- February 12 - My Favorite Martian is released to negative reviews and performs poorly at the box office.
- February 26 - The Other Sister (Touchstone Pictures)
- March 26 - Doug's 1st Movie is a critical failure, but is a commercial success.
- May 14 - Endurance
- June 18 - Tarzan is released to very positive reviews and is the last entry of the Disney Renaissance.
- July 23 - Inspector Gadget (with DiC Entertainment and Caravan Pictures) becomes a moderate box office success, but receives negative reviews from critics.
- August 6 - The Sixth Sense (Hollywood Pictures)
- September 17 - Breakfast of Champions (Hollywood Pictures)
- September 26 - Princess Mononoke (New York Film Festival; Miramax Films)
- October 1 - Mystery, Alaska (Hollywood Pictures)
- October 7 - Princess Mononoke (Austin Film Festival; Miramax Films)
- October 8 - The Hand Behind the Mouse: The Ub Iwerks Story
- October 15 - The Straight Story is released to positive reviews.
- October 20 - Princess Mononoke (premiere in Westwood, California; Miramax Films)
- October 29 - Princess Mononoke (limited; Miramax Films)
- November 24 - Toy Story 2 becomes a box office hit and receives extremely positive reviews.
- December 10 - The Cider House Rules (Miramax Films)
- December 17
- Asia, including the Kali River Rapids and Maharajah Jungle Trek attractions, opens at Disney's Animal Kingdom as the first expansion to occur there.
- January 9 - Horizons closes at Epcot.
- March 1 - Doug Live! opens at Disney's Hollywood Studios.
- March 17 - Test Track opens at Epcot.
- May 1
- Disney's Hollywood Studios celebrates 10th anniversary.
- Pleasure Island celebrates its 10th anniversary.
- June 1 - Disney's Typhoon Lagoon celebrates 10th anniversary.
- June 4 - The Many Adventures of Winnie the Pooh opens at the Magic Kingdom, with Paul Winchell voicing Tigger for the final time.
- June 23 - Tarzan's Treehouse opens at Disneyland.
- July 29 - Rock 'n' Roller Coaster Starring Aerosmith opens at Disney's Hollywood Studios.
- October 1 - Walt Disney World Millennium Celebration began.
- Millennium Village opens at Epcot.
- IllumiNations: Reflections of Earth premiered at Epcot, and it was renamed as IllumiNations 2000: Reflections of Earth.
- Tapestry of Nations premiered at Epcot.
- An updated version of Innoventions.
- The new IMAGINATION! pavilion opens at Epcot.
- The "Wand" icon placed onto Spaceship Earth.
- Leave a Legacy opened.
- October 2 - FastPass is first offered at Disneyland Paris.
- October 13 - Construction begins at the Downtown Disney in California.
- November 10 - Skyway closes at the Magic Kingdom.
- January 1 - Timon & Pumbaa Season 3 premieres on Toon Disney.
- January 2 - Bear in the Big Blue House Season 3 premieres on Playhouse Disney.
- January 18 - The supernatural drama series So Weird premieres on the Disney Channel with the episode "Family Reunion".
- January 23 - Zenon: Girl of the 21st Century, a Disney Channel Original Movie, premiered on the Disney Channel.
- February 1 - Bear in the Big Blue House Season 2 finale premieres on Playhouse Disney.
- April 10 - Can of Worms premieres on the Disney Channel.
- May 1 - Mickey Mouse Works premieres on ABC.
- May 15 - The Thirteenth Year, a Disney Channel Original Movie, debuts on the Disney Channel.
- June 26
- July 24 - Johnny Tsunami premieres on the Disney Channel.
- August 21 - Genius premieres on the Disney Channel.
- October 9 - Don't Look Under the Bed, a Disney Channel Original Movie, debuts on the Disney Channel.
- September 6 - Disney's One Too, a spin-off of One Saturday Morning, begins airing on UPN and syndication on Sunday mornings and weekday afternoons. New episodes of Recess and DIC Entertainment's Sabrina, the Animated Series would be broadcast on UPN, while reruns would air on ABC. The block was reminiscent of The Disney Afternoon, and continued until 2003.
