I don't know, but I always thought the Enclave we see in the CW came from the Oil Rig and Navarro, with nothing coming from Chicago. Even then, I don't see why all power armor from that region has to have this specific look to it. I would think the Enclave in Chicago would still use the power armor used exclusively by their faction.
Anyway, I would think the power armor they would arrive in the CW with would be the same advanced power armor Mk I and Mk II we saw in Fallout 2, but apparently its this "Enclave power armor" we see in Fallout 3, which is referred to as the Mk II version of the advanced power armor despite the Mk II looking exactly like the Mk I. It just adds a lot of confusion to lore that inconsistent enough as it is. So I would find it more simple if this X-01 we see in Fallout 4 is the armor the Enclave have always worn (which seems to be the case if it's appearing on the east coast for some reason), while the design we see in Fallout 3 is retconned and redone if Bethesda decides to have the Midwestern Brotherhood appear in the future.