Inductive effect is inversely proportional to distance (upto three carbon).
As chloride ion shoes -I effect it attracts the extra electrons of the anion and thus delocalises it and thus forms a stable anion which is sign of strong acid.
In 2 chloropropanoic acid the the chloride ion is nearer to the anion as compared to 3 chloropropanoic acid . Thus more inductive effect which provides a more stable anion. Therefore a stronger acid .