sharapova | Madison Keys | 6-1, 3-6, 6-3 | | match details | Cincinnati | Hard |
| 11.08.14 | 1st round | Madison Keys | Alize Cornet | 6-2, 6-4 | | match details | ||
| 06.08.14 | 2nd round | Sabine Lisicki | Madison Keys | 4-6, 6-1, 6-4 | | match details | Montreal | Hard |
| 05.08.14 | 1st round | Madison Keys | Svetlana Kuznetsova | 6-1, 3-2, Svetlana Kuznetsova - retired | | match details | ||
| 28.07.14 | 1st round | Kurumi Nara | Madison Keys | 7-5, 6-3 | | match details | Washington | Hard |
| 23.03.14 | 3rd round | Na Li | Madison Keys | 7-63, 6-3 | | match details | Miami | Hard |
| 21.03.14 | 2nd round | Madison Keys | Daniela Hantuchova | 6-4, 6-2 | | match details | ||
| 19.03.14 | 1st round | Madison Keys | Anett Kontaveit | 6-3, 6-2 | | match details | ||
| 07.03.14 | 2nd round | Roberta Vinci | Madison Keys | 6-3, 6-3 | | match details | Indian Wells | Hard |
| 05.03.14 | 1st round | Madison Keys | Tsvetana Pironkova | 6-2, 6-1 | | match details | ||
| 25.02.14 | 1st round | Shuai Zhang | Madison Keys | 4-6, 6-1, 6-4 | | match details | Acapulco | Hard |
| 24.02.14 | qual. | Madison Keys | Lara Arruabarrena | 6-1, 6-0 | | match details | ||
| 23.02.14 | q 2 | Madison Keys | Alisa Kleybanova | 6-4, 7-62 | | match details | ||
| 22.02.14 | q 1 | Madison Keys | Victoria Rodriguez | 6-0, 6-2 | | match details | ||
| 15.01.14 | 2nd round | Jie Zheng | Madison Keys | 7-65, 1-6, 7-5 | | match details | Melbourne | Hard |
| 13.01.14 | 1st round | Madison Keys | Patricia Mayr-Achleitner | 6-2, 6-78, 9-7 | | match details | ||
| 09.01.14 | 1/2 | Angelique Kerber | Madison Keys | 6-4, 6-2 | | match details | Sydney | Hard |
| 08.01.14 | 1/4 | Madison Keys | Bethanie Mattek-Sands | 3-2, Bethanie Mattek-Sands - retired | | match details | ||
| 07.01.14 | 2nd round | Madison Keys | Ajla Tomljanovic | 6-0, 3-6, 7-63 | | match details | ||
| 05.01.14 | 1st round | Madison Keys | Simona Halep | 6-1, 6-4 | | match details | ||
| 29.12.13 | 1st round | Stefanie Voegele | Madison Keys | 6-4, 6-3 | | match details | Brisbane | Hard |
| 12.10.13 | 1/2 | Samantha Stosur | Madison Keys | 6-1, 6-2 | | match details | Osaka | Hard |
| 11.10.13 | 1/4 | Madison Keys | Jie Zheng | 6-3, 6-1 | | match details | ||
| 10.10.13 | 2nd round | Madison Keys | Shuai Zhang | 6-4, 6-0 | | match details | ||
| 08.10.13 | 1st round | Madison Keys | Anna Schmiedlova | 6-3, 6-2 | | match details | ||
| 02.10.13 | 2nd round | Agnieszka Radwanska | Madison Keys | 6-3, 6-2 | | match details | Beijing | Hard |
| 29.09.13 | 1st round | Madison Keys | Dominika Cibulkova | 6-4, 6-3 | | match details | ||
| 26.09.13 | 3rd round | Petra Kvitova | Madison Keys | 6-2, 6-2 | | match details | Tokyo | Hard |
| 24.09.13 | 2nd round | Madison Keys | Shuai Peng | 7-5, 6-2 | | match details | ||
| 23.09.13 | 1st round | Madison Keys | Carla Suarez Navarro | 5-7, 7-5, 6-2 | | match details | ||
| 26.08.13 | 1st round | Jelena Jankovic | Madison Keys | 6-3, 6-4 | | match details | New York | Hard |
