The offseason was marked by major coaching and roster changes. In October 2023, the team hired Weatherspoon as head coach, replacing interim head coach Emre Vatansever.[1][2] The team also hired Jeff Pagliocca as general manager, separating this role from the head coaching position for the first time.[3] Several starting players from previous seasons including Kahleah Copper, Alanna Smith, Courtney Williams, Astou Ndour-Fall, and Julie Allemand departed in free agency and trades. The Sky signed their own former first-round draft pick Diamond DeShields. Acquiring the 3rd and 7th picks in the 2024 WNBA draft through trades, they drafted high-profile college stars Kamilla Cardoso and Angel Reese.
The season tipped-off on Wednesday, May 15, 2024, against the Dallas Wings in Dallas.[4] Despite preseason predictions that they would be among the league's worst teams,[5][6] the Sky had a promising start to the season with a 3–3 record in May, including a stunning win, 90–81, over the New York Liberty.[7] In the 9th game of the season, a 79–71 win over the Washington Mystics, starter Elizabeth Williams suffered a season-ending knee injury.[8] Cardoso, who herself had suffered a shoulder injury during the preseason and missed the first six games of the season,[9] was slotted into the starting lineup to play alongside another rookie, Reese. In the first half of June, the Sky consistently struggled with bad starts to games. After the 12th game of the season, an 81–83 loss at Washington, their third loss in a row, Lindsay Allen and Chennedy Carter replaced Dana Evans and Diamond DeShields in the starting lineup. The Sky's performances improved with the new lineup and it stayed intact until the WNBA break for the 2024 Paris Olympics. In the last game before the break, Chicago scored another surprising win, 93–85, against the reigning champions Las Vegas Aces, and entered the Olympic break in eighth place with a 10–14 record.[10] The following day, Chicago traded Marina Mabrey and the team's second round pick in the 2025 WNBA draft to the Connecticut Sun in exchange for Rachel Banham, Moriah Jefferson, the Sun's first-round 2025 draft pick, and the rights to swap 2026 first-round draft picks.[11]
After the break, Michaela Onyenwere entered the starting lineup in Mabrey's place. However, the Sky struggled with poor form and the unavailability of key players, posting a 3–13 record in August and September. Their top scorer, Carter, missed several games due to illness, and later due to a foot injury. Other injuries to Reese (broken wrist), DeShields (sprained ankle), and Cardoso (shoulder pain) forced significant changes in the rotation. The Sky were still in running for the last playoff spot until the final day of the season; however, they finished with a five-game losing streak and ultimately missed the playoffs, finishing in 10th place with a 13–27 record.[12][13] Nonetheless, Chicago set a franchise record for average attendance, drawing 8,757 fans per game.[14]
Acquired the Minnesota Lynx 7th pick in the 2024 WNBA Draft and the rights to Nikolina Milić in exchange for Sika Koné, the 8th pick, the Sky's 2025 second round pick, and the rights to swap first round picks in the 2026 draft.[26]
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