The Sky entered the 2020 season looking to build on dramatic improvements in
the previous season, when they reached the playoffs for the first time in three years and were recognized with
three All-Star selections and a
Coach of the Year Award. During the free agency period, the Sky made few changes to their roster from the previous year. The team traded away
Astou Ndour and 2019 first-round pick
Katie Lou Samuelson, acquired third-year player
Azurá Stevens via trade, and signed veteran
Sydney Colson. On the other hand, women's basketball website Swish Appeal evaluated the Sky's decisions more positively and argued that the team positioned itself to contend for a championship. The WNBA-focused publication Winsidr gave the Sky a B+, rating the retentions of key players and addition of Sydney Colson highly, but criticizing the value of the trade for Stevens. In the
2020 draft, the Sky selected
Ruthy Hebard in the first round and
Japreece Dean and
Kiah Gillespie in the third round. The Sky received a grade of B in three post-draft evaluations from ESPN, CBS Sports, and SB Nation. In March, the WNBA season was
postponed due to the COVID-19 pandemic. Jantel Lavender will miss this season due to recovery from surgery on a broken foot, and Sydney Colson missed the beginning of the season due to recovery from COVID-19. Stefanie Dolson was also afflicted with COVID-19, but recovered before the start of the delayed season. On June 29, the Sky signed guard Stella Johnson. The Sky returned to play for the
shortened 22-game regular season at
IMG Academy on July 26. Their first game was a rematch against the
Las Vegas Aces, the team who had beaten them in the previous year's playoffs. Despite the Aces leading for most of the game, the Sky won 88-86. The Sky ended July with a 2–1 record. On August 1, they notched a narrow win against the Mystics, the last undefeated team in the league, and improved to 3–1. Over the next six games, the Sky alternated wins and losses and held a record of 6–4 after 10 games. During this stretch, on August 10,
Courtney Vandersloot was named Eastern Conference Player of the Week. On August 29, two key players for the Sky,
Diamond DeShields and
Azurá Stevens, exited the IMG Academy bubble. Stevens left due to an injury that would require her to miss the remainder of the season and DeShields left for personal reasons. Both players had missed the previous two games due to injuries. On August 31, the Sky signed forward
Alisia Jenkins to a seven-day contract. On August 31, the Sky rebounded from their two-game losing streak with a win against the Indiana Fever. Courtney Vandersloot recorded 18 assists in the game, breaking the all-time WNBA record for assists in a single game (16) previously held by
Ticha Penicheiro. Vandersloot's record-breaking 17th and 18th assists came in passes to her wife,
Allie Quigley. ==Game log==