| 2025-Aug-16 |
|---|
 |  |  | $500,000 (Money). |
| | | Y:2025-RND:7-DET. |
| 2025-Jul-27 |
|---|
| | | $20,000,000 (Money). |
| | | Y:2025-RND:2-SEA. |
| 2025-Mar-6 |
|---|
| |  | Kasper Halttunen (P), Y:2025-RND:2-DET. |
| | | Torey Krug (88). |
| 2024-Sep-26 |
|---|
 | | | Blake Wheeler (82). |
| | | $2,000,000 (Money). |
| 2024-Feb-25 |
|---|
 | | | Ryan Fanti (66), Y:2024-RND:2-NYR. |
| | | Jet Greaves (77). |
| 2023-Jul-11 |
|---|
| |  | Brett Kulak (80). |
| | | Y:2024-RND:5-EDM, $4,500,000 (Money). |
| 2023-Jul-6 |
|---|
 | | | Elmer Soderblom (75). |
| | | Joseph Woll (79). |
| |  | Y:2024-RND:3-DET, Y:2024-RND:4-DET, $2,000,000 (Money). |
| | | Marcus Johansson (80). |
| 2023-Jun-29 |
|---|
| |  | Jake DeBrusk (84). |
| | | Jason Dickinson (80), Mason Shaw (77), Tristen Robins (61), Ryder Korczak (P). |
| 2023-Jun-8 |
|---|
| |  | Adam Henrique (84). |
| | | Y:2023-RND:2-OTT. |
| 2022-Jun-30 |
|---|
| | | Alexander True (75), Antoine Morand (71), Joseph Duszak (81), Ty Smilanic (P). |
| | | Radko Gudas (87), $2,234,423 (Money). |
| | | Roland McKeown (77). |
| | | Ben Chiarot (86). |
| | | Y:2022-RND:6-COL, Y:2022-RND:7-COL. |
| | | $2,000,000 (Money). |
| 2022-Jun-26 |
|---|
| |  | Mats Zuccarello (87), Ryan Carpenter (77), $3,210,000 (Salary Cap). |
| | | Artemi Kniazev (75), Joseph Woll (64), Y:2022-RND:7-BUF, Y:2022-RND:7-MTL, Y:2023-RND:4-MTL, Y:2024-RND:1-CBJ. |
| 2022-Jun-23 |
|---|
| |  | Cam Atkinson (84). |
| | | Danton Heinen (80), Y:2022-RND:3-MTL. |
| 2022-Jun-22 |
|---|
| |  | Jonathan Toews (82). |
| | | Maxim Letunov (74), Maxime Lajoie (78), Tanner Pearson (82). |
| 2022-Feb-5 |
|---|
| | | Drew Doughty (89), Ryan Carpenter (79). |
| | | Jaden Schwartz (83), Lucas Carlsson (75), Mackenzie Entwistle (74), Ryan Merkley (59), Shayne Gostisbehere (83), Tyce Thompson (73). |
| 2021-Nov-17 |
|---|
| |  | Pius Suter (82), Y:2023-RND:2-DET. |
| | | Jake DeBrusk (82), Nikita Alexandrov (62). |
| 2021-Jul-21 |
|---|
 | | | Dennis Gilbert (77), Y:2022-RND:3-TBL. |
| | | $6,000,000 (Money). |
| | | Kevin Stenlund (78). |
| 2021-Jul-11 |
|---|
 | | | Ben Chiarot (83). |
| | | Joel Blomqvist (P), $2,750,000 (Money). |
| 2021-Jul-5 |
|---|
 | | | Radko Gudas (83). |
| | | Kaiden Guhle (P). |
| 2021-Jun-25 |
|---|
| |  | Y:2021-RND:7-DET. |
| | | $500,000 (Money). |
| 2021-Jun-24 |
|---|
| | | Alexander Wennberg (85), Y:2021-RND:6-NYR, Y:2021-RND:7-NYR. |
| | | Sam Steel (78), Nils Lundkvist (P). |
| 2021-Jun-22 |
|---|
| | | Jack Roslovic (79), Rasmus Ristolainen (89), Y:2022-RND:1-DET, Y:2022-RND:2-DET. |
| | | Semyon Varlamov (95). |
| 2021-Jun-19 |
|---|
| | | Y:2021-RND:3-STL, Y:2021-RND:3-DAL. |
| | | Jimmy Schuldt (67). |
| | | $3,000,000 (Money). |
| | | Y:2021-RND:2-CHI, Y:2021-RND:2-OTT. |
| 2021-Jun-18 |
|---|
| | | Erik Gudbranson (82). |
| | | Adam Henrique (83). |
| 2021-Jun-16 |
|---|
| | | Sam Steel (78), Tyce Thompson (65), Y:2021-RND:3-COL. |
| | | Jakob Chychrun (84). |
 | | | Jaden Schwartz (83), Y:2021-RND:6-OTT. |
| | | Gustav Lindstrom (75). |
| 2021-Jun-15 |
|---|
| | | Jeff Carter (85), Cam Fowler (82), Miles Wood (80), Ty Smith (76). |
| | | Rasmus Ristolainen (88), Cam Atkinson (82), Kevin Stenlund (75), Julius Honka (63), Y:2022-RND:3-CHI. |
| 2021-Jun-14 |
|---|
| | | Y:2022-RND:7-DET. |
| | | Alex Barre-Boulet (71), Leo Komarov (76), Shayne Gostisbehere (78), Y:2021-RND:3-STL. |
| 2021-Mar-17 |
|---|
| | | Nikolaj Ehlers (79), Jett Woo (P), Y:2021-RND:1-DET. |
| | | Jonathan Toews (90), Austin Watson (79). |
| | | Carter Rowney (81). |
| | | Y:2021-RND:3-MTL. |
| 2021-Feb-14 |
|---|
| | | Mathew Dumba (82), Charlie Coyle (84), Zach Sanford (76). |
| | | Jeff Petry (88), Justin Bailey (77), Markus Granlund (77), Y:2021-RND:2-CHI. |
| 2021-Feb-4 |
|---|
| |  | Roope Hintz (81). |
| | | Alexander Nylander (76), Y:2021-RND:3-DAL. |
| 2021-Feb-3 |
|---|
| | | David Pastrnak (89). |
| | | Brendan Gallagher (82), Jack Roslovic (77), Joakim Nygard (72), Miles Wood (80), Ryan Merkley (P), Y:2021-RND:1-OTT, Y:2021-RND:2-OTT. |
