Biggest trades in NHL history

New York Islanders acquire	Date	Vancouver Canucks acquire
Bo Horvat	January 30, 2023	Anthony Beauvillier Aatu Raty 2023 conditional first round pick
Comment: The first round pick is top-12 protected, meaning that if the pick finishes in the top-12 of this year's draft, the Islanders keep the 2023 selection and the Canucks receive the Islanders' 2024 first round pick.

Florida Panthers acquire	Date	Calgary Flames acquire
Matthew Tkachuk 2025 conditional 4th round pick	July 22, 2022	Jonathan Huberdeau MacKenzie Weegar Cole Schwindt 2025 conditional 1st round pick
Comment: The Flames get Florida's 2025 first round pick if (a) Florida's 2024 first rounder is not top 10 (and goes to Philadelphia in the Claude Giroux trade) AND (b) Florida's 2025 first round pick is not top 10 (and Florida keeps it). If the Flames get the first rounder, Calgary's 2025 fourth-round pick goes to Florida.

Ottawa Senators acquire	Date	Chicago Blackhawks acquire
Alex DeBrincat	July 7, 2022	2022 1st round pick 2022 2nd round pick 2024 3rd round pick

Vegas Golden Knights acquire	Date	Buffalo Sabres acquire
Jack Eichel 2023 3rd round pick	November 4, 2021	Alex Tuch Peyton Krebs 2022 1st round pick 2023 2nd round pick

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

Washington Capitals acquire	Date	Detroit Red Wings acquire
Anthony Mantha	April 12, 2021	2021 1st round pick Richard Panik Jakub Vrana 2022 2nd 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