With the signings of three guards and a trade for another, the Chicago Sky spent a good amount on ensuring they could compete sooner rather than later.
While this new-look Chicago roster will not address every one of the Sky's most glaring issues heading into the offseason, they have at least upgraded their offensive potential with some notable players. The Sky have a pair of roster spots remaining with plenty of added depth, including a solid rotation at the two guard with a few players who can log minutes at the three. With plenty of additional experience and players who can work well with their budding stars in the short term, the Sky at least have a case for making a postseason push for the first time since their 2023 campaign.
Will their recent moves be enough to stay competitive in the long run? Do they have the resources to continue building their young foundation through the draft?
The Sky may need to try to build more organically through the draft
It may be challenging to win a championship or establish a long-term strategy for teams that go all-in on winning now too early.
Most of Chicago's contracts will expire in the 2026 offseason. Even with a new practice facility set to be completed by December, the Sky will need to prove they can be a strong free agency destination if they are to retain their newest additions and continue building around forward Angel Reese. The rookie All-Star will need plenty of shooting options alongside her in the long run, which could present the need for Chicago to turn to the draft with their future picks if it can't convince any of the league's more notable names to sign with the squad next season.
Chicago's most recent moves won't leave them entirely out of options in the near future.
It has three selections, including one first-rounder, in this year's draft and a 2026 first-round pick swap with the Connecticut Sun. The Mystics hold the right to swap first-rounders with the Sky in 2027 through the Ariel Atkins trade. The Sky can try their hand at selecting their point guard of the future with their No. 10 pick. They should keep an eye on a few SEC and Big Ten guards, including Maryland guard Shyanne Sellers and Kentucky guard Georgia Amoore, who could be in range for them later in the first round.