| Team: | Chicago Sky |
| Year: | 2016 |
| Attendance: | 7,009 |
| Wins: | 18 |
| Losses: | 16 |
| Conf: | Eastern |
| Conf Place: | 2nd |
| Coach: | Pokey Chatman |
| Arena: | Allstate Arena |
| Points: | Elena Delle Donne – 21.5 |
| Rebounds: | Elena Delle Donne – 7.0 |
| Assists: | Courtney Vandersloot – 4.0 |
| Playoffs: | Fourth Seed, Lost in Semifinals to Los Angeles 3–1 |
| Television: | WMEU-CD ESPN ESPN2 NBA TV |
The 2016 Chicago Sky season was the franchise's 11th season in the Women's National Basketball Association (WNBA). The season began on May 14th, at home against the Connecticut Sun.
The Sky began the season with a win, but could not sustain that momentum and lost their next four games. They finished May with a win and extended their streak with three wins to start June. However, they only won one of their final five games in June to finish the first two months of the season with a 6–9 record. The Sky split a home and away matchup with Washington to begin July and lost two of their next three. The won three of their last four to end the month with a 5–4 record. The Sky came out of the Olympic break strongly, winning both their games in August and their first two in September. They lost their next two, before winning three in a row. They could not overcome Seattle on the final day of the season and finished with an 18–16 regular season record.
Their record was good enough for second place in the Eastern Conference and the fourth overall seed in the 2016 WNBA Playoffs. They earned a bye into the Second Round where they defeated sixth-seed Atlanta 108–98 and advanced to the Semfinals. There they matched-up against the Los Angeles Sparks. The Sparks defeated the Sky 3 games to 1 and would go on to finish as WNBA Champions.
See also: 2016 WNBA draft.
| Round | Pick | Player | Nationality | School/team/country | |
|---|---|---|---|---|---|
| 1 | 10 | Imani Boyette | Texas | ||
| 3 | 34 | Jordan Jones | Texas A&M |
| Date | Transaction |
|---|---|
| January 7, 2016 | Extended Qualifying Offers to Jessica Breland, Clarissa dos Santos, and Jacki Gemelos |
| Exercised 4th-Year Team Option on Jamierra Faulkner | |
| February 9, 2016 | Signed Jessica Breland[1] |
| February 11, 2016 | Signed Clarissa dos Santos to a training-camp contract[2] |
| March 7, 2016 | Signed Yvonne Turner, Jacki Gemelos, and Shanece McKinney to training-camp contracts[3] |
| April 21, 2016 | Signed Imani McGee-Stafford and Jordan Jones to rookie-scale contracts |
| Signed Maggie Lyon to a training-camp contract[4] | |
| April 28, 2016 | Waived Maggie Lyon |
| May 6, 2016 | Waived Jacki Gemelos and Jordan Jones[5] |
| May 11, 2016 | Waived Shanece McKinney[6] |
| May 12, 2016 | Waived Yvonne Turner |