{{BeginTable Season}}
{{SeasonItem|129|136-139|[[The Girl from the Black Organization and the University Professor Murder Case|The Girl from the Black Organization and the University Professor Murder Case (2 Hour Special)]]|January 4, 1999|manga-source=[[Volume 18#Missing Older Brother Case|V18 - F6]] ~ [[Volume 19#Murdered Professor Case|V19 - F1]]
(176-181)
|pnew=First appearance of [[Ai Haibara]].
|pchar=Haibara's past is explored, as well as her relationship to [[Akemi Miyano]].|ppast=Haibara's relationship with Akemi is discussed, as well as her history with the Black Organization.
|pbo=Haibara reveals how she used to be a member of the Black Organization and was the one who created the [[APTX 4869]] drug.|next-conan-hint=Cassette tape
|pdb=
|summary=In Teitan Elementary School, a new student comes, and introduces herself as Ai Haibara. The Detective Boys introduce Haibara to Conan, who is always summoned when there's crime. Just then, the Detective Boys go to a store, and find an odd man. Conan thinks the man is Gin, who fed him the drug that changed his body. Conan accidentally lets slip the fact about his body shrinking due to a drug, although he quickly says it is a joke to protect his identity. In the office of a newspaper company, the Detective Boys are held hostage and about to be killed when Conan saves them. Conan having informed the police earlier, the counterfeiters are hauled off to jail and Conan finds out they aren't part of the organization. Later, Conan is told by Haibara that she kidnapped Agasa. When Conan goes the Dr. Agasa's house, Conan finds out Haibara tricked him. Haibara is living with the professor. Haibara tells Conan that she once visited his house to check out whether or not Conan died from the drug. Also, she tells him that she created the drug, and used to be a member of the Black Organization. Haibara also tells Conan that the reason she hates the organization is because her elder sister was killed by the Organization because Akemi failed the job. Haibara escaped from the organization by taking her the drug in an attempted suicide, and Agasa found her. Conan blames her for the creation of the drugs and for the lives of those she indirectly killed. Agasa thinks that as long as Haibara is around, she will create the cure for her product. Unfortunately, the data was destroyed after her escape. However, some old data went missing a long time ago, possibly sent by accident to one of Akemi's old professors. The professor is murdered soon after, unfortunately, and Conan solves the case. Haibara is very upset that he was unable to help her sister and breaks down. After trying to access the floppy disk, a virus activates and all the files on the floppy are deleted.}}
{{SeasonItem|130|140|[[The Indiscriminate Stadium Threatening Case|The Indiscriminate Stadium Threatening Case (Part 1)]]|January 11, 1999||pnew=First appearance of [[Miwako Sato]], in a minor cameo role.|next-conan-hint=Baseball cap
|pdb=
|manga-source=[[Volume 19#Stadium Bomber Case|V19 - F9]] ~ [[Volume 20#Stadium Bomber Case|V20 - F1]]
(189-191)
|summary=Conan and the Detective Boys are watching a soccer game when someone calls the television station covering the game. This person demands that 50 million yen be given to him, or he will indiscriminately shoot someone in the stands.}}
{{SeasonItem|131|141|[[The Indiscriminate Stadium Threatening Case|The Indiscriminate Stadium Threatening Case (Part 2)]]|January 18, 1999|next-conan-hint=TV camera
|manga-source=[[Volume 19#Stadium Bomber Case|V19 - F9]] ~ [[Volume 20#Stadium Bomber Case|V20 - F1]]
(189-191)
|pdb=
|summary=When the money is picked up, the police attempt to capture him. However, it turns out that this person has a partner in the stands, and will shoot someone unless this person is let go. The police are forced to let him go, but Conan has to find out where the partner who is still in the stadium is before he shoots someone.}}
{{SeasonItem|132|142|[[Magic Lover's Murder Case|Magic Lover's Murder Case (The Case)]]|January 25, 1999|next-conan-hint=Screen name
|pmk=Kid and Toichi are mentioned.
