Dallas Wings vs Chicago Sky Prediction, Picks & Odds | 20 May 2026

WNBA Betting Preview: Dallas Wings vs Chicago Sky

The Dallas Wings go up against the Chicago Sky at Wintrust Arena, with tip-off scheduled for 21:00 on Wednesday, May 20.

We’re making the Sky against the spread our prediction when they face the Wings. The line is favorably set at +2.5 and you can secure -106 that this happens.

Dallas Wings previous game saw them claim a 92-69 home win over Washington Mystics at College Park Center.

Chicago Sky got the win in their last game. A 86-79 triumph occurred on the road at Target Center when meeting Minnesota Lynx.

Head-to-Head Statistics

The Sky had the edge in the most recent matchup between these teams. At Wintrust Arena, they recorded a 87-76 win over the Wings. The Sky have six straight wins against the Wings. They’ve also claimed 9 victories in the past 10 head-to-head matchups.

WNBA	W	L	PF	PA	N. Pts	Home	Away	Strk
4  Wings	18	9	2436	2327	109	8-4	10-5	1W
13  Sky	9	18	2363	2423	-60	5-7	4-11	2L

View Full Standings

Dallas Wings vs Chicago Sky Prediction & Picks

Our Dallas Wings vs Chicago Sky betting tips provide expert coverage of all major angles, including our main match prediction, top player prop picks, correct score recommendation and best bet builder insights.

Game Prediction

We’re happy to get with Sky against the spread in this WNBA contest. -106 is available that they are able to cover +2.5 and that looks more than reasonable.

It’s important to know which players are unavailable for the upcoming WNBA action along with the current form of each franchise. If you're after stats, you're in the right place because they form the foundation of our basketball picks.

Key Wings vs Sky stats:

• The +2.5 line has been covered by Sky in 3 of their last 5 games.
• The -2.5 line hasn’t been covered by Wings in 9 of their last 10 games on the road.
• The -2.5 line hasn’t been covered by Wings in 17 of their last 20 games.
• The +2.5 line has been covered by Sky in 6 consecutive games against Wings.

Sky +2.5 Probability

The top basketball sportsbooks are estimating that there is a 51.5% likelihood of this pick winning. After careful examination, our experts have this probability close to 60%. It is therefore regarded as a value wager.

If you are looking for more juice from your spread pick, there’s lots of choice when it comes to selling points. Taking this option involves more risk and a bigger potential payout.

Get the most from your next wager. Check our expert guide filled with the best free bets and top bonus offers.

Our Game Prediction

Sky +2.5 @ -106 Bet Now

BetMGM Promo Up To $1500 in Bonus Bets Get Bonus T&C apply. Gamble responsibly 18+

Disclosure: This preview contains affiliate links; we may earn a commission at no extra cost to you. T&Cs apply. We only recommend licensed and regulated operators. See our Editorial Policy. Pick odds and lines reflect the price available at the time of publication (May 20, 01:02). Live market odds are updated regularly and may differ. 18+ (or legal age) | Gamble Responsibly.

Player Prop Picks

Top Pick: Skylar Diggins-Smith Under 2.5 Rebounds +111

Skylar Diggins-Smith (Sky) is available at +111 to record Under 2.5 rebounds. We can’t pass up the chance to back Unders considering the Player Rebounds line that is on offer.

Latest Skylar Diggins-Smith Player Prop Odds

Points

Over 15.5

-143

Under 15.5

+110

Assists

Over 5.5

-156

Under 5.5

+120

Rebounds

Over 3.5

+130

Under 3.5

-169

---

Jessica Shepard Over 4.5 Assists +136

Jessica Shepard (Wings) can be backed to record Over 4.5 assists at +136. We’re happy to take her to cover the Player Assists line, with bettors able to make this bet with confidence.

Latest Jessica Shepard Player Prop Odds

Points

Over 9.5

-118

Under 9.5

-110

Assists

Over 3.5

-116

Under 3.5

-111

Rebounds

Over 8.5

-125

Under 8.5

-103

Pick odds and lines correct at publication. Live market odds are updated regularly and may differ. T&Cs apply. 18+ (or legal age) | Gamble Responsibly.

Correct Score Prediction

Wings 80 - 84 Sky

We’ll throw a dart when it comes to the Sky landing a 84-80 win. This correct score prediction is available at tasty odds and could be an entertaining wager to place.

T&Cs apply. 18+ (or legal age) | Gamble Responsibly.

Dallas Wings vs Chicago Sky Odds

The odds and lines below are updated regularly and may differ from the prices shown in our picks, which are captured at the time of publication.

For this WNBA game, the sportsbooks’ Moneyline betting odds mean Dallas Wings are -149 favorites to win and that means a 60% chance of landing a victory. The market suggests that Chicago Sky are least likely to win at +122.

There is a spread of 2.5 and total points has a line of 169.5. A Total bet relates to the number of points that will be scored overall. If you fancy Under 169.5, then the odds are -110.

The best betting sites offer a wide range of game lines and team props when it comes to women's basketball matchups. Make sure you look through all the available options before deciding which bet to place.

Moneyline

Wings

-149

Sky

+122

Point Spread

Wings -2.5

-115

Sky +2.5

-105

Total Points

Under 169.5

-110

Over 169.5

-110

Paige Bueckers is the favorite to hit the most buckets. You can get +103 that she scores Over 19.5 points or -133 that she goes Under.

