Formulating a Plan- The Calontir Clothing Challenge

So, after spending the first part of the month decorating for Halloween (yay to 10 ft tall inflatable Oogie Boogie)- instead of focusing on the clothing challenge, I am finally ready to get to work. 
Per the rules, we have to complete 4 layers of garments, with one being an "accessories layer", that is up to the participant to choose. 
From the Calontir Site:

• Four layers will be required to complete the challenge. Each layer must be a separate item, but may be multiple items if you choose. Each item may only be attributed to one layer.
• Layer 1 – Underwear: Chemise, braes, undertunic, etc
• Layer 2 – Main or Under Layer: kirtle, tunic and trousers, doublet and trousers, etc.
• Layer 3 – Outer Layer: sideless surcoat, cotte, cloak, coat, armor, tabard, etc.
• Layer 4 – Accessories: This layer is wiiiide open for interpretation. Perhaps it is a garment accessory like a pouch, belt, or hat. Perhaps it is an accessory for your camp like a table, rug, or new pottery set. Perhaps it is a new shield or weapon. Perhaps it’s a painted backdrop to use at an event to cover a modern item. Perhaps you’ve cooked yourself a feast!
• At least one layer must be of a different craft than the other three. In most cases, this will be the ‘accessory layer’ but it doesn’t have to be.

For my project I've settled on a 15th century Spanish/ Milanese inspired set of garments. Partially because I love this period, and partially because I promised myself I would not buy more fabric till I use what I have- and I happen to have a lovely yellow silk taffeta, and a maroon brocade already. 

Above are my main reference photos, though as I dig in, I'm sure I will need additional resources to get the panels, and silhouette correct, as I am going to attempt to draft my own patterns.