| Jul 20, 2019 |
 St. Louis Blues | Ville Husso | Signed to Standard Contract | |
 Carolina Hurricanes | Brock McGinn | Signed to Standard Contract | |
|
| Jul 19, 2019 |
 Edmonton Oilers | James Neal | Traded from CGY | ✔ |
 Calgary Flames | Milan Lucic | Traded from EDM | ✔ |
 New York Rangers | Jacob Trouba | Signed to Standard Contract | |
 Colorado Avalanche | Bowen Byram | Signed to Entry-Level Contract | |
 Montreal Canadiens | Charles Hudon | Signed to Standard Contract | |
|
| Jul 17, 2019 |
| New York Rangers | Phillip Di Giuseppe | Signed to Standard Contract | ✔ |
 Detroit Red Wings | Joe Hicketts | Signed to Standard Contract | |
 Tampa Bay Lightning | Dominik Masin | Signed to Standard Contract | |
 Florida Panthers | Dryden Hunt | Signed to Standard Contract | |
| Colorado Avalanche | J.T. Compher | Signed to Standard Contract | |
|
| Jul 16, 2019 |
| Calgary Flames | Ryan Lomberg | Signed to Standard Contract | |
 Columbus Blue Jackets | Ryan MacInnis | Signed to Standard Contract | |
 New Jersey Devils | Connor Carrick | Signed to Standard Contract | |
 Washington Capitals | Jakub Vrána | Signed to Standard Contract | |
 Minnesota Wild | Nico Sturm | Signed to Standard Contract | |
| Minnesota Wild | Carson Soucy | Signed to Standard Contract | |
| Minnesota Wild | Ryan Donato | Signed to Standard Contract | |
 Ottawa Senators | Artem Anisimov | Traded from CHI | ✔ |
 Chicago Blackhawks | Zack Smith | Traded from OTT | ✔ |
| Tampa Bay Lightning | Ben Thomas | Signed to Standard Contract | |
 Los Angeles Kings | Cal Petersen | Signed to Standard Contract | |
| Calgary Flames | Rinat Valiev | Signed to Standard Contract | |
| Edmonton Oilers | Josh Archibald | Signed to Standard Contract | ✔ |
 Vegas Golden Knights | Jake Bischoff | Signed to Standard Contract | |
 Philadelphia Flyers | Nicolas Aubé-Kubel | Signed to Standard Contract | |
 Pittsburgh Penguins | Teddy Blueger | Signed to Standard Contract | |
| Carolina Hurricanes | Haydn Fleury | Signed to Standard Contract | |
|
| Jul 15, 2019 |
 Winnipeg Jets | Nelson Nogier | Signed to Standard Contract | |
 Anaheim Ducks | Justin Kloos | Signed to Standard Contract | |
| Anaheim Ducks | Chris Wideman | Signed to Standard Contract | ✔ |
| Carolina Hurricanes | Gustav Forsling | Signed to Standard Contract | |
| Florida Panthers | Jayce Hawryluk | Signed to Standard Contract | |
| Florida Panthers | Samuel Montembeault | Signed to Standard Contract | |
 Arizona Coyotes | Dysin Mayo | Signed to Standard Contract | |
| Los Angeles Kings | Sheldon Rempal | Signed to Standard Contract | |
| Los Angeles Kings | Matt Roy | Signed to Standard Contract | |
| Los Angeles Kings | Daniel Brickley | Signed to Standard Contract | |
| Los Angeles Kings | Michael Amadio | Signed to Standard Contract | |
| Ottawa Senators | Lassi Thomson | Signed to Entry-Level Contract | |
| Carolina Hurricanes | Clark Bishop | Signed to Standard Contract | |
| Florida Panthers | Dominic Toninato | Signed to Standard Contract | |
| Florida Panthers | Anthony Greco | Signed to Standard Contract | |
| Winnipeg Jets | Ville Heinola | Signed to Entry-Level Contract | |
| New Jersey Devils | Josh Jacobs | Signed to Standard Contract | |
| New Jersey Devils | Brandon Baddock | Signed to Standard Contract | |
| Columbus Blue Jackets | Sonny Milano | Signed to Standard Contract | |
 Buffalo Sabres | Dylan Cozens | Signed to Entry-Level Contract | |
| Colorado Avalanche | André Burakovsky | Signed to Standard Contract | |
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