Paige Bueckers (Wings)

Over 19.5

+103

Under 19.5

-133

Arike Ogunbowale (Wings)

Over 16.5

-114

Under 16.5

-114

Skylar Diggins-Smith (Sky)

Over 15.5

-143

Under 15.5

+110

Kamilla Cardoso (Sky)

Over 14.5

-103

Under 14.5

-125

Gabriela Jaquez (Sky)

Over 12.5

-108

Under 12.5

-120

Jessica Shepard (Wings)

Over 9.5

-118

Under 9.5

-110

Natasha Cloud (Sky)

Over 9.5

-108

Under 9.5

-120

Jacy Sheldon (Sky)

Over 9.5

+102

Under 9.5

-132

Odyssey Sims (Wings)

Over 8.5

-123

Under 8.5

-104

Azzi Fudd (Wings)

Over 7.5

-127

Under 7.5

-102

Alanna Smith (Wings)

Over 7.5

-118

Under 7.5

-110

Paige Bueckers (Wings)

Over 5.5

-125

Under 5.5

-103

Skylar Diggins-Smith (Sky)

Over 5.5

-156

Under 5.5

+120

Natasha Cloud (Sky)

Over 4.5

+128

Under 4.5

-167

Arike Ogunbowale (Wings)

Over 3.5

+155

Under 3.5

-204

Jessica Shepard (Wings)

Over 3.5

-116

Under 3.5

-111

Kamilla Cardoso (Sky)

Over 2.5

+149

Under 2.5

-196

Jacy Sheldon (Sky)

Over 2.5

-154

Under 2.5

+118

Kamilla Cardoso (Sky)

Over 10.5

+106

Under 10.5

-137

Jessica Shepard (Wings)

Over 8.5

-125

Under 8.5

-103

Gabriela Jaquez (Sky)

Over 4.5

-133

Under 4.5

+103

Alanna Smith (Wings)

Over 4.5

-110

Under 4.5

-118

Paige Bueckers (Wings)

Over 3.5

+117

Under 3.5

-152

Skylar Diggins-Smith (Sky)

Over 3.5

+130

Under 3.5

-169

Jacy Sheldon (Sky)

Over 3.5

+122

Under 3.5

-159

Arike Ogunbowale (Wings)

Over 2.5

-147

Under 2.5

+113

An increasing number of basketball bettors are now enjoying micro betting and it’s something which is available on an in-game basis. Wait for the action to start and then wager on something specific to happen.

Latest regular season and playoff games stats.

Dallas Wings Stats

Chicago Sky Stats

Moneyline

• 3 wins and 7 defeats in the last 10 games
• 2 wins and 8 defeats in the last 10 games on the road

Moneyline

• 4 wins and 6 defeats in the last 10 games
• 2 wins and 8 defeats in the last 10 home games

Point Spread

• -2.5 Betting Line: Have covered the spread in 3 of the last 10 games
• -2.5 Betting Line on the Road: Have covered the spread in 1 of the last 10 games on the road

Point Spread

• +2.5 Betting Line: Have covered the spread in 4 of the last 10 games
• +2.5 Betting Line at Home: Have covered the spread in 2 of the last 10 home games

Total Points

• Game Totals: An average of 174.30 pts in the previous 10 games
• Game Totals on the Road: An average of 172.60 pts in the previous 10 games on the road
• Over 170.5: Covered in 5 of the previous 10 games
• Over 170.5 on the Road: Covered in 3 of the previous 10 games on the road
• Team Totals: Have scored an average of 85.50 pts and allowed 88.80 pts in the last 10 games
• Team Totals on the Road: Have scored an average of 81.30 pts and allowed 91.30 pts in the last 10 games on the road

Total Points

• Game Totals: An average of 160.20 pts in the previous 10 games
• Game Totals at Home: An average of 157.30 pts in the previous 10 home games
• Over 170.5: Covered in 4 of the previous 10 games
• Over 170.5 at Home: Covered in 3 of the previous 10 home games
• Team Totals: Have scored an average of 78.30 pts and allowed 81.90 pts in the last 10 games
• Team Totals at Home: Have scored an average of 75.50 pts and allowed 81.80 pts in the last 10 home games

WNBA Table Select Season 202620252024202320222021202020192018

Team	W	L	PF	PA	N. Pts	Home	Away	Strk
1  Lynx	22	6	2562	2319	243	10-4	12-2	7W
2  Valkyries	19	8	2211	2062	149	11-4	8-4	1L
3  Aces	18	8	2366	2245	121	7-5	11-3	1L
4  Wings	18	9	2436	2327	109	8-4	10-5	1W
5  Fever	17	10	2578	2419	159	11-5	6-5	3W
6  Dream	16	10	2323	2217	106	9-4	7-6	3W
7  Liberty	15	12	2390	2327	63	8-5	7-7	2W
8  Mystics	14	12	2100	2161	-61	6-6	8-6	2W
9  Fire	11	16	2304	2446	-142	6-7	5-9	2L
10  Tempo	10	16	2301	2416	-115	6-10	4-6	3L
11  Sparks	10	16	2295	2427	-132	5-8	5-8	5L
12  Mercury	10	18	2323	2423	-100	4-9	6-9	2W
13  Sky	9	18	2363	2423	-60	5-7	4-11	2L
14  Sun	7	20	2160	2351	-191	4-10	3-10	2L
15  Storm	6	23	2375	2524	-149	4-10	2-13	6L

Where to Bet on Basketball Games

Top Basketball Pages