Chin up! Once more unto the breach!
—Maddie O'Malley

Madeline "Maddie" Dupont née O'Malley is a main character featured in Season 4 of Criminal Case. Appearing as the Detective of the Concordian Flying Squad, she serves as a partner to the player throughout the season.


24 years of age, Maddie has cranberry red hair and green eyes. She wears a clover green suit over a burgundy vest and a collared shirt with golden collar tips and a black necktie. She also wears a black top hat with gold goggles on the rim, and a pair of earrings.

Maddie is known to be witty, bold, and not afraid to get her hands dirty. She likes fast cars and trains, as well as proving people wrong. However, she has a weakness for absinthe, possibly even establishing a brand of absinthe that persists until the present day. It is known that her parents both came from Ireland but she was born in Concordia.

Height 5'3"
Age 24
Weight 112 lbs
Eyes green
Blood A-

Events of Criminal Case

Meeting Maddie

In The Darkest Hour, Armand Dupont asked the player to find his great-grandfather Charles Dupont's notebook, where Charles had narrated his adventure with an agent who happened to have much the same characteristics as the player. Dupont, on his deathbed, then entrusted the notebook to the player.

In the notebook, the story began with Charles, accompanied by Maddie, welcoming the aforementioned agent to the city of Concordia in the late 19th century.


After the arrest of Madam Xiang, her mother Eileen arranged a marriage between her and some Dr. Arnold Wharton. Since Wharton was too old for her to stand, Maddie asked Charlie to be his fake betrothed and fool Eileen out of her plans, eventually succeeding. After that, Charlie let her keep his grandmother's wedding ring, hence becoming closer with Maddie.

Little Murder on the Prairie

After Maddie helped Charlie find his milking machine, they gave it to Adaline Galls. As they were leaving the Galls' farm, Maddie expressed her admiration towards Charlie, while Charlie complimented her back. The two then agreed to go on a romantic date.

Death Comes to Lunch

After the arrest of Francine, the player and Charles tried to speak to Maddie, who was still hungover from her bender after prohibition had been lifted. In pain, she asked them to get her some Ginger Storm, a fizzy refreshment that would cure her hangover. After curing her hangover, Charles then asked Maddie if he could move in with her, to which she agreed. Maddie then helped the player and Charles look for his gift to her. The player was able to fix Charles' key rack, symbolizing the two becoming roommates.

Talk of the Town

After the arrest of Hector Harvey, Eileen demanded that Charles propose to Maddie to spare her from scandal. However, Maddie rejected Charles's proposal and berated him for allowing her mother to get into his head. Maddie, Charles, and the player then went to confront Eileen for her interfering behavior. Maddie then told her mother that Charles was to move from the spare bedroom to hers, before the two kissed, causing Eileen to leave in a huff. Maddie and Charles then invited the player to join them at the hotel pool.

Turn for the Worse

During the murder investigation of Lynn Hart, Charles accidentally made Maddie disappear. She was soon released thanks to the help of Evie and berated Charles for his reckless actions. After arresting Lynn Hart's killer, Charles learned some magic tricks in order to ask for her forgiveness. His attempts worked and Maddie forgave him.

Tipping the Scales

After the arrest of Samson Drake, Charles and the player discovered (per Viola) that Maddie was pregnant. When the two talked to her about it, she revealed that she had known about it for a while. She explained that Dick had told her that she wouldn't be able to drink for a while, so she went to the Rochester warehouse to break her last bottle. The two then assured each other that they would be excellent parents and hoped that their baby got the best out of both of them.

A Study in Pink

After all the events, Maddie said that she and Charlie were engaged and that they were to be married soon.

Arrow of Injustice

Maddie appeared to calm a drunk Isaac down after he began to sing drunkenly. Chief Wright told her to replace Isaac in the investigation, which she promptly did after putting Isaac to sleep. With her help, the player was able to arrest Eleanor Halsted for Castletown's murder.

Post-trial, Maddie asked the player for help in preparing for her wedding to Charlie. She said that she wanted to wear a flower crown for the wedding, but the strong floral scents made her extremely nauseous. Viola later helped the player find exquisite and scentless flowers growing in St. Shamdrew's golf course. After the player made the flower crown, Viola proceeded to give it to her.

After some time, Maddie and Charlie's wedding was held, officiated by Judge Takakura. They said their wedding vows, and after Takakura advised the couple to support each other while allowing each other space to grow, he officially wed the couple.

After the wedding, Maddie and the rest of the Squad joined in on watching Justin Lawson's inauguration as mayor, where he declared a state of emergency and abolished the free press, much to the Squad's shock.

