In a three-team trade, the Cleveland Cavaliers acquired forward/center Lauri Markkanen from the Chicago Bulls; the Portland Trail Blazers acquired forward/center Larry Nance Jr. from the Cavaliers; and Chicago acquired forward/guard Derrick Jones Jr. from the Trail Blazers, and a protected future first-round draft pick and a protected future second-round draft pick from the Cavaliers.

The Portland Trail Blazers acquired forward/guard Norman Powell from the Toronto Raptors for guard/forward Gary Trent Jr. and forward/guard Rodney Hood.

The Portland Trail Blazers acquired forward Robert Covington from the Houston Rockets for forward Trevor Ariza, forward/center Isaiah Stewart and a protected first-round draft pick in 2021.

In a three-team trade, the Portland Trail Blazers acquired center Enes Kanter from the Boston Celtics; the Memphis Grizzlies acquired forward Mario Hezonja from the Trail Blazers and guard Desmond Bane from the Celtics, and Boston acquired a protected second-round draft pick in 2023 and a second-round draft pick in 2025 from the Grizzlies.

The Atlanta Hawks acquired forward/center Skal Labissiere and cash from the Portland Trail Blazers for a protected second-round draft pick in 2024.

The Portland Trail Blazers acquired forward Trevor Ariza, forward/center Caleb Swanigan and forward Wenyen Gabriel from the Sacramento Kings for forward/guard Kent Bazemore, center/forward Anthony Tolliver, a second-round draft pick in 2024 and a second-round draft pick in 2025.

The Minnesota Timberwolves acquired forward/guard Jake Layman from the Portland Trail Blazers for forward Bojan Dubljevic.

In a four-team trade, the Miami Heat acquired forward/guard Jimmy Butler from the Philadelphia 76ers, center/forward Meyers Leonard from the Portland Trail Blazers and cash from the Los Angeles Clippers; the 76ers acquired guard/forward Josh Richardson from Miami; the Trail Blazers acquired center Hassan Whiteside from Miami, and the Los Angeles Clippers acquired forward Maurice Harkless from Portland, a protected first-round draft pick in 2023 from Miami and forward/center Mathias Lessort from Philadelphia.

The Portland Trail Blazers acquired guard/forward Kent Bazemore from the Atlanta Hawks for guard/forward Evan Turner.

The Portland Trail Blazers acquired forward/center Skal Labissiere from the Sacramento Kings for forward/center Caleb Swanigan.

The Portland Trail Blazers acquired guard/forward Rodney Hood from the Cleveland Cavaliers for guards Nik Stauskas and Wade Baldwin, plus two future second-round draft picks.

The Portland Trail Blazers acquired the draft rights to shooting guard Gary Trent Jr. from the Sacramento Kings for two future 2nd-round draft picks and cash.

The Chicago Bulls acquired forward/center Noah Vonleh and cash from the Portland Trail Blazers for the rights to forward/center Milovan Rakovic.

The Brooklyn Nets acquired swingman Allen Crabbe from the Portland Trail Blazers for combo forward Andrew Nicholson.

The Houston Rockets acquired combo guard Tim Quarterman from the Portland Trail Blazers for cash.

The Sacramento Kings acquired two 1st-round draft pick in 2017 (No. 15 overall, swingman Justin Jackson, and No. 20 overall, power forward / center Harry Giles) from the Portland Trail Blazers for a 1st-round draft pick in 2017 (No. 10 overall, power forward / center Zach Collins).

The Denver Nuggets acquired center-power forward Mason Plumlee and a 2nd-round draft pick in 2018 from the Portland Trail Blazers for center Jusuf Nurkic and a top-5 protected 1st-round draft pick in 2017 (the pick formerly owned by the Memphis Grizzlies).

The Portland Trail Blazers acquired point guard Shabazz Napier from the Orlando Magic for cash.

Ther Portland Trail Blazers acquired the rights to wing player Jake Layman from the Orlando Magic for a 2nd round draft pick in 2019 and cash considerations.

The Portland Trail Blazers acquired guard Brian Roberts and a future 2nd-round draft pick from the Miami Heat for cash.

In a three-team trade, the Cleveland Cavaliers acquired power forward/center Channing Frye; the Orlando Magic acquired combo guard Jared Cunningham and a future 2nd-round draft pick (from the Portland Trail Blazers); and Portland acquired center/power forward Anderson Varejao and a conditional 1st-round draft pick in 2018 (from Cleveland).

The Portland Trail Blazers acquired center Brendan Haywood, swingman Mike Miller, and a 2nd-round draft pick in 2019 and a 2nd-round draft pick in 2020 from the Cleveland Cavaliers for a trade exception worth $10.5 million, a trade exception worth $2.9 million, and cash.

The Portland Trail Blazers acquired swingman Maurice Harkless from the Orlando Magic for a conditional 2nd-round draft pick in 2020.

The Portland Trail Blazers acquired forward-center Mason Plumlee and swingman Pat Connaughton (drafted No. 41 overall) from the Brooklyn Nets for combo forward Rondae Hollis-Jefferson (drafted No. 23 overall) and point guard Steve Blake.

The Portland Trail Blazers acquired shooting guard-small forward Gerald Henderson and power forward-center Noah Vonleh from the Charlotte Hornets for small forward-shooting guard Nicolas Batum.

The Portland Trail Blazers acquired shooting guard Arron Afflalo and swingman Alonzo Gee from the Denver Nuggets for a lottery-protected first-round draft pick in 2016, a future second-round pick, power forward-center Thomas Robinson, swingman Will Barton, and small forward Victor Claver.