|manga-source=[[Volume 20#Magic Lovers Case|V20 - F2~6]]
(192-196)
|summary=Sonoko invites Conan and Ran to meet a guy who's a magician she met on the web.}}
{{SeasonItem|133|143|[[Magic Lover's Murder Case|Magic Lover's Murder Case (The Suspicion)]]|February 1, 1999|next-conan-hint=Boat sail
|manga-source=[[Volume 20#Magic Lovers Case|V20 - F2~6]]
(192-196)
|summary=The members of the lodge decide to leave the Hamano's body untouched to preserve the crime scene and retreat back into the lodge.}}
{{SeasonItem|134|144|[[Magic Lover's Murder Case|Magic Lover's Murder Case (The Resolution)]]|February 8, 1999||next-conan-hint=Bow gun
|pmk=Kid appears near the end of the case.
|manga-source=[[Volume 20#Magic Lovers Case|V20 - F2~6]]
(192-196)
|summary=Conan solved the case using Sonoko and revealed that Doi is really Kaitou Kid in disguise.}}
{{SeasonItem|135|145|[[The Disappearing Weapon Search Case]]|February 15, 1999|next-conan-hint=Trash pickup day and crows
|manga-source='''TV Original'''
|pdb=
|summary=Ayumi's usual hairdresser wants to quit her job. She has a fight with her boss about it, but promises Ayumi that she will always cut Ayumi's hair. She invites Ayumi to her apartment the next day, where Conan and the Detective Boys find the hairdresser dead, strangled. With evidence they find out a blue hangar was used. They realize it must've been thrown away as the boss was staring at the trash. After searching and being unable to find the trash, Conan realizes crows took it and retrieved the hangar. After the culprit is proven as the murderer, she is taken away by Inspector Megure. Afterwards, the crows extract revenge on the Detective boys for taking the hangar.}}
{{SeasonItem|136|146|[[The Old Blue Castle Investigation Case|The Old Blue Castle Investigation Case (Part 1)]]|February 22, 1999|next-conan-hint=Chess pieces
|promance= Ayumi admits to Ai that she feels very affectionate to Conan, saving some bread for him because she thinks that if he is lost, he is also very hungry.
|pchar= Agasa invents the [[Wristwatch Flashlight]].
|pdb=
|manga-source=[[Volume 20#Blue Castle Case|V20 - F10]] ~ [[Volume 21#Blue Castle Case|V21 - F3]]
(200-203)
|summary=The Detective Boys are on a camping trip but Professor Agasa forgot the tent. They then wander to a castle owned by a mistress and learn that there's a secret treasure in the castle. Conan finds a clue to the treasure and enters a secret passage but is attacked by an unknown assailant. Agasa and Ai release that something has happened to Conan. Agasa is about to phone the police to investigate but upon seeing a secret agent, is knocked out by the same culprit.}}
{{SeasonItem|137|147|[[The Old Blue Castle Investigation Case|The Old Blue Castle Investigation Case (Part 2)]]|March 1, 1999|next-conan-hint=Passport size
|manga-source=[[Volume 20#Blue Castle Case|V20 - F10]] ~ [[Volume 21#Blue Castle Case|V21 - F3]]
(200-203)
|pdb=
|summary=When nighttime comes, Ai investigates freely and is accompanied by the Detective Boys. They enter the same secret passage as Conan did and wander out of another secret entrance. Genta remains trapped and captured by the culprit. Mitsuhiko ends up missing too. Ai and Ayumi investigate the abandoned tower of the castle and find the culprit using a secret entrance connected to the castle. They find a corpse and release who the culprit is pretending to be the mistress. After re-uniting with the everyone, Conan reveals the location of the treasure. The treasure was the castle, and a beautiful scene. The culprit breaks down realizing that they wasted 10 years and killed a huge number of people just for this. The culprit is captured.}}
{{SeasonItem|138|148|[[The Final Screening Murder Case|The Final Screening Murder Case (Part 1)]]|March 8, 1999|next-conan-hint=Above the movie theater
|manga-source=[[Volume 23#Movie Theater Case|V23 - F1~3]]
(222-224)
|pdb=
|pnew= [[Detective Chiba]]'s debut episode. It is only a token cameo appearance.
