Sky vs Wings Prediction 5-20-26 WNBA Picks
Sky vs Wings
May 20, 2026 8:00 pm EDT
The Line: Sky +2.5
(Get latest betting odds)
The Dallas Wings and Chicago Sky meet Wednesday in WNBA action at the Wintrust Arena. Here’s a Sky vs. Wings Prediction. This article will include a Sky vs. Wings Pick.
Dallas Wings Betting Preview
The Dallas Wings look for their second road win to get above a .500 record. The Wings have lost 6 of their last 7 regular season road games.
The Dallas Wings are averaging 89.3 points on 47.5 percent shooting and allowing 85 points on 49.4 percent shooting. Paige Bueckers is averaging 20 points and 5.5 assists, while Arike Ogunbowale is averaging 16 points and 2.3 rebounds. Jessica Shepard is the third double-digit scorer and Odyssey Sims is dishing 3.3 assists. The Dallas Wings are shooting 35.6 percent from beyond the arc and 81.8 percent from the free-throw line. The Dallas Wings are allowing 32.9 percent shooting from deep and are grabbing 29.5 rebounds per game.
Chicago Sky Betting Preview
The Chicago Sky look to build on their 3-1 record in their home season debut. The Sky have lost 6 of their last 7 regular season home games.
The Chicago Sky are averaging 84 points on 42.9 percent shooting and allowing 79 points on 38.1 percent shooting. Gabriela Jaquez is averaging 12.5 points and 5.8 rebounds, while Skylar Diggins is averaging 12 points and 6 rebounds. Kamilla Cardoso is the third double-digit scorer and Jacy Sheldon is grabbing 3 rebounds. The Chicago Sky are shooting 30.4 percent from beyond the arc and 73.6 percent from the free throw line. The Chicago Sky are allowing 29.6 percent shooting from deep and are grabbing 37.8 rebounds per game.
Why the Chicago Sky will win
- The Sky have won eight of their last nine games as underdogs against the Wings.
- The Wings have lost each of their last 12 Wednesday night games against teams that held a winning record.
- The Wings have failed to cover the spread in each of their last seven games as road favorites following a home win.
- The Sky has covered the spread in each of their last six games against the Wings.
Why the Dallas Wings will win
- The Sky have lost each of their last 12 games after winning as underdogs.
- The road team has won four of the Sky’s last five games.
- The Sky have failed to cover the spread in each of their last seven home games after winning as underdogs.
- The favorites have covered the spread in four of the Wings’ last five games at Wintrust Arena.
Total Points: Facts
- Each of the Wings’ last six road games following a home win has gone OVER the total points line.
- Each of the Sky’s last eight Wednesday games has gone UNDER the total points line.
Chicago Sky Player Facts
- Jacy Sheldon ranks T1st amongst qualified players for FT% (100.0%) this season.
- Skylar Diggins has recorded 2+ assists in 91 consecutive appearances—the longest active streak of any player in the league.
Dallas Wings Player Facts
- Paige Bueckers has hit 3+ three-pointers in two consecutive appearances—the equal-longest active streak of any player in the league.
- Jessica Shepard has recorded two games with 4+ assists and zero turnovers this season—most of any player in the league.
Matchup/League Facts
- The Chicago Sky rank 1st for opponent assists per game this season (15.5).
- The Chicago Sky rank T14th for steals per game this season (5.8).
- The Dallas Wings rank 14th for blocks per game this season (2.5).
- The Dallas Wings rank 1st for assist-to-turnover ratio this season (1.9).
Sky vs Wings Injury Report
The Sky will be without DiJonai Carrington due to a foot injury. Azura Stevens is out with a knee injury. Courtney Vandersloot is also out with a knee injury. Rickea Jackson is out with a knee injury. Elizabeth Williams is questionable with a knee issue.
The Wings don’t have any players listed on their injury report.
Sky vs Wings Prediction
I mentioned from the start of the season that the Sky have dark horse potential with their collection of players; they just need to get healthy. Well, the Sky are winning, but they’re not healthy, and the Rickea Jackson injury doesn’t help. Jackson was off to the best start of her career. Devastating blow. The Wings still have things to tighten up defensively, but the scoring punch is there and Azzi is coming off her best game yet.
The Wings are slowly coming along. The Sky have so many banged-up bodies and even with this being their home debut, it wouldn’t be surprising to see a depressed team take the court. The Wings should take advantage of this spot. I’ll lay the bucket with the Wings.