[[folder: Introduced in ''Ip Man 1'']]
!!Ip Man (Master Ip)
The titular character. Ip is a Wing Chun master whose house was seized by the Japanese. Played by Creator/DonnieYen.

* AllLovingHero: He's forgiving, kind, and though he can kick your ass, he won't without a good reason. And he won't gloat and even though you insisted on fighting him and were thoroughly humiliated, he'll go out of his way to hide this from the populace.
* BadassLongrobe: Dons a black one, and is [[LimitedWardrobe rarely seen without it]].
* BerserkButton: Will NOT stand down when defending the Honor of Chinese Warrior Culture.
* BewareTheNiceOnes: When he fights other marital arts masters, his blows are often soft punches and slaps, showing that he still concerns about their wellbeing. But when he is angered, his punches ''hit hard''.
* BigDamnHeroes: [[spoiler:TrainingThePeacefulVillagers has been subverted; the factory workers]] are still getting their asses handed to them by Jin and his bandits - until Ip Man shows up and gives them the old what-for.
* CharacterTitle
* CombatPragmatism: His Wing Chun gets less sportman like the bigger the threat is, if the time didn't run out he would have kicked frank in the balls.
* DotingParent: Becoming poor made him closer to his family, and comes to realizes how much he loves them over Martial Arts. He even asks Master Hung in the second film "Which is more important; our battle, or having dinner with your wife and children?"
* TheFettered: Ip Man will always try to help and protect his family and dojo, even if it make him look like a glorified security guard and create tension in his marriage.
* HappilyMarried: To Cheung Wing-sing.
* TheHero: Of the film series.
* HeroicBSOD: Breaks down over [[spoiler:Wing-sing's cancer diagnosis.]]
* HistoricalDomainCharacter: Of Yip Man, Creator/BruceLee's master.
%%* HonorBeforeReason
* TheHeart: Is willing to help anyone in need in spite of his own poverty.
* ImprovisedWeapon: A master of this. First he uses a duster and later he uses a stick. Both against Jin.
* LimitedWardrobe: Isn't seen wearing anything else other than his black BadassLongrobe.
* MartialPacifist: Unless provoked, anyway.
%%* TheMcCoy
* MiseryBuildsCharacter: And makes you a more loving father.
%%* MrFanservice
* NervesOfSteel: He's always calm and collected, no matter the situation.
%%* NiceGuy
* NotSoStoic:
** While often calm and collected, he finally loses it when he saw [[spoiler: Liu being shot trying to pick up a bag of rice he won.]]
** In the third film, after [[spoiler:Wing-sing has been diagnosed with cancer, Ip Man has several scenes of breaking down into tears.]]
* OneManArmy: He can literally defeat dozens of martial artists single-handedly.
* PapaWolf: Towards his sons, he won't hesitate to give those who dare to harm them a beat down.
* ParentalNeglect: He seems to be this at first regarding his son. To the point that his wife called him out on it.
* ProudWarriorRaceGuy: Dosen't stop him from being a gentleman and a total sweetheart, though.
* RapidFireFisticuffs: His rolling punches pack a serious wallop.
* RealMenWearPink: Granted he is garbed in black 99% of the duration of both films and never literally wears pink, but it's mentioned a few times that Wing Chun was invented by a woman. The name itself means something like "eternal springtime" or "spring chant" depending on who you ask.
* RichesToRags: He started out a rich man, then was forced to live in abject poverty when the Japanese occupied Fo-Shan.
* ShowyInvincibleHero: While he always [[CurbStompBattle curb-stomps]] his opponents, at least in the first film, he did it with such a style.
* SimpleYetAwesome: The fundaments of Wing Chun Kung Fu.
* SmokingIsCool: When he is at ease.
* SoLastSeason: Beating up ten Japanese karate experts and a general is nothing compared to fighting a showy British boxer and an American property developer.
* TheStoic: Is often a quiet man and polite man.
* TranquilFury: When he's ''really'' pissed off, as shown in [[OneManArmy his fight against the 10 black belts]].
%%* WarriorPoet
* WarriorTherapist: Becomes this accidentally.
** Between the first and second films, his friend Zhou Qing Quan loses his memory after being shot in the head by the Japanese. Zhou regains his memory after listening to Ip Man's match with Twister on the radio, though his sanity was still questionable.
** Jin goes from a violent bandit to a DotingParent and HenpeckedHusband after being deafened in one ear by Ip Man.

