Structurally, the game is laid out into sixteen "chapters" covering sixteen eras, each of which holds the jigsaw puzzle needed to enter the next. The puzzles are challenging without being insurmountable; players looking primarily for mind-bogglers will probably be disappointed, at least in the earlier chapters. Some of them rely on the player looking in just the right place for an item. Most are logical and straightforward, even if the right answer is not obvious. It's also very interesting to play through a puzzle or an NPC interaction more than once, trying different things, to see wildly different results. Because of the chapter-by-chapter layout of the game, it's quite possible to bungle one episode without ruining the game; failing to take the "right" action in one chapter still lets you attempt to solve the next. One of the most interesting features of the game is the footnotes: after you solve each episode, you can look up a non-spoiler explanation of the episode that gives its background and fills in details you may or may not know. There is also a humorous list of the game's Latin tags in translation.

The real strength of Jigsaw lies in its prose. The cheery descriptions of the party in the Prologue make it seem banal, except that you're offhandedly told that you won't live out the century. In the very first chapter of the game, you find yourself on a ringside seat to witness an assassination, with an insane person as your companion. Your next adventure gives you a subtle clue that your "friend" is actually your nemesis... or is s/he? The descriptions of each chapter are also well-done, being detailed and very different for each episode without being tedious or overwhelming. Definitely a must-have for IF enthusiasts, although IF beginners are advised to be prepared for some tough puzzles.