🏀 Wings vs. Sky Prediction Tonight: WNBA Picks for Wednesday, May 20
Last Updated: May 20, 2026 9:56 PM EDT • 3 minute read X Social Google News Link
The Chicago Sky host the Dallas Wings tonight at 9 p.m. ET (USA Network) from Wintrust Arena, looking to keep their surprisingly hot start going.
Dallas comes in as a 2.5-point betting favorite, and my Wings vs. Sky prediction tonight has it covering the spread behind WNBA MVP odds contender Paige Bueckers.
🏀 Wings vs. Sky prediction: WNBA picks
See all of our experts' WNBA picks based on the latest WNBA odds.
| 💰 Pick | ⚖️ Bet size (units) | 🧠 Why I bet this |
|---|---|---|
| Wings -2.5 (-110 via BetRivers) | 1u → 0.91u | Dallas has an offense capable of exposing Chicago's injury issues |
| Under 170.5 (-120 via DraftKings) | 1u → 0.83u | The Sky's lack of pace and defensive effort keeps scores low |
| Paige Bueckers Over 19.5 points (-118 via FanDuel) | 1u → 0.85u | Buckers has been among the best offensive players in the W |
Total wagered: 3 units | Max profit: 2.59 units
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🏆 Who will win Wings vs. Sky?
Chicago has been swinging above its weight class to start the season, but with Rickea Jackson tearing her ACL, the Sky will have a difficult time keeping up with Bueckers and Arike Ogunbowale.
Score prediction: Wings 85, Sky, 80
💰 Wings vs. Sky prediction & best bet
Wings -2.5 (-110)
Chicago's questionable offseason moves, paired with the fact that it's down Jackson, Azura Stevens, Courtney Vandersloot, and DiJonai Carrington, are bound to catch up to them. The loss of Jackson, who led the team in PPG (18.0), is particularly devastating for a team that's bottom five in offensive rating (103.4) and effective field-goal percentage (47.3%).
And while the Sky's defense has carried the load for Chicago, it hasn't dealt with an offense like Dallas' - the Wings are No. 2 in offensive rating (112.3) and averaging 89.3 PPG.
With Bueckers leading the offense, Dallas' offense should pull away late.
🌡️ Caitlin Clark vs. Fire
For more WNBA action, don't miss my Fire vs. Fever prediction, which includes a player prop for Caitlin Clark.
🔥 Best Wings vs. Sky player prop bet
Paige Bueckers Over 19.5 points (-118)
Last year's WNBA Rookie of the Year looks like she's taking her game up a notch in her sophomore season. Bueckers is top 10 in the W in PPG (20.0) and shooting an absurd 57.4% from the floor and 62.5% from behind the arc.
The Sky haven't dealt with a superstar scoring talent like Bueckers yet this season, and with a short bench, Chicago could struggle to keep up with the former No. 1 pick.
Bueckers leads the league in offensive win shares (0.8) while ranking in the top five in offensive rating (139.6) and PER (25.3).
Paige Bueckers player prop trends
Here's a look at how Bueckers has performed recently, as well as against the Sky:
| Bet | Best odds | W-L this season | Career vs. Sky |
|---|---|---|---|
| Over 19.5 points | -118 via FanDuel | 2-2 | 0-2 |
| Over 3.5 rebounds | +120 via BetMGM | 0-4 | 1-1 |
| Over 6.5 assists | +130 via theScore Bet | 2-2 | 1-1 |
| Over 1.5 three-pointers made | +123 via BetRivers | 3-1 | 0-2 |
🚀 Wings vs. Sky same-game parlay
The Sky's depleted roster and offensive struggles will be an issue against a Dallas team that's led by an offensive dynamo in Bueckers. A big night from Bueckers should lead to a decisive road win for the Wings.
💵 Wings vs. Sky SGP picks
- Wings -2.5 (-112)
- Under 169.5 (-110)
- Paige Bueckers Over 19.5 points (-118)
Best odds: +477 via FanDuel (0.2u -> 0.95u)
💵 My betting record for WNBA picks
All WNBA picks, including SGPs, have been tracked since May 8.
| Bet type | Record | Net profit | ROI |
|---|---|---|---|
| Overall | 17-15 | +4.84 units ✅ | 19% ✅ |
| Player props | 6-4 | +0.95 units ✅ | 9.5% ✅ |
| Parlays | 2-6 | +0.69 units ✅ | 46.1% ✅ |
📊 Live Wings vs. Sky odds
🎟️ Wings vs. Sky betting splits tonight
Betting insights via DraftKings.
| Bet type | Wings | Sky |
|---|---|---|
| Moneyline | -155 | 65% | +130 | 35% |
| Spread | -2.5 | 73% | +2.5 | 27% |
| Total | Over 169.5 | 57% | Under 169.5 | 43% |
📺 How to watch Wings vs. Sky
- Date: Wednesday, May 20
- Tipoff: 9 p.m. ET
- Location: Wintrust Arena (Chicago)
- TV: USA Network
- Streaming: WNBA League Pass
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