|summary=The Detective Boys attend the final opening day of a theatre as it is about to be demolished. They plan to watch three films of Gomera, a parody of Godzilla. During the second film, the man who bought and planned the demolishing of the theatre is found hanged. The four suspects are the theatre clerk, a photographer, theatre manager, and projector technician. The episode ends with Mitsuhiko proclaiming he saw the theatre clerk looking at herself in the mirror.}}
{{SeasonItem|139|149|[[The Final Screening Murder Case|The Final Screening Murder Case (Part 2)]]|March 15, 1999|next-conan-hint=Mirror
|manga-source=[[Volume 23#Movie Theater Case|V23 - F1~3]]
(222-224)
|pdb=
|summary=After continuing the investigation, Conan finds out the clue to this murder is the mirrors. After solving the case, the culprit is taken away. The culprit before he leaves asks to finish the final screening of the theatre for the Detective Boys. In the end, the director decides not to sell the theatre, as the children reminded him the magic of theatres.}}
{{SeasonItem|140|150|[[SOS! Messages from Ayumi]]|April 12, 1999|next-conan-hint=Clock
|manga-source='''TV Original'''
|pdb=
|summary=There is a burglar on the loose! But Ayumi is sick so she stays home. When a burglar invades her house, she tries using the detective badge to call for help. Conan realizes that a burglar is in her home and Conan manages to stop him with the Detective Boys.}}
{{SeasonItem|141|151|[[The Night Before the Wedding Locked Room Case|The Night Before the Wedding Locked Room Case (Part 1)]]|April 19, 1999|next-conan-hint=Pendant
|manga-source=[[Volume 21#Wedding Murder Case|V21 - F11]] ~ [[Volume 22#Wedding Murder Case|V22 - F3]]
(211-214)
|pchar= Ran and Kazuha's friendship grows after Ran quickly changes shirts to prove to Kazuha that she didn't wear the striped pattern because Heiji did.
|phh=
|promance= Kazuha is still very jealous of Ran, and still thinks she has feelings for Heiji, after finding out that Ran and Heiji are wearing the same style striped shirt. Kazuha's feelings for Heiji are once again briefly explored.
|summary=Heiji and Kazuha visit Tokyo accompanied by Mouri, Ran, and Conan. They run into Heiji's father's friend and are invited to their mansion. There a murder occurs and his father's friend is found dead in a locked room. It seems he was dragged to another room after being stabbed in the heart.}}
{{SeasonItem|142|152|[[The Night Before the Wedding Locked Room Case|The Night Before the Wedding Locked Room Case (Part 2)]]|April 26, 1999|next-conan-hint=Bag
|manga-source=[[Volume 21#Wedding Murder Case|V21 - F11]] ~ [[Volume 22#Wedding Murder Case|V22 - F3]]
(211-214)
|phh=
|summary=Continuing the investigation, Heiji proclaims the butler was the murderer and he is taken away, screaming his innocence. Late that night, an unknown man takes the murder weapon and tries to place it in a bag, but is caught by Heiji and Conan who reveal that they placed the blame on the butler to lure out the true culprit. The culprit reveals that he murdered the man because he tried to cancel the wedding and take his love away from him.}}
{{SeasonItem|143|153|[[The Suspicious Astronomical Observation]]|May 3, 1999|next-conan-hint=Developed picture
|manga-source='''TV Original'''
|summary=Ran, Sonoko, and Conan go to watch the stars. Sonoko is especially hoping that she will see a shooting star. Ran has a friend at the observatory that helps her use a telescope; he introduces his sempais that work at the observatory. One of them just one an award known as the "Star Pioneer". However, that same night, that same person falls from the higher level of the observatory. Conan knows that this isn't an accident - but how can he prove it?}}
{{SeasonItem|144|154|[[The North Star No.3 Express Leaving Ueno|The North Star No.3 Express Leaving Ueno (Part 1)]]|May 10, 1999|next-conan-hint=Northern star
|manga-source=[[Volume 22#Unpublished Novel Case|V22 - F4~7]]
(215-218)
|ppchar=Shinichi's parents help Conan solve the case and their characters are explored a little more.
