| No. |
R |
Date |
Score |
Opponent |
Record |
| 1 | W | October 11, 1968 | 5–1 | @ Oakland Seals (1968–69) | 1–0–0 |
| 2 | L | October 16, 1968 | 4–10 | @ Chicago Black Hawks (1968–69) | 1–1–0 |
| 3 | L | October 17, 1968 | 1–3 | Montreal Canadiens (1968–69) | 1–2–0 |
| 4 | W | October 19, 1968 | 4–1 | Los Angeles Kings (1968–69) | 2–2–0 |
| 5 | L | October 22, 1968 | 2–3 | Oakland Seals (1968–69) | 2–3–0 |
| 6 | T | October 24, 1968 | 3–3 | @ Philadelphia Flyers (1968–69) | 2–3–1 |
| 7 | L | October 26, 1968 | 0–3 | New York Rangers (1968–69) | 2–4–1 |
| 8 | L | October 30, 1968 | 2–4 | Boston Bruins (1968–69) | 2–5–1 |
| 9 | W | November 2, 1968 | 2–0 | @ St. Louis Blues (1968–69) | 3–5–1 |
| 10 | L | November 3, 1968 | 1–2 | @ New York Rangers (1968–69) | 3–6–1 |
| 11 | L | November 6, 1968 | 0–1 | Toronto Maple Leafs (1968–69) | 3–7–1 |
| 12 | L | November 7, 1968 | 2–5 | @ Detroit Red Wings (1968–69) | 3–8–1 |
| 13 | W | November 9, 1968 | 6–4 | Detroit Red Wings (1968–69) | 4–8–1 |
| 14 | W | November 13, 1968 | 4–3 | Philadelphia Flyers (1968–69) | 5–8–1 |
| 15 | W | November 16, 1968 | 3–2 | Los Angeles Kings (1968–69) | 6–8–1 |
| 16 | T | November 17, 1968 | 3–3 | @ St. Louis Blues (1968–69) | 6–8–2 |
| 17 | L | November 20, 1968 | 0–2 | Chicago Black Hawks (1968–69) | 6–9–2 |
| 18 | L | November 23, 1968 | 3–4 | @ Montreal Canadiens (1968–69) | 6–10–2 |
| 19 | L | November 24, 1968 | 0–6 | @ Chicago Black Hawks (1968–69) | 6–11–2 |
| 20 | T | November 27, 1968 | 3–3 | Oakland Seals (1968–69) | 6–11–3 |
| 21 | T | November 30, 1968 | 3–3 | @ Toronto Maple Leafs (1968–69) | 6–11–4 |
| 22 | L | December 1, 1968 | 0–4 | @ Boston Bruins (1968–69) | 6–12–4 |
| 23 | L | December 4, 1968 | 2–4 | Toronto Maple Leafs (1968–69) | 6–13–4 |
| 24 | L | December 7, 1968 | 2–3 | @ Los Angeles Kings (1968–69) | 6–14–4 |
| 25 | W | December 8, 1968 | 4–1 | @ Oakland Seals (1968–69) | 7–14–4 |
| 26 | L | December 11, 1968 | 2–4 | Pittsburgh Penguins (1968–69) | 7–15–4 |
| 27 | W | December 14, 1968 | 4–1 | New York Rangers (1968–69) | 8–15–4 |
| 28 | L | December 15, 1968 | 2–5 | @ Detroit Red Wings (1968–69) | 8–16–4 |
| 29 | L | December 17, 1968 | 2–3 | Oakland Seals (1968–69) | 8–17–4 |
| 30 | T | December 19, 1968 | 5–5 | @ Philadelphia Flyers (1968–69) | 8–17–5 |
| 31 | W | December 21, 1968 | 3–1 | @ Pittsburgh Penguins (1968–69) | 9–17–5 |
| 32 | L | December 22, 1968 | 2–4 | @ New York Rangers (1968–69) | 9–18–5 |
| 33 | L | December 25, 1968 | 0–2 | St. Louis Blues (1968–69) | 9–19–5 |
| 34 | T | December 26, 1968 | 4–4 | @ Los Angeles Kings (1968–69) | 9–19–6 |
| 35 | L | December 28, 1968 | 2–5 | Chicago Black Hawks (1968–69) | 9–20–6 |
| 36 | L | December 31, 1968 | 3–6 | @ Detroit Red Wings (1968–69) | 9–21–6 |
| 37 | T | January 4, 1969 | 2–2 | Boston Bruins (1968–69) | 9–21–7 |
| 38 | L | January 5, 1969 | 1–5 | @ New York Rangers (1968–69) | 9–22–7 |
