Notable deals
| Arizona Coyotes acquire | Date | Colorado Avalanche acquire | ||
|---|---|---|---|---|
 | Carl Soderberg | June 25, 2019 | Kevin Connauton |  |
| 2020 3rd round pick | ||||
| Chicago Blackhawks acquire | Date | Carolina Hurricanes acquire | ||
|---|---|---|---|---|
 | Calvin de Haan | June 24, 2019 | Gustav Forsling |  |
| Aleksi Saarela | Anton Forsberg | |||
| Philadelphia Flyers acquire | Date | Dallas Stars acquire | ||
|---|---|---|---|---|
 | Tyler Pitlick | June 24, 2019 | Ryan Hartman |  |
| 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 | ||||
| Carolina Hurricanes acquire | Date | Toronto Maple Leafs acquire | ||
|---|---|---|---|---|
| Patrick Marleau | June 22, 2019 | 2020 6th round pick |  |
| 2020 conditional 1st round pick | ||||
| 2020 7th round pick | ||||
| Vancouver Canucks acquire | Date | Tampa Bay Lightning acquire | ||
|---|---|---|---|---|
 | J.T Miller | June 22, 2019 | Marek Mazanec |  |
| 2019 3rd round pick | ||||
| 2020 conditional 1st round pick | ||||
| Philadelphia Flyers acquire | Date | San Jose Sharks acquire | ||
|---|---|---|---|---|
| Justin Braun | June 18, 2019 | 2019 2nd round pick |  |
| 2020 3rd round pick | ||||
| New York Rangers acquire | Date | Winnipeg Jets acquire | ||
|---|---|---|---|---|
 | Jacob Trouba | June 17, 2019 | 2019 1st round pick |  |
| Neal Pionk | ||||
| Chicago Blackhawks acquire | Date | Pittsburgh Penguins acquire | ||
|---|---|---|---|---|
| Olli Maatta | June 15, 2019 | Dominik Kahun |  |
| 2019 5th round pick | ||||
| Washington Capitals acquire | Date | Philadelphia Flyers acquire | ||
|---|---|---|---|---|
 | Radko Gudas | June 14, 2019 | Matt Niskanen | |
| Philadelphia Flyers acquire | Date | Winnipeg Jets acquire | ||
|---|---|---|---|---|
| Kevin Hayes | June 3, 2019 | 2019 5th round pick | |
| New York Rangers acquire | Date | Carolina Hurricanes acquire | ||
|---|---|---|---|---|
| Adam Fox | April 30, 2019 | 2019 2nd round pick | |
| 2020 conditional 3rd round pick | ||||
| Boston Bruins acquire | Date | New Jersey Devils acquire | ||
|---|---|---|---|---|
 | Marcus Johansson | February 25, 2019 | 2019 2nd round pick | |
| 2020 4th round pick | ||||
| San Jose Sharks acquire | Date | Detroit Red Wings acquire | ||
|---|---|---|---|---|
| Gustav Nyquist | February 25, 2019 | 2019 2nd round pick |  |
| 2020 conditional 3rd round pick | ||||
| Winnipeg Jets acquire | Date | New York Rangers acquire | ||
|---|---|---|---|---|
| Kevin Hayes | February 25, 2019 | Brendan Lemieux | |
| 2019 1st round pick | ||||
| 2022 conditional 4th round pick | ||||
| Pittsburgh Penguins acquire | Date | Vancouver Canucks acquire | ||
|---|---|---|---|---|
| Erik Gudbranson | February 25, 2019 | Tanner Pearson | |
| Vegas Golden Knights acquire | Date | Ottawa Senators acquire | ||
|---|---|---|---|---|
 | Mark Stone | February 25, 2019 | Erik Brannstrom |  |
| Oscar Lindberg | ||||
| 2020 2nd round pick | ||||
| Nashville Predators acquire | Date | Philadelphia Flyers acquire | ||
|---|---|---|---|---|
| Wayne Simmonds | February 25, 2019 | Ryan Hartman | |
| 2020 conditional 4th round pick | ||||
| Colorado Avalanche acquire | Date | Florida Panthers acquire | ||
|---|---|---|---|---|
| Derick Brassard | February 25, 2019 | 2020 3rd round pick |  |
| 2020 conditional 6th round pick | ||||
| Nashville Predators acquire | Date | Minnesota Wild acquire | ||
|---|---|---|---|---|
| Mikael Granlund | February 25, 2019 | Kevin Fiala |  |