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Disney Wiki

Tony Chiccolini is the doorman of the building in which the Ross family live on the Disney Channel series Jessie. He is a major recurring character. He was dating Jessie.


Tony is the Ross building's handsome doorman. He is of Italian descent and has a New York accent and slick, black hair. Tony is a slight airhead, but still really funny. He is very proud of his epaulets. He's also a very loyal and understanding person, as well as an all around nice guy, and is in love with Jessie. He's really close friends with the Ross family. But Emma and Morgan have been messing up his name (Emma called him Tommy and Morgan called him Timmy).

Character History

Before becoming a doorman, he met J.J. Mayfield and gave him $2,000 to make him a famous kazoo player. Sometime in the course of the year he found out the truth and became a doorman, which is ironic because J.J Mayfield said he could "open doors". It is possible that his family was wealthy- as he paid $2,000 and his family have their own restaurant but they may have lost their money due to J.J Mayfield.


Jessie Prescott - Friend/Ex-Girlfriend

Tony with Jessie in "Tempest in a Teacup".

Tony first meets Jessie in New York, as the new Nanny, and instantly falls for her. In The Princess and The Pea-Brain, Tony tries to ask Jessie out but doesn't have the courage to do so. However, rich boy Brody gets to her first. At the end of the episode, Jessie realises that Tony is the right guy for her and Tony asks her out, and she says yes. In Tempest in a Teacup, they share their first kiss, and Tony confirms their relationship by saying they are together. Their relationship is put in jeopardy in Break-Up and Shape Up when they both become jealous of each other's respective visitors (Jessie of Tony's friend and Tony of Jessie's ex-boyfriend), This causes them to argue in front of their guests and arrive at the decision to break-up and remain friends.

Emma Ross - Friend

Tony and Emma are friends.

Luke Ross - Friend/Rivals

They are friends and both have crushes on Jessie.

Zuri Ross - Friend

Zuri and Tony are shown to be friends.

Ravi Ross - Friend

Ravi and Tony are shown to be friends.

Age By Season

  • 19-20 Season 1
  • 20-21 Season 2
  • 21-22 Season 3


  • Although his crush on Jessie Prescott started in the first episode, they didn't actually spend time together until, Used Karma.
  • He first appeared in the first episode.
  • He plays the kazoo, as seen in One Day Wonders.
  • It is possible that he and Luke are enemies, considering that they both hit on Jessie.
  • It is known that he can hot wire a car with a paper clip and a penny, since his dad taught him to.
  • His grandma is in the state penitentiary.
  • It is possible that he wears boxers (The Princess and the Pea Brain) but it was Zuri's story, though.
  • He's allergic to wool according to Tempest in a Teacup.
  • He and Jessie had their first kiss in Tempest in a Teacup.
  • He's of Italian descent, and comes from a big family.He can also speak at least a little Italian (Break Up and Shape Up)
  • His last name is Chiccolini, as shown on the door of his family's restaurant (The Trouble With Tessie).
  • He had four first dates with Jessie Prescott.
  • He knows a lot of guys, who can get hold of just about anything, which is a running gag on the show. Whenever someone asks where the strange and difficult to obtain object they got is from, they usually say "Tony knows a guy".
  • He and Jessie break up in Break Up and Shape Up.
  • Ever since Tony and Jessie broke up, he is hardly seen on the show.


  • New York, New Nanny (First appearance)
  • Used Karma
  • One Day Wonders
  • Star Wars
  • The Princess and the Pea Brain
  • Glue Dunnit: A Sticky Situation
  • Beauty & the Beasts (Mentioned only)
  • Tempest in a Teacup
  • A Doll's Outhouse (Mentioned only)
  • Creepy Connie's Curtain Call (Mentioned only)
  • The Whining
  • Green Eyed Monsters
  • Austin & Jessie & Ally: All Star New Year (Mentioned only)
  • Why Do Foils Fall In Love?
  • Break-Up and Shape-Up (Latest appearance)

v - e - d
Jessie logo.png
Jessie • "Halloween Night at the Museum" • "All Howl's Eve"
Main: Jessie PrescottEmma RossLuke RossRavi RossZuri RossBertram Winkle

Recurring: Christina RossMorgan RossMrs. KiplingTony ChiccoliniRhoda ChesterfieldStuart WootenRosieConnie ThompsonAgatha
Others: Col. PrescottJasmine EpsteinDale DavenportBrett SummersVincent LiottaCaleb ShannonDarla ShannonGale GustavoAngela

Season One: "New York, New Nanny" • "The Talented Mr. Kipling" • "Used Karma" • "Zombie Tea Party 5" • "One Day Wonders" • "Zuri's New Old Friend" • "Creepy Connie Comes a Callin'" • "Christmas Story" • "Star Wars" • "Are You Cooler than a 5th Grader?" • "Take the A-Train... I Think?" • "Romancing the Crone" • "The Princess and the Pea Brain" • "World Wide Web of Lies" • "The Kid Whisperer" • "Glue Dunnit: A Sticky Situation" • "Badfellas" • "Beauty and the Beasts" • "Evil Times Two" • "Tempest in a Teacup" • "A Doll's Outhouse" • "We Are So Grounded" • "Creepy Connie's Curtain Call" • "Cattle Calls & Scary Walls" • "Gotcha Day" • "The Secret Life of Mr. Kipling"

Season Two: "The Whining" • "Green-Eyed Monsters" • "Make New Friends, but Hide the Old" • "101 Lizards" • "Trashin' Fashion" • "Nanny in Miami" • "The Trouble with Tessie" • "Say Yes to the Messy Dress" • "Teacher's Pest" • "Jessie's Big Break" • "Pain in the Rear Window" • "Toy Con" • "To Be Me or Not to Be Me" • "Why Do Foils Fall in Love?" • "Kids Don't Wanna Be Shunned" • "All the Knight Moves" • "We Don't Need No Stinkin' Badges" • "Somebunny's in Trouble" • "Punch Dumped Love" • "Quitting Cold Koala" • "Panic Attack Room" • "Throw Momma from the Terrace" • "The Jessie-nator: Grudgement Day" • "Diary of a Mad Newswoman" • "Break-Up and Shape-Up" • "G.I. Jessie"
Season Three: "Ghost Bummers" • "Caught Purple Handed" • "Understudied and Overdone" • "The Blind Date, the Cheapskate, and the Primate" • "Lizard Scales and Wrestling Tales" • "The Rosses Get Real" • "Good Luck Jessie: NYC Christmas" • "Krumping and Crushing" • "Hoedown Showdown" • "Snack Attack" • "Creepy Connie 3: The Creepening" • "Acting with the Frenemy" • "From the White House to Our House" • "Help Not Wanted" • "Where's Zuri?" • "Morning Rush" • "Lights, Camera, Distraction!" • "Spaced Out" • "The Telltale Duck" • "Coffee Talk" • "Between the Swoon and New York City" • "No Money, Mo' Problems" • "The Runaway Bride of Frankenstein" • "There Goes the Bride" • "Ride to Riches" • "Jessie's Aloha Holidays with Parker & Joey"
Season Four: "But Africa is So... Fari!" • "A Close Shave" • "Four Broke Kids" • "Moby and SCOBY" • "Karate Kid-tastrophe" • "Basket Case" • "Capture the Nag" • "What a Steal" • "Driving Miss Crazy" • "Bye Bye Bertie" • "Rossed at Sea" • "Dance, Dance Resolution" • "Someone Has Tou-pay" • "Identity Thieves" • "Katch Kipling" • "The Ghostest with the Mostest" • "The Fear in Our Stars" • "Jessie Goes to Hollywood"