We performed a Sun-to-Earth analysis of Earth-directed eruptive events observed with the H $\alpha $ solar telescope at the Hvar Observatory, examining the consistency between their remote and in situ signatures. Filaments/prominences (283 events) and flares (91 events) reported in the Hvar catalog (2010 – 2019) were associated with coronal mass ejections (CMEs) listed in the SOHO/LASCO CME catalog, resulting in 42 H $\alpha $ eruptive events with CME counterparts. These CMEs were subsequently linked to their interplanetary counterparts (ICMEs) near Earth using the Drag-Based Model (DBM) and its probabilistic implementation, DBEMv4, and cross-checked against three independent ICME catalogs. To refine and confirm these associations, we performed three-dimensional Graduated Cylindrical Shell (GCS) reconstructions, re-ran DBEMv4 using 3D parameters, and analysed in situ ICME signatures. We identified eight reliable H $\alpha $ eruptive event–CME–ICME associations, for which we derived the axial field orientation, inclination, and chirality. Only one event (12.5%) exhibited full consistency between the remotely inferred and in situ flux rope properties, increasing to 75% when intermediate inclinations (approximately 45∘) were considered a match. Our results, consistent with previous studies, reveal substantial variability between flux rope properties derived from remote and in situ observations. This variability likely arises from both measurement uncertainties and intrinsic evolutionary effects, which cannot yet be clearly disentangled. These findings underscore the importance of multi-spacecraft and multi-instrument observations for understanding CME evolution and emphasise the continued value of H $\alpha $ imaging in constraining the early physical properties of solar flare signatures exhibit characteristic ribbon structures.