early 15c., "to make fit;" mid-15c., "to make able to," from en- (1) "make, put in" + able. Related: Enabled; enabling. An enabling act (1684) is so called because it empowers a body or person to take certain action.
word-forming element meaning "in; into," from French and Old French en-, from Latin in- "in, into" (from PIE root *en "in"). Typically assimilated before -p-, -b-, -m-, -l-, and -r-. Latin in- became en- in French, Spanish, Portuguese, but remained in- in Italian.
Also used with native and imported elements to form verbs from nouns and adjectives, with a sense "put in or on" (encircle), also "cause to be, make into" (endear), and used as an intensive (enclose). Spelling variants in French that were brought over into Middle English account for parallels such as ensure/insure, and most en- words in English had at one time or another a variant in in-, and vice versa.
"having sufficient power or means," early 14c., from Old French (h)able "capable; fitting, suitable; agile, nimble" (14c.), from Latin habilem, habilis "easily handled, apt," verbal adjective from habere "to hold" (from PIE root *ghabh- "to give or receive").
"Easy to be held," hence "fit for a purpose." The silent h- was dropped in English and resisted academic attempts to restore it 16c.-17c. (see H), but some derivatives (such as habiliment, habilitate) acquired it via French. Able seaman, one able to do any sort of work required on a ship, may be the origin of this:
Able-whackets - A popular sea-game with cards, in which the loser is beaten over the palms of the hands with a handkerchief tightly twisted like a rope. Very popular with horny-fisted sailors. [Smyth, "Sailor's Word-Book," 1867]