Thought I'd put together a handy dandy basic list of all the major spec for the end of the season, to compare to after the finale:
1) Dean 'goes darkside' and embraces the Mark of Cain and the Blade completely, which possibly transforms him into a demon and/or Knight of Hell like Cain. We go into S10 with him separate from Sam and Cas, who must confront the possibility of having to kill him [canon as of 09.23 & 10.01]. There are several ways this darkside!Dean scenario might play out, all mostly the same but with varying details:
1a) Dean 'goes darkside' after killing Abaddon - with the act of killing her being the tipping point that pushes him over the edge into demonhood.
1b) Dean 'goes darkside' before he gets to the point of killing Abaddon and instead of killing her he joins with her as a Knight of Hell (very possibly after a bit of seduction/manipulation on her part - as speculated here).
1c) Once Dean has 'gone darkside' he becomes the one to win the campaign for Ruler of Hell instead of Abaddon and/or Crowley (perhaps by killing them both, or perhaps by subjugating them somehow)
1d) Sam 'cures' Dean of being a demon [canon as of 10.03], completing the 3rd Trial and closing the gates of Hell.
2) Dean is on the verge of embracing the Mark of Cain and the Blade completely, but Sam and/or Cas get through to him at the last minute as part of a yellow crayon (or Power of Love) moment (acting as a nice piece of 'literary symmetry' to Swan Song or Goodbye Stranger eg. see here or here- to complete to symmetry with Swan Song the Impala might be involved, as speculated about here and here).
2a) Having convinced Dean to give up on the hunt for Abaddon and the Mark of Cain and Blade, Sam and Cas hold Dean in the bunker while he 'dries out' (in parallel to Sam in When the Levee Breaks eg. see here)
2b) Alternatively, having FAILED to convince Dean to give up on the hunt for Abaddon and the Mark of Cain and Blade, Sam and Cas hold Dean against his will in the bunker while he 'dries out.' [canon as of 09.23]
3) Dean is possessed by Abaddon. We go into S10 with possessed!Dean separate from Sam and Cas, beginning S10 with Sam and Cas working together to try and figure out how to kill Abaddon without harming Dean.
4) Dean is possessed by Cas. Depending on the circumstances this may be a very temporary possession, over and done with by the end of the finale. Or the finale could end with Dean possessed by Cas as a cliffhanger, perhaps with something happening to Cas' usual vessel that prevents him from returning to it. Early S10 episodes may then involve Dean and Cas sharing headspace and Dean's body while TFW work on a way to either get Cas a new vessel or retrieve his original one (eg. see here, here and here)
5) While 'high' on the power of the Mark of Cain and the Blade, Dean badly hurts Sam and/or Cas (eg. see here) [canon as of 10.22]
5a) (also a variation on #1) Dean 'goes darkside' as a result of killing Sam - perhaps because the Blade is somehow 'activated' (as in - completes the transformation of its bearer into a demon and/or Knight of Hell) by the bearer killing their brother like Cain did to Abel. This may cause the series to end with Sam apparently dead, or Sam may be subsequently revived, say by Cas (see discussion here or here or here).
5b) As above, but the Blade is not 'activated' by the bearer killing their brother, but simply by shedding their brother's blood.
6) Cas removes his stolen grace and becomes fallen/human again.
6a) Cas removes his stolen grace by transferring it to Dean, perhaps to 'purify' him of the Mark of Cain (this transference may happen via kiss ;p)
6b) Cas uses up his stolen grace to revive Sam from the scenario in 5) (see here).
7) Cas regains his own grace [canon as of 10.18].
8) Cas' vessel (ie. Jimmy's body) becomes corrupted somehow by his stolen grace, meaning he can no long safely reside within it.
9) TFW succeed in reversing Metatron's spell and Cas returns to Heaven with the other angels, locking the gates behind them, leaving Cas separated from Sam and Dean (with the potential promise of meeting again when Sam and Dean die). This may be Cas' choice, or possibly an unwanted necessity if in order to reverse Metatron's spell Cas is required to return to Heaven and be trapped there for some reason (eg. perhaps the spell can only be reversed by Cas and only for a limited time, so Cas must be in Heaven 'holding the doors open' as it were, and in order to make sure as many angels make it back as possible he must also be in Heaven when the time runs out and the doors close).