| 04.08.13 | qual. | Anastasia Rodionova | Madison Keys | Madison Keys - walk over | | match details | Toronto | Hard |
| 03.08.13 | q 1 | Madison Keys | Sonja Molnar | 6-2, 6-2 | | match details | ||
| 01.08.13 | 2nd round | Monica Niculescu | Madison Keys | 6-1, 2-6, 7-66 | | match details | Washington | Hard |
| 30.07.13 | 1st round | Madison Keys | Michelle Larcher De Brito | 7-5, 6-3 | | match details | ||
| 25.07.13 | 2nd round | Vera Dushevina | Madison Keys | 7-60, 6-2 | | match details | Stanford | Hard |
| 22.07.13 | 1st round | Madison Keys | Magdalena Rybarikova | 6-2, 6-2 | | match details | ||
| 22.03.13 | 2nd round | Lauren Davis | Madison Keys | 6-1, 5-7, 7-67 | | match details | Miami | Hard |
| 20.03.13 | 1st round | Madison Keys | Allie Kiick | 6-0, 6-0 | | match details | ||
| 09.03.13 | 2nd round | Samantha Stosur | Madison Keys | 6-3, 6-4 | | match details | Indian Wells | Hard |
| 07.03.13 | 1st round | Madison Keys | Melanie Oudin | 6-4, 4-6, 6-3 | | match details | ||
| 18.01.13 | 3rd round | Angelique Kerber | Madison Keys | 6-2, 7-5 | | match details | Melbourne | Hard |
| 16.01.13 | 2nd round | Madison Keys | Tamira Paszek | 6-2, 6-1 | | match details | ||
| 14.01.13 | 1st round | Madison Keys | Casey Dellacqua | 6-4, 7-60 | | match details | ||
| 09.01.13 | 1/4 | Na Li | Madison Keys | 4-6, 7-62, 6-2 | | match details | Sydney | Hard |
| 08.01.13 | 2nd round | Madison Keys | Jie Zheng | 6-0, 6-4 | | match details | ||
| 07.01.13 | 1st round | Madison Keys | Lucie Safarova | 6-2, 6-1 | | match details | ||
| 06.01.13 | qual. | Madison Keys | Misaki Doi | 6-3, 6-4 | | match details | ||
| 05.01.13 | q 2 | Madison Keys | Johanna Larsson | 6-2, 6-2 | | match details | ||
| 04.01.13 | q 1 | Madison Keys | Melinda Czink | 6-2, 6-2 | | match details | ||
| 30.12.12 | q 2 | Luksika Kumkhum | Madison Keys | 6-4, 6-3 | | match details | Auckland | Hard |
| 29.12.12 | q 1 | Madison Keys | Cagla Buyukakcay | 6-0, 6-3 | | match details | ||
| 05.11.12 | fin | Madison Keys | Maria Sanchez | 6-3, 7-61 | | match details | Phoenix | Hard |
| 05.11.12 | 2nd round | Madison Keys | Bethanie Mattek-Sands | 6-3, 7-5 | | match details | ||
| 05.11.12 | 1/4 | Madison Keys | Mirjana Lucic-Baroni | 7-5, 6-1 | | match details | ||
| 05.11.12 | 1/2 | Madison Keys | Sharon Fichman | 6-1, 6-3 | | match details | ||
| 05.11.12 | 1st round | Madison Keys | Romana Tedjakusuma | 6-1, 6-2 | | match details | ||
| 29.10.12 | 2nd round | Madison Keys | Yasmin Schnack | 6-4, 6-3 | | match details | New Braunfels | Hard |
| 29.10.12 | 1/4 | Madison Keys | Camila Giorgi | 3-6, 6-4, 6-4 | | match details | ||
| 29.10.12 | 1/2 | Melanie Oudin | Madison Keys | 6-4, 6-3 | | match details | ||
| 29.10.12 | 1st round | Madison Keys | Adriana Perez | 6-0, 6-1 | | match details | ||
| 23.08.12 | q 2 | Paula Ormaechea | Madison Keys | 6-4, 6-2 | | match details | New York | Hard |
| 22.08.12 | q 1 | Madison Keys | Madison Brengle | 6-3, 6-2 | | match details | ||
