A label printing device includes: a conveying unit configured to convey a mountless label; a shaft portion configured to change a conveying direction of the mountless label; a cutting unit configured to cut the mountless label of which the conveying direction is changed by the shaft portion and issue a label; and a controller configured to control the conveying unit and the cutting unit. The controller executes a preparatory operation mode in which the mountless label is conveyed a predetermined distance longer than a length of a portion extending from the shaft portion to the cutting unit in the mountless label by the conveying unit and is cut by the cutting unit when a label is not issued for more than a predetermined time.