An aspect includes a cognitive password entry system. A processor detects a login attempt targeting a website for a user identifier having a previously stored instance of a password associated with the user identifier. A number of login attempts is monitored since the password was manually entered at the website. The processor determines whether a prompting period has been reached based on the number of login attempts meeting a prompting period threshold. The stored instance of the password is used as an entered password for the login attempt based on determining that the prompting period has not been reached. A cognitive aid prompt is output based on determining that the prompting period has been reached.