Fall 1998
The Waterboy (Touchstone)
A Bug's Life (Touchstone/Pixar)
What Dreams May Come (Gramercy)
A Night at the Roxbury (RKO)
Bride of Chucky (United Artists)
Life is Beautiful (Golden Harvest, Gramercy, Hyperion, MGM, New Line or Carolco)
American History X (New Line)
I Still Know What You Did Last Summer (TriStar)
Rushmore (Golden Harvest, Gramercy, Hyperion, MGM, New Line or Carolco)
I'll Be Home For Christmas (Disney)
Meet Joe Black (Universal)
I would choose Hyperion for Life is Beautiful, while New Line gets Rushmore.
Also, I can see A Bug's Life being the biggest box office hit this season.
Winter 1998
The Faculty (Dimension)
The Rugrats Movie (Touchstone/Nickelodeon)
Celebrity (Golden Harvest, Gramercy, Hyperion, MGM, New Line or Carolco)
Babe: Pig in the City (Universal)
Jack Frost (Warner Bros.)
Shakespeare in Love (Golden Harvest, Gramercy, New Line or Hollywood Pictures)
Prince of Egypt (DreamWorks)
Mighty Joe Young (RKO)
Star Trek: Insurrection (RKO)
Patch Adams (Universal)
Stepmom (Columbia)
I can see Hollywood Pictures grabbing Shakespeare in Love, and Celebrity can go to Golden Harvest.
To add to this, I believe The Rugrats Movie and Prince of Egypt have the highest chances of scoring major money from audiences.
Spring 1999
The Matrix (New Line)
Varsity Blues (United Artists/MTV)
She's All That (Hyperion, Gramercy or Golden Harvest)
Blast from the Past (New Line)
Jawbreaker (RKO, TriStar, New Line, Fox, Carolco, Golden Harvest, Hollywood or Touchstone)
The Mummy (Universal)
I nominate She's All That to go to Gramercy, and Jawbreaker should go to Carolco.
Plus, The Matrix is primed to be a hit as per OTL if I know anything about it.
Summer 1999
Star Wars: Episode I - The Phantom Menace (20th Century-Fox; Amblin)
Treasure Planet (Disney)
Inspector Gadget (Golden Harvest)
Sailor Moon 2 (Golden Harvest)
Austin Powers 2 (New Line)
South Park: Bigger, Longer and Uncut (Hollywood Pictures)
American Pie (Universal)
Muppets from Space (Touchstone)
Something tells me that it's going to be an even match next Summer.
Fall 1999
Any Given Sunday (Warner Bros.)
Toy Story 2 (Touchstone/Pixar)
The Green Mile (Warner Bros.)
WB has the advantage here, but Touchstone has the brand recognition.
Winter 1999
Fantasia 2000 (Disney)
X-Men (Fox)
Galaxy Quest (DreamWorks)
The World is Not Enough (United Artists/EON)
I see this Christmas going to Disney/Fox right out of the gate.
TBD
Lost in Space (TBD; I'm not sure who owns this property IOTL, that's why the 1998 film was butterflied)
Princess Mononoke (Touchstone/Ghibli)
Nausicaa (Touchstone/Ghibli)
Office Space (TBD)
Sleepy Hollow (TBD; Tim Burton version)
The King and I (TBD; Animated version)
Wing Commander (TBD)
Ten Things I Hate About You (TBD)
There's Something About Mary (TBD)
Wild Wild West (TBD)
Eyes Wide Shut (TBD)
Actually, Lost in Space is owned by Disney, thanks to the Fox purchase, so a delay to Winter 1998 could work in their favor.
en.wikipedia.org
As for Mononoke and Nausicaa, I think a Summer and Fall 2000 release in that order would be the best suit here.
With Office Space, I think MGM would actually be a good place to distribute it, thanks to Beavis and Butthead being made by Ruby-Spears's adult division.
For Sleepy Hollow and The King & I, I'll bet on Fox and Warner Bros., respectively.
Wing Commander should go with Universal.
Ten Things I Hate About You and There's Something About Mary could go to New Line.
Whoever owns CBS should get the Wild Wild West movie released through them.
Eyes Wide Shut could be a DreamWorks release.
Finally, my predictions for the movies are as follows:
1998: Lost in Space
1999: The King and I, Wild Wild West, Sleepy Hollow, Office Space, and Wing Commander
2000: Princess Mononoke, Nausicaa, Ten Things I Hate About You, There's Something About Mary, and Eyes Wide Shut