| 39 | L | January 7, 1969 | 3–6 | Montreal Canadiens (1968–69) | 9–23–7 |
| 40 | L | January 9, 1969 | 2–7 | @ Pittsburgh Penguins (1968–69) | 9–24–7 |
| 41 | L | January 11, 1969 | 2–4 | Philadelphia Flyers (1968–69) | 9–25–7 |
| 42 | L | January 12, 1969 | 0–2 | St. Louis Blues (1968–69) | 9–26–7 |
| 43 | L | January 15, 1969 | 1–3 | Pittsburgh Penguins (1968–69) | 9–27–7 |
| 44 | L | January 16, 1969 | 1–5 | @ Boston Bruins (1968–69) | 9–28–7 |
| 45 | L | January 19, 1969 | 1–3 | St. Louis Blues (1968–69) | 9–29–7 |
| 46 | W | January 23, 1969 | 3–1 | @ Pittsburgh Penguins (1968–69) | 10–29–7 |
| 47 | W | January 25, 1969 | 3–2 | Los Angeles Kings (1968–69) | 11–29–7 |
| 48 | L | January 26, 1969 | 3–4 | @ Boston Bruins (1968–69) | 11–30–7 |
| 49 | L | January 29, 1969 | 0–4 | @ Montreal Canadiens (1968–69) | 11–31–7 |
| 50 | T | February 1, 1969 | 5–5 | Chicago Black Hawks (1968–69) | 11–31–8 |
| 51 | W | February 2, 1969 | 3–2 | @ Philadelphia Flyers (1968–69) | 12–31–8 |
| 52 | T | February 5, 1969 | 5–5 | @ Toronto Maple Leafs (1968–69) | 12–31–9 |
| 53 | L | February 8, 1969 | 3–6 | Montreal Canadiens (1968–69) | 12–32–9 |
| 54 | W | February 9, 1969 | 3–1 | Pittsburgh Penguins (1968–69) | 13–32–9 |
| 55 | L | February 12, 1969 | 1–7 | @ Toronto Maple Leafs (1968–69) | 13–33–9 |
| 56 | W | February 15, 1969 | 6–2 | Detroit Red Wings (1968–69) | 14–33–9 |
| 57 | L | February 16, 1969 | 0–6 | @ St. Louis Blues (1968–69) | 14–34–9 |
| 58 | W | February 19, 1969 | 7–4 | Los Angeles Kings (1968–69) | 15–34–9 |
| 59 | W | February 23, 1969 | 7–2 | Toronto Maple Leafs (1968–69) | 16–34–9 |
| 60 | T | February 24, 1969 | 1–1 | @ Los Angeles Kings (1968–69) | 16–34–10 |
| 61 | L | February 26, 1969 | 5–6 | @ Oakland Seals (1968–69) | 16–35–10 |
| 62 | L | March 1, 1969 | 2–4 | Detroit Red Wings (1968–69) | 16–36–10 |
| 63 | L | March 3, 1969 | 1–6 | @ Chicago Black Hawks (1968–69) | 16–37–10 |
| 64 | W | March 5, 1969 | 5–2 | Oakland Seals (1968–69) | 17–37–10 |
| 65 | T | March 9, 1969 | 2–2 | St. Louis Blues (1968–69) | 17–37–11 |
| 66 | T | March 11, 1969 | 3–3 | Boston Bruins (1968–69) | 17–37–12 |
| 67 | T | March 13, 1969 | 4–4 | @ Montreal Canadiens (1968–69) | 17–37–13 |
| 68 | T | March 15, 1969 | 2–2 | Philadelphia Flyers (1968–69) | 17–37–14 |
| 69 | W | March 16, 1969 | 3–2 | @ St. Louis Blues (1968–69) | 18–37–14 |
| 70 | L | March 19, 1969 | 2–4 | New York Rangers (1968–69) | 18–38–14 |
| 71 | L | March 20, 1969 | 2–5 | @ Philadelphia Flyers (1968–69) | 18–39–14 |
| 72 | L | March 22, 1969 | 1–5 | Philadelphia Flyers (1968–69) | 18–40–14 |
| 73 | L | March 23, 1969 | 0–5 | @ Pittsburgh Penguins (1968–69) | 18–41–14 |
| 74 | L | March 25, 1969 | 1–3 | Pittsburgh Penguins (1968–69) | 18–42–14 |
| 75 | L | March 29, 1969 | 2–7 | @ Oakland Seals (1968–69) | 18–43–14 |
| 76 | T | March 30, 1969 | 3–3 | @ Los Angeles Kings (1968–69) | 18–43–15 |