1999–2000 Toronto Maple Leafs season explained

League:	NHL
Season:	1999–2000
Year:	1999
Team:	Toronto Maple Leafs
Conferencerank:	3rd
Divisionrank:	1st
Record:	45–27–7–3
Homerecord:	24–12–5–0
Roadrecord:	21–15–2–3
Goalsfor:	246
Goalsagainst:	222
Attendance:	19,158
Goalsleader:	Mats Sundin (32)
Assistsleader:	Mats Sundin (41)
Pointsleader:	Mats Sundin (73)
Pimleader:	Tie Domi (198)
Plusminusleader:	Mats Sundin (+16)
Winsleader:	Curtis Joseph (36)
Gaaleader:	Curtis Joseph (2.49)
Divisionwin:	yes

The 1999–2000 Toronto Maple Leafs season saw the team finish in first place for the first time since the 1962–63 season. It was also the Maple Leafs' first 100-point season, the first full season at the Air Canada Centre, as well as long-time NHLer Wendel Clark's last season in the NHL.

Offseason

On July 22, 1999, Syl Apps III, the grandson of former Maple Leafs captain Syl Apps, was signed as a free agent by Toronto.

Regular season

The Maple Leafs had their second consecutive 45-win season and broke the 1992–93 franchise record for most points accumulated in a season. Mats Sundin averaged a point per game, scoring 32 goals and picking up 41 assists for 73 points in 73 games. Jonas Hoglund had a career year, finishing third on the team in points with 56 (29 goals and 27 assists). Goaltender Curtis Joseph set a Maple Leafs record for wins in a season by a goaltender, with 36. The Leafs put Steve Sullivan on waivers and on October 23, 1999, he was picked up by the Chicago Blackhawks. In early 2000, Wendel Clark returned to the Leafs for the third time and had a two-goal game on February 1 in a 5–3 Maple Leafs win at Tampa Bay. In March, the Leafs traded Mike Johnson to Tampa Bay in exchange for Darcy Tucker.

The Leafs got off to a red-hot start to the season, winning 10 of their first 14 games with four shutouts. The team suffered a setback on December 4, 1999, in a home game against the Pittsburgh Penguins. Forward Yanic Perreault was coming around the Pittsburgh net with the puck when Penguins goaltender Tom Barrasso slashed Perreault with his goalie stick. Perreault suffered a broken arm and missed 23 games; Barrasso received a four-game suspension for his actions. Another setback occurred on March 11 at Ottawa, when Senators forward Marian Hossa was attempting to clear the puck out of the centre-ice zone. Hossa swung his stick in a golf-swing motion and caught Toronto defenceman Bryan Berard in his right eye. Berard had to leave the game due to the injury and Hossa was assessed with a double minor for high-sticking. It was the last NHL game Berard would play for nearly a year-and-a-half. Additionally, Sergei Berezin, a 37-goal scorer in 1998–99, missed 21 games for the team, but nonetheless finished with a solid 26 goals for Toronto. Despite these hindrances, the Leafs battled on, defeating four solid teams between March 16 and April 1 (Detroit on March 16, New Jersey on March 25, St. Louis on March 29 and Washington on April 1). The Leafs finished third in the Eastern Conference and first in the Northeast Division—the first time the Leafs had won a division title since 1938. Mats Sundin led all skaters in overtime goals scored, with four.

All-Star Game

The 50th National Hockey League All-Star Game was part of the 1999–2000 NHL season, and took place in Toronto's Air Canada Centre on February 6, 2000.

The all-star week festivities saw the Canadian Hockey League Top Prospects Game played on February 2, and an exhibition game between the Canadian and American women's national teams on February 3. The Heroes of Hockey game and the Skills Competition were held on February 5. It is to note that the opening face-off for the Heroes of Hockey game were Ted Lindsay and Fleming Mackell, two players who played in the 1st National Hockey League All-Star Game.

The week also was a good sendoff for Wayne Gretzky, who had retired the previous season. His #99 was raised to the rafters, despite him never playing for the hometown Maple Leafs, as a show of his number's League-wide retirement. Gretzky also made it clear that he would not partake in any oldtimer or Heroes of Hockey game unless it was held in Edmonton, a statement that was realized with the 2003 Heritage Classic three years later.

