CHICAGO BY NIGHT is a 2018 city sourcebook for Vampire the Masquerade 5th edition, written by Matthew Dawkins and a host of others, and published by Renegade Game Studios, who have the rights to do all this stuff these days. The most recent iteration of a sourcebook that first appeared in 1991, this edition is by far the longest at 357 pages. It describes the vampire culture, clans, people, locations, backstory and subterfuges of the eponymous city. (‘Eponymous’, because I always have to check, means ‘lending its name to’ a thing, not ‘taking its name from’). We talked about the latest edition of Vampire the Masquerade earlier this season and concluded that it did what it needs to in a suitable style, if you like that sort of thing. How does that fit with huge chunks of crunchy campaign-world detail like this? Don’t click that dial!

Chicago by Night at DriveThruRPG (there’s more information here than at the publishers’ website)
Vampire the Masquerade 5th edition at DriveThruRPG
The original Chicago by Night from 1991 at DriveThruRPG
Chicago by Night second edition (1993) at DriveThruRPG