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See below for all the picks the Chicago Sky have made in the WNBA Draft.

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2023 Draft
Second Round (23rd pick overall): Kayana Traylor
Third Round (35th pick overall): Kseniya Malashka

2022 Draft
Traded second and third-round picks to the Dallas Wings and first-round pick to the Indiana Fever

2021 Draft
First Round (8th pick overall): Shyla Heal
Second Round (16th pick overall): Natasha Mack

2020 Draft
First Round (8th pick overall): Ruthy Hebard
Third Round (30th pick overall): Japreece Dean
Third Round (32nd pick overall):  Kiah Gillespie

2019 Draft
First Round (4th pick overall): Katie Lou Samuelson
Second Round (15th pick overall): Chloe Jackson
Third Round (27th pick overall): Maria Conde

2018 Draft
First Round (3rd pick overall): Diamond DeShields
First Round (4th pick overall): Gabby Williams
Third Round (28th pick overall): Amarah Coleman

2017 Draft
First Round (2nd pick overall): Alaina Coates
First Round (9th pick overall): Tori Jankoska
Second Round (21st pick overall): Chantel Osahor
Third Round (33rd pick overall): Makayla Epps

2016 Draft
First Round (10th pick overall): Imani Boyette
Third Round (34th pick overall): Jordan Jones

2015 Draft
First Round (5th pick overall): Cheyenne Parker
Second Round (17th pick overall): Betnijah Laney
Second Round (22nd pick overall): Aleighsa Welch

2014 Draft
1st Round (10th pick overall): Markeisha Gatling
2nd Round (22nd pick overall): Gennifer Brandon
3rd Round (34th pick overall): Jamierra Faulkner

2013 Draft
1st Round (2nd pick overall): Elena Delle Donne
3rd Round (28th pick overall): Brooklyn Pope

2012 Draft
2nd Round (23rd pick overall): Shey Peddy
3rd Round (27th pick overall): Sydney Carter

2011 Draft
1st Round (3rd pick overall): Courtney Vandersloot
2nd Round (15th pick overall): Carolyn Swords
2nd Round (17th pick overall): Angie Bjorklund
3rd Round (27th pick overall): Amy Jaeschke

2010 Draft
1st Round (4th pick overall): Epiphanny Prince
3rd Round (28th pick overall): Abi Olajuwon

2009 Draft
1st Round (3rd pick overall): Kristi Toliver
2nd Round (16th pick overall): Danielle Gant
3rd Round (29th pick overall): Jennifer Risper

2008 Draft

1st Round (2nd pick overall): Sylvia Fowles
2nd Round (19th pick overall): Quianna Chaney
3rd Round (33rd pick overall): Angela Tisdale

2007 Draft
1st Round (3rd pick overall): Armintie Price
1st Round (10th pick overall): Carla Thomas
2nd Round (20th pick overall): Stephanie Raymond
3rd Round (27th pick overall): Jenna Rubino

2006 Draft
1st Round (4th pick overall): Candice Dupree
2nd Round (20th pick overall): Jennifer Harris
3rd Round (34th pick overall): Kerri Gardin

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Courtney Vandersloot

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Sylvia Fowles