Deadpool's healing factor and willingness to use lethal force give him the edge over Daredevil's superior martial arts.
Daredevil is the better pure martial artist and his radar sense gives him incredible awareness. In a straight hand-to-hand fight with no weapons, Matt would dominate the early exchanges. But Deadpool's healing factor changes the equation entirely โ Matt can knock Wade down a hundred times and he will get up every time.
Deadpool's arsenal of guns, swords, and explosives gives him options that Daredevil's billy clubs cannot match. Matt's radar sense can detect bullets, but dodging automatic gunfire while also avoiding sword strikes from a skilled combatant is a different challenge. Deadpool fights dirty, uses misdirection, and never tires.
Daredevil's path to victory requires incapacitating Deadpool so completely that his healing factor cannot restore him quickly enough โ but Matt lacks the raw power to do that. He cannot break adamantium-laced bones or deliver enough trauma to keep Wade down permanently.
Daredevil is a superior martial artist with 360-degree radar awareness. His combat instincts and ability to read opponents through heartbeat and breathing make him nearly impossible to surprise or deceive in close quarters.
Deadpool's healing factor means he cannot be defeated through accumulated damage, and his arsenal of lethal weapons gives him options Daredevil cannot match. His unpredictable fighting style and willingness to take hits creates openings Matt cannot exploit.
Deadpool wins through attrition and lethality. Daredevil is the better fighter technically, but he cannot permanently put down someone who regenerates from everything, and Deadpool's weapons give him the finishing power Matt lacks.
Daredevil also fights
Deadpool also fights