Trades

Despite their contentious, competitive history, Toronto and Montréal have occasionally used each other to bolster their rosters by way of trades. While some franchises (such as Montréal and Boston) refuse to do business with each other at all, these two have conducted 29 trades throughout their storied histories.

While the trades are typically for the likes of cash considerations or draft picks, a few major names in the rivalry’s history have been part of these trades – whether it be Lorne Chabot heading to Montréal for star goalie George Hainsworth in 1933 (so that the Canadiens could field a Francophone netminder), Montréal trading young prospect Ted Kennedy in 1943 before he became a Leafs legend, or Toronto shockingly trading top prospect Russ Courtnall in 1988.

to Montréal Date to Toronto
Harry Cameron Jan. 14, 1920 Goldie Prodgers
Goldie Prodgers
Joe Matte
Nov. 27, 1920 Harry Cameron
George Patterson Feb. 8, 1928 cash
Lorne Chabot Oct. 1, 1933 George Hainsworth
Murph Chamberlain May 10, 1940 $7,500
Joe Benoit Jun. 7, 1940 Frank Eddolls
Gordie Drillon Oct. 4, 1942 $30,000
Frank Eddolls Sep. 10, 1943 Ted Kennedy
cash Nov. 24, 1944 John Mahaffy
Gerry Brown
John Mahaffy
Sep. 21, 1946 Dutch Hiller
Vic Lynn
John McCormack Sep. 23, 1951 cash
cash Sep. 30, 1957 Paul Masnick
Gary Collins Nov. 1, 1959 $10,000
Al MacNeil
cash
Jun. 7, 1960 Stan Smrke
Guy Rousseau
Guy Rousseau Jun. 1, 1961 Norm Corcoran
Terry Clancy Dec. 23, 1970 cash
cash Aug. 30, 1971 Terry Clancy
1976 1st Rd. Pick1
Jun. 17, 1975 Wayne Thomas
Doug Jarvis Jun. 26, 1975 Greg Hubick
Robert Picard Mar. 10, 1981 Michel Larocque
1984 3rd Rd. Pick2
1986 2nd Rd. Pick3

Dec. 17, 1982 Dan Daoust
Gaston Gingras
1986 4th Rd. Pick4
Aug. 17, 1984 Bill Root
Gaston Gingras Feb. 14, 1985 Larry Landon
Dom Campedelli Sep. 18, 1985 1986 2nd Rd. Pick5
1986 4th Rd. Pick6

Russ Courtnall Nov. 7, 1988 John Kordic
1989 6th Rd. Pick7

1994 3rd Rd. Pick8
Aug. 20, 1992 Sylvain Lefebvre
1996 4th Rd. Pick9
Apr. 6, 1995 Paul DiPietro
2003 6th Rd. Pick10
Mar. 11, 2003 Doug Gilmour
Greg Pateryn
2010 2nd Rd. Pick11

Jul. 3, 2008 Mikhail Grabovski
Kerby Rychel
Rinat Valiev
2018 2nd Rd. Pick12

Feb. 25, 2018 Kyle Baun
Tomas Plekanec

1 – Pick used to select Peter Lee at 12th overall (Round 1, Pick 12)
2 – Pick later traded to Minnesota; used to select Ken Hodge Jr. at 46th overall (Round 3, Pick 4)
3 – Pick used to select Benoît Brunet at 27th overall (Round 2, Pick 6)
4 – Pick later traded back to Toronto; used to select Kent Hulst at 69th overall (Round 4, Pick 6)
5 – Pick used to select Darryl Shannon at 36th overall (Round 2, Pick 15)
6 – Pick used to select Kent Hulst at 69th overall (Round 4, Pick 6)
7 – Pick used to select Mike Doers at 125th overall (Round 6, Pick 20)
8 – Pick used to select Martin Bélanger at 74th overall (Round 3, Pick 22)
9 – Pick used to select Kim Staal at 92nd overall (Round 4, Pick 12)
10 – Pick used to select Mark Flood at 188th overall (Round 6, Pick 21)
11 – Pick later traded to Chicago, Toronto and Boston; used to select Jared Knight at 32nd overall (Round 2, Pick 2)
12 – Pick used to select Jacob Olofsson at 56th overall (Round 2, Pick 25)