The 2006 WNBA season was the first for the Chicago Sky. On February 8, 2005, the David Stern announced that the WNBA would be expanding to Chicago beginning with the 2006 season. Chicago became the second team in league history to be owned and operated outside of the NBA entity. On September 20, 2005, the Chicago franchise announced their team name to be the Sky. Dave Cowens was named the first head coach of the Sky. The year was much of a struggle for the Sky, as they went 5–29 in their first season. Rookie Candice Dupree was named to the All-Rookie Team following the season for her solid rookie season. Cowens left the team following the year.

Transactions

Expansion draft

Chicago had the right to acquire one player from each of the 13 WNBA teams. Each team had designated a maximum of six players who would not be available for selection in the expansion draft.

WNBA draft

Trades and roster changes

Roster

{| class="toccolours" style="font-size: 95%; width: 100%;" ! colspan="2" style="background:#4b90cc; color:#Fbb726"|2006 Chicago Sky Roster ! Players !! Coaches {| class="sortable" style="background:transparent; margin:0px; width:100%;" ! Pos. !! # !! Nat. !! Name !! Ht. !! Wt. !! From

Depth

Schedule

Regular season

Standings

Statistics

Regular season

Awards and honors