- September 24 - Timon & Pumbaa airs its final episode on Toon Disney
- Fall - The Disney Channel's logo becomes restyled, with Mickey (as well as the live-action people and many other characters) removed and the TV set with the mouse ears becoming a variety of colors with sparkles and ghostly effects, which was only seen on the Zoog Disney bumpers and promos. However, the channel's 1997 branding that was officially dropped in 2000, though the original variant of the logo continued in use until 2002 during the Playhouse Disney and Vault Disney program blocks along with "Imagineer That" segments and the Disney Channel Original Movies.
- November 21 - Horse Sense premieres on the Disney Channel.
- December 7 - The Bear in the Big Blue House Season 3 finale, "A Berry Bear Christmas", airs on Playhouse Disney.
- February 9 - The Music of Disney's One Saturday Morning and Songs from Jim Henson's Bear in the Big Blue House (Cassette only)
- October 19 - For Our Children
- January 15 - Magical Tetris Challenge for Nintendo 64, Game Boy Color, and PlayStation
- April 9 - Winnie the Pooh Preschool for PC
- April 30 - Animated StoryBook: Winnie the Pooh and Tigger Too for PC
- June 15 - Tarzan Activity Center for PC
- June 29 - Tarzan Action Game for PlayStation
- September 28 - Disney's Villains' Revenge for PC
- October 24 - Winnie the Pooh Toddler, My Disney Kitchen, and Typing with Timon & Pumbaa for PC
- October 25 - Beauty and the Beast: A Board Game Adventure for Game Boy Color
- November 22 - Mickey's Racing Adventure for Game Boy Color
- November 23 - Who Wants to Be a Millionaire for PC (North America only)
- June 5 - The Hunchback of Notre Dame musical premieres in Berlin.
- September 3 - Disney on Ice: 100 Years of Magic premiered (under the title 75 Years of Magic).
Home video releases
- January 5
- February 2 - Mulan
- February 23 - Winnie the Pooh: Sing a Song with Pooh Bear
- March 9
- March 16 - The Parent Trap
- March 23
- April 20
- May 18
- May 25 - The Adventures of Ichabod and Mr. Toad
- June 8 - Disney Sing Along Songs: Flik's Musical Adventure at Disney's Animal Kingdom
- June 14 - Enemy of the State (Touchstone Home Video)
- June 15 - Nixon: Director's Cut (Hollywood Pictures Home Video)
- July 13
- August 17
- August 24
- August 31 - The Great Mouse Detective
- September 7 - The Other Sister (Touchstone Home Video)
- September 21
- October 12 - Rodgers & Hammerstein's Cinderella
- October 26 - Pinocchio
- November 9
- A Walt Disney Christmas (re-issue)
- A Disney Christmas Gift (re-issue)
- Jiminy Cricket's Christmas (re-issue)
- Mickey's Christmas Carol (re-issue)
- Disney Sing Along Songs: Very Merry Christmas Songs (re-issue)
- Disney Sing Along Songs: The Twelve Days of Christmas (re-issue)
- Winnie the Pooh and Christmas Too (re-issue)
- 101 Dalmatians: Christmas (re-issue)
- I'll Be Home for Christmas
- Mickey's Once Upon a Christmas
- Winnie the Pooh: Seasons of Giving
- November 16 - The Distinguished Gentleman (Hollywood Pictures Home Video)
- December 7 - Inspector Gadget
- December 21
- September 28 - Who Framed Roger Rabbit
- October 26 - Pinocchio
- November 9
- November 23
- December 7
- After 5 years, Alice in Wonderland and Robin Hood are the last videos in the Walt Disney Masterpiece Collection VHS series.
- Disney officially enters the DVD market.
- Disney closes Caravan Pictures as co-founder Roger Birnbaum leaves the studios to establish a new company, Spyglass Entertainment.
- Walt Disney World's Millennium Celebration begins on October 1, 1999 and lasts until January 1, 2001.
