A labeling apparatus includes: a housing; a printing portion provided in the housing and configured to print on a plurality of labels of a label sheet being provided with an adhesive layer; a peeling portion provided in the housing and configured to peel the label printed by the printing portion from the elongated mount; a discharge portion provided in the housing and having a discharge port for discharging the label peeled by the peeling portion, the discharge port being arranged at an end portion that is away from the housing; and a gripping portion provided on a side of the housing different from the discharge portion and configured to allow a user to grip with one hand, wherein the discharge portion includes a holder configured to hold the label peeled by the peeling portion before the label is discharged from the discharge port.

An item packaging machine is configured to fulfill a plurality of orders that each include one or more items. The item packaging machine includes an introduction assembly configured to index each item in a retaining notch that is advanced by a conveyor over a base. The conveyor advances each item to a label applicator assembly, where each item is verified by one or more cameras directed to at least one side of each item and a label is applied to each item. The conveyor advances each labeled item to a packaging assembly, where each item is verified and advanced into a package that includes order identification information applied thereon and that is configured to package the order that includes the item.

An item packaging machine is configured to fulfill a plurality of orders that each include one or more items. The item packaging machine includes an introduction assembly configured to index each item in a retaining notch that is advanced by a conveyor over a base. The conveyor advances each item to a label applicator assembly, where each item is verified by one or more cameras directed to at least one side of each item and a label is applied to each item. The conveyor advances each labeled item to a packaging assembly, where each item is verified and advanced into a package that includes order identification information applied thereon and that is configured to package the order that includes the item.