The relentless pursuit of the fleeing Midianite forces culminates in a decisive victory as the men of the tribe of Ephraim successfully capture and execute the highest-ranking commanders of the enemy army [מצודת דוד, אברבנאל]. These enemy leaders, known by their names or titles as Oreb and Zeeb, are put to death in two distinct locations [ביאור שטיינזלץ]. The primary approach among commentators is that these sites did not originally bear the commanders' names, but were renamed to mark the historical event of their executions. Oreb is killed upon a specific rock, while Zeeb meets his end in a flat plain. This plain is referred to as a winepress because its edges are elevated and enclosed on all sides, giving the natural landscape the physical appearance of an actual winepress [רד"ק, רלב"ג].
Following the elimination of these key figures, the military campaign presses forward. The forces continue their chase, either hunting down the remaining Midianite people directly [מצודת ציון] or pushing the pursuit further toward the territory of Midian [ביאור שטיינזלץ].
To prove their bravery and military success, the fighters bring the severed heads of the two commanders to Gideon [אברבנאל]. This presentation takes place across the Jordan River, a location that highlights Gideon's determination. He is not satisfied with merely driving the main enemy camp out of the Jezreel Valley; his goal is to inflict as heavy a blow as possible. The following morning, Gideon crosses the river to personally lead the hunt for the fleeing Midianite kings. While he is actively managing this continued campaign on the eastern side of the Jordan, his men arrive to present him with the skulls of the defeated commanders [רש"י, מצודת דוד, ביאור שטיינזלץ].