My DD has always been a character nut. We cancelled our trip last fall, but have been to MNSSHP for the 4 years before that. We usually wind up going to 2 parties with the thought of spending one night getting all the characters, and the other the Parade, Fireworks, Shows, enjoying the ambiance of Haunted Mansion and Carlotta's stories etc. MNSSHP is just so fun! Even though we typically do two nights, we almost always find a spot on Main Street to watch the late parade on the night we spend mostly on characters. We also watch Hallowishes, that night but usually do it back in Fantasyland instead of fighting the front of the castle crowd. So- I think you can do all that you have marked in one night- but it is going to take planning and will probably be about all you do.
The characters do change out somewhat in different years. The Pooh, Tigger Piglet & Eeyore group has been there every year we have been there. Their lines can get long and cut off before they even come out for sets. You will need some planning there. Your biggest problem might be Jack & Sally and the Dwarfs in one night- they are the 2 most popular almost every year. I would be surprised if they were not there this year. Jack & Sally have been coming out at least an hour before the party for the last few years. We have gotten in line for them about 4:30. If you are lucky, they will come out really early, you will be close enough in line to get through fairly fast and you can get over to line up for the dwarves before their line is well over an hour. Waiting in line for hours before the party, is much preferable to wasting party time in line for hours. Jack and Sally is a priority or us- so we have had times that we have gotten done with them in time to get in the dwarves line, and times that by the time we got done with them, the Dwarves line was already to predicted to take an hour and a half or two hours from the time they came out.
Donald, Daisy, Mickey and Minnie have always been there, but the set up has been different from year to year. Mickey and Minnie used to be together. Then, they separated them. For a while, Daisy and Minnie had separate lines and they were pretty short. One year Donald was meeting with Daisy and another year, he was meeting with Goofy. The last time we were there, there was one line for Minnie, Daisy and Donald-- nice for 3 in one line-- but it made the line an hour long. Their lines were a lot shorter when they were separate. We have also seen the costumes change out-- for example- we have met Donald as a Pumpkin and we have met him as a Knight.
Your list appears to be mostly who we saw in 2016. There have been years we did not see Cruella, Queen of Hearts or Tweedles. I don't recall Lotso every year. They others, I think have been there every year we have been there.
It is hard to predict which nights will be the least crowded. When we have gone in October, Friday has typically been the most crowded and I think maybe Sunday the least.
Usually there are lots of people that go the first night and report who all are there, so you can start planning. I would prioritize the characters and focus on the absolute most important ones first in case you start running out of time.
I know in one night we have done
Jack and Sally
7 Dwarfs *
Cruella DeVil *
Donald & Daisy (Costumes) *
Minnie
Mickey
Jack Sparrow
- Jafar - only because we ran across him with no line so we stopped
- Pooh, Tigger, Piglet & Eeyore (Costumes) *
Fireworks from Fantasyland
Late Parade
And I think even the last Midnight Hocus Pocus show that night
BUT that would have been absolutely all we did-- might have had a quick stop at the Haunted Mansion to see Carlotta-as we walked by.