!!Cheung Wing-sing
Ip Man's wife, played by Lynn Hung. She disapproves of her husband always fighting and wants him to spend more time with his family. She has two sons: Ip Chun, played by Li Chak, and Ip Ching, born at the end of the second film.

* HappilyMarried: To Ip Man. Despite the fighting and Ip Man's absenteeism due to his work and responsibility she still loves him.
* IllGirl: Falls ill and has to be taken care of by Ip Man at least once in every movie. [[spoiler:Third movie however has her health become terminal.]]
* IncurableCoughOfDeath: [[spoiler: She starts getting abdominal pains in the third film and was eventually diagnosed as having cancer. She died after the events of the film from it.]]
* KilledOffScreen: [[spoiler:She spends the second half of the third film succumbing to stomach cancer, the epilogue then announces her death.]]
* WhatTheHellHero: Calls out Ip Man a lot when he is neglecting his family due to other obligation.
* YamatoNadeshiko: She is kind, quiet, and soft-speaking.

!!Master Liu
A martial artist teacher who had a friendly fight with Ip. Played by Chen Zhihui.

* OvershadowedByAwesome: By Ip Man, very early in the movie. [[spoiler:The humiliation indirectly leads to his death.]]
%%* ProudWarriorRaceGuy
* TheWorfEffect: He was easily defeated in his first two fights on screen. By the time he actually defeated someone, it was too little too late.

!!"Crazy/Zealot" Lin
Ip's friend who runs a teashop. Played by Xing Yu.

* HotBlooded: Deconstructed; his passionate hate against the Japanese ended up getting him [[spoiler: killed by Miura (who didn't want to kill him in the first place).]]
* RedOniBlueOni: Despite being Hotblooded, he's the blue to Yuan's red.
* TooDumbToLive: Despite the fact that he was severely injured against Miura, he continued to go on against him and ended up beaten to death.

!!Sha Dan Yuan
Lin's brother. Played by Wong You-nam.

* AnnoyingYoungerSibling: To Lin.
* CassandraTruth: Played with. While many of the people he told believed him when he said he saw Ip and Liu fighting, his brother didn't.
* RedOniBlueOni: The red to Lin's blue.
* TragicKeepsake: [[spoiler: A kite made by his brother.]]

!!Chow Ching-Chuen
A businessman who owns a cotton mill being plagued by Jin's bandits. His family flees to Hong Kong with Ip Man's family but he is shot in the head by a Japanese soldier. This causes him to forget his family and friends, thinking that everyone he sees is Japanese.

* EasyAmnesia: He is partially cured after hearing Ip Man beat Twister on the radio.
%%* TisOnlyABulletInTheBrain

!!Jin Shanzhao
A martial artist master from the north who came to Fo-shan. Played by Louis Fan.

* ArrogantKungFuGuy: Goes to Fo Shan to fight other martial artists to build a school to teach his own style.
* BadassLongcoat: Justified; it's cold up north.
* BigDamnHeroes: As Ip Man and Wong flee from the Hung Ga gang, Jin arrives with his own gang to stop the Hung Ga gang from advancing any further.
* BloodKnight: Though more to prove his name than out of pure bloodlust, mind.
* BossRush: A villainous variation in the first movie, where he cuts through the masters of Fo Shan before facing Master Ip.
* DefeatMeansFriendship: Not in the first movie, mind you. But having the arrogance knocked out of him allowed him to find love and build a happy family by the second film, something he has come to thank Ip Man for.
* DotingParent: Having an adorable little girl is yet ''another'' incentive to turn away from a life of violence.
* EasilyForgiven: He had been involved in Ip's life three times in the first movie: first he challenged him to a duel and accidentally smashed up his house (and attacked Ip with a sword), then he had become a bandit and tried to beat and rob the factory Ip was helping at. Finally, he gave Ip's location to the Japanese who were hunting him. Yet when he reappears in the sequel, he's greeted as an old friend.
* HandwrapsOfAwesome: in the beginning of the first movie, he has his right hand wrapped up. Appropriately, his style is much more brutal and powerful than anyone he faces... until he reaches Ip Man.
* HeelFaceTurn: In the second movie, he comes to friendly terms with Ip Man.
* HenpeckedHusband: Even though he accuses Ip Man of being one in the first film, he becomes one himself in the second.
* {{Jerkass}}: In the first movie. Averted as of the second film, in which he is now a loving family man.
* KarmaHoudini: See EasilyForgiven. He never pays for the various misdeeds of his youth.
* LoveRedeems: ''"Thank you for knocking some sense into me all those years ago. Now that I'm married, I'm a responsible man with a family now!!"''
%%* ProudWarriorRaceGuy
* SmugSnake: Also in the first movie.
* TookALevelInKindness: As of the second film, he is a loving family man with a daughter.