Season standings

Schedule and results

Regular season

|- align="center" bgcolor="#CCFFCC"|1||W||October 2, 1999||4–1 || align="left"| @ Montreal Canadiens (1999–2000) ||1–0–0–0 || |- align="center" bgcolor="#CCFFCC"|2||W||October 4, 1999||4–0 || align="left"| Boston Bruins (1999–2000) ||2–0–0–0 || |- align="center" bgcolor="#CCFFCC"|3||W||October 6, 1999||2–1 || align="left"| Colorado Avalanche (1999–2000) ||3–0–0–0 || |- align="center" bgcolor="#FFBBBB"|4||L||October 9, 1999||3–4 || align="left"| @ Ottawa Senators (1999–2000) ||3–1–0–0 || |- align="center" bgcolor="#FFBBBB"|5||L||October 11, 1999||2–4 || align="left"| Nashville Predators (1999–2000) ||3–2–0–0 || |- align="center" bgcolor="#CCFFCC"|6||W||October 13, 1999||3–2 || align="left"| Florida Panthers (1999–2000) ||4–2–0–0 || |- align="center" bgcolor="#CCFFCC"|7||W||October 15, 1999||2–1 || align="left"| @ Chicago Blackhawks (1999–2000) ||5–2–0–0 || |- align="center" bgcolor="#FFBBBB"|8||L||October 16, 1999||2–4 || align="left"| @ St. Louis Blues (1999–2000) ||5–3–0–0 || |- align="center"|9||T||October 20, 1999||3–3 OT|| align="left"| Carolina Hurricanes (1999–2000) ||5–3–1–0 || |- align="center" bgcolor="#CCFFCC"|10||W||October 23, 1999||3–2 || align="left"| Montreal Canadiens (1999–2000) ||6–3–1–0 || |- align="center" bgcolor="#CCFFCC"|11||W||October 25, 1999||4–0 || align="left"| Dallas Stars (1999–2000) ||7–3–1–0 || |- align="center" bgcolor="#CCFFCC"|12||W||October 27, 1999||4–0 || align="left"| Atlanta Thrashers (1999–2000) ||8–3–1–0 || |- align="center" bgcolor="#CCFFCC"|13||W||October 30, 1999||2–1 || align="left"| Calgary Flames (1999–2000) ||9–3–1–0 || |-|- align="center" bgcolor="#CCFFCC"|14||W||November 3, 1999||6–0 || align="left"| @ Carolina Hurricanes (1999–2000) ||10–3–1–0 || |- align="center" bgcolor="#FFBBBB"|15||L||November 5, 1999||3–5 || align="left"| @ Washington Capitals (1999–2000) ||10–4–1–0 || |- align="center"|16||T||November 6, 1999||3–3 OT|| align="left"| @ New Jersey Devils (1999–2000) ||10–4–2–0 || |- align="center" bgcolor="#FFBBBB"|17||L||November 9, 1999||0–2 || align="left"| Mighty Ducks of Anaheim (1999–2000) ||10–5–2–0 || |- align="center" bgcolor="#ffc"|18||OTL||November 11, 1999||3–4 OT|| align="left"| @ Boston Bruins (1999–2000) ||10–5–2–1 || |- align="center"|19||T||November 13, 1999||1–1 OT|| align="left"| Detroit Red Wings (1999–2000) ||10–5–3–1 || |- align="center" bgcolor="#CCFFCC"|20||W||November 15, 1999||4–2 || align="left"| San Jose Sharks (1999–2000) ||11–5–3–1 || |- align="center" bgcolor="#FFBBBB"|21||L||November 17, 1999||2–3 || align="left"| St. Louis Blues (1999–2000) ||11–6–3–1 || |- align="center" bgcolor="#CCFFCC"|22||W||November 20, 1999 †||4–3 OT|| align="left"| New York Rangers (1999–2000) ||12–6–3–1 || |- align="center" bgcolor="#FFBBBB"|23||L||November 23, 1999||1–3 || align="left"| @ Pittsburgh Penguins (1999–2000) ||12–7–3–1 || |- align="center" bgcolor="#ffc"|24||OTL||November 26, 1999||2–3 OT|| align="left"| @ Philadelphia Flyers (1999–2000) ||12–7–3–2 || |- align="center" bgcolor="#CCFFCC"|25||W||November 27, 1999||5–2 || align="left"| Edmonton Oilers (1999–2000) ||13–7–3–2 || |- align="center" bgcolor="#CCFFCC"|26||W||November 29, 1999||3–1 || align="left"| Washington Capitals (1999–2000) ||14–7–3–2 || |-|- align="center"|27||T||December 2, 1999||2–2 OT|| align="left"| @ Carolina Hurricanes (1999–2000) ||14–7–4–2 || |- align="center" bgcolor="#CCFFCC"|28||W||December 