The present study aims at experimentally and numerically investigating the effect an encapsulated healing agent on the mechanical characteristics of a stone mastic asphalt (SMA). As a healing agent a thiol-containing urethane AR-polymer is used in this study. In order to gain a numerical insight into mechanical behavior of the capsules in SMA, a micromechanical finite element modeling is employed. The developed model allows capturing the stresses induced in the capsules at different load cases applied to the SMA on macro-scale. Particular attention is paid presently to the numerical evaluation of the local stress state that arises around capsules during compaction, operation, and also during crack initiation. SMA mixtures with various volumetric contents of healing capsules were manufactured and the capsules survival during mixture production was evaluated based on X-Ray Computed Tomography measurements. The effect of capsules on the self-healing properties of asphalt mixtures has furthermore been examined with repeated compressive strength tests. The obtained experimental results indicate that the absolute majority of capsules survive mixture production, and that their addition increases the SMA strength recovery during the healing period. The experimental and numerical results concerning capsules breakage are found to be in reasonable agreement. The developed micromechanical model may thus potentially provide a useful tool for optimization of capsules mechanical properties in order to improve their survival during mixture production as well as their timely activation.