So, only few minutes into Jessica Jones Season 2.
First episode, the weather is obviously a bit cold but no snow on the ground and trees still mostly bare, indicating its most likely sometime during early or late winter or early spring. Also, around the 8 minute mark of first episode, Jessica mentions the movie guy plays the films on "first Friday of every month", indicating its early in whatever month its set in. We'll see if any specific timeline markers for month or day are established in later episodes. Jessica also complains about Trish mentioning the other heroes and herself on her radio show, and it sort of seems to indicate the events of The Defenders were probably somewhat recent, possibly placing JJ Season 2 (least this first episode) not long after Defenders and Punisher, during winter. Trish also specifically dates the accident that killed Jessica's parents as 17 years ago (which occurred in 2000), making it most likely Jessica Jones Season 2 picks up in early 2017 (2-3 months after events of Defenders and Punisher). I suppose its also possible it occurs in late 2017 (December), so I'll keep looking for more timeline markers to see if I can't narrow it down more. Unfortunately no dates shown yet on Jessica's laptop or cell phone.
Also notable is Jessica's apartment/PI office still has plaster and minimally fixed wall damage (from JJ Season 1 if I recall correctly). That doesn't really narrow anything down or even indicate it occurs soon after JJ Season 1, given Jessica's inherent apathetic attitude. Its certainly within her characterization to leave it like that for months or even years. Never mind, later in the episode Malcolm is shown doing repairs, meaning Jessica probably has dropped it in his lap, lol.
Its also worth noting that JJ Season 2 filmed from April to September, 2017, and the Netflix shows tend to match their filming dates to some degree. That may or may not influence placements based on weather.