Modify WordPress Plugin to Split Shipment Conditions

We have a bunch of Plugins helping us with out Shipping Conditions. Before I jump in, I would like to mention that we have 3 classes of products. Standard. Live-Stock and Extra Heavy. We will pre-specify which product goes into which class. Here is the list of Plugins we are using right now for Shipping: CanadaPost WooCommerce Plugin - Calculates shipping price according to CanadaPost's rates and shows a bunch of options together like: Ground, Xpress, Expedited, etc. Purolator WooCommerce Plugin - Calculates shipping price according to Purolator's rates and shows a bunch of options together like: Ground Xpress, Expedited, etc. Extra Heavy Flat Rate Plugin (Custom) - Works only for Extra Heavy Shipping Class. We will charge a Flat Rate based on their Shipping Province. Custom Plugin - This plugin is customized to hide some Shipping methods from above based on certain conditions. Live Stock class products are only possible to ship via CanadaPost's XpressPost method. There is an additional Pickup option for every order. So, when you add a product or a bunch of products to the cart, you will see a list of shipping methods available for you from which you will choose one and proceed to place an order. Now the problem is, we have different conditions for different class of products. If there is multiple products from different classes, we cannot use same set of options for all the order. We need split the order to different shipments and charge them separately for separate shipments. For example: If i select 1 product from Standard Class, 2x from Live-Stock and 1x Extra Heavy class: The order should be split into 3 parts like this: Standard Items: CanadaPost Ground $10 CanadaPost Expedited $35 Purolator Ground ... Pickup at ... Live Stock Items: CanadaPost Xpresspost $25 Pickup at ... Extra Heavy Items: Flat Rate $200 Pickup at ... So, now the customer should get to choose different (3) shipping options for different class of items and should be able to pay all together as one order. We should also be able to know this difference in class on the back-end when we see in order details. Thanks