|summary=Conan, Kogoro, and Ran take the overnight North Star Express to Hokkaido to meet a former client. On the train, they meet up with a series of people. However, in the night, a murder case occurs when a burglar seemingly kills a jewelry trader, and escapes through the window. The train stops to find his dead body outside. Conan noticed that the plot is very similar to an unpublished novel written by his father that had been stolen ten years before. However, unable to contact Yuusaku Kudo, Conan takes the case into his own hands, and finds his mother on the train.}}
{{SeasonItem|145|155|[[The North Star No.3 Express Leaving Ueno|The North Star No.3 Express Leaving Ueno (Part 2)]]|May 17, 1999|next-conan-hint=Disguise
|manga-source=[[Volume 22#Unpublished Novel Case|V22 - F4~7]]
(215-218)
|summary=Conan reveals to the suspicious woman that he knows her identity - it is Yukiko Kudo, his mother, in disguise. As they discuss the case, Kogoro calls all the passengers to witness his inaccurate deduction, enabling Conan to figure out the trick. However, a worried Conan recalls that in the novel, the detective boy who solved the case was murdered by the trap he set for the criminal. Yukiko volunteers to act as a decoy to help him find the proof. When the train lands at Sapporo Station, however, Conan and Yukiko are separated and the criminal moves, intending to push her onto the tracks. Yuusaku appears just in time and reveals the trick and his own identity to the criminal, who had idolized his work.}}
{{SeasonItem|146|156|[[Metropolitan Police Detective Love Story|Metropolitan Police Detective Love Story (Part 1)]]|May 24, 1999|next-conan-hint=Exercise bike
|manga-source=[[Volume 21#Treadmill Murder Case|V21 - F8~10]]
(208-210)
|pnew=[[Yumi Miyamoto]] debuts in this episode, in a flashback with Takagi.
|pchar=Sato's, Takagi's, and Shiratori's characters develop fully. Shiratori becomes a full time Inspector.
|promance=Sato and Takagi's budding romance is explored for the first time.
|summary=The detective boys go to the police station who are trying to figure out who robbed a nearby bank. The man who owns the bank phones his wife, then gives the phone to one of the officers. Suddenly, the woman screams and she is then found dead in her house with a wound from a knife. Conan thinks that these two cases are related - did the robbers kill the wife because she recognized one of them? He sees the man smiling at his wife's dead body.}}
{{SeasonItem|147|157|[[Metropolitan Police Detective Love Story|Metropolitan Police Detective Love Story (Part 2)]]|May 31, 1999|next-conan-hint=Bookshelf
|manga-source=[[Volume 21#Treadmill Murder Case|V21 - F8~10]]
(208-210)
|promance=Takagi and Sato are about to eat a ramen dinner together, until Megure interrupts and insists that he take Sato somewhere, along with Takagi.
|summary=Conan gives the police small clues and they eventually find out that the man killed his own wife and staged the robbery to his own bank.}}
{{SeasonItem|148|158|[[The Streetcar's Sudden Stopping Case]]|June 7, 1999|next-conan-hint=Camera case
|manga-source='''TV Original'''
|pdb=
|summary=Conan and the Detective Boys wake up at 5:30 in the morning to go get in line for a roller coaster ride. There are only three other people on the train at that time, and they plan on going there in order to take pictures of the train. One of the photographers waits outside so he can take pictures of the train coming towards him; suddenly, the ladder underneath him tips over and he falls onto the track. The train conductor quickly applies the emergency brakes, and everybody rushes out of the train to find him unhurt. However, when Conan comes back into the train to continue their journey, they find one of the other photographers dead. How can Conan make the officer in charge of the case see sense that this was a murder, not an accident?}}
{{SeasonItem|149|159|[[The Amusement Park Bungee Jumping Case]]|June 21, 1999|next-conan-hint=Kamen Yaiba show
|manga-source='''TV Original'''
|promance=Ran says next time she will go to Tropical Land with a boyfriend Kogoro thinks Shinichi is the said boyfriend but Ran says not Shinichi, but with Conan as her boyfriend . While blushing, Conan says, "I-I guess so.."
