If some cockroach climbs/crawls over skin or cloth then does it break wudhu?

Bismillahi Ta’ala

Walaikum Assalam Warahmatullah

No, it will not break the wudhu’.

Also note that if any external najasah (filth) touches a person or his clothes, this does not have any affect on the wudhu’ of a person. The person simply needs to wash this filth off, and he may continue to pray with his wudhu’

Wallahu A’lam

And Allah Ta’āla Knows Best
Mufti Faisal al-Mahmudi