Milwaukee vs Chicago Bulls Prediction 23 October 2026
π Milwaukee host Chicago in the second regular season game for both teams. Both franchises are deep into rebuilding phases. The Bucks are playing without Giannis Antetokounmpo for the first time in years, while the Bulls are actively constructing their roster around young stars and recent acquisitions. This is no longer the classic matchup of a favorite versus an underdog. Instead, itβs a clash between two teams searching for their new identity. Home-court advantage and the emotional boost after opening losses could prove decisive.
Head-to-Head
π In their last five head-to-head clashes, Milwaukee have dominated with four wins. Chicago managed to come out on top only in their most recent official meeting, which took place on the Bullsβ home court in March 2026 (120-97).
Head-to-head statistics Milwaukee - Chicago Bulls

Milwaukee: A Rocky Start, But the Potential Is There
Milwaukee dropped their season opener on the road against Washington, falling 116-128. The Bucks held their own for three quarters - leading by three heading into the fourth - but collapsed in the final 12 minutes, getting outscored 23-38. Rookie Herro made an immediate impact with 24 points and 9 assists, while Jaquez chipped in 22 points. Youngsters like Berris and Yakucionis are already earning minutes and showing promise. This squad is still a work in progress, but the offensive potential is clear. Just as he did in Memphis, coach Jenkins seems committed to a deep rotation, giving everyone a chance to prove themselves - especially as the team builds its identity early in the season.
Under Jenkins, Milwaukee lean on athleticism and pace. Without Giannis, the Bucksβ offense looks more balanced: Rollins creates in pick-and-rolls, Herro is a threat from beyond the arc, and Turner brings floor spacing and rim protection. While Milwaukee wonβt dominate the paint the way they did with Giannis, the roster has enough weapons to punish Chicagoβs shaky defense.
Match Results: Milwaukee Bucks

Chicago: things are looking bleak so far
Chicago are also in full rebuild mode. The new-look roster is anchored by fourth overall pick Wilson, alongside Buzelis, Giddey, Powell, and Claxton. Giddey takes on the primary playmaking duties, Powell is expected to provide consistent scoring, while Wilson and Buzelis represent the franchiseβs long-term upside. However, the Bulls suffered a heavy 92-135 blowout loss to Toronto in their season opener-a harsh reality check after confidently beating Milwaukee in preseason (though the Bucks were missing their key players).
The disaster in Canada was rooted in Chicagoβs offensive collapse. Splitterβs squad looked lost from the opening tip under relentless pressure from Kawhi and company. The Bulls committed a staggering 27 turnovers (compared to just 11 by the Raptors) and hit a miserable 4 of 36 attempts from beyond the arc. For a coach whose system relies on high-tempo basketball and quick-trigger shooting, those numbers are damning. As expected, the absence of injured Claxton in the paint was also felt. With Claxton sidelined for two weeks, the coaching staff must urgently find a way to patch up the hole under the rim.
Match Results: Chicago Bulls
Match Outcome Prediction
These sides have faced each other 69 times, with the hosts claiming 42 wins and the visitors 27. Notably, Milwaukee have covered the +11.5 spread in 41 of their last 43 head-to-head clashes against Chicago. That trend is even stronger at home, where they've stayed within that margin in 21 of their last 22 meetings. Given these convincing stats, backing a Bucks victory with a +11.5 handicap at odds of 1.22 looks like a solid play.
Total Points Prediction
In head-to-head matchups, the Milwaukee Bucks average 106.2 points per game, while the Chicago Bulls put up 102.4. On their home court in this tournament, Milwaukee are scoring an average of 100.5 points per contest, whereas Chicago are posting an impressive 115 points per game on the road. Interestingly, the Bulls have failed to surpass the 121.5-point mark in eight of their last nine meetings with the Bucks. With that in mind, the smart play here is to back the Bullsβ individual total under 121.5 at odds of 1.65.