- "Cole Phelps and Jack Kelso: with some people, it's as simple as chemistry. Two guys who should have been friends, but their personalities got in the way. Phelps - a good guy, wound way too tight. And Kelso - a quiet man who could never walk away from a fight."
- ―Opening Case Narration
Cole Phelps and Ralph Dunn are patrolling in their police vehicle until Dunn notices Wendell Bowers, who jumped his parole after being arrested by Dunn. Cole comes out of the car and chases Wendell down, resulting a fistfight.
When Ralph Dunn turns on the siren, Wendell will start to run. Phelps will get out of the car and pursue. Wendell will go down into an alley as he tries to escape. When Dunn blocks the alley with the squad car, Bowers will climb up a nearby fire escape and the chase continues on the rooftops. After a lengthy chase, Phelps finally catches up, but Wendell is waiting to attack. A fistfight triggers after the cutscene. Phelps should be able to defeat Wendell whereafter he'll be taken to jail. However, if the player chooses to fight close enough to the roof edge or purposely throw Wendell over the edge, he will fall off the building, causing him to die. Malcolm Carruthers then comes and takes his body away. Dunn will praise Phelps regardless of whether Wendell was arrested or killed.
- It is impossible to subdue Bowers during the chase.
- If the player continues to run after Bowers when he hides around the corner on the rooftop, Cole will get clotheslined. If the player decides to walks around the corner, Cole can avoid being hit.