Biggest trades in NHL history

Vancouver Canucks acquire Date Arizona Coyotes acquire
Oliver Ekman-Larsson
Conor Garland
July 23, 2021
Antoine Roussel
Jay Beagle
Loui Eriksson
2021 1st round pick
2022 2nd round pick
2023 7th round pick
Chicago Blackhawks acquire Date Columbus Blue Jackets acquire
Seth Jones
2021 1st round pick
2022 6th round pick
July 23, 2021
Adam Boqvist
2021 1st round pick
2021 2nd round pick
2022 1st round pick
Arizona Coyotes acquire Date New Jersey Devils acquire
Taylor Hall
Blake Speers
December 16, 2019
Nate Schnarr
Nick Merkley
Kevin Bahl
2020 conditional 1st round pick
2021 conditional 3rd round pick
Comment: The 2020 first-round pick from Arizona in the Taylor Hall trade is top-three protected. Converts to 2021, if so. The conditions on the 2021 pick are as follows: the third-round pick in 2021 becomes a second-round selection if Arizona wins a Stanley Cup Playoff round OR Taylor Hall re-signs in Arizona. The third-round pick in 2021 becomes a first-round selection if Arizona wins a Stanley Cup Playoff round AND Taylor Hall re-signs in Arizona. If neither condition happens, New Jersey still receives the 2021 third-round pick.
Toronto Maple Leafs acquire Date Colorado Avalanche acquire
Tyson Barrie
Alex Kerfoot
2020 6th round pick
July 1, 2019
Nazem Kadri
Calle Rosen
2020 3rd round pick
Pittsburgh Penguins acquire Date Arizona Coyotes acquire
Alex Galchenyuk
Pierre-Olivier Joseph
June 29, 2019
Phil Kessel
Dane Birks
2021 4th round pick
New Jersey Devils acquire Date Nashville Predators acquire
P.K. Subban
June 22, 2019
Steven Santini
Jeremy Davies
2019 2nd round pick
2020 2nd round pick
New York Rangers acquire Date Winnipeg Jets acquire
Jacob Trouba
June 17, 2019
2019 1st round pick
Neal Pionk
Vegas Golden Knights acquire Date Ottawa Senators acquire
Mark Stone
February 25, 2019
Erik Brannstrom
Oscar Lindberg
2020 2nd round pick
Columbus Blue Jackets acquire Date Ottawa Senators acquire
Matt Duchene
Julius Bergman
February 22, 2019
Vitaly Abramov
Jonathan Davidsson
2019 1st round pick
2020 conditional 1st round pick
Comment: 2020 pick conditional on Duchene resigning with Colombus, lottery protected if it’s a top 3 pick.
San Jose Sharks acquire Date Ottawa Senators acquire
Erik Karlsson
Francis Perron
September 13, 2018
Josh Norris
Chris Tierney
Rudolfs Balcers
Dylan DeMelo
2019 2nd round pick
2019 or 2020 conditional 1st round pick
2021 conditional 1st or 2nd round pick
2022 conditional 1st round pick
Comment: The 2019 2nd rounder is the better of San Jose's own or Florida's own, previously acquired. If the Sharks miss the playoffs in 2018-19, the 2019 or 2020 first-rounder will be in 2019; otherwise, it’s a 2020 first-round pick that will go to Ottawa. If the Sharks re-sign Karlsson the Senators receive a conditional second-round pick in 2021 which would become a first-round pick if the Sharks make it to the Stanley Cup Final in 2019. If Karlsson is on an Eastern Conference roster (reserve list during the 2018-19 season, the Sharks would have to send the Senators an additional first-round pick no later than 2022.
St. Louis Blues acquire Date Buffalo Sabres acquire
Ryan O`Reilly
July 1, 2018
Vladimir Sobotka
Patrik Berglund
Tage Thompson
2019 1st round pick
2021 2nd round pick
Tampa Bay Lightning acquire Date New York Rangers acquire
Ryan McDonagh
J.T. Miller
February 26, 2018
Vladislav Namestnikov
Libor Hajek
Brett Howden
2018 1st round pick
2019 conditional 2nd round pick
Comment: Conditional 2nd round pick becomes a first-rounder if the Lightning win the Stanley Cup in either 2018 or 2019.
Ottawa Senators acquire Date Colorado Avalanche acquire
Matt Duchene
November 5, 2017
Shane Bowers
Andrew Hammond
2018 conditional 1st round pick
2019 3rd round pick
Comment: 3-team trade between Senators, Avalanche and Predators. If Ottawa’s 2018 1st round pick ends up being a top 10 pick, the Sens have the option to give Colorado their 2019 1st round pick instead.
Nashville Predators acquire Date Colorado Avalanche acquire
Kyle Turris
November 5, 2017
Samuel Girard
Vladislav Kamenev
2018 2nd round pick
Comment: 3-team trade between Senators, Avalanche and Predators
Montreal Canadiens acquire Date Nashville Predators acquire
Shea Weber
June 29, 2016
PK Subban
New Jersey Devils acquire Date Edmonton Oilers acquire
Taylor Hall
June 29, 2016
Adam Larsson
Nashville Predators acquire Date Columbus Blue Jackets acquire
Ryan Johansen
January 6, 2016
Seth Jones
Pittsburgh Penguins acquire Date Toronto Maple Leafs acquire
Phil Kessel
Tim Erixon
Tyler Biggs
2016 conditional 2nd round pick
July 1, 2015
Kasperi Kapanen
Scott Harrington
Nick Spaling
2016 conditional 1st round pick
2016 3rd round pick
Los Angeles Kings acquire Date Boston Bruins acquire
Milan Lucic
June 26, 2015
Martin Jones
Colin Miller
2015 1st round pick
Calgary Flames acquire Date Boston Bruins acquire
Dougie Hamilton
June 26, 2015
2015 1st round pick
2015 2nd round pick
2015 2nd round pick