Behind the scenes
- January 8 - Chef Claude
- January 9 - Uncle Tito del Tutter, Tardy, Grandpa Highland McTutter, Whiner Tutter, Tucker Tutter, Jet Setter Tutter, Medusa
- January 16 - Benny the Bat, Momalus, Pandora, Man-Eating Mares
- January 23 - Zenon Kar, Nebula Wade, Commander Plank, Margie Hammond
- February 8 - Phantasos
- February 12 - Tim O'Hara, Martin, Zoot, Lizzie, Dr. Elliot Coleye, Brace Channing
- February 15 - Ra, Bastet, Khnum
- February 19 - Smolder the Bear
- February 26 - Little Jimmy
- March 5 - Sigmund and Lloyd, Heinrich and Schnitzel
- March 26 - Mad Dog McGraw, Billy the Goat, and Three-fingered Jackelope, Herman Melville
- May 1 - Mr. Jollyland
- May 8 - Baby Shelby, Mrs. Turtle
- May 15 - Cody Griffin, Sam
- May 18 - Sebastian, Murgatroid, Maisie, Alberto, Mack McCro, Dobermans, Jim Bob, Charlie, Lab Computer, Mouse, Modem, Computer
- May 21 - Timon's Mother, Sal Manders
- May 28 - Tutan Pharaoh, King Leopold, Princess Claudia
- June 2 - Harry the Duck, Mama Duck
- June 4 - Captain Bloodbeard
- June 16 - Ms. Henrietta Vanderpeen
- June 18 - Tarzan, Jane Porter, Terk, Tantor, Archimedes Q. Porter, Clayton, Clayton's Men, Sabor, Kala, Kerchak, Baby Baboon, Kerchak and Kala's Baby, Tarzan's Parents, Flynt and Mungo, Baboons, Dr. Exceter
- June 19 - Lion
- July 23 - Inspector Gadget, Dr. Claw, Penny, Brain, Gadgetmobile, Brenda Bradford, Chief Quimby, RoboGadget, Sykes, Kramer,
- July 23 - Genie
- August 13 - Count Down
- August 21 - Charlie Boyle
- August 27 - Leslie Lambeau
- September - Kronin
- September 17 - Pimon and Tumbaa
- September 25 - Tubby, Gilbert
- October - Trip
- October 30 - Witch in the Candy House
- November 7 - Annie, The Orphans, Agatha Hannigan, Mr. Bundles, Sandy, Grace Farrell, Oliver Warbucks, Rooster Hannigan, Lily St. Regis
- November 9 - Aunt Gertie
- November 24 - Jessie, Bullseye, Stinky Pete, Wheezy, Al McWhiggin, Emperor Zurg, Mrs. Potato Head, Buster, Utility Belt Buzz, Barbie, Tour Guide Barbie, Zurg Bots
- December 4 - Mr. Pettibone
- December 6 - Old Tim
- December 7 - Jack the Dog
- December - Emperor Evron
- Harry the Duck, Jeremiah Tortoise
- January 1 - Diamond White (singer and actress)
- January 18 - Karan Brar (actor and voice actor)
- February 7 - Beatrice Miller (singer-songwriter and actress)
- February 10 - Tiffany Espensen (actress)
- April 2 - Sophie Reynolds (actress and voice actress)
- April 9 - Kwesi Boakye (actor)
- April 20 - Elan Garfias (actor and voice actor)
- April 23 - Sumire Morohoshi (voice actress)
- May 11
- May 28 - Cameron Boyce (actor, voice actor, singer, and dancer)
- May 30 - Sean Giambrone (actor, voice actor, and comedian)
- June 14 - Danielle Soibelman (actress)
- June 20 - Kayla Maisonet (actress and dancer)
- July 30 - Joey King (actress and voice actress)
- August 13 - Corey Fogelmanis (actor)
- August 21 - Maxim Knight (actor and voice actor)
- September 9 - Ronni Hawk (actress)
- September 17 - Daniel Huttlestone (actor and singer)
- October 15 - Bailee Madison (actress)
- November 10 - Kiernan Shipka (actress and voice actress)
- January 12 - Betty Lou Gerson (actress)
- March 3 - Giovan Battista Carpi (comic book artist)
- May 8 - Ed Gilbert (actor and voice actor)
- May 19 - Candy Candido (voice actor)
- June 9 - Amby Paliwoda (animator)
- June 13 - Douglas Seale (actor, voice actor, director, and producer)
- September 22 - George C. Scott (actor, voice actor, director, and producer)
- October 15 - Terry Gilkyson (singer, songwriter, composer, and lyricist)
- October 18 - Paddi Edwards (actress and voice actress)
- October 27 - Frank De Vol (arranger, composer, and actor)
- November 11 - Mary Kay Bergman (voice actress)
- December 3 - Madeline Kahn (actress, comedian, singer, and voice over artist)
- December 17 - Rex Allen (actor, singer, and songwriter)
- December 27 - Leonard H. Goldenson (former president of ABC)
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