In this trade, Dame goes to Chicago, where they build a contender around him.
The Blazers trade Lillard and also get rid of the big contracts they signed to build a contender around him (Nurkić and Grant). In this trade, they get a lot of draft picks. Unlike the Miami picks, these picks have a chance to be at the top of the draft. (Portland would probably receive a lot of pick swaps too.) Their lineup would be something like this:
PG: Scoot Henderson
SG: Shaedon Sharpe
SF: Harrison Barnes (they will try to send him to another team at the trade deadline.)
PF: Patrick Williams / PJ Washington
C: PJ Washington / Kai Jones
6th: Anfernee Simons (they will probably also try to trade if Scoot is as good as we think he will be.)
The Bulls give up a couple of young players, picks, Ball and Lavine for Lillard and Brown, which is a really good deal if you ask me.
PG: Damian Lillard
SG: Jaylen Brown
SF: Demar Derozan
PF: Javonte Green
C: Nikola Vucevic
6th: Alex Caruso
The Hornets get Zach Lavine for Salary filler, young players and picks, which is also a pretty sweet deal for them.
PG: Lamelo Ball
SG: Zach Lavine
SF: Brandon Miller
PF: Kelly Oubre or Miles Bridges if he comes back the Team
C: Mark Williams and Nurckic
6th: Coby White
The Kings get an upgrade for Harrison Barnes in Jerami Grant while not giving up that much for him.
PG: De'Aaron Fox
SG: Kevin Huerter
SF: Jerami Grant
PF: Keegan Murray
C: Domantas Sabonis
6th: Malik Monk
The Celtics are the ones who get the short end of the stick. They give up an All-Star for two role players. They would probably receive a couple of picks from the Hornets or the Bulls.
PG: Lonzo Ball / Malcom Brogdon
SG: Derrick White
SF: Jayson Tatum
PF: Kristaps Porzingis
C: Robert Williams III / Al Horford
6th: Terry Rozier