Chicago Bulls Trade Proposal Brings Former Top-3 Pick to Chicago

The Chicago Bulls are fortunate enough to head into the 2026-2027 NBA season with low pressure. Being in a rebuild with a new coaching staff and a revamped front office, now is the time for the Bulls to experiment. Making trades to acquire young prospects to build a stronger future is a priority for Chicago. Recently, the Bulls were urged to consider calling up the Portland Trail Blazers for a former top-three pick in Scoot Henderson. What kind of offer could the Bulls make to possibly intrigue the Blazers?

Last result: Dallas Mavericks 149-128 Chicago Bulls (2026-04-13). The Bulls have struggled in recent games, losing their last two matches. However, this trade proposal could be a turning point for the team.

Why Should Chicago Consider This Deal?

This would be a buy-low opportunity for a guard who was a top-three prospect entering the NBA Draft. After Victor Wembanyama and Brandon Miller went off the board, the Blazers picked up Henderson. He’s just 22, and certainly fits Chicago’s timeline. The familiarity between first-year Bulls head coach Tiago Splitter and Henderson helps as well. Splitter was Henderson’s head coach last season.

Through three NBA seasons, Henderson has appeared in 158 games. He shoots 40.4% from the field and 34.4% from deep, producing 13.5 points per game. The Bulls would get Henderson on an expiring deal. If he struggles, they can try to flip him in a sign-and-trade, or allow a team to outbid for him in restricted free agency.

What’s The Benefit For The Blazers?

Now that Portland plans to compete for a playoff spot in the Western Conference, Okoro and Jones offer win-now depth. Henderson is in a tricky spot, since the Blazers have notable names featured in the backcourt for next year. Damian Lillard is set to return. Ja Morant is arriving. Jrue Holiday isn’t going anywhere. Henderson might not be ready to beat out those guys for minutes, as the Blazers look to make another playoff bid. The Bulls could give them some additional picks, along with players they won’t have to worry about being tied to long-term.

What Comes Next?

The Bulls will have to decide whether to pursue this trade proposal or not. If they do, they will have to weigh the pros and cons of bringing in Henderson. The Blazers, on the other hand, will have to consider whether they are willing to part with Henderson and what they will get in return. Only time will tell if this trade proposal will come to fruition.