I haven’t played the game (that’s what I’m here for P:) but I did some investigating and found this about the structure of the game and recommended route order:
Summary
Regarding the structure, BUSTAFELLOWS ’ story is split into the common route (prologue and four chapters), romance route (sides A and B for each of the five love interests), and finale (two chapters). Which love interest one gets is determined as early as in chapter two of the common route, but players are only shown more concrete hints in the subsequent chapters with three short scenes that will change according to the romance route obtained. All romance routes are immediately available right from the first playthrough and their storylines are self-contained with no overlaps. Therefore, they can be played in any order safely. Still, considering the topics and information presented in each route, I would recommend a play order of Limbo, Scarecrow, Helvetica, Mozu, and finally Shu.
From: BUSTAFELLOWS - Review | A Gripping Roller Coaster Ride - NookGaming
I have also found a slightly different route order recommended: Limbo ► Shu ► Helvetica ► Mozu ►Scarecrow, but I have no idea which is better… I mean they’re both probably fine.
It could be nice if we could do one chapter per week so 5 for the common route (prologue + 4 chapters) and 2 more per route (sides A and B), plus 2 more for the finale (whatever that means) for a total of 17. Then again 17 weeks is exactly what Loopers lasted and this game is supposed to be almost 6 times as long so… we are in trouble 
I’d say we’d have to at least double those times (and that’s a reaally long time for a club but it’s still a higher pace than we’ve done before, I’m scared), but I also don’t know if the lengths of the different chapters are similar at all… VN clubs are hard 
I guess another option is to start with the common route, do one character route and depending on how long we take and how the group is feeling we can continue or sink into despair.