9a) Cas is somehow 'doomed' to Heaven in the same way Dean was doomed to Hell in S03, leading to the beginning of S10 being a mirror to the beginning of S04, with Dean rescuing Cas from paradise - ie. as opposed to raising him from perdition (see the very end of the musings here).
10) Dean's blood turns out to be a necessary ingredient for the reversal of Metatron's spell (the complimentary aspect of the 'grace of an angel in love with a human' ingredient of the spell itself, ie. 'the essence of the human who returns the angel's love') - a crack theory of mine, but thought I might as well include it!
10a) Or alternatively - Dean's soul/life turns out to be the key to re-opening Heaven (perhaps requiring him to succumb to the Mark of Cain and thus demonise his soul). As discussed here.
note on 10) - crossed out because the reversal of Metatron's spell turned out to not really be a ~thing, what with the 'backdoor' into Heaven allowing passage to and from it. HOWEVER, there has yet to be official word on the overall 'gates of Heaven' situation (eg. are souls still trapped in the veil, or do they cross over via the backdoor, or what?), so the spell MIGHT still be in need of reversing, in which case some of 10) might still be on the cards :p
11) Abaddon possesses Sam or Cas.
11a) Dean stabs (or tries or seems to stab) possessed!Cas in an attempt to kill Abaddon, thus paralleling what happened with Cain and Colette (eg. see here).
11b) As b) but with Sam :p
12) In order to prevent himself from hurting anyone (either while 'high' on the Mark of Cain or while possessed by Abaddon) Dean kills, or attempts to kill, himself - perhaps by stabbing himself with the Blade (eg. see here - also includes an additional summary of various possible season ending scenarios written up in more detail than here, so worth a look for that!). Depending on the effects of the Mark, it's possible this attempt will fail, because the Mark may have gifted Dean with the same immortality Cain seems to have, which may prevent Dean from be able to kill himself.
[canon as of 09.23... kinda... since Dean's kamikaze attack on Metatron was something like Dean attempting to kill himself in order to prevent himself from hurting anyone. And, of course, said attempt at death DID fail due to Mark of Cain immortality]
12a) Addition to the above - Dean stabs himself after killing Cas. Their deaths transport them to an angel/demon afterlife, mirroring Purgatory (see here).
13) Dean, aware of and frightened of the monster the Mark of Cain is turning him into, begs Sam and/or Cas to kill him [canon as of 10.09].
14) A time travel scenario best explained by larinah over here :)
15) Crowley possesses Cas, perhaps as part of a plan to hold him hostage to ensure Dean uses the Blade to kill Abaddon (acting as a nice parallel to the way Abaddon possessed Colette to try and make Cain keep using the Blade eg. see here)
16) Crowley ends up working with Metatron and/or it's revealed that he and Metatron had dealings in the past (eg. see here and here)
17) Dean's right arm gets cut off in order to free him from the Mark of Cain. Dean may perform the amputation himself or get someone to do it for him (eg. Gadreel, Cas, Sam). Or someone may perform the amputation without his consent in order to stop him turning into a monster (probably/possibly crack, based on the idea of the Mark being like a track mark and this season being the Empire Strikes Back of a 3 arc structure :p - see here and here for discussion)
18) Dean gives up the Blade as part of a deal to save Cas' life eg. giving Metatron the Blade in exchange for Cas' grace (see here)
19a) Dean is angelified by Cas' grace (see here)
19b) The Mark turns Dean into some kind of Angel of Death (as mused on here and here...and other places I lack links for sorry!)
20) Cas dies or appears to die (perhaps as a result of #5)
20a) This is what leads to #1 (see here and here)
Simplified in bingo card form.
Additional possibilities in alternative bingo card over here! XD
And, of course, various of these could happen together - #3 could well happen after #2, #4 could happen because of #3 or #8, #5 #6 and #7 could all be interconnected, #5 could lead to #1 or to #13, #2 could lead to #15 and so on...