To have a heel come off while you are walking is an indication that you will have some excellent luck within a short time, particularly if the heel is not lost but is fastened on the shoe very shortly afterward.
To catch the heel in a hole or iron grating is a sign that you will be thwarted in some plan that you have made.
To dream that you wear shoes with very low heels is an indication that carelessness will be likely to cause you difficulties which you will find hard to overcome. [1]
Losing or breaking a heel off your shoe predicts a sudden break in a long association; to dream of nailing or fastening a heel on a shoe indicates a social embarrassment A dream featuring rubber or plastic heels signifies danger from a cuckoo in your nest of friends; take off the blinkers and open your ears. [2]