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Dallas Arrives While Chicago Searches For Healthy Knees

WNBA picks and predictions for Wings vs Sky matchup tonight.

(Photo by Getty Images) Kamilla Cardoso
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Dallas (2-2) at Chicago (3-1)

  • When: May 20 2026, 9:00 PM
  • Where: Wintrust Arena, Chicago, IL, USA
  • TV: USA

Dallas vs Chicago Preview & Prediction

Spread: Dallas -3.0
Moneyline: Dallas (-160)
Total: 169.5

Chicago Sky: Sudden Injury Nightmare

The vibes in Chicago lasted approximately five minutes before the basketball gods hit the giant red panic button. Rickea Jackson was playing like someone who robbed the WNBA cheat-code factory before suffering a season-ending ACL injury against Minnesota. Sky fans went from planning playoff parades to aggressively stress-eating popcorn during halftime.

Jackson was averaging 18 points per game and looked unstoppable early this season. Losing her is brutal, especially because Chicago finally started looking like a functioning basketball team instead of five strangers trying to assemble IKEA furniture without instructions.

Now the pressure shifts to Kamilla Cardoso and the rest of the roster. Cardoso continues doing giant human things in the paint after posting 11 points and 12 rebounds against Minnesota. Rookie Gabriela Jaquez also exploded for 20 points, which was probably not on anybody’s preseason bingo card.

The good news for Chicago bettors is the Sky still defend hard, limit turnovers, and somehow own Dallas lately. They have won six straight against the Wings, which has to be incredibly annoying for Dallas fans by now.

Still, without Jackson, this offense suddenly looks a lot shakier. Somebody has to replace those points, and “thoughts and prayers” do not count in the standings.

Dallas Wings: Revenge Tour Begins

Dallas finally remembered it has a roster loaded with talent and decided to play like it Monday night. The Wings destroyed Washington 92-69 while moving the ball beautifully and committing only eight turnovers. Honestly, it looked suspiciously professional.

Paige Bueckers led the way with 18 points, Arike Ogunbowale added 16, and Jessica Shepard grabbed 16 rebounds because apparently Chicago isn’t the only team with skyscrapers playing basketball.

But the real storyline was Azzi Fudd finally heating up. The rookie dropped 12 points off the bench and looked far more aggressive offensively. Dallas desperately needs another scoring option because relying on Arike to take every difficult shot known to mankind is not exactly a sustainable life strategy.

The Wings also enter this matchup with revenge motivation after getting swept by Chicago last season. You know those losses have been replaying nonstop inside film sessions like a horror movie.

Dallas has more offensive firepower right now, and with Rickea Jackson sidelined, the matchup suddenly tilts heavily toward the Wings. If they continue protecting the basketball and pushing pace, Chicago could spend the second half chasing shadows.

LVSB Final Score Prediction

Chicago’s heart will keep this competitive early, but Dallas simply has more healthy scoring options and momentum entering this matchup. The Sky losing Jackson feels massive for both the offense and overall energy.

Final Score: Wings 91, Sky 82
Lean: Dallas -3.0
Total:
Over 169.5

2026 NBA Championship Odds

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