Completely updated for Daredevil Season 2.
It fits with them filming from July 2015 to December 2015. They probably just assumed that nobody would count the days that actually passed and just set everything around when they were filming.
However, the hottest day of 2015 in New York was Tuesday September 8th, with 97 degrees, so if we start the season off there, we only need to spread the 20 days across 3.5 months instead of 6.
Yeah I'm just going to chalk it up to a strange late November heat wave, lol.
There's just no way to break up the season any. Every episode begins immediately after the previous, or begins at least the next day. The only exception is a break between 2x06 and 2x07 based on Foggy mentioning Frank's trial has been pushed up to begin next week. That gives a maximum of seven days, but the jury selection process must have begun at least a couple days earlier to have gone through 400 potential jurors as mentioned. Literally every other episode until final one is one after the other. One final break likely occurs towards end of final episode, maybe a few days at most, after Elektra's burial and the confirmed Christmas Eve scene with Karen trying to write article, Frank burning down house, etc. The show definitely ends on Christmas Eve, and covers 25 days, give or take a few.
This makes it impossible to reconcile the comments made by Kingpin that he and Matt had met at the art gallery "a few months ago". I considered moving Season 1 of Daredevil to August - September, 2015, which would make sense of the "few months ago" comment, but would create problems with the continuity in regards to Jessica Jones (which we know occurs from winter to spring, 2015) and Claire mentioning events of Daredevil Season 1 in that show.
So, to keep the overall continuity aligned, I'm going to have to assume Fisk severely underestimated how long its been since he and Matt met.
These Marvel Netflix shows have really weird sliding timescales. I'm beginning to think they're messing with me.