!!Li Zhao
A police inspector in Fo-Shan. When the Japanese occupied China, he became a translator for them. Played by Lam Ka-tung.

* LesCollaborateurs: Works rather closely with the Japanese BloodKnight Miura and Sato as an interpteter, however, [[SubvertedTrope subverted]] in that it's heavily implied he's doing it to protect his family.
* FaceHeelTurn: Becomes a translator to the Japanese when they invade and occupy China.
* HeelFaceTurn: Secretly worked against them while still being their translator, his notable moment being [[spoiler:[[KarmicDeath to turn]] [[SmugSnake Colonel Sato]]'s [[KarmicDeath gun against him and kill him with it]].]]
* ReverseMole: To the Japanese forces.

!!General Miura
The Japanese general in Fo-Shan who was also a martial arts enthusiast. He often took Chinese martial artists to his building to fight against their Japanese counterparts. Played by Hiroyuki Ikeuchi.

* AntiVillain: He respects Chinese martial artists as brother warriors, and would rather have them be integrated into the Japanese Empire as such rather than killed as enemies.
* AuthorityEqualsAsskicking: He turned out to be much more of a skilled martial artist then the other Japanese ones.
* BadassInCharge: A military general but is a skilled martial artist.
%%* FourStarBadass
* BloodKnight: He was driven by his desire to pit the Chinese martial artists with the Japanese ones.
* BigBad: Of the first movie.
* DoesntLikeGuns: He forbids Sato from bringing a gun into his dojo, which he considers a place reserved for "martial spirit."
* EvenEvilHasStandards: Does not approve of Sato shooting Master Liu for grabbing the bag of rice even after he lost.
%%* HonorBeforeReason
* NobleDemon: Despite being the antagonist, he threatened to '''kill''' Sato for shooting Liu in the arena. He was also baffled when Lin would rather die against him than surrender.
* PiratesWhoDontDoAnything: Spends his time practicing karate and fighting local martial artists rather than anything you'd expect a general to actually do during a war.
* ProudWarriorRaceGuy: And an honorable one at that.
* ReasonableAuthorityFigure: Of an invading tyranny, yes, but he nevertheless treats the Chinese with as much dignity and respect as the Empire permits him to.
* {{Samurai}}: While nobody calls him this in the film, his dignified and noble behavior marks him as a likely descendent of a Warrior Clan.
* {{Seppuku}}: [[spoiler:How he dies in a deleted scene.]]

!!Colonel Sato
Miura's right hand man. He was the more sadistic of the two. Played by Shibuya Tenma.

* ColonelBadass: Averted. While Sato is a colonel, he's too much of a cowardly SmugSnake to be this.
* TheDragon: To General Miura
%%* FourEyesZeroSoul
* HoistByHisOwnPetard: [[spoiler:Killed by his own gun, courtesy of Li Zhao.]]
* KarmicDeath: [[spoiler: He was shot by his own gun that he used to shoot Liu and Ip.]]
%%* SmugSnake
* WhyDontYaJustShootHim: He constantly tells Miura to just kill Ip.

[[folder:Introduced in ''Ip Man 2'']]
!!Wong Leung

Ip Man's first student in Hong Kong. Played by Huang Xiaoming.
* TheApprentice: To Ip Man.
* DefeatMeansFriendship: Doubly subverted. At first he rejects Ip's offer to be the man's student and came back with friends for another round. When he's conclusively shown the error of his ways, though, he gladly accepts the tutelage.
* DistressedDude: He gets kidnapped by the Hung Ga gang but breaks out after Ip rescues him.
* HotBlooded: Brash and won't hesitate to pick a fight with someone, such as Hung Ga students and even ''Twister''.