| 14.08.12 | 1st round | Roberta Vinci | Madison Keys | 6-3, 6-3 | | match details | Cincinnati | Hard |
| 12.08.12 | qual. | Madison Keys | Timea Babos | 6-3, 6-0 | | match details | ||
| 11.08.12 | q 1 | Madison Keys | Garbine Muguruza | 7-65, 3-6, 6-1 | | match details | ||
| 03.08.12 | 1/4 | Julia Glushko | Madison Keys | 1-6, 6-2, 6-3 | | match details | Vancouver | Hard |
| 02.08.12 | 2nd round | Madison Keys | Krista Hardebeck | 6-1, 6-2 | | match details | ||
| 31.07.12 | 1st round | Madison Keys | Carol Zhao | 6-0, 6-2 | | match details | ||
| 28.07.12 | 1/2 | Julia Glushko | Madison Keys | 6-3, 6-3 | | match details | Lexington | Hard |
| 27.07.12 | 1/4 | Madison Keys | Mallory Burdette | 6-3, 6-0 | | match details | ||
| 26.07.12 | 2nd round | Madison Keys | Julie Coin | 6-0, 6-4 | | match details | ||
| 25.07.12 | 1st round | Madison Keys | Jennifer Elie | 6-4, 6-3 | | match details | ||
| 09.07.12 | 1/4 | Yi-Miao Zhou | Madison Keys | 6-3, 6-4 | | match details | Yakima | Hard |
| 09.07.12 | 2nd round | Madison Keys | Lena Litvak | 4-6, 6-4, 6-2 | | match details | ||
| 09.07.12 | 1st round | Madison Keys | Jacqueline Cako | 6-2, 6-2 | | match details | ||
| 23.03.12 | 2nd round | Agnieszka Radwanska | Madison Keys | 6-1, 6-1 | | match details | Miami | Hard |
| 21.03.12 | 1st round | Madison Keys | Magdalena Rybarikova | 6-74, 6-2, 6-1 | | match details | ||
| 20.03.12 | qual. | Madison Keys | Anastasia Rodionova | 2-6, 6-1, 6-4 | | match details | ||
| 19.03.12 | q 1 | Madison Keys | Olga Govortsova | 6-3, 5-7, 6-4 | | match details | ||
| 05.03.12 | q 1 | Greta Arn | Madison Keys | 7-64, 6-1 | | match details | Indian Wells | Hard |
| 30.01.12 | 1st round | Krista Hardebeck | Madison Keys | 7-5, 6-1 | | match details | Rancho Santa | Hard |
| 17.01.12 | 1st round | Jie Zheng | Madison Keys | 6-2, 6-1 | | match details | Melbourne | Hard |
| 07.11.11 | 1st round | Madison Keys | Jamie Hampton | 6-3, 6-4 | | match details | Phoenix | Hard |
| 07.11.11 | 2nd round | Madison Keys | Victoria Duval | 6-3, 6-1 | | match details | ||
| 07.11.11 | 1/2 | Sesil Karatantcheva | Madison Keys | 1-6, 7-64, 6-3 | | match details | ||
| 07.11.11 | 1/4 | Madison Keys | Grace Min | 6-3, 6-3 | | match details | ||
| 31.10.11 | 2nd round | Shuai Zhang | Madison Keys | 6-4, 6-4 | | match details | Grapevine | Hard |
| 31.10.11 | 1st round | Madison Keys | Lauren Davis | 6-3, 6-3 | | match details | ||
| 17.10.11 | 2nd round | Grace Min | Madison Keys | 6-4, 6-2 | | match details | Rock Hill | Hard |
| 17.10.11 | 1st round | Madison Keys | Olga Puchkova | 2-6, 6-2, 6-2 | | match details | ||
| 10.10.11 | q 2 | Grace Min | Madison Keys | 7-5, 7-64 | | match details | Troy | Hard |
| 10.10.11 | q 1 | Madison Keys | Alyona Sotnikova | 6-0, 6-1 | | match details | ||
| 08.09.11 | 2nd round | Francoise Abanda | Madison Keys | 7-5, 6-1 | | match details | U.S. Open | Hard |
| 05.09.11 | 1st round | Madison Keys | Emily Fanning | 6-1, 6-71, 6-3 | | match details | ||
