The 1999–2000 New York Rangers season was the franchise's 74th season. In the regular season, the Rangers finished in fourth place in the Atlantic Division with a 29–38–12–3 record. New York failed to qualify for the Stanley Cup playoffs for the third straight season.

For the second time in three seasons, the Rangers fired their head coach during the regular season. John Muckler, who took the position after Colin Campbell's firing in 1997–98, was himself fired with four games left in the season. General manager Neil Smith was also fired, bringing an end to his tenure which had seen the Rangers win the Stanley Cup but also fall on hard times.

1999–2000 New York Rangers season

Regular season

Final standings

Schedule and results

|- align="center" bgcolor="white" | 1 || October 1, 1999 || @ Edmonton Oilers || 1–1 OT ||T|| 0–0–1–0 || |- align="center" bgcolor="#FFBBBB" | 2 || October 2, 1999 || @ Vancouver Canucks || 2–1 ||L|| 0–1–1–0 || |- align="center" bgcolor="#FFBBBB" | 3 || October 5, 1999 || Ottawa Senators || 2–1 || L||0–2–1–0 || |- align="center" bgcolor="#CCFFCC" | 4 || October 8, 1999 || Carolina Hurricanes || 3–1 ||W|| 1–2–1–0 || |- align="center" bgcolor="#CCFFCC" | 5 || October 10, 1999 || Phoenix Coyotes || 4–2 ||W|| 2–2–1–0 || |- align="center" bgcolor="#CCFFCC" | 6 || October 11, 1999 || @ New York Islanders || 4–2 || W||3–2–1–0 || |- align="center" bgcolor="#FFBBBB" | 7 || October 14, 1999 || Pittsburgh Penguins || 5–2 || L||3–3–1–0 || |- align="center" bgcolor="#CCFFCC" | 8 || October 17, 1999 || Atlanta Thrashers || 4–1 || W||4–3–1–0 || |- align="center" bgcolor="#FFBBBB" | 9 || October 19, 1999 || San Jose Sharks || 2–1 || L||4–4–1–0 || |- align="center" bgcolor="#FFBBBB" | 10 || October 20, 1999 || @ Philadelphia Flyers || 5–0 ||L|| 4–5–1–0 || |- align="center" bgcolor="#FFBBBB" | 11 || October 22, 1999 || Philadelphia Flyers || 2–0 ||L|| 4–6–1–0 || |- align="center" bgcolor="#FFBBBB" | 12 || October 24, 1999 || Vancouver Canucks || 3–0 || L||4–7–1–0 || |- align="center" bgcolor="white" | 13 || October 30, 1999 || @ Montreal Canadiens || 2–2 OT ||T|| 4–7–2–0 || |-

1999–2000 New York Rangers season

|- align="center" bgcolor="white" | 14 || November 3, 1999 || New York Islanders || 3–3 OT || T||4–7–3–0 || |- align="center" bgcolor="#FFBBBB" | 15 || November 5, 1999 || @ Colorado Avalanche || 4–1 || L||4–8–3–0 || |- align="center" bgcolor="#CCFFCC" | 16 || November 7, 1999 || @ Chicago Blackhawks || 3–1 || W||5–8–3–0 || |- align="center" bgcolor="#FFBBBB" | 17 || November 10, 1999 || Ottawa Senators || 4–3 || L||5–9–3–0 || |- align="center" bgcolor="#CCFFCC" | 18 || November 11, 1999 || @ Washington Capitals || 5–4 OT || W||6–9–3–0 || |- align="center" bgcolor="#FFBBBB" | 19 || November 13, 1999 || Boston Bruins || 5–2 || L||6–10–3–0 || |- align="center" bgcolor="#FFBBBB" | 20 || November 18, 1999 || @ Boston Bruins || 5–3 || L||6–11–3–0 || |- align="center" bgcolor="#FF6F6F" | 21 || November 20, 1999 || @ Toronto Maple Leafs || 4–3 OT ||OTL|| 6–11–3–1 || |- align="center" bgcolor="#CCFFCC" | 22 || November 24, 1999 || @ Tampa Bay Lightning || 6–3 || W||7–11–3–1 || |- align="center" bgcolor="#FFBBBB" | 23 || November 26, 1999 || @ Florida Panthers || 6–2 || L||7–12–3–1 || |-

1999–2000 New York Rangers season

|- align="center" bgcolor="#FFBBBB" | 24 || December 1, 1999 || @ New Jersey Devils || 3–2 || L||7–13–3–1 || |- align="center" bgcolor="#CCFFCC" | 25 || December 3, 1999 || Montreal Canadiens || 3–2 || W||8–13–3–1 || |- align="center" bgcolor="white" | 26 || December 4, 1999 || @ Buffalo Sabres || 1–1 OT || T||8–13–4–1 || |- align="center" bgcolor="#CCFFCC" | 27 || December 6, 1999 || Calgary Flames || 3–2 OT || W||9–13–4–1 || |- align="center" bgcolor="#CCFFCC" | 28 || December 8, 1999 || Edmonton Oilers || 2–1 OT || W||10–13–4–1 || |- align="center" bgcolor="#CCFFCC" | 29 || December 15, 1999 || Los Angeles Kings || 8–3 || W||11–13–4–1 || |- align="center" bgcolor="#FF6F6F" | 30 || December 17, 1999 || Washington Capitals || 3–2 OT || OTL||11–13–4–2 || |- align="center" bgcolor="#CCFFCC" | 31 || December 19, 1999 || Tampa Bay Lightning || 5–4 OT ||W|| 12–13–4–2 || |- align="center" bgcolor="#FFBBBB" | 32 || December 21, 1999 || Buffalo Sabres || 3–1 || L||12–14–4–2 || |- align="center" bgcolor="#FFBBBB" | 33 || December 23, 1999 || @ New York Islanders || 4–2 ||L|| 12–15–4–2 || |- align="center" bgcolor="white" | 34 || December 26, 1999 || New Jersey Devils || 3–3 OT || T||12–15–5–2 || |- align="center" bgcolor="white" | 35 || December 28, 1999 || @ Phoenix Coyotes || 2–2 OT || T||12–15–6–2 || |- align="center" bgcolor="#FF6F6F" | 36 || December 29, 1999 || @ Dallas Stars || 4–3 OT || OTL||12–15–6–3 || |-