Okay, so I've been posting a lot of this stuff in the wrong forum... And no1 told me. =[
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The Monster Trio: will be just Below Admiral level. (I put them at this level because if this is the 'halfway point' I think it will be another 100 or so chapters before they take down an Admiral. But I'm pretty sure they are going to be going Head-to-head with Pacifista and the Vice-Admirals right off the bat.
Luffy: Will have the basics of all 3 types 'Haki'. His fighting style will be refined by being around Rayleigh. He will develop a new 'Gear' that combines both his DF and Haki. (Possibly named 'Over Gear'.) He will also be able to use Rokushiki without using his 'Gears.'
Zoro: Zoro will develop CoA haki simply to protect his swords from breaking of nothing else. Furthermore after the Time skip. I predict he will be able to just touch Hawkeye.
Sanji: His fighting ability will greatly improve fighting all the Newkama's but he will retain his own style. He will develop COO while trying to avoid all the 'transgendered' Newkama's that will be trying to put a dress on him. Whether or not he knows it is haki is debatable. He will also master the Newkama cooking style and develop food to support their body building.
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The Weaker SHs.
Usopp: Will develop haki similar to the Kuja arrows. I'm also predicting a vast increase and speed along with the ability to target/shoot multiple targets simultaneously. I also predict that he will start setting up 'traps' and planning his battles out strategically.
Nami: Will improve her Clima Tact with the Weather Balls. The technology which her Clima Tact was built around originally came from they Sky Islands so I'm fairly sure she will find someone to help her upgrade it. Also she will know about almost all the weathers of the 'New World'. With her upgraded Clima Tact she will be something like a DF user without the DF.
Franky: Will get Sea Stone implants. They will be retractable. He will also develop a shielding system for the Thousand Sunny. (Someone Suggested he will build cyberpets w/ differnt functions.) I belief that is very likely seeing as all the research about Cyber animals was in Vegapunks Lab. Franky will most likely also find away to increase his speed, possibly thrusters/boosters. (Ironman Style.) :wink
Chopper: As everyone predicts Chopper will master 'Monster Point'. He will also invent/discover repaid healing medicines to put the SH back in fighting condition faster. I think it will be incomplete though at first and he will probably have to work together with other members of the crew to complete. (Sanji seems like a likely co-conspirator.)
Robin: Robins DF power seems to be at its limit so I belief she will learn 'Haki' which sort I'm unsure really. As for other changes to Robin its really hard to predict what she will pick up w/ the revolutionaries.
Brook: Brook will develop musical attacks that Do Damage/Control Opponents and combine them with his 'Fencing' sword and for some reason I see him creating an 'Illusion' Sword Fighting Style.
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Blackbeard: will be a close if not already a Yonkou.
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Supernovas XDrake/Kid/Basil & Killer will be the only surviving Original Supernovas. I Suspect their will be new supernovas as well.
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Luffy's Debt to Law: The only way I see Luffy paying Law back is to save him from something. I also think their will be a rivalry between Law/SH similar to the Gold Roger/Whitebeard rivalry.
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Admirals: First Admiral to fall will be Akainu. New admiral will be a 'Sword Master'. All the current Vice-Admirals = Sword Users if you look at the WB vs WG Arc.
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Thousand Sunny: will be guarded by Pacifistas. Flying Fishboys and Shakky will be in trouble.
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Pacifista: XDrake + SH take out Pacifista program. The Pacifista program seems a lot like the OP version of Sentinel(X-Men.) and I definitely see them being used to commit horrible acts throughout the world. These bad bots will definitely be big factors in the 'New World.'
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Mihawk: gets targeted by Blackbeard Pirates Shiliew(Shiryu) which will give Zoro a new person to beat.
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Moria starts moving against the world government. Possibly joining the RA or another pirate crew. The other idea I've thought of is that he discovered a different set of abilities hidden within his DF that gave him a new level of power possibly giving him the ability to stand on his own. PS: The way he escaped from Doflamingo I belief was traveling through shadows. (Seeing as how they tried to kill him and all.)
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Doflamingo vs SH. (The SH will run into Doflamingo doing some shaddy shit in the 'New World'. He will hurt someone Luffy befriends.)
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Three New Shichibukai - Besides Buggy. My guess have been wrong here so I'll leave this alone for now. (Coming Soon.)
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Smoker -> Vice-Admiral.
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Coby -> Major. I really just don't see Coby on the same level as Smoker or ready for that responsibility on his own. Although I give him props for stepping in front of Akainu. I would have pissed myself.

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The Revolutionary Army: I predict that Luffy's goals and the TRA's Goals might class somewhere in the 'New World'. My thoughts are although Luffy's father doesn't wish him harm I believe that his TRA comes before all else and I believe his interest in Luffy/Plans for Luffy are not at all what Luffy would like. I'm actually quite uncomfortable w/ Nico Robin being alone w/ Dragon. Quite to the point, I don't trust him.
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Haki: Overall I predict that by the end of the first serious arc of the 'New World' almost every member of the SH will have 'Haki' in one form or another. I'm also quite sure that the Logia's have to be in their 'physical' bodies when using 'Haki' meaning they cant just solidify one arm and use 'Haki'.
- A lot of people think Hancock or Jimbei will join SH. I don't think so for a few reasons.
Hancock: If she joins Amazon Island will no longer be under protect the WG would probably attack it without that protection.
Secondly although Hancock would follow Luffy, don't see the rest of the Kuja Crew being okay with losing her. Not to mention she is in the same boat as Vivi.
Jimbei: The WG & Humans in general treat Fishmen like shit. Jimbei joining a crew at world with the WG would probably provoke them into action against Fishmen all over the world. And although he is an Enemy of the government he is overall not that important a target.
All in all the both have to much they need to protect.
(I will be adding more as more topics come to me.)