4, 1999||3–2 OT|| align="left"| Pittsburgh Penguins (1999–2000) ||15–7–4–2 || |- align="center" bgcolor="#CCFFCC"|29||W||December 6, 1999||3–2 OT|| align="left"| Buffalo Sabres (1999–2000) ||16–7–4–2 || |- align="center" bgcolor="#FFBBBB"|30||L||December 9, 1999||2–4 || align="left"| @ Philadelphia Flyers (1999–2000) ||16–8–4–2 || |- align="center" bgcolor="#CCFFCC"|31||W||December 11, 1999||6–4 || align="left"| Philadelphia Flyers (1999–2000) ||17–8–4–2 || |- align="center" bgcolor="#FFBBBB"|32||L||December 13, 1999||1–3 || align="left"| Ottawa Senators (1999–2000) ||17–9–4–2 || |- align="center" bgcolor="#CCFFCC"|33||W||December 15, 1999||5–1 || align="left"| New York Islanders (1999–2000) ||18–9–4–2 || |- align="center" bgcolor="#CCFFCC"|34||W||December 18, 1999||2–1 || align="left"| Montreal Canadiens (1999–2000) ||19–9–4–2 || |- align="center" bgcolor="#CCFFCC"|35||W||December 20, 1999||6–4 || align="left"| @ Florida Panthers (1999–2000) ||20–9–4–2 || |- align="center" bgcolor="#CCFFCC"|36||W||December 21, 1999||4–2 || align="left"| @ Tampa Bay Lightning (1999–2000) ||21–9–4–2 || |- align="center" bgcolor="#CCFFCC"|37||W||December 23, 1999||4–1 || align="left"| New Jersey Devils (1999–2000) ||22–9–4–2 || |- align="center" bgcolor="#CCFFCC"|38||W||December 29, 1999||2–1 || align="left"| @ New York Islanders (1999–2000) ||23–9–4–2 || |-|- align="center" bgcolor="#FFBBBB"|39||L||January 1, 2000||1–8 || align="left"| @ Buffalo Sabres (1999–2000) ||23–10–4–2 || |- align="center" bgcolor="#CCFFCC"|40||W||January 3, 2000||6–2 || align="left"| Buffalo Sabres (1999–2000) ||24–10–4–2 || |- align="center" bgcolor="#ffc"|41||OTL||January 5, 2000||2–3 OT|| align="left"| @ New York Rangers (1999–2000) ||24–10–4–3 || |- align="center" bgcolor="#FFBBBB"|42||L||January 7, 2000||2–5 || align="left"| @ Pittsburgh Penguins (1999–2000) ||24–11–4–3 || |- align="center" bgcolor="#FFBBBB"|43||L||January 8, 2000||3–5 || align="left"| New York Rangers (1999–2000) ||24–12–4–3 || |- align="center" bgcolor="#CCFFCC"|44||W||January 11, 2000||3–2 || align="left"| @ Boston Bruins (1999–2000) ||25–12–4–3 || |- align="center" bgcolor="#CCFFCC"|45||W||January 14, 2000||3–2 OT|| align="left"| @ Edmonton Oilers (1999–2000) ||26–12–4–3 || |- align="center" bgcolor="#FFBBBB"|46||L||January 15, 2000||0–4 || align="left"| @ Calgary Flames (1999–2000) ||26–13–4–3 || |- align="center" bgcolor="#CCFFCC"|47||W||January 17, 2000||5–4 OT|| align="left"| @ Vancouver Canucks (1999–2000) ||27–13–4–3 || |- align="center"|48||T||January 22, 2000||5–5 OT|| align="left"| Washington Capitals (1999–2000) ||27–13–5–3 || |- align="center"|49||T||January 24, 2000||3–3 OT|| align="left"| Ottawa Senators (1999–2000) ||27–13–6–3 || |- align="center" bgcolor="#FFBBBB"|50||L||January 26, 2000||2–4 || align="left"| @ Detroit Red Wings (1999–2000) ||27–14–6–3 || |- align="center" bgcolor="#CCFFCC"|51||W||January 27, 2000||4–3 || align="left"| @ New York Rangers (1999–2000) ||28–14–6–3 || |- align="center" bgcolor="#CCFFCC"|52||W||January 29, 2000||3–2 || align="left"| Los Angeles Kings (1999–2000) ||29–14–6–3 || |-|- align="center" bgcolor="#CCFFCC"|53||W||February 1, 2000||5–3 || align="left"| @ Tampa Bay Lightning (1999–2000) ||30–14–6–3 || |- align="center" bgcolor="#FFBBBB"|54||L||February 3, 2000||2–4 || align="left"| @ Boston Bruins (1999–2000) ||30–15–6–3 || |- align="center" bgcolor="#FFBBBB"|55||L||February 9, 2000||2–4 || align="left"| Philadelphia