|summary=At an amusement park, an accident occurs during a Kamen Yaiba playing. As Yaiba jumped from a bungee cord, the cord burns and he falls into the water. 20 minutes later, he is found dead. Conan realizes that the Yaiba who jumped was the criminal who killed the Yaiba actor beforehand. The culprit reveals he did so because he was told he could not act as Yaiba.}}
{{SeasonItem|150|160|[[The Truth Behind the Car Explosion Case|The Truth Behind the Car Explosion Case (Part 1)]]|June 28, 1999|next-conan-hint=Car garage
|manga-source='''TV Original'''
|ppast=Kogoro's past, in which he earned extra money as a tutor to make ends meet, is briefly discussed.
|summary=Mouri reveals that he tutored in his youth, and resolves to meet up with one of his students. However, when they go see her, her car suddenly explodes as her sister drives it out of the driveway. Mouri is determined to solve the case and find the murderer as soon as possible. At the end, he appears to solve the case, but Conan believes there is a little more to it than the simple explanation he gives.}}
{{SeasonItem|151|161|[[The Truth Behind the Car Explosion Case|The Truth Behind the Car Explosion Case (Part 2)]]|July 5, 1999|next-conan-hint=Window
|manga-source='''TV Original'''
|pchar=Mouri's character is briefly explored, as he thinks of his past and tries to figure out how the murder occurred. It hits close to home to him, as the killer may in fact be someone who he considered very close.
|ppast=Mouri's past as a tutor is explored once again.
|summary=With some prodding by Conan, Mouri surprisingly finds the truth of the case himself. He confronts the criminal, and with some help from Conan, he overcomes his ideals and gets to the heart of the matter.}}
{{SeasonItem|152|162|[[The Mysterious Old Man Disappearance Case]]|July 12, 1999|next-conan-hint=Windowpane
|manga-source='''TV Original'''
|pnew=[[Azusa Enomoto]]'s first appearance.
|summary=While on the bus home, Ran meets an old man who later disappears. Later she finds a MO disk in her purse with secret information about a company. Conan realizes the old man must've been followed and captured. After Sonoko is kidnapped, Conan manages to find out where the culprits are hiding, and saves her and the old man.}}
{{SeasonItem|153|163|[[Sonoko's Dangerous Summer Story|Sonoko's Dangerous Summer Story (Part 1)]]|July 19, 1999|next-conan-hint=Sonoko's camera
|manga-source=[[Volume 22#Sonoko's Camera Case|V22 - F8~10]]
(219-221)
|pnew=[[Makoto Kyogoku]] is introduced.
|summary=Ran, Sonoko, and Conan are out on a trip to a beach resort. There, they discover from Inspector Sango Yokomizo that there is a person who is killing young brown haired girls. Conan meets various interesting suspects, and a strange man attacks Sonoko, looking for her camera. Could her camera include a picture of the culprit?}}
{{SeasonItem|154|164|[[Sonoko's Dangerous Summer Story|Sonoko's Dangerous Summer Story (Part 2)]]|July 26, 1999|next-conan-hint=Bite mark
|manga-source=[[Volume 22#Sonoko's Camera Case|V22 - F8~10]]
(219-221)
|pchar=Makoto is revealed to be a karate champion, saving Sonoko from a serial killer.
|promance=Sonoko's budding romance with Makoto begins here, as he confesses his love to her, and they become a couple.
|summary= The serial killer is on the loose, and now Sonoko is a target! After some investigating, Conan solves the case, however, Sonoko may be in danger! Can Conan save her in time? And if not, is there anyone who can?}}
{{SeasonItem|155|165|[[Underwater Key in the Locked Room Case]]|August 2, 1999|next-conan-hint=Crayon
|manga-source='''TV Original'''
|summary=Detective Mouri, Ran, and Conan pay a visit to an old woman. She decides to take them to her grandson, but he's found dead when they get into the house. The bathroom door is locked however. How could this have happened? Rather than use detective Mouri for the case, Conan solves this one as himself.}}
{{SeasonItem|156|166|[[Metropolitan Police Detective Love Story 2|Metropolitan Police Detective Love Story 2 (Part 1)]]|August 9, 1999|next-conan-hint=Professor Agasa's newest invention
|manga-source=[[Volume 23#Innocent Suspect Case|V23 - F10]] ~ [[Volume 24#Innocent Suspect Case|V24 - F2]]
(231-233)
|promance=Sato and Takagi's romance is once again explored.
