Ken Holland

Edmonton Oilers acquire Date Arizona Coyotes acquire
Troy Stecher
 2024 7th round pick
March 7, 2024
2027 4th round pick
Edmonton Oilers acquire Date Anaheim Ducks acquire
Adam Henrique
 Sam Carrick
 2024 7th round pick
March 6, 2024
2024 1st round pick
 2025 conditional 5th round pick
Comment: Part of three-team trade with Lightning. Ducks retain 50% of Henrique's and Carrick's contracts. The 5th round pick becomes a 4th round pick if Oilers win Stanley Cup.
Edmonton Oilers acquire Date Tampa Bay Lightning acquire
Ty Taylor
March 6, 2024
2025 conditional 4th round pick
Comment: Part of three-team trade with Ducks. Lightning retain 25% of Adam Henrique's contract who was acquired by the Oilers from the Ducks. If the Oilers win the Stanley Cup, the conditional 2025 4th round pick becomes the 2026 4th round pick.
Edmonton Oilers acquire Date Detroit Red Wings acquire
Future considerations
June 29, 2023
Klim Kostin
 Kailer Yamamoto
Edmonton Oilers acquire Date New York Rangers acquire
Jayden Grubbe
May 31, 2023
2023 5th round pick
Arizona Coyotes acquire Date Edmonton Oilers acquire
Michael Kesselring
 2023 3rd round pick
March 2, 2023
Nick Bjugstad
 Cam Dineen
Carolina Hurricanes acquire Date Edmonton Oilers acquire
Jesse Puljujarvi
February 28, 2023
Patrik Puistola
Edmonton Oilers acquire Date Nashville Predators acquire
Mattias Ekholm
 2024 6th round pick
February 28, 2023
Tyson Barrie
 Reid Schaefer
 2023 1st round pick
 2024 4th round pick
Edmonton Oilers acquire Date St. Louis Blues acquire
Klim Kostin
October 9, 2022
Dmitri Samorukov
Arizona Coyotes acquire Date Edmonton Oilers acquire
Zack Kassian
 2022 1st round pick
2024 3rd round pick
2025 2nd round pick
July 7, 2022
2022 1st round pick
Edmonton Oilers acquire Date Philadelphia Flyers acquire
Derick Brassard
March 21, 2022
2023 4th round pick
Edmonton Oilers acquire Date Montreal Canadiens acquire
Brett Kulak
March 21, 2022
2022 conditional 2nd round pick
 William Lagesson
 2024 7th round pick
Comment: If the Oilers make the Stanley Cup final, the 2022 pick becomes a 2023 pick.
San Jose Sharks acquire Date Edmonton Oilers acquire
Alex Stalock
March 2, 2022
Future considerations
Carolina Hurricanes acquire Date Edmonton Oilers acquire
Ethan Bear
July 28, 2021
Warren Foegele
Carolina Hurricanes acquire Date Edmonton Oilers acquire
Dylan Wells
July 14, 2021
Future considerations
Edmonton Oilers acquire Date Chicago Blackhawks acquire
Duncan Keith
 Tim Soderlund
July 12, 2021
Caleb Jones
 2022 conditional 3rd round pick
Comment: The conditional third-round pick becomes a second-round pick if Edmonton wins three rounds in the 2022 Stanley Cup playoffs and Keith is among the top four Edmonton defensemen in total ice time through those rounds.
Edmonton Oilers acquire Date New Jersey Devils acquire
Dmitry Kulikov
April 12, 2021
2021 conditional 4th round pick
Comment: New Jersey gets a conditional 2021 4th round pick that becomes a 2022 3rd round pick if Edmonton wins a playoff round. Oilers did not win a playoff round.
Edmonton Oilers acquire Date Detroit Red Wings acquire
Andreas Athanasiou
 Ryan Kuffner
February 24, 2020
Sam Gagner
 2020 2nd round pick
 2021 2nd round pick
Edmonton Oilers acquire Date Detroit Red Wings acquire
Mike Green
February 24, 2020
Kyle Brodziak
 2020 conditional 4th round pick
Comment: Pick is 4th in 2020, goes to a 3rd in 2021 if the Oilers get to final four and Green plays 50 percent of the games.
Edmonton Oilers acquire Date Ottawa Senators acquire
Tyler Ennis
February 24, 2020
2021 5th round pick