How do I stop iCal from always asking for a password?
Solution 1:
Have you seen the following menu in Keychain Access app?
Open Keychain Access app (use spotlight!), select your login Keychain and in the Edit menu:
select 'Change Settings for Keychain “login”…’
This brings you the following screen:
If you have either of those, iCal will find the Keychain locked when it tries to sync.