Best Laid Plans

Maddie initially accompanied the player in their investigation into the murder of Lawson's right-hand man, Inspector Jaubert of the Justice Corps despite being due to give birth soon. True enough, Maddie went into labor while they were in Lady Highmore's manor in the middle of the investigation. Because there was no time for her to be taken in the hospital, Lady Highmore instructed her to get on the beds while she called her husband. Highmore then assisted her while she gave birth despite not being a qualified midwife. Fortunately, Maddie was able to give birth to her baby son, George Dupont. To give her time to rest with the rest of her family, Isaac replaced Maddie in the investigation.

Later, while Isaac and the player were in the resistance headquarters arresting Giulietta Capecchi for the murder, the Justice Corps stormed the airship, having gotten a tipoff from Officer Smythe that they were sympathetic to the resistance against Lawson. While Charlie and Dick were able to escape, she, George, and the rest of the Squad were arrested and thrown in the dungeon under the town square to await their execution the day after.

Fortunately enough, the four Squad members not arrested by the Corps were able to break in the dungeon and free her and George, along with the rest of the Squad. Upon resurfacing, Charlie told her and the baby to go to Lady Highmore's along with the rest of the fugitives while he went back to the airship to do something important. Maddie told him to take Isaac along with him to ensure his safety.

Last Stand for Justice

Worried that Charlie and Isaac were still not in Highmore's long after they left for the airship, Maddie along with George and the player went to the airship to find them and bring them back. Much to Maddie's sorrow however, they found Charlie shot in the heart in his own laboratory. Believing that she had the right to investigate her husband's murder, she brought George back to Lady Highmore's. Throughout the investigation, Maddie had bouts of crying, especially when being reminded of Charlie.

Later, before they could arrest Charlie's killer, Judge Umbright went to the manor and managed to kidnap George, much to Maddie's despair. Lady Highmore told her to focus on the case while the rest of them help find Umbright and George. Soon enough and much to her horror, Diego was found to be guilty of Charlie's murder. Diego explained that he and Charlie were working together to bring Lawson down and that Charlie went back to the airship to ensure that their plan would not fail. However, Lawson caught them together in the airship and so forced Diego to kill Charlie. Maddie and the player then put Diego in custody before leaving to save George.

As Umbright said that she wanted the Squad to surrender in return for George, Rose devised a plan to gain the upper hand in the negotiation. She asked for a baby toy for George, so Maddie and the player got his rattle. Rose then rigged the rattle to be able to send an electric shock. They then went to talk to Umbright, refusing to turn themselves in until she give George to Maddie. After she did so, Rose tricked her into holding the rattle and getting shocked unconscious, allowing them to handcuff her.

Some time later, the Squad were also finally able to bring Lawson down after confronting him at the top of Concordia Tower. A few days later, the Squad held a funeral for Charlie. The rest of the Squad left George and Maddie to say their farewells. Maddie said that she was proud of Charlie for being so instrumental in Lawson's downfall and assured that she would visit his grave with George often. Maddie sorrowfully said goodbye, saying that she missed him more than life itself.

The following morning, Maddie asked the player for help in sorting through Charlie's things. While doing so, they found a film reel from Charlie labeled "Charlie's Chronicles." She, George, and the player watched the film, which turned out to be Charlie's first film in his planned series of videos detailing his adventures with the player in the Squad. He also said that he was proud to be George's father, that he was working hard to bring Lawson down, and that Diego was a good friend and ally to have. Having watched the film, Maddie decided to make peace with Diego and so went to his cell to talk to him. Maddie said that although she could never truly forgive him for his crime, she said that she understood why he had to do it and promised to plead in his behalf if needed.

A few days later, Maddie (now back in her pre-pregnancy clothes) said that she had been reading all of the Squad's adventures Charlie had recorded in his journal to George. Maddie then asked the player that they not forget the Squad no matter what they were to do in the future.


The player may choose Maddie to join the investigation of each crime scene (in any Mysteries of the Past case she teams up with the player) and provide hint bonuses. She is available as a 1-hint partner.


  • Maddie is one of the characters to physically appear in two seasons of the game.
  • Maddie is one of the characters to appear as a quasi-suspect five times.
  • Maddie is one of the characters who animate (or move) during at least one cutscene in the game.
  • Maddie and Dick are the only members of the Concordian Flying Squad to have never been flagged as a suspect in a case.
  • After discovering Charlie's body in his lab, Maddie draws her back to hug Isaac. This makes her one of the few characters to do such at one point in a cutscene.
  • In Welcome to Concordia!, Maddie mentions she has a car which she named "MadMobile", a parody of the Batmobile.

Case appearances



Promotional images


  1. 1.0 1.1 Referring to the Mysteries of the Past era.
  2. Unborn as of the Mysteries of the Past era.
  3. Unborn as of the Mysteries of the Past era.


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