| 31.08.11 | 2nd round | Lucie Safarova | Madison Keys | 3-6, 7-5, 6-4 | | match details | New York | Hard |
| 29.08.11 | 1st round | Madison Keys | Jill Craybas | 6-2, 6-4 | | match details | ||
| 18.07.11 | 2nd round | Alison Riske | Madison Keys | 6-3, 6-73, 6-3 | | match details | Lexington | Hard |
| 18.07.11 | 1st round | Madison Keys | Lindsay Lee-Waters | 6-1, 7-5 | | match details | ||
| 22.03.11 | 1st round | Patty Schnyder | Madison Keys | 3-6, 6-1, 7-62 | | match details | Miami | Hard |
| 08.03.11 | qual. | Laura Pous-Tio | Madison Keys | 6-3, 7-62 | | match details | Indian Wells | Hard |
| 07.03.11 | q 1 | Madison Keys | Junri Namigata | 6-4, 6-4 | | match details | ||
| 14.02.11 | qual. | Piia Suomalainen | Madison Keys | 6-75, 6-2, 6-4 | | match details | Surprise | Hard |
| 14.02.11 | q 2 | Madison Keys | Chihiro Takayama | 6-1, 6-2 | | match details | ||
| 07.02.11 | 1st round | Julie Ditty | Madison Keys | 6-2, 6-75, 6-2 | | match details | Rancho Mirage | Hard |
| 08.11.10 | 1st round | Anna Tatishvili | Madison Keys | 6-4, 6-2 | | match details | Phoenix | Hard |
| 25.10.10 | 1/2 | Madison Keys | Johanna Konta | 7-5, Johanna Konta - retired | | match details |  Bayamon | Hard |
| 25.10.10 | 1st round | Madison Keys | Whitney Jones | 2-6, 6-2, 6-2 | | match details | ||
| 25.10.10 | 2nd round | Madison Keys | Florencia Molinero | 6-2, 6-1 | | match details | ||
| 25.10.10 | fin | Lauren Davis | Madison Keys | 7-65, 6-4 | | match details | ||
| 25.10.10 | 1/4 | Madison Keys | Lauren Albanese | 6-4, 7-64 | | match details | ||
| 05.09.10 | 1st round | Monica Puig | Madison Keys | 6-4, 6-4 | | match details | U.S. Open | Hard |
| 26.08.10 | q 1 | Maria-Elena Camerin | Madison Keys | 3-6, 6-4, 6-3 | | match details | New York | Hard |
| 19.07.10 | 1st round | Madison Keys | Ellen Tsay | 6-3, 6-3 | | match details | Evansville | Hard |
| 19.07.10 | 2nd round | Madison Keys | Kayla Rizzolo | 6-4, 6-0 | | match details | ||
| 19.07.10 | 1/2 | Gabriela Paz | Madison Keys | Madison Keys - walk over | | match details | ||
| 19.07.10 | 1/4 | Madison Keys | Sabrina Santamaria | 6-1, 6-2 | | match details | ||
| 12.07.10 | 1st round | Madison Keys | Maureen Diaz | 6-2, 6-4 | | match details | Atlanta | Hard |
| 12.07.10 | 1/2 | Irina Falconi | Madison Keys | 6-0, 6-0 | | match details | ||
| 12.07.10 | 2nd round | Madison Keys | Alexandra Mueller | 6-2, 2-6, 6-3 | | match details | ||
| 12.07.10 | 1/4 | Madison Keys | Lauren Macfarlane | 6-2, 7-65 | | match details | ||
| 25.01.10 | 2nd round | Yana Buchina | Madison Keys | 3-6, 7-5, 6-2 | | match details | Australian Open | Hard |
| 24.01.10 | 1st round | Madison Keys | Viktorija Rajicic | 6-3, 6-4 | | match details | ||
| 26.10.09 | 1st round | Madison Keys | Angelina Gabueva | 6-1, 6-3 | | match details | Bayamon | Hard |
| 26.10.09 | 2nd round | Rosana De Los Rios | Madison Keys | 7-5, 6-0 | | match details | ||
| 02.03.09 | 1st round | Ekaterina Bychkova | Madison Keys | 6-74, 6-2, 6-3 | | match details | Fort Walton | Hard |