Flyers (1999–2000) ||30–16–6–3 || |- align="center" bgcolor="#FFBBBB"|56||L||February 12, 2000||1–4 || align="left"| Vancouver Canucks (1999–2000) ||30–17–6–3 || |- align="center" bgcolor="#FFBBBB"|57||L||February 14, 2000||2–5 || align="left"| Carolina Hurricanes (1999–2000) ||30–18–6–3 || |- align="center"|58||T||February 16, 2000||3–3 OT|| align="left"| Boston Bruins (1999–2000) ||30–18–7–3 || |- align="center" bgcolor="#FFBBBB"|59||L||February 19, 2000||1–2 || align="left"| @ Montreal Canadiens (1999–2000) ||30–19–7–3 || |- align="center" bgcolor="#CCFFCC"|60||W||February 23, 2000||5–3 || align="left"| Phoenix Coyotes (1999–2000) ||31–19–7–3 || |- align="center" bgcolor="#CCFFCC"|61||W||February 25, 2000||3–1 || align="left"| @ New Jersey Devils (1999–2000) ||32–19–7–3 || |- align="center" bgcolor="#CCFFCC"|62||W||February 26, 2000||5–2 || align="left"| Buffalo Sabres (1999–2000) ||33–19–7–3 || |- align="center" bgcolor="#CCFFCC"|63||W||February 29, 2000||4–0 || align="left"| @ Atlanta Thrashers (1999–2000) ||34–19–7–3 || |-|- align="center" bgcolor="#FFBBBB"|64||L||March 1, 2000||1–3 || align="left"| @ Florida Panthers (1999–2000) ||34–20–7–3 || |- align="center" bgcolor="#CCFFCC"|65||W||March 4, 2000||4–3 || align="left"| Montreal Canadiens (1999–2000) ||35–20–7–3 || |- align="center" bgcolor="#CCFFCC"|66||W||March 6, 2000||6–5 OT|| align="left"| @ Vancouver Canucks (1999–2000) ||36–20–7–3 || |- align="center" bgcolor="#CCFFCC"|67||W||March 7, 2000||2–0 || align="left"| @ Edmonton Oilers (1999–2000) ||37–20–7–3 || |- align="center" bgcolor="#CCFFCC"|68||W||March 9, 2000||6–2 || align="left"| @ Calgary Flames (1999–2000) ||38–20–7–3 || |- align="center" bgcolor="#CCFFCC"|69||W||March 11, 2000||4–2 || align="left"| @ Ottawa Senators (1999–2000) ||39–20–7–3 || |- align="center" bgcolor="#FFBBBB"|70||L||March 15, 2000||2–5 || align="left"| Chicago Blackhawks (1999–2000) ||39–21–7–3 || |- align="center" bgcolor="#CCFFCC"|71||W||March 16, 2000||4–3 OT|| align="left"| @ Detroit Red Wings (1999–2000) ||40–21–7–3 || |- align="center" bgcolor="#FFBBBB"|72||L||March 18, 2000||1–4 || align="left"| Atlanta Thrashers (1999–2000) ||40–22–7–3 || |- align="center" bgcolor="#FFBBBB"|73||L||March 22, 2000||2–5 || align="left"| New York Islanders (1999–2000) ||40–23–7–3 || |- align="center" bgcolor="#FFBBBB"|74||L||March 23, 2000||2–3 || align="left"| @ Ottawa Senators (1999–2000) ||40–24–7–3 || |- align="center" bgcolor="#CCFFCC"|75||W||March 25, 2000||5–3 || align="left"| New Jersey Devils (1999–2000) ||41–24–7–3 || |- align="center" bgcolor="#CCFFCC"|76||W||March 29, 2000||3–2 || align="left"| @ St. Louis Blues (1999–2000) ||42–24–7–3 || |- align="center" bgcolor="#FFBBBB"|77||L||March 30, 2000||0–4 || align="left"| @ Chicago Blackhawks (1999–2000) ||42–25–7–3 || |-|- align="center" bgcolor="#CCFFCC"|78||W||April 1, 2000||4–3 || align="left"| @ Washington Capitals (1999–2000) ||43–25–7–3 || |- align="center" bgcolor="#FFBBBB"|79||L||April 3, 2000||2–3 || align="left"| @ Buffalo Sabres (1999–2000) ||43–26–7–3 || |- align="center" bgcolor="#FFBBBB"|80||L||April 5, 2000||2–4 || align="left"| Pittsburgh Penguins (1999–2000) ||43–27–7–3 || |- align="center" bgcolor="#CCFFCC"|81||W||April 7, 2000||2–1 || align="left"| @ New York Islanders (1999–2000) ||44–27–7–3 || |- align="center" bgcolor="#CCFFCC"|82||W||April 8, 2000||4–2 || align="left"| Tampa Bay Lightning (1999–2000) ||45–27–7–3 || |-|-| Legend:

