Bowlegs or Bowleg may refer to:

Bowlegs Bow-leggedness, a leg deformity Bolek (died 1819), a Seminole chieftain from Florida during the First Seminole War Billy Bowlegs (1810-1864), a Seminole chieftain during the Second and Third Seminole Wars Billy Bowlegs III (1862–1965), a Seminole elder William Augustus Bowles or "Billy Bowlegs" (1763–1805), an English adventurer Bowlegs, Oklahoma Bowlegs Creek, a stream in Florida

Bowleg Carlton Bowleg, Bahamian politician Lisa Bowleg, American psychologist Mario Bowleg, Bahamian politician and former basketball coach

See also Bowleg Bill