| No. |
R |
Date |
Score |
Opponent |
Record |
| 2 | L | October 27, 1965 | 1–2 | Toronto Maple Leafs (1965–66) | 0–2–0 |
| 3 | L | October 30, 1965 | 2–8 | New York Rangers (1965–66) | 0–3–0 |
| 4 | T | November 3, 1965 | 2–2 | @ Chicago Black Hawks (1965–66) | 0–3–1 |
| 5 | L | November 4, 1965 | 1–8 | @ Detroit Red Wings (1965–66) | 0–4–1 |
| 6 | W | November 6, 1965 | 3–1 | @ Montreal Canadiens (1965–66) | 1–4–1 |
| 7 | L | November 7, 1965 | 2–5 | Montreal Canadiens (1965–66) | 1–5–1 |
| 8 | T | November 10, 1965 | 2–2 | @ New York Rangers (1965–66) | 1–5–2 |
| 9 | W | November 14, 1965 | 2–0 | Toronto Maple Leafs (1965–66) | 2–5–2 |
| 10 | L | November 20, 1965 | 2–4 | Detroit Red Wings (1965–66) | 2–6–2 |
| 11 | W | November 21, 1965 | 3–2 | Montreal Canadiens (1965–66) | 3–6–2 |
| 12 | L | November 24, 1965 | 1–4 | @ New York Rangers (1965–66) | 3–7–2 |
| 13 | W | November 25, 1965 | 6–2 | New York Rangers (1965–66) | 4–7–2 |
| 14 | W | November 27, 1965 | 2–1 | @ Toronto Maple Leafs (1965–66) | 5–7–2 |
| 15 | L | November 28, 1965 | 3–5 | Detroit Red Wings (1965–66) | 5–8–2 |
| 16 | L | December 1, 1965 | 2–4 | @ Chicago Black Hawks (1965–66) | 5–9–2 |
| 17 | L | December 2, 1965 | 2–10 | @ Detroit Red Wings (1965–66) | 5–10–2 |
| 18 | L | December 4, 1965 | 1–10 | Chicago Black Hawks (1965–66) | 5–11–2 |
| 19 | T | December 5, 1965 | 4–4 | Montreal Canadiens (1965–66) | 5–11–3 |
| 20 | L | December 8, 1965 | 3–8 | @ Montreal Canadiens (1965–66) | 5–12–3 |
| 21 | L | December 11, 1965 | 3–8 | @ Toronto Maple Leafs (1965–66) | 5–13–3 |
| 22 | L | December 12, 1965 | 3–5 | Detroit Red Wings (1965–66) | 5–14–3 |
| 23 | L | December 15, 1965 | 4–8 | @ Chicago Black Hawks (1965–66) | 5–15–3 |
| 24 | L | December 16, 1965 | 0–2 | @ Detroit Red Wings (1965–66) | 5–16–3 |
| 25 | L | December 18, 1965 | 1–2 | @ Montreal Canadiens (1965–66) | 5–17–3 |
| 26 | L | December 19, 1965 | 1–3 | Toronto Maple Leafs (1965–66) | 5–18–3 |
| 27 | W | December 25, 1965 | 4–2 | New York Rangers (1965–66) | 6–18–3 |
| 28 | L | December 26, 1965 | 4–6 | @ New York Rangers (1965–66) | 6–19–3 |
| 29 | L | December 28, 1965 | 0–1 | Detroit Red Wings (1965–66) | 6–20–3 |
| 30 | L | January 1, 1966 | 3–6 | @ Toronto Maple Leafs (1965–66) | 6–21–3 |
| 31 | L | January 2, 1966 | 1–3 | @ Chicago Black Hawks (1965–66) | 6–22–3 |
| 32 | L | January 6, 1966 | 3–5 | @ Detroit Red Wings (1965–66) | 6–23–3 |
| 33 | L | January 8, 1966 | 0–6 | @ Montreal Canadiens (1965–66) | 6–24–3 |
| 34 | W | January 9, 1966 | 3–1 | @ New York Rangers (1965–66) | 7–24–3 |
| 35 | T | January 13, 1966 | 1–1 | Chicago Black Hawks (1965–66) | 7–24–4 |
