The 1999–2000 Chicago Blackhawks season was the Chicago Blackhawks' 74th season of operation. Finishing 11th in the Western Conference, they did not qualify for the playoffs.
Offseason
Forward Doug Gilmour was named team captain.
Regular season
The Blackhawks tied the Atlanta Thrashers for the most short-handed goals allowed during the regular season, with 13. Captain Doug Gilmour was traded in March to the Buffalo Sabres. The team completed the season without a captain.
Final standings
Schedule and results
|- align="center" bgcolor="#FFBBBB" |1||L||October 4, 1999||1–7 || align="left"| @ San Jose Sharks (1999–2000) ||0–1–0–0 || |- align="center" bgcolor="#FFBBBB" |2||L||October 6, 1999||4–5 || align="left"| @ Vancouver Canucks (1999–2000) ||0–2–0–0 || |- align="center" |3||T||October 8, 1999||3–3 OT|| align="left"| Phoenix Coyotes (1999–2000) ||0–2–1–0 || |- align="center" |4||T||October 10, 1999||3–3 OT|| align="left"| Nashville Predators (1999–2000) ||0–2–2–0 || |- align="center" bgcolor="#FFBBBB" |5||L||October 15, 1999||1–2 || align="left"| Toronto Maple Leafs (1999–2000) ||0–3–2–0 || |- align="center" |6||T||October 16, 1999||3–3 OT|| align="left"| @ Pittsburgh Penguins (1999–2000) ||0–3–3–0 || |- align="center" |7||T||October 21, 1999||5–5 OT|| align="left"| Mighty Ducks of Anaheim (1999–2000) ||0–3–4–0 || |- align="center" bgcolor="#FFBBBB" |8||L||October 23, 1999||0–1 || align="left"| Detroit Red Wings (1999–2000) ||0–4–4–0 || |- align="center" bgcolor="#CCFFCC" |9||W||October 27, 1999||1–0 || align="left"| @ Montreal Canadiens (1999–2000) ||1–4–4–0 || |- align="center" bgcolor="#CCFFCC" |10||W||October 29, 1999||4–2 || align="left"| @ Detroit Red Wings (1999–2000) ||2–4–4–0 || |- align="center" bgcolor="#FFBBBB" |11||L||October 30, 1999||1–3 || align="left"| Los Angeles Kings (1999–2000) ||2–5–4–0 || |-
|- align="center" bgcolor="#FF6F6F" |12||OTL||November 4, 1999||4–5 OT|| align="left"| Buffalo Sabres (1999–2000) ||2–5–4–1 || |- align="center" bgcolor="#CCFFCC" |13||W||November 5, 1999||3–1 || align="left"| @ Nashville Predators (1999–2000) ||3–5–4–1 || |- align="center" bgcolor="#FFBBBB" |14||L||November 7, 1999||1–3 || align="left"| New York Rangers (1999–2000) ||3–6–4–1 || |- align="center" bgcolor="#FFBBBB" |15||L||November 10, 1999||2–4 || align="left"| Nashville Predators (1999–2000) ||3–7–4–1 || |- align="center" bgcolor="#CCFFCC" |16||W||November 12, 1999||5–0 || align="left"| New York Islanders (1999–2000) ||4–7–4–1 || |- align="center" bgcolor="#FFBBBB" |17||L||November 14, 1999||3–6 || align="left"| Edmonton Oilers (1999–2000) ||4–8–4–1 || |- align="center" bgcolor="#FFBBBB" |18||L||November 16, 1999||2–3 || align="left"| @ Los Angeles Kings (1999–2000) ||4–9–4–1 || |- align="center" bgcolor="#FFBBBB" |19||L||November 19, 1999||2–4 || align="left"| @ Mighty Ducks of Anaheim (1999–2000) ||4–10–4–1 || |- align="center" bgcolor="#FFBBBB" |20||L||November 20, 1999||1–3 || align="left"| @ Phoenix Coyotes (1999–2000) ||4–11–4–1 || |- align="center" bgcolor="#CCFFCC" |21||W||November 24, 1999||3–2 || align="left"| @ Edmonton Oilers (1999–2000) ||5–11–4–1 || |- align="center" bgcolor="#FF6F6F" |22||OTL||November 25, 1999||1–2 OT|| align="left"| @ Calgary Flames (1999–2000) ||5–11–4–2 || |- align="center" bgcolor="#FFBBBB" |23||L||November 27, 1999||3–8 || align="left"| @ St. Louis Blues (1999–2000) ||5–12–4–2 || |- align="center" bgcolor="#FFBBBB" |24||L||November 30, 1999||1–2 || align="left"| @ Ottawa Senators (1999–2000) ||5–13–4–2 || |-