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WNBA Dallas Wings vs. Chicago Sky Prediction and Picks - May 29, 2025

WNBA Wings Vs Sky The Outlet SV

Dallas Wings (1-4) vs. Chicago Sky (0-4) 


Game Location : Wintrust Arena in Chicago, Illinois


Game Time : Thursday, May 29 2025 / 8:00 PM EST

Wings Vs Sky WNBA

The upcoming Dallas Wings (1-4) vs. Chicago Sky (0-4) game on Thursday, May 29, 2025, is a key WNBA matchup with the Wings favored by 3.5 points. This prediction is heavily influenced by the Sky's historical dominance over the Wings, including a 3-1 record last season and a current three-game winning streak. For this and all your WNBA predictions this season, TheOutletSV.com is your site.


WNBA 2025 The Outlet Sports Ventures

The Wings just snapped a four-game skid! Can they keep it up?

WNBA Wings

The Dallas Wings finally broke their four-game losing streak last Tuesday, absolutely dominating the Connecticut Sun with a 109-87 road win. They shot an impressive 56.1% from the field, including half their three-pointers, and outscored the Sun by 20 points in the paint.


Rookie Paige Bueckers led the charge with 21 points and seven assists, while Arike Ogunbowale added 19 points and six steals, and DiJonai Carrington chipped in with 16 points. Offensively, the Wings are pretty good, ranking fifth in the WNBA in points per 100 possessions, but their defense is a struggle, giving up the second-most points in the league and allowing opponents to hit nearly 39% from beyond the arc.


The Sky are still searching for their first W in 2025! Can they grab a win here?

Wings WNBA

The Chicago Sky are still looking for their first win of 2025, even after putting up their best fight yet in a 94-89 loss to the Phoenix Mercury last Tuesday. They actually blew a 16-point lead in that game, but at least they managed to cover the spread! They shot decently from the field, but 19 turnovers really hurt them, and they let the Mercury hit a ton of threes.


Ariel Atkins led the team with 21 points and six rebounds, while Kamilla Cardoso had a solid 16 points and nine boards, and Courtney Vandersloot chipped in with 15 points and 11 assists. Overall, the Sky have been struggling on both offense and defense, ranking near the bottom of the league in scoring and allowing opponents to score a lot, especially from deep.


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Best Bets for Dallas Wings vs. Chicago Sky!


This really feels like the Sky's best chance to finally snag a win! We're probably in for a close game, especially since both teams have been a bit shaky on defense. Even though Chicago's a slight underdog, I'm leaning towards them to cover the spread, and honestly, I wouldn't be surprised if they pull off the upset right there in front of their home crowd. Sure, the Sky can be a bit sloppy with turnovers, and Dallas is usually careful with the ball, but the Wings have really struggled to play defense this season. That means Chicago should be able to do some serious damage inside, especially since they're arguably the better rebounding team. I'm expecting the Sky to really dominate the paint against Dallas.


Prediction: Chicago Sky +3.5 (-110)

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