Dec 12
Carolina acquires Oliwer Kaski (D)	Detroit acquires Kyle Wood (D)

Dec 3
Washington acquires 2021 5th round pick	Las Vegas acquires Chandler Stephenson (C)

Dec 2
Detroit acquires Eric Comrie (G)	Arizona acquires Vili Saarijarvi (D)

Nov 24
Buffalo acquires Matt Spencer (D)	Tampa Bay acquires Devante Stephens (D)

Nov 20
Pittsburgh acquires Graham Knott (LW)	Chicago acquires Joseph Cramarossa (C)

Nov 1
New Jersey acquires Louis Domingue (G)	Tampa Bay acquires 2021 7th round pick

Oct 28
Detroit acquires Brendan Perlini (LW)	Chicago acquires Alec Regula (D)

Oct 27
Ottawa acquires Christopher Wilkie ()	Florida acquires Jack Rodewald (RW)

Oct 25
Pittsburgh acquires Andreas Martinsen (C)2021 7th round pick	Anaheim acquires Erik Gudbranson (D) ($4,000,000)

Oct 23
Florida acquires Aleksi Saarela (C)	Chicago acquires Ian McCoshen (D)

Oct 7
Ottawa acquires Vladislav Namestnikov (C) ($3,892,405)	New York acquires Nick Ebert (D)2021 4th round pick

Oct 7
Detroit acquires Alex Biega (D)	Vancouver acquires David Pope (LW)

Sep 27
San Jose acquires Nicholas Meloche (D)	Colorado acquires Antoine Bibeau (G)

Sep 24
Carolina acquires Joel Edmundson (D) ($3,100,000)Dominik Bokk (RW)2021 7th round pick	St Louis acquires Justin Faulk (D) ($4,156,666)2020 5th round pick

Aug 26
Florida acquires Gustav Bouramman (D)	Minnesota acquires future considerations

Aug 14
Tampa Bay acquires 2020 4th round pick	Detroit acquires Adam Erne (LW)

Aug 7
Carolina acquires Kyle Wood (D)	San Jose acquires Trevor Carrick (D)

Jul 30
Ottawa acquires Ryan Callahan (RW) ($5,800,000)2020 5th round pick	Tampa Bay acquires Michael Condon (G) ($2,400,000)2020 6th round pick

Jul 29
New Jersey acquires Nikita Gusev (LW)	Las Vegas acquires 2020 3rd round pick 2021 2nd round pick

Jul 26
Pittsburgh acquires John Marino (D)	Edmonton acquires 2021 6th round pick

Jul 25
Toronto acquires Jordan Schmaltz (D) ($700,000)	St Louis acquires Andreas Borgman (D) ($700,000)

Jul 23
Toronto acquires David Clarkson (RW) ($5,250,000)2020 4th round pick	Las Vegas acquires Garret Sparks (G) ($750,000)

Jul 19
Calgary acquires Milan Lucic (LW) ($5,250,000)	Edmonton acquires James Neal (LW) ($5,750,000)

Jul 16
Ottawa acquires Artem Anisimov (C) ($4,550,000)	Chicago acquires Zack Smith (C) ($3,250,000)

Jul 12
Toronto acquires future considerations	St Louis acquires Dakota Joshua (C)

Jul 9
Buffalo acquires Henri Jokiharju (D)	Chicago acquires Alexander Nylander (RW)

Jul 1
Toronto acquires Alexander Kerfoot (C)Tyson Barrie (D) ($2,750,000)2020 6th round pick	Colorado acquires Nazem Kadri (C) ($4,500,000)Calle Rosen (D)2020 3rd round pick

Jul 1
Ottawa acquires Connor Brown (RW) ($2,100,000)Nikita Zaitsev (D) ($4,500,000)Michael Carcone (RW)	Toronto acquires Cody Ceci (D)Ben Harpur (D) ($725,000)Aaron Luchuk (C)2020 3rd round pick

Jul 1
Buffalo acquires Jimmy Vesey (LW) ($2,275,000)	New York acquires 2021 3rd round pick

Jun 30
Montreal acquires 2020 4th round pick	Anaheim acquires Nicolas Deslauriers (LW) ($950,000)

Jun 30
Carolina acquires James Reimer (G) ($3,400,000)	Florida acquires Scott Darling (G) ($1,233,333)2019 6th round pick

Jun 30
Montreal acquires 2020 2nd round pick 2020 7th round pick 2021 3rd round pick	Chicago acquires Andrew Shaw (C) ($3,900,000)2021 7th round pick

Jun 29
Pittsburgh acquires Alex Galchenyuk (C) ($4,900,000)Pierre-Olivier Joseph (D)	Arizona acquires Philip Kessel (RW) ($6,800,000)Dane Birks (D)2021 4th round pick

Jun 29
Florida acquires Dominic Toninato (C)	Colorado acquires Jacob MacDonald (D)

Jun 28
Washington acquires 2020 2nd round pick 2020 3rd round pick Scott Kosmachuk (RW)	Colorado acquires Andre Burakovsky (LW)

Jun 28
Buffalo acquires Colin Miller (D)	Las Vegas acquires 2021 2nd round pick 2022 5th round pick

Jun 27
Carolina acquires Erik Haula (C)	Las Vegas acquires Nicolas Roy (C)2021 5th round pick

Jun 25
Colorado acquires Kevin Connauton (D) ($1,375,000)	Arizona acquires Carl Soderberg (C) ($4,750,000)2020 3rd round pick

Jun 24
Carolina acquires Anton Forsberg (G)Gustav Forsling (D)	Chicago acquires Aleksi Saarela (C)Calvin de Haan (D) ($4,550,000)

Jun 24
Philadelphia acquires Tyler Pitlick (RW)	Dallas acquires Ryan Hartman (RW)

Jun 22
Carolina acquires Patrick Marleau (LW)	Toronto acquires 2020 1st round pick (conditional)2020 7th round pick

Jun 22
New Jersey acquires P.K. Subban (D)	Nashville acquires Jeremy Davies (D)Steven Santini (D)2020 2nd round pick 2019 2nd round pick (#34 , )

Jun 22
New Jersey acquires John Hayden (C)	Chicago acquires John Quenneville (C)

Jun 22
Tampa Bay acquires Marek Mazanec (G)	Vancouver acquires J.T. Miller (C)

Jun 22
New Jersey acquires Adam Helewka (LW)	Nashville acquires future considerations

Jun 22
San Jose acquires Tom Pyatt (C)2019 6th round pick (#164 , )	Vancouver acquires Francis Perron (LW)2019 7th round pick (#215 , )

Jun 18
Philadelphia acquires Justin Braun (D) ($3,800,000)	San Jose acquires 2019 41st round pick 2020 3rd round pick

Jun 17
New York acquires Jacob Trouba (D)	Winnipeg acquires Neal Pionk (D)2019 1st round pick (#20 , )

Jun 16

Chicago acquires Olli Maatta (D)Dominik Kahun (C)2019 5th round pick

Jun 14
Tampa Bay acquires 2021 7th round pick	Nashville acquires Connor Ingram (G)

Jun 14
Philadelphia acquires Matt Niskanen (D) ($5,750,000)	Washington acquires Radko Gudas (D) ($2,345,000)

Jun 3
Philadelphia acquires Kevin Hayes (C)	Winnipeg acquires 2019 5th round pick (#134 , )

May 30
Toronto acquires 2020 7th round pick	Minnesota acquires Fedor Gordeev (D)