*cracks knuckles* Right...
So for a very rudimentary starting timeline we have:
Over The Henge -> Fraud of the Blings -> Wishing For Wishy-Washy -> The Quest For Escape-A-Lot -> Rumpole of the Motte & Bailey -> Look Out / Look Out 2: They Sphinx It's All Over -> I Found It In The Bushes
That's all the pre-20th century ones.
Bread -> The Codfather -> Good Guys Finish Last -> Fire In The Hole -> Careless Whisper -> Who Bun It -> Nightmare on Bone Street -> Shop Till You Drop -> What's The Pointe
And that's all the pre-2000s ones. And we know Ipswitch It Up takes place in 2004(ish). The rest of the films are all kind of a jumble since a lot of them canonically take place in the same year as each other (e.g. Dress For Danger, Wild Feast, Hot Swap Buns and the Ashopalypse trilogy all explicitly take place in 2021) while a lot of others don't have a specific date given within the movie but are clearly supposed to be "sort of present day" (e.g. Angstronauts, Pier Today Gone Tomorrow, Singing In The Aisles, Now Museum..., Suicide Squid, etc).
Some random potential connecting things:
Delta von Tussel canonically appears in both Flat Pack Attack and Cat in the Habit (where he's apparently for some reason been elevated to the status of 'God');
I'm convinced that Macob Smarley/Christmas Bonanza Boy (All I Want For Christmas Is Zoo) and Vinnie the Ventriloquist (Dice With Death) are in fact the same person - since Vinnie dies in DWD, that must logically come after AIWFCIZ;
Similarly, you can't tell me that Prince Richard (Rumpole of the Motte & Bailey) is not a direct descendant of King Tim (The Quest For Escape-A-Lot);
I'm semi-convinced that Vivian (Primary Cape Crusader) and Samantha (Ipswitch It Up) are the same person given the prevalence of time travel in the plots of both films and the fact that both characters (each played by Josh) are the ones responsible for working out how to achieve it even if they aren't the ones who use it - I'm not entirely sure how this works except thinking that maybe Vivian is a reincarnation of Samantha or they're both alter-egos of Jimbo Jumbo (Fraud of the Blings) who exists outside the space/time continuum in his rainbow state (which is a sentence I genuinely never thought I'd write);
I can't remember if they ever worked out the timeline snag in Good Guys Finish Last but I'd like to think it's happening simultaneously to The Codfather literally for no other reason than I think it's morbidly funny to have two cruise ships simultaneously meet with disaster;
The Prophecy Guy (Hot Swap Buns) is a direct descendant of Horatio (Over The Henge), hence his familiarity with body-swap weirdness;
With regards to the whole "talking animals"/"animals with human levels of intelligence" thing (because there's a lot of intelligent talking animals in MMNI), it turns out that every species of animal has always had some who can talk and have human levels of intelligence; they were (mostly) just smart enough to keep it hidden except among humans they could be sure wouldn't expose or kill them, especially after the Great Turkey War, the only major exception to this being various species of bear, especially pandas. Or else they segregate from humans entirely and form entire animal-only community like the village of Oos in Who Bun It.
The vampire family in Popes on the Ropes are descendants of Es Merelda and Sean in I Found It In The Bushes (the vampire curse was broken in IFIITB but the family line still suffered from hereditary iron deficiency - no I have no idea if that's biologically possible but...we're dealing with vampires here...);
The Croydonosaurus is an evolutionary descendant of the Stone Henge dinosaurs in Over The Henge
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