An extended experimental campaign was conducted to analyse the evolution of UHPC tensile performance over time as affected by sustained flexural load and aggressive environments both interacting with its autogenous self-healing capacity. A new methodology including both destructive and non-destructive tests was proposed. Three different mix designs were tested, with steel fibres, crystalline admixture, and various nanomaterials. Specifically, the first batch included alumina nano-fibres, while the second one cellulose nanocrystals. The last one was used as a reference and did not include nanomaterials. Thin beam specimens (500x100x30 mm) were pre-cracked and exposed to three different environments, under four-point bending sustained load. The specimens were cured for 1, 2, 3, 6, 9, and 12 months respectively, being exposed to a chloride solution, geothermal water, and tap water as a reference. After the aforesaid scheduled exposure times, two nominally identical specimens were tested for each condition, the first in four-point bending and the second in direct tension. To compare the results, a simplified five-point inverse analysis was adapted for beams with different slenderness, providing a quadrilinear constitutive law derived from the structural flexural behaviour of four-point bending tests. Test results allowed to highlight the effects of each parameter – type of material and exposure – on the self-healing effectiveness and the tensile response, also defining their evolution over time. The self-healing process resulted in an almost complete recovery after the first two or three months, and the materials were able to maintain a constant performance over longer periods, regardless of the conditions they were exposed to.