|pdb=
|summary=Sato is chasing a murderer through the school building where the Detective Boys are in. After cornering him, she accidentally handcuffs him to her between a toilet handle, trapping them. The man proclaims he is innocent and that needs to get on a plane tomorrow to attend his daughter's wedding. She tells Takagi to solve the case before the time and not to inform the police. The Tokyo police department send out a massive manhunt for the suspect, Sato, and Takagi.}}
{{SeasonItem|157|167|[[Metropolitan Police Detective Love Story 2|Metropolitan Police Detective Love Story 2 (Part 2)]]|August 16, 1999|next-conan-hint=Cactus
|manga-source=[[Volume 23#Innocent Suspect Case|V23 - F10]] ~ [[Volume 24#Innocent Suspect Case|V24 - F2]]
(231-233)
|promance=Takagi is relieved when he learns that Sato only thinks of Megure as a father figure.
|pdb=
|summary=With the help of the Detective Boys, the case is solved. However, the building Sato and the suspect is trapped in is about to be blown up. With all the ruckus of the people, they are unable to warn Agasa who created a special bomb called Tropical Rainbow, a bomb that explodes with all the colors of the rainbow. Conan manages to knock Agasa out before he pushes the button to demolish the building. Takagi is also extremely relieved when he finds out that Sato only sees Inspector Megure as a fatherly figure.}}
{{SeasonItem|158|168|[[The Silent Loop Line]]|August 23, 1999|next-conan-hint=Pink ballpoint pen
|manga-source='''TV Original'''
|summary=Mouri, Ran, and Conan are waiting for the train when they notice a group of people leaving work on a Sunday. Once they boarded the train the group finds their co-worker dead in an empty train car. After all three are presented as possible suspects Conan notices a couple of clues, there is a mark on her ear and a line on her arm. Before long Conan stuns Mouri and reveals who did it and the evidence used to prove their guilt,}}
{{SeasonItem|159|169|[[The Legend of the Mysterious Five Storied Pagoda|The Legend of the Mysterious Five Storied Pagoda (Part 1)]]|September 6, 1999|next-conan-hint=Rope
|manga-source='''TV Original'''
|summary=Mouri, Ran, and Conan are visitors at the 5 story pagoda. After running into the manager, they are invited out to dinner as guest of the temple on him, thanks to the Great Detective Mouri. The morning after hearing the legend of 5 story pagoda, the manager (who was planning on turning it into a tourist attraction) turns up dead, hanging from the top floor, in a fashion mimicking the legend. Suspicions point to suicide as the means of death. Conan spots the manager's tie clip at the end of the episode and knows it was murder, and only one of four people could be responsible.}}
{{SeasonItem|160|170|[[The Legend of the Mysterious Five Storied Pagoda|The Legend of the Mysterious Five Storied Pagoda (Part 2)]]|September 13, 1999|next-conan-hint=Wallet
|manga-source='''TV Original'''
|summary=More evidence presents itself as Conan notices there are burn marks on the rope used to hang him, and also a slip knot tied. In addition, there was not enough length in the rope meaning, he would have needed to jumped into the noose to commit suicide. Right before the police detective was going to call it a suicide case, Conan stuns Mouri and reveals the method in which the murder was committed, followed by the key piece of evidence to prove who the murderer was.}}
{{SeasonItem|161|171|[[The Murder Floating in the Water Stream Restaurant]]|September 20, 1999|next-conan-hint=Blowfish milt
|manga-source='''TV Original'''
|summary=Mouri, Ran, and Conan are at a fancy traditional Japanese restaurant where food is delivered on a small computer controlled boat that navigates over a running stream around the restaurant. Later, a murder occurs and Conan realizes the only way it could have been possible was for a person to be alone, and to use the stream to access the room. Conan later reveals that the murderer hid in the boats and came out to murder the victim. The culprit explained how he was blackmailed by the victim who demanded a large payment from him.}}
{{SeasonItem|162|172-173|[[The Locked Room in the Sky: Shinichi Kudo's First Case|The Locked Room in the Sky: Shinichi Kudo's First Case (1 Hour Special)]]|September 27, 1999|next-conan-hint=Tablets
|manga-source=[[Volume 21#Shinichi's First Case|V21 - F4~7]]
(204-207)
|pchar=This is Shinichi's first ever murder case. His incredible deduction skills completely overwhelm and impress Inspector Megure. This is also very early in Takagi's career as a member of Megure's police force.
