2006 Chicago Sky season
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.| Player | Nationality | Nationality |
| Jia Perkins | Charlotte Sting | |
| Brooke Wyckoff | Connecticut Sun | |
| Elaine Powell | Detroit Shock | |
| Kiesha Brown | Houston Comets | |
| Deanna Jackson | Indiana Fever | |
| Laura Macchi | Los Angeles Sparks | |
| Stacey Lovelace-Tolbert | Minnesota Lynx | |
| DeTrina White | New York Liberty | |
| Ashley Robinson | Phoenix Mercury | |
| Chelsea Newton | Sacramento Monarchs | |
| Bernadette Ngoyisa | San Antonio Silver Stars | |
| Francesca Zara | Seattle Storm | |
| Stacey Dales-Schuman | Washington Mystics |
WNBA draft
| Round | Pick | Player | Nationality | College |
| 1 | 6 | Candice Dupree | Temple | |
| 2 | 20 | Jennifer Harris | Washburn | |
| 3 | 34 | Kerri Gardin | Virginia Tech |