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PrivacyChicago Sky - Season Assist Leader
 | Chicago Sky Seasons |
Chicago Sky - Season Assist Leader
| Player | Season | Assists |
| Courtney Vandersloot | 2018-2019 | 300 |
| Courtney Vandersloot | 2020-2021 | 275 |
| Courtney Vandersloot | 2017-2018 | 258 |
| Courtney Williams | 2022-2023 | 251 |
| Courtney Vandersloot | 2019-2020 | 219 |
| Courtney Vandersloot | 2016-2017 | 218 |
| Courtney Vandersloot | 2021-2022 | 207 |
| Courtney Vandersloot | 2014-2015 | 198 |
| Courtney Vandersloot | 2012-2013 | 184 |
| Lindsay Allen | 2023-2024 | 157 |
| Courtney Vandersloot | 2011-2012 | 157 |
| Jamierra Faulkner | 2015-2016 | 156 |
| Candace Parker | 2021-2022 | 145 |
| Courtney Vandersloot | 2015-2016 | 141 |
| Marina Mabrey | 2022-2023 | 140 |
| Emma Meesseman | 2021-2022 | 137 |
| Courtney Vandersloot | 2010-2011 | 127 |
| Cappie Pondexter | 2016-2017 | 124 |
| Dominique Canty | 2006-2007 | 123 |
| Jamierra Faulkner | 2013-2014 | 120 |
| Dana Evans | 2022-2023 | 118 |
| Dominique Canty | 2007-2008 | 115 |
| Dominique Canty | 2009-2010 | 115 |
| Allie Quigley | 2016-2017 | 113 |
| Dominique Canty | 2008-2009 | 109 |