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Apr 14, 2025; New York, New York, USA;  Hailey Van Lith poses with WNBA commissioner Cathy Engelbert after being selected with the number eleven overall pick to the Chicago Sky in the 2025 WNBA Draft at The Shed at Hudson Yards. Mandatory Credit: Vincent Carchietta-Imagn Images
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A transformative proposal could reshape salaries, free agency and the Chicago Sky's long-term core.

Deadria Clarke
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Sep 11, 2025; Chicago, Illinois, USA; Chicago Sky head coach Tyler Marsh walks on the sidelines during the second half at Wintrust Arena. Mandatory Credit: Kamil Krzaczynski-Imagn Images
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Despite two losing seasons in a row, the Chicago Sky have many reasons to be thankful this Thanksgiving. They have a much smaller WNBA title drought than several other teams, for starters.

Scott Conrad
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Sep 3, 2025; Chicago, Illinois, USA; Connecticut Sun guard Marina Mabrey (3) drives to the basket against the Chicago Sky during the first half at Wintrust Arena. Mandatory Credit: Kamil Krzaczynski-Imagn Images
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Ahead of the 2026 WNBA Draft, the Chicago Sky could bolster their roster by trading with a familiar partner and Eastern Conference foe in the Connecticut Sun. Marina Mabrey is one potential name to add to the mix.

Scott Conrad
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Sep 29, 2023; Arlington, Texas, USA; Dallas Wings head coach Latricia Trammell watches her team take on the Las Vegas Aces during the second half during game three of the 2023 WNBA Playoffs at College Park Center. Mandatory Credit: Jerome Miron-Imagn Images
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With the No. 5 draft pick and multiple offseason decisions ahead, the Chicago Sky strengthens its sideline with one of the league's most experienced coaches.

Deadria Clarke
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May 24, 2022; Chicago, Illinois, USA; Members of the Chicago Sky pose for a picture as the 2021 WNBA Championship Banner is revealed during a championship ring ceremony before a WNBA basketball game against the Indiana Fever at Wintrust Arena. Mandatory Credit: Kamil Krzaczynski-Imagn Images
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With these awards, the following players in the Chicago Sky's history have been decked with the hardware for their accolades. Here's a look at which Sky players have the most awards, records, and honors.

Scott Conrad
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