The diiodine basicity (a soft Lewis basicity) of 15 azoles (imidazoles, pyrazoles and triazoles) was measured by means of the formation constant of the diiodine-azole complexes in heptane at 298 K. The preferred sites of diiodine fixation are the nitrogens N-3 in imidazoles, N-2 in pyrazoles and N-4 in 1,2,4-triazoles. The diiodine basicity decreases with (i) the number of ring nitrogens, (ii) benzofusion, (iii) field electron-withdrawing effects of substituents on N-1 and (iv) for pyrazoles only, steric effect of substituents on N-1. In imidazoles and 1,2,4-triazoles, the lengthening and branching of alkyl groups on N-1 increase significantly the basicity, and 1-(adamant-1-yl)imidazole is the most basic of the azoles studied.