In this work, the annealing characteristics of chemically recycled cation dyeable poly(ethylene terephthalate) (CD PET) fibers were investigated and compared with those of regular CD PET. Recycled CD PET was polymerized using chemically recycled monomers of dimethyl terephthalate (DMT), which is chemically recycled from final products such as bottles and fibers. Mechanical properties and structural changes were studied for different annealing temperatures and times. The tensile properties and structural changes of recycled CD PET show similar behavior to those of regular CD PET. The crystal structure of chemically recycled CD PET developed well with increasing annealing temperature and time. At annealing temperature of $180^{circ}C$, thermal shrinkage decreases to below 2% even after 10 min of annealing.