would ask, would request, would charge
Tom non chiederebbe aiuto.
Tom wouldn't ask for help.
Se sapesse cosa fai, non chiederebbe neanche quello.
If he knew what you do, he wouldn't even ask that.
— Carandiru (2003)
Quanto chiederebbe d'affitto?
How much would he/she charge in rent?
— In the mood for love (2000)
Chiederebbe a un musulmano se desidera pregare rivolto alla Mecca?
Would you ask a Muslim if he or she wanted to pray facing Mecca?
— Le invasioni barbariche (2003)