In “Sick Woman Theory,” the cornerstone essay for those who identify as sick and/or disabled first published in 2016, the artist Johanna Hedva theorizes the “Sick Woman” as a chronic, particular subject of “many guises,” representing all of the diseased, undesirable, and deviant bodies left “un-cared for” in “our current regime of neoliberal, white-supremacist, imperial-capitalist, cis-hetero-patriarchy” (2016/2020). This embodied-theoretical article departs from Hedva’s essay by writing to Bessie Bruce (1886-1921) and Cookie Mueller (1949-1989)—two sick women of the past. In our cross-historical love letter writing, we approach their lives, works, bodies, and letters as much in the “here and now” as the “way back when”. We risk proximity and intimacy to reach and know them differently, to feel them in affective relation, to care for them. Following queer feminist work on the love in reparative work and caring across time, we propose that correspondence, more specifically cross-historical love letter writing, be reconfigured as an enduring, never-finished, always-relational practice of care. As a creative, collaborative research method, it brings our sick women to life, if only momentarily, illuminating and caring for the excesses, pleasures, desires, temporalities, and risks of their own precarious lives-in-correspondence. Interspersed throughout our article are pieces of love letters, written to and across our subjects, a process of research-by-practice that we introduce as chronic-poetics and that has drawn our attention to the surprising, reparative cross-historical relations of care in writing.