|pdb=
|promance=Ran and Shinichi's budding feelings for each other are briefly explored.
|ppast=The whole episode takes place before the actual show. This airplane trip is what leads into [[Shinichi Kudo's New York Case]].
|summary=While on a plane trip, Conan thinks back to a time when he was Shinichi, going on a plane trip with Ran to New York. While there, Kudo finds a dead corpse in a locked bathroom. Incidentally, Inspector Megure and Wataru Takagi are on the same plane. Can Shinichi solve the case, or will the Inspector not take him seriously?}}
{{SeasonItem|163|174|[[The Secret of the Moon, the Star, and the Sun|The Secret of the Moon, the Star, and the Sun (Part 1)]]|October 11, 1999|next-conan-hint=One-yen coin
|manga-source=[[Volume 12#Moon, Star, and Sun Case|V12 - F1~3]]
(111-113)
|pdb=
|summary=Agasa, Conan, and the Detective Boys visit an old house where people used to live. Agasa has placed a "treasure" in the house, and has created a game of codes to find the treasure. However, when the treasure is found, Conan discovers that it has been ransacked and the toys have been ripped up and broken. Conan investigates and realize that someone had lived in the abandoned house before.}}
{{SeasonItem|164|175|[[The Secret of the Moon, the Star, and the Sun|The Secret of the Moon, the Star, and the Sun (Part 2)]]|October 18, 1999|next-conan-hint=20 dollar bill
|manga-source=[[Volume 12#Moon, Star, and Sun Case|V12 - F1~3]]
(111-113)
|pdb=
|summary=After finding strange symbols around the house, Conan solves the case and finds an attic in the house. In the attic is a dead man. The objects suggest that he had been making counterfeit money while in the house. At that moment, a man appears and reveals he had been searching for the room in order to gather the supplies needed to create counterfeit money. Conan knocks the man out and the man is arrested afterward.}}
{{SeasonItem|165|176|[[The Disappearing Detective Boys Case]]|October 25, 1999|next-conan-hint=A bunch of puppets
|manga-source='''TV Original'''
|pchar= Mitsuhiko's smart for his age deduction skills are put to the test when even Conan goes missing.
|pdb=
|promance= Ayumi kisses Mitsuhiko for hurting him with the joke.
|summary=The Detective Boys are in a puppeteer camping trip, where they are practicing for a school puppet play. At the same time, a serial killer has been spotted near the area's of the camp. While at the camp, the students disappear with their puppets, leaving the Detective boys alone. Mitsuhiko assumes that their teacher is the serial killer. After they disappear, only Mitsuhiko remains alone. After being cornered by the teacher, Mitsuhiko finds out they decided to scare him for being bossy, by the suggestions of Genta and Ayumi. Mitsuhiko runs away angrily but runs into the serial killer. Conan manages to stop the serial killer and he is arrested. Later, Ayumi kisses Mitsuhiko for playing that mean joke on him.}}
{{SeasonItem|166|177|[[Tottori Spider Mansion Demon|Tottori Spider Mansion Demon (The Case)]]|November 1, 1999|next-conan-hint=Number of fish
|manga-source=[[Volume 25#Spider Mansion Case|V25 - F4~8]]
(246-250)
|phh=
|pchar= Ran and Kazuha become close friends, both even poking fun at each other for having crime loving boyfriends.
|promance=Heiji jokingly says that Kazuha and him can sleep close to each other at night if they get lost. Kazuha thinks about this, and gets very embarrassed.
