Chopart’s amputations often have better outcome compared to higher level amputation with limb length preservation, larger weight bearing surface, and lower energy demand. Diabetic Charcot arthropathy and severe foot deformity is a treatment challenge. Reconstructive surgery with hindfoot arthrodesis is viable for plantigrade and stable foot, more fitting for orthotic shoe wear. We described a 62-years old male with underlying type 2 diabetes mellitus, presented with infected left diabetic foot ulcer and treated with Chopart’s amputation. Debridement of the Chopart’s stump was done, the wound healed and patient ambulating with a shoe filler. A year later, he noticed a progressive varus deformity of the left ankle following a trivial fall. He was in pain thus unable to bear weight. The hindfoot was in equino-varus deformity with tight Achilles tendon and uncorrectable, leading to left hindfoot fusion. Patient was able to progress to full weight bearing ambulation with no pain post-operatively.