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Draftkings WNBA DFS Picks: Liberty vs. Sky 5/22/25

New York Liberty vs. Chicago Sky
May 22, 2025 8:00 pm EDT

The WNBA presents Draftkings basketball fans with a regular season matchup featuring the New York Liberty and the Chicago Sky. Let’s take a look at this game from a DFS perspective.

Before we dive into the New York Liberty vs. Chicago Sky game let’s review the rules for the Draftkings single game showdown contest.

Draftkings Single Game Showdown Contest Rules

You have $50,000 to utilize on five players from either team. However, one of those players will be designated as your team captain. The captain accumulates 1.5 times the standard fantasy points. Additionally, the captain is 1.5 times the standard cost of the flex position.

The remaining four players in your lineup will receive the standard fantasy points. Having stated that, it is highly important for you to identify the correct player for your captain position if you hope to win a large field DFS GPP (guaranteed prize pool) showdown contest.

If you have additional questions regarding the rules for the single game showdown contest, I recommend that you check out the Draftkings website for more details.

*I recommend that all readers review the starting lineups for both teams prior to setting your DFS lineup for this one game slate.

Here are my Draftkings picks for tonight’s s New York Liberty vs. Chicago Sky matchup.

Draftkings WNBA Showdown Picks

Captain-Breanna Stewart, Forward, New York Liberty $9,800

Veteran forward Breanna Stewart was a standout performer for the New York Liberty last season. Let’s review Stewart’s relevant player data from the 2024 WNBA regular season to better shed light on the veteran forward’s overall contributions to her team.

In the 38 games that Breanna Stewart played for the New York Liberty in the 2024 WNBA regular season, Stewart averaged a rather impressive 20.8 points, 8.7 rebounds, 3.1 assists, 1.4 steals and 1.5 blocks a game.

Looking closer at the data just presented, in the 38 games that Breanna Stewart played for the Liberty in 2024, Stewart averaged 37.5 Draftkings points a contest.

More recently, in the New York Liberty’s dominant 92-78 win over the Las Vegas Aces five days ago, New York forward Breanna Stewart played exceptionally well. More specifically, Stewart amassed 25 points, eight rebounds, three assists and one block in the Liberty’s defeat of the Las Vegas Aces.

As I noted in the rules section above, selecting the correct player at the captain position for a Draftkings WNBA showdown lineup is absolutely vital if you hope to win a large field GPP (guaranteed prize pool) DFS contest. Keep that in mind as you construct your lineups.

In summary, I think New York Liberty forward Breanna Stewart is the most likely player to post the most Draftkings points in this WNBA regular season game. With that said, I am backing Breanna Stewart at the captain position for this one game Draftkings WNBA single game contest.

Flex Plays

Natasha Cloud, Guard, New York Liberty $8,400

New York Liberty guard Natasha Cloud has been the driving force behind the team’s success on the offensive side of the basketball this season.

In the New York Liberty’s 92-78 opening game victory over the Las Vegas Aces, Natasha Cloud tallied a whopping 22 points, six rebounds, nine assists, three steals and two blocks. It should also be noted that Natasha Cloud compiled 52.5 Draftkings points in the Liberty’s defeat of the Aces.

In conclusion, I fully expect Natasha Cloud to continue her outstanding play in tonight’s matchup with the Chicago Sky.

Additional flex plays I like to play well in this WNBA regular season game (Draftkings price noted): Angel Reese, Forward (Chicago Sky) $9,400: Nyara Sabally, Forward (New York Liberty) $3,000.

Hans Geevers's Free Pick: See Above

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Hans Geevers

I have been an avid fan of sports since I was a kid. Additionally, I have been betting on sports for the better part of the last two decades! I have been married to my wife Dawn for over 21 years. I am also the proud father of Hannah! These ladies provide me the inspiration to live each day to it's fullest.

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