† Hockey Hall of Fame Game

Playoffs

|- align="center" bgcolor="#CCFFCC"| 1 ||W|| April 12, 2000 || 2–0 || align="left"| Ottawa Senators || Maple Leafs lead 1–0 || |- align="center" bgcolor="#CCFFCC"| 2 ||W|| April 15, 2000 || 5–1 || align="left"| Ottawa Senators || Maple Leafs lead 2–0 || |- align="center" bgcolor="#FFBBBB"| 3 ||L|| April 17, 2000 || 3–4 || align="left"| @ Ottawa Senators || Maple Leafs lead 2–1 || |- align="center" bgcolor="#FFBBBB"| 4 ||L|| April 19, 2000 || 1–2 || align="left"| @ Ottawa Senators || Series tied 2–2 || |- align="center" bgcolor="#CCFFCC"| 5 ||W|| April 22, 2000 || 2–1 || align="left"| Ottawa Senators || Maple Leafs lead 3–2 || |- align="center" bgcolor="#CCFFCC"| 6 ||W|| April 24, 2000 || 4–2 || align="left"| @ Ottawa Senators || Maple Leafs win 4–2 || |-|- align="center" bgcolor="#CCFFCC"| 1 ||W|| April 27, 2000 || 2–1 || align="left"| New Jersey Devils || Maple Leafs lead 1–0 || |- align="center" bgcolor="#FFBBBB"| 2 ||L|| April 29, 2000 || 0–1 || align="left"| New Jersey Devils || Series tied 1–1 || |- align="center" bgcolor="#FFBBBB"| 3 ||L|| May 1, 2000 || 1–5 || align="left"| @ New Jersey Devils || Devils lead 2–1 || |- align="center" bgcolor="#CCFFCC"| 4 ||W|| May 3, 2000 || 3–2 || align="left"| @ New Jersey Devils || Series tied 2–2 || |- align="center" bgcolor="#FFBBBB"| 5 ||L|| May 6, 2000 || 3–4 || align="left"| New Jersey Devils || Devils lead 3–2 || |- align="center" bgcolor="#FFBBBB"| 6 ||L|| May 8, 2000 || 0–3 || align="left"| @ New Jersey Devils || Devils win 4–2 || |-|-| Legend:

Player statistics

Scoring

Position abbreviations: C = Centre; D = Defence; G = Goaltender; LW = Left Wing; RW = Right Wing
= Joined team via a transaction (e.g., trade, waivers, signing) during the season. Stats reflect time with the Maple Leafs only.
= Left team via a transaction (e.g., trade, waivers, release) during the season. Stats reflect time with the Maple Leafs only.

