To prevent hot air from being filled in a shrinking zone to stabilize the shrinking state of a label and efficiently heat, shrink and fit the label while circulating a heat medium.

In a heat-shrinkable label fitting method in which a container with the cylindrical label fitted thereon is carried into a shrinking zone formed on a shrinking device main body and a heating medium in the shrinking zone is circulated to heat shrink the label, a part of the heating medium in the shrinking zone is discharged from the upper section of the shrinking device main body to the outside when the label is shrunk.