!! Hung Lei-Nan (Master Hung)
A Hung Ga master who started out as his enemy but later became his friend. Played by Sammo Hung.

* {{Acrofatic}}: A rather mild one but nonetheless he looked out of shape and yet managed to do acrobatic things to keep up with Ip.
* BadassGrandpa: A middle aged martial artist with asthma, but can really hold up for himself.
* HandicappedBadass: Is able to fight Ip Man to a standstill in spite of being heavily afflicted with Asthma.
* CasualtyInTheRing: [[spoiler:Dies on the spot in the boxing ring.]]
* EasilyForgiven: Introduced as the OpposingSportsTeam who basically tried to keep Ip from starting a kung fu school and got Ip arrested for rescuing his prize student. This changes after [[WorthyAdversary they fight to a draw]] and he [[EnemyMine faces off against Twister]].
* AFatherToHisMen: Master Hung's students are largely orphaned delinquents who are forced to turn to criminality to stay alive; by giving them a home along with his teachings, he gave them a second chance at life.
* HonorBeforeReason: It is even {{lampshaded}} by Ip.
* NecessaryEvil: He is something of a {{Jerkass}} and OpposingSportsTeam to Ip Man early on, but it quickly becomes apparent that his rules, fees, and attitude are necessary for the martial arts schools to remain afloat under British rule.
%%* OldMaster
* OpposingSportsTeam: His initial role in the movie.
%%* ProudWarriorRaceGuy

A chief police superintendent in Hong Kong who called in protection fees from martial arts schools. Played by Charles Mayer.

%%* CorruptCop
%%* EvilBrit

!!Taylor "The Twister" Milos
A British boxer who came to fight in Hong Kong. Played by Darren Shahlavi.

* ArrogantKungFuGuy: Arrogant boxer guy, in this case. He's really smug and wants to show how good his boxing is compared to the Chinese.
* AxCrazy: Will happily kill his opponent if given an opportunity.
* BloodKnight: He decided to pick a fight with the Chinese for fun.
* BoxingBattler: In contrast with the kung fu the Chinese use, Twister sticks to boxing and manages to [[spoiler: beat Hung Lei-Nang to death]] and hold his own against Ip.
* TheBully: He mocked Chinese performance and decides to crash their presentation for no other reason that he is a dick.
* EvilBrit: Has an imperialist mentality and suggest Chinese martial arts should stick to dancing.
* ForTheEvulz: Does what he does for the sheer joy of humiliating his opponents.
* {{Jerkass}}: He crash Chinese demonstration of their sports simply because he wanted to give them a real reason to scream (mocking their kiai).
* LackOfEmpathy: Doesn't care he killed a man in a fight.
* LightningBruiser: The Twister can take and dish it out well while still being fast enough to keep up with Master Hung and Ip.
* MeanCharacterNiceActor: Darren Shahlavi himself was a gracious, well spoken and polite Kung Fu practitioner, a polar opposite of the monster that is Twister.
* NoHoldsBarredBeatdown: Gives a really nasty one to [[spoiler:Master Hung and it kills him.]]
* PoliticallyIncorrectVillain: He has a general distaste of Chinese martial arts and culture in general where he consistently mocked them.
* PutTheLaughterInSlaughter: Publicly and happily gloats that he's going to murder ''every'' Chinese warrior in Hong Kong in a rematch that is meant to clear his name.
* RedBaron: Twister
%%* TheSociopath
* ScrewTheRulesIHaveConnections: See ForTheEvulz for more details.
* ATasteOfTheirOwnMedicine: [[spoiler:He kills Master Hung by punching him in the face numerous times, Ip Man then later defeats him by punching him in the face numerous times.]]
* VillainWithGoodPublicity: Due to his [[ScrewTheRulesIHaveConnections connections,]] the British audience seem to think of him as just a popular, skilled boxer. Given the way they cheer for Ip Man's speech at the end this may no longer be the case.

!!"Fatso" Po
A Chinese police officer in Hong Kong who ensures that the martial arts clubs comply with the British police. Played by Kent Cheng.

* LesCollaborateurs: Like Li in the first film, Fatso is a policeman who reluctantly collaborates with the foreign occupiers before turning against them and helping the Chinese.
* OnlyKnownByTheirNickname: Is only referred to as "Fatso" and his real