Not always, the i220 Maiming crafted chest is marginally better than the i240 Augmented Lore chest for DRGs, and that's with accuracy overmelded to it.
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For a complete answer you would need to do your own math for each class you're curious about (and each piece).
As someone mentioned, ariyala's can show you the gear at a glance and help you plan out your outfit.
Ariyala
And then you need to factor in stat-weights because I don't think Ariyala's recognizes materia correctly.
Dervy's weights
Several 220 crafted pieces are BiS
Not true in the slightest.
It is pretty hard to beat i240 with i220 crafted because of melding on raid gear.
Looking at Acc's a difference of 10 main stat is on average around 70 secondaries. You can reach 60 stats by pentamelding Tier 5 materia, but you can also meld a T5 on raid gear. So you would need an additional 22 secondary stats on i220 crafted after pentamelding T5s to come close.