| 36 | L | January 15, 1966 | 1–6 | @ Toronto Maple Leafs (1965–66) | 7–25–4 |
| 37 | L | January 16, 1966 | 1–3 | Montreal Canadiens (1965–66) | 7–26–4 |
| 38 | W | January 20, 1966 | 4–3 | Chicago Black Hawks (1965–66) | 8–26–4 |
| 39 | W | January 22, 1966 | 5–3 | New York Rangers (1965–66) | 9–26–4 |
| 40 | W | January 23, 1966 | 2–1 | Toronto Maple Leafs (1965–66) | 10–26–4 |
| 41 | W | January 27, 1966 | 5–3 | Chicago Black Hawks (1965–66) | 11–26–4 |
| 42 | L | January 29, 1966 | 3–6 | @ Toronto Maple Leafs (1965–66) | 11–27–4 |
| 43 | L | January 30, 1966 | 1–3 | Montreal Canadiens (1965–66) | 11–28–4 |
| 44 | L | February 3, 1966 | 2–4 | Detroit Red Wings (1965–66) | 11–29–4 |
| 45 | W | February 5, 1966 | 5–3 | New York Rangers (1965–66) | 12–29–4 |
| 46 | T | February 6, 1966 | 3–3 | @ Detroit Red Wings (1965–66) | 12–29–5 |
| 47 | W | February 10, 1966 | 2–0 | Montreal Canadiens (1965–66) | 13–29–5 |
| 48 | L | February 12, 1966 | 2–9 | @ New York Rangers (1965–66) | 13–30–5 |
| 49 | T | February 13, 1966 | 4–4 | Toronto Maple Leafs (1965–66) | 13–30–6 |
| 50 | W | February 16, 1966 | 5–4 | Detroit Red Wings (1965–66) | 14–30–6 |
| 51 | W | February 19, 1966 | 5–1 | @ Detroit Red Wings (1965–66) | 15–30–6 |
| 52 | L | February 20, 1966 | 1–5 | @ Chicago Black Hawks (1965–66) | 15–31–6 |
| 53 | L | February 23, 1966 | 2–3 | @ Montreal Canadiens (1965–66) | 15–32–6 |
| 54 | L | February 26, 1966 | 2–3 | @ Toronto Maple Leafs (1965–66) | 15–33–6 |
| 55 | L | February 27, 1966 | 1–7 | @ Chicago Black Hawks (1965–66) | 15–34–6 |
| 56 | L | March 2, 1966 | 3–5 | @ New York Rangers (1965–66) | 15–35–6 |
| 57 | L | March 3, 1966 | 4–5 | New York Rangers (1965–66) | 15–36–6 |
| 58 | L | March 6, 1966 | 3–5 | Toronto Maple Leafs (1965–66) | 15–37–6 |
| 59 | W | March 9, 1966 | 3–1 | @ Montreal Canadiens (1965–66) | 16–37–6 |
| 60 | L | March 12, 1966 | 0–6 | @ Toronto Maple Leafs (1965–66) | 16–38–6 |
| 61 | L | March 13, 1966 | 4–8 | Detroit Red Wings (1965–66) | 16–39–6 |
| 62 | W | March 16, 1966 | 3–1 | @ New York Rangers (1965–66) | 17–39–6 |
| 63 | L | March 17, 1966 | 2–4 | @ Detroit Red Wings (1965–66) | 17–40–6 |
| 64 | W | March 20, 1966 | 4–3 | New York Rangers (1965–66) | 18–40–6 |
| 65 | W | March 23, 1966 | 3–1 | Chicago Black Hawks (1965–66) | 19–40–6 |
| 66 | L | March 26, 1966 | 2–5 | @ Montreal Canadiens (1965–66) | 19–41–6 |
| 67 | L | March 27, 1966 | 1–3 | Montreal Canadiens (1965–66) | 19–42–6 |
| 68 | L | March 29, 1966 | 2–4 | @ Chicago Black Hawks (1965–66) | 19–43–6 |
| 69 | W | March 31, 1966 | 3–1 | Toronto Maple Leafs (1965–66) | 20–43–6 |
| 70 | W | April 3, 1966 | 4–2 | Chicago Black Hawks (1965–66) | 21–43–6 |