	Player
	Player		scope=colgroup colspan=6	Regular season	scope=colgroup colspan=6	Playoffs
13		C	73	32	41	73	16	46	12	3	5	8	8	10
32		RW	81	26	37	63	1	68	12	6	3	9	8	10
14		LW	82	29	27	56	−2	10	12	2	4	6	4	2
22		RW	80	20	26	46	12	22	12	0	4	4	−1	6
44		C	58	18	27	45	3	22	1	0	1	1	0	0
15		D	82	7	33	40	3	24	12	1	4	5	2	0
94		LW	61	26	13	39	8	2	12	4	4	8	2	0
9		C	66	12	18	30	14	41	3	0	0	0	1	4
8		LW	53	12	18	30	8	24	12	1	2	3	−3	0
34		D	64	3	27	30	11	42
36		D	77	3	24	27	2	55	12	1	1	2	4	4
20		RW	52	11	14	25	8	23
10		RW	73	10	14	24	−2	44	12	1	2	3	2	14
16		LW	27	7	10	17	3	55	12	4	2	6	0	15
52		D	69	3	14	17	9	54	11	0	3	3	4	4
4		D	71	4	11	15	13	64	12	0	2	2	1	2
28		RW	70	5	9	14	−5	198	12	0	1	1	−5	20
42		C	52	5	8	13	−7	39	12	1	0	1	−2	7
18		C	45	5	5	10	−6	10	5	0	0	0	−4	6
55		D	59	0	10	10	13	28	12	0	3	3	3	10
12		LW	39	2	4	6	4	55	1	0	0	0	0	2
8		C	18	3	1	4	6	2
17		LW	20	2	2	4	−3	21	6	1	1	2	2	4
2		D	26	0	3	3	2	33	10	0	1	1	−1	14
33		D	36	0	3	3	−4	68
43		D	6	0	2	2	2	2
21		C	8	1	0	1	−1	6	5	0	0	0	−3	8
25		D	9	0	1	1	1	4	3	0	0	0	−1	2
3		D	3	0	1	1	1	0
30		G	20	0	1	1		2
31		G	63	0	1	1		14	12	0	0	0		10
11		C	7	0	1	1	−1	4
7		LW	3	0	0	0	−2	2
24		D	3	0	0	0	−1	5
49		D	2	0	0	0	0	2
39		C							3	1	0	1	2	0

Goaltending

	Player
	Player	scope=colgroup colspan=10	Regular season	scope=colgroup colspan=9	Playoffs
31		63	36	20	7	1854	158	2.49	.915	4	3801	12	6	6	369	25	2.06	.932	1	729
30		20	9	10	0	527	59	3.04	.888	2	1164	—	—	—	—	—	—	—	—	—

Awards and records

Awards

Type	Award/honour	Recipient	Ref
League (annual)	King Clancy Memorial Trophy	Curtis Joseph	^[1]
League (in-season)	NHL All-Star Game selection	Curtis Joseph	^[2]
		Pat Quinn (coach)
		Mats Sundin
		Dmitri Yushkevich
	NHL Player of the Week	Curtis Joseph (February 28)	^[3]
	NHL Player of the Week	Yanic Perreault (March 13)	^[4]
Team	Molson Cup	Curtis Joseph	^[5]

Milestones

Milestone	Player	Date	Ref
First game	Nik Antropov	October 13, 1999	^[6]
	Dmitri Yakushin	November 29, 1999	^[6]
	Jeff Farkas	May 3, 2000	^[7]
25th shutout	Curtis Joseph	November 3, 1999	^[8]
1,000th game played	Steve Thomas	February 26, 2000	^[9]

Transactions

The Maple Leafs have been involved in the following transactions during the 1999–2000 season.

