Dallas Wings vs Chicago Sky Picks and Prediction for Wednesday May 20 2026
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The Dallas Wings visit the Chicago Sky on Wednesday May 20, 2026, at Wintrust Arena in Chicago, Illinois. Tipoff is scheduled for 9:00 PM ET with television coverage on USA Net, CW26, and KFAA-TV. Dallas enters the matchup as a slight road favorite with the Wings listed at -1.5 on the spread and -125 on the moneyline. Chicago is listed at +1.5 with a +105 moneyline, while the total for the game is set at 170.5 points. Be sure to check out our free WNBA picks.
Dallas Bringing Momentum Into Chicago
The Wings enter this matchup with a 2-2 overall record and a 1-0 road record. Dallas recently won over Washington by a dominant 92-69 score in its latest game. Before that victory, the Wings recently lost to Minnesota 90-86 and Atlanta 77-72 while also recently winning over Indiana 107-104 and Las Vegas 101-84. Dallas has shown the ability to bounce back quickly after losses and has already produced several strong offensive performances early in the season.
Dallas is averaging 89.3 points per game while allowing 85.0 points against per contest. The Wings are shooting 47 percent from the field while averaging 29.5 rebounds and 23.3 assists per game. Defensively, Dallas averages 2.5 blocks and 7.8 steals per game. The offense has been productive throughout the opening stretch of the season, particularly in transition and ball movement situations.
One key strength for Dallas entering this matchup is offensive efficiency. The Wings are shooting 47 percent from the field while averaging nearly 90 points per game. Dallas has already scored at least 92 points in three different games this season and continues to move the ball effectively with 23.3 assists per contest. If the Wings continue producing at that pace offensively, they could create problems for Chicago throughout the game.
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Chicago Looking to Stay Hot at Home
Chicago enters Wednesday night with a strong 3-1 overall record and will be playing its first home game in this stretch. The Sky recently won over Minnesota 86-79 after recently losing to Phoenix 91-83. Chicago also recently won over Golden State 69-63 and Portland 98-83 during this solid early-season run. The Sky have won three of their last four games and continue building confidence after several close defensive performances.
The Sky are averaging 84.0 points per game while allowing only 79.0 points against per contest. Chicago is shooting 43 percent from the field while averaging 37.8 rebounds and 18.5 assists per game. Defensively, the Sky are averaging 6.8 blocks and 5.8 steals per contest. Chicago’s rebounding advantage and defensive numbers have been important through the opening four games.
One major strength for Chicago has been defense and rebounding consistency. The Sky are allowing only 79.0 points per game, which is one of the stronger defensive numbers in this matchup. Chicago also holds a significant rebounding advantage over Dallas with 37.8 rebounds per game compared to Dallas at 29.5. That ability to control possessions and limit opponents offensively has helped Chicago remain competitive in nearly every game so far.
Dallas Wings vs Chicago Sky Picks and Prediction
Dallas Wings vs Chicago Sky Pick
- Pick: Dallas Wings -1.5
Dallas enters this matchup playing strong basketball offensively and coming off a convincing 92-69 victory over Washington. The Wings are averaging 89.3 points per game while shooting 47 percent from the field, both stronger offensive numbers than Chicago has posted so far. Dallas has also already secured a road win this season and has shown the ability to produce offense consistently against multiple opponents. While Chicago has been strong defensively, the Wings’ scoring efficiency gives Dallas the slight edge in this matchup.
Dallas Wings vs Chicago Sky Total Pick
- Pick: Over 170.5
I like the over in this matchup because Dallas continues to play at an aggressive offensive pace. The Wings have scored 107, 101, and 92 points in three of their wins this season and are averaging nearly 90 points per game overall. Chicago has also scored at least 83 points in three of its four games. With Dallas pushing tempo offensively and Chicago capable of contributing enough scoring at home, this matchup has a good chance to climb above the listed total.
Final Score Prediction: Dallas Wings 88 – Chicago Sky 84
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