| | C | Sent to minors (Cleveland-AHL) |
| | RW | Sent to minors (Cleveland-AHL) |
| | G | Sent to minors (Cleveland-AHL) |
| | G | Called up from minors (from Cleveland-AHL) |
| | D | Sent to minors (Cleveland-AHL) |
| | RW | Called up from minors (from taxi squad) |
| | C | Designated for assignment (Taxi squad) |
| | RW | Designated for assignment (Taxi squad) |
| | D | Sent to minors (Cleveland-AHL) |
| | G | Called up from minors (from taxi squad) |
| | G | Designated for assignment (Taxi squad) |
| | D | Called up from minors (from taxi squad) |
| | D | Designated for assignment (Taxi squad) |
| | D | Sent to minors (Cleveland-AHL) |
| | RW | Sent to minors (Cleveland-AHL) |
| | G | Sent to minors (Cleveland-AHL) |
| | LW | Designated for assignment (Taxi squad) |
| | D | Designated for assignment (Taxi squad) |
| | LW | Called up from minors (from taxi squad) |
| | D | Waived (Signed) |
| | C | Traded (for '22 7th-rd pick) From |
| | D | Called up from minors (from taxi squad) |
| | C | Retired (Signed) |
| | RW | Designated for assignment (Taxi squad) |
| | G | Designated for assignment (Taxi squad) |
| | G | Called up from minors (from taxi squad) |
| | RW | Called up from minors (from taxi squad) |
| | G | Designated for assignment (Taxi squad) |
| | G | Called up from minors (from taxi squad) |
| | LW | Sent to minors (Cleveland-AHL) |
| | RW | Designated for assignment (Taxi squad) |
| | G | Designated for assignment (Taxi squad) |
| | G | Sent to minors (Cleveland-AHL) |
| | G | Designated for assignment (Taxi squad) |
| | G | Sent to minors (Cleveland-AHL) |
| | LW | Designated for assignment (Taxi squad) |
| | RW | Sent to minors (Cleveland-AHL) |
| | RW | Called up from minors (from taxi squad) |
| | C | Called up from minors (from taxi squad) |
| | LW | Designated for assignment (Taxi squad) |
| | RW | Designated for assignment (Taxi squad) |
| | RW | Called up from minors (from taxi squad) |
| | LW | Called up from minors (from taxi squad) |
| | C | Designated for assignment (Taxi squad) |
| | RW | Designated for assignment (Taxi squad) |
| | C | Re-Signed (Two-year contract) |
| | C | Traded (w/ Patrik Laine for Dubois, pick) From |
| | LW | Traded (w/ Jack Roslovic for Dubois, pick) From |
| | C | Traded (w/ pick for Laine and Roslovic) To |
| | RW | Designated for assignment (Taxi squad) |
| | LW | Called up from minors (from taxi squad) |
| | C | Sent to minors (Cleveland-AHL) |
| | D | Designated for assignment (Taxi squad) |
| | D | Sent to minors (Cleveland-AHL) |
| | LW | Designated for assignment (Taxi squad) |
| | D | Sent to minors (Cleveland-AHL) |
| | RW | Designated for assignment (Taxi squad) |
| | G | Designated for assignment (Taxi squad) |
| | LW | Designated for assignment (Taxi squad) |
| | D | Designated for assignment (Taxi squad) |
| | RW | Sent to minors (Cleveland-AHL) |
| | RW | Sent to minors (Cleveland-AHL) |
| | G | Sent to minors (Cleveland-AHL) |
| | RW | Sent to minors (Cleveland-AHL) |
| | G | Waived (Signed) |
| | LW | Waived (Signed) |
| | D | Waived (Signed) |
| | D | Waived (Signed) |
| | G | Waived (Signed) |
| | D | Released (Signed) |
| | G | Sent to minors (Cleveland-AHL) |
| | C | Released (Signed) |
| | C | Released (Signed) |
| | RW | Waived (Signed) |
| | C | Waived (Signed) |
| | LW | Waived (Signed) |
| | D | Signed as Free Agent (One-year, two-way contract) |
| | G | Signed as Free Agent (One-year, two-way contract) |
| | RW | Contract extended (Five-year contract extension) |
| | G | Invited to Training Camp (Signed) |
| | D | Invited to Training Camp (Signed) |
| | C | Invited to Training Camp (Signed) |
| | C | Invited to Training Camp (Signed) |
| | C | Re-Signed (Two-year contract) |
| | C | Waived (For purpose of loan) |
| | D | Invited to Training Camp (Signed) |
| | D | Re-Signed (Three-year contract) |
| | RW | Re-Signed (One-year, two-way contract) |
| | C | Re-Signed (One-year contract) |
| | D | Assigned to European Team (Bratislava Capitals-Slovakia) |
| | C | Re-Signed (One-year, two-way contract) |
| | D | Signed as Free Agent (Minors contract - Cleveland-AHL) |
| | D | Re-Signed (Two-year, two-way contract) |
| | C | Signed as Free Agent (Minors contract - Cleveland-AHL) |
| | D | Signed as Free Agent (Minors contract - Cleveland-AHL) |
| | C | Signed as Free Agent (Minors contract - Cleveland-AHL) |
| | G | Signed as Free Agent (Minors contract - Cleveland-AHL) |
| | C | Signed as Free Agent (One-year contract) |
| | RW | Became Unrestricted Free Agent (Signed) |
| | LW | Became Unrestricted Free Agent (Not tendered a qualifying offer) |
| | C | Became Unrestricted Free Agent (Not tendered a qualifying offer) |
| | C | Became Unrestricted Free Agent (Not tendered a qualifying offer) |
| | D | Became Unrestricted Free Agent (Not tendered a qualifying offer) |
| | D | Became Unrestricted Free Agent (Signed) |
| | D | Signed as Free Agent (One-year, two-way contract) |
| | RW | Became Unrestricted Free Agent (Not tendered a qualifying offer) |
| | RW | Became Unrestricted Free Agent (Not tendered a qualifying offer) |
| | LW | Became Unrestricted Free Agent (Not tendered a qualifying offer) |
| | D | Became Unrestricted Free Agent (Signed) |
| | D | Became Unrestricted Free Agent (Not tendered a qualifying offer) |
| | C | Waived (For purpose of contract buyout) |
| | D | Traded (for '21 5th-rd pick) To |
| | D | Traded (for Cliff Pu) To |
| | G | Contract extended (Two-year, two-way contract extension) |
| | RW | Traded (for Markus Nutivaara) From |
| | LW | Contract extended (Two-year contract extension) |
| | RW | Traded (for Max Domi, '20 3rd-rd pick) To |
| | LW | Traded (w/ '20 3rd-rd pick for Josh Anderson) From |
| | C | Assigned to European Team (Grenoble-France) |
| | RW | Assigned to European Team (Kunlun Red Star-KHL) |
| | RW | Contract extended (One-year, two-way contract extension) |
| | G | Assigned to European Team (Salavat Yulaev Ufa-KHL) |
| | G | Assigned to European Team (JYP Jyvaskyla-Finland) |
| | C | Assigned to European Team (KalPa-Finland) |
| | RW | Assigned to European Team (HIFK Helsinki-Finland) |