|summary=Mouri and Heiji are hired to solve the case of murders in a mansion deemed the spider god. Apparently, his victims are always found hanged. Afterwards, they find a man dead.}}
{{SeasonItem|167|178|[[Tottori Spider Mansion Demon|Tottori Spider Mansion Demon (The Suspicion)]]|November 8, 1999|next-conan-hint=Misa, Sae, and Emi
|manga-source=[[Volume 25#Spider Mansion Case|V25 - F4~8]]
(246-250)
|phh=
|promance= When Kazuha is attacked by the killer, Heiji is the first person to run up to her before anyone else, trying his best to save her.
|summary=The case continues. Conan and Heiji investigate further in the case. But it seems like he left a warning message for the duo: Kazuha was found hanged!}}
{{SeasonItem|168|179|[[Tottori Spider Mansion Demon|Tottori Spider Mansion Demon (The Resolution)]]|November 15, 1999|next-conan-hint=Roman alphabet
|manga-source=[[Volume 25#Spider Mansion Case|V25 - F4~8]]
(246-250)
|phh=
|summary=Conan and Heiji work together for the big reveal of the murderer's ingenuous method. Robert is the murderer, driven by rage and hatred towards those who didn't stop the girl he loved from committing suicide. However, he eventually realized that his leaving message was what triggered his beloved's death.}}
{{SeasonItem|169|180|[[Venus' Kiss]]|November 22, 1999|next-conan-hint=Make-up
|manga-source='''TV Original'''
|summary=Mouri is invited to an aquarium where an underwater play is to take place, A woman's dead body rises from the water when it's her cue to come out of a clam's shell in the play. Conan solves the case and the culprit reveals it was revenge for the murder of his wife.}}
{{SeasonItem|170|181|[[The Blind Spot in the Darkness|The Blind Spot in the Darkness (Part 1)]]|November 29, 1999|next-conan-hint=Fuse box
|manga-source=[[Volume 24#Blackout Murder Case|V24 - F3~6]]
(234-237)
|pnew= Introduction of [[Tomoaki Araide]] and [[Hikaru Yasumoto]].
|pchar= Tomoaki's kind demeanor is put on display here, as well as Conan's jealously when he sees Ran acting very nice around him.
|promance= Conan becomes very jealous when he sees Ran acting very nice and sweet around Araide, and thinks that she may have fallen in love with him.
|summary=A blackout occurs and a man is found dead in his bath tub. Ran is also acting strange around Tomoaki Araide and Conan wonders whether she's in love with him.}}
{{SeasonItem|171|182|[[The Blind Spot in the Darkness|The Blind Spot in the Darkness (Part 2)]]|December 6, 1999|next-conan-hint=Burn injury
|manga-source=[[Volume 24#Blackout Murder Case|V24 - F3~6]]
(234-237)
|promance= It turns out Ran was acting so nice to Araide because she wanted to make a sweater for Shinichi, and she liked Araide's.
|summary=Conan solves the case, revealing how the fuse box as timed. Later Ran asks Tomoaki Araide can she borrow a sweater to knit it for Shinichi.}}
{{SeasonItem|172|183|[[The Revival of the Dying Message|The Revival of the Dying Message (Part 1)]]|December 13, 1999|next-conan-hint=The sound of fireworks
|manga-source=[[Volume 25#Skating Rink Case|V25 - F1~3]]
(243-245)
|summary=Ran, Sonoko, and Conan are at Tropical Land ice skating. A murder occurs in the women's bathroom and there are two dying messages, S smeared in blood and the victims phone revealing the letters KIX.}}
{{SeasonItem|173|184|[[The Revival of the Dying Message|The Revival of the Dying Message (Part 2)]]|December 20, 1999|next-conan-hint=5 yen coin
|manga-source=[[Volume 25#Skating Rink Case|V25 - F1~3]]
(243-245)
|promance= Makoto calls Sonoko, their romance is briefly explored.
|summary=Conan solves the case and reveals that the the culprit imitated the fireworks noise as it came too early. He reveals that the S was not the real code, but the phone was. He then revealed the final clue that the culprit is the murderer.}}