Suggestions by @caitlinfrost

Pocahontas (Disney Character)

as Catherine Parr in Casting musicals...with Disney characters.

Mother Gothel

as Carlotta in Casting musicals...with Disney characters.

Captain Amelia

as Madame Giry in Casting musicals...with Disney characters.

Eudora Rogers

as Madame Giry in Casting musicals...with Disney characters.

Snow White (Disney character)

as Meg Giry in Casting musicals...with Disney characters.

Flynn Rider

as Grantaire in Casting musicals...with Disney characters.

Judge Claude Frollo

as Inspector Javert in Casting musicals...with Disney characters.

Razoul

as Inspector Javert in Casting musicals...with Disney characters.

Jasmine (Aladdin)

as Katherine Howard in Casting musicals...with Disney characters.

Prince Eric

as Marius Pontmercy in Casting musicals...with Disney characters.

Prince Charming

as Marius Pontmercy in Casting musicals...with Disney characters.

Saki Hanajima

as Ambiguously Bi in Sort by Tropes

Chip Potts (Disney Speedstorm)

as Tobias Ragg in Casting musicals...with Disney characters.

Cody (The Rescuers Down Under)

as Tobias Ragg in Casting musicals...with Disney characters.

Emperor Kuzco

as Pirelli in Casting musicals...with Disney characters.

Clopin Trouillefou

as Pirelli in Casting musicals...with Disney characters.

Belle (Disney Character)

as The Beggar-Woman in Casting musicals...with Disney characters.

Megara

as Eponine in Casting musicals...with Disney characters.

Popular

as "I Am Great" Song in Sort by Tropes

Longtail (Warrior Cats)

as Career-Ending Injury in Sort by Tropes