Various configurations of picking and packaging carts are disclosed that can be advantageously employed in Ecommerce and retail settings to improve operational efficiency. Examples can preclude the need for a detour from the item retrieval location to a packaging area, prior to delivery to a shipping area, such as a drop-off point. Some examples include a frame; a shelf rack; accessory support units including a printer holder; multiple shipping container support units configured to hold a plurality of shipping containers of a plurality of sizes; and a packaging shelf arrangement comprising a top shelf providing a flat packaging surface.