The 2020 Chicago Sky season was the franchise's 15th season in the Women's National Basketball Association (WNBA). This was the second season under head coach James Wade. The Sky did not improve on their previous season's record of 20–14, but entered the playoffs for the second consecutive season. Starting guard Courtney Vandersloot set the all-time WNBA record for assists per game with 10, breaking her own record of 9.1 set in the 2019 season.