Trades

July 15, 1999	To Atlanta Thrashers Martin Prochazka	To Toronto Maple Leafs 6th round pick in 2001 (Maxim Kondratiev)
August 5, 1999	To Tampa Bay Lightning Jeff Reese 9th round pick in 2000 (Milan Kopecky)	To Toronto Maple Leafs 9th round pick in 2000 (Jean-Philippe Cote)
August 17, 1999	To New York Islanders Niklas Andersson	To Toronto Maple Leafs Craig Charron
October 1, 1999	To Tampa Bay Lightning Fredrik Modin	To Toronto Maple Leafs Cory Cross 7th round pick in 2001 (Ivan Kolozvary)
October 8, 1999	To Chicago Blackhawks Sylvain Cote	To Toronto Maple Leafs 2nd round pick in 2001 (Karel Pilar)
October 20, 1999	To St. Louis Blues Derek King	To Toronto Maple Leafs Tyler Harlton
October 20, 1999	To Boston Bruins Ivan Huml	To Toronto Maple Leafs Dmitri Khristich
November 29, 1999	To Tampa Bay Lightning Todd Warriner	To Toronto Maple Leafs 3rd round pick in 2000 (Mikael Tellqvist)
February 9, 2000	To Tampa Bay Lightning Mike Johnson Marek Posmyk 5th round pick in 2000 (Pavel Sedov) 6th round pick in 2000 (Aaron Gionet) 5th round pick in 2001 (Terry Denike)	To Toronto Maple Leafs Darcy Tucker 4th round pick in 2000 (Miguel Delisle) 5th round pick in 2001 (Kyle Wellwood)
February 23, 2000	To Los Angeles Kings Craig Charron	To Toronto Maple Leafs Don MacLean

Waivers

September 27, 1999	To Atlanta Thrashers Ladislav Kohn
October 23, 1999	To Chicago Blackhawks Steve Sullivan

Free agents

Player	Former Team
	Montreal Canadiens
	Pittsburgh Penguins
	Mighty Ducks of Anaheim
	Tampa Bay Lightning
	Chicago Blackhawks
	Calgary Flames
	Undrafted Free Agent
Syl Apps III^[10]	Undrafted Free Agent
	Chicago Blackhawks
	Chicago Blackhawks
	Phoenix Coyotes

Player	New Team
	New York Islanders
	New York Islanders
	New York Islanders

Draft picks

Toronto's draft picks at the 1999 NHL Entry Draft held at the FleetCenter in Boston, Massachusetts.^[11]

Round		Player	College/Junior/Club team (League)
1	24	Luca Cereda (C)	HC Ambrì-Piotta (Switzerland)
2	60	Peter Reynolds (D)	London Knights (OHL)
4	108	Mirko Murovic (LW)	Moncton Wildcats (QMJHL)
4	110	Jonathan Zion (D)	Ottawa 67's (OHL)
5	151	Vaclav Zavoral (D)	Chemopetrol Litvínov Jr. (Czech Republic)
6	161	Jan Sochor (LW)	Slavia Prague (Czech Republic)
7	211	Vladimir Kulikov (G)	CSKA Moscow (Russia)
8	239	Pierre Hedin (D)	Modo Hockey (Sweden)
9	267	Peter Metcalf (D)	University of Maine (Hockey East)

References

Web site: Toronto Maple Leafs 1999-00 roster and scoring statistics at hockeydb.com . www.hockeydb.com . May 30, 2023.
Web site: 1999-00 Toronto Maple Leafs Roster, Stats, Injuries, Scores, Results, Shootouts . Hockey-Reference.com . May 30, 2023.

Notes and References

Web site: King Clancy Memorial Trophy . records.nhl.com . June 7, 2023.
Web site: 2000 NHL All-Star Game Rosters . Hockey-Reference.com . August 29, 2024.
Web site: Joseph Named Player of the Week . NHL.com . July 27, 2024 . https://web.archive.org/web/20000518123950/http://nhl.com/news/pow022800.htm . May 18, 2000 . February 28, 2000.
Web site: Perreault Was NHL's Top Player Last Week . NHL.com . July 27, 2024 . https://web.archive.org/web/20000605162556/http://www.nhl.com/news/pow031300.htm . June 5, 2000 . March 13, 2000.
Toronto Maple Leafs 2015–16 Media Guide, p.373
Web site: 1999-00 NHL Debuts . Hockey-Reference.com . October 10, 2024.
Web site: Baum . Barry . QUINN RALLIES TROOPS: LEAFS DIG DEEP AFTER MEETING . The New York Post . October 11, 2024 . May 4, 2000.
Web site: Game Review: Toronto 6, Carolina 0 . NHL.com . June 7, 2023 . November 3, 1999 . Joseph stopped 24 shots for his 25th career shutout..
Web site: Leafs Slap Sabres . www.cbsnews.com . June 7, 2023 . February 26, 2000 . Toronto right wing Steve Thomas played in his 1,000th NHL regular season game and was honored in a pregame ceremony..
Web site: Princeton - in the News - Jul 22 to 28, 1999.
Web site: 1999 NHL Entry Draft Picks at hockeydb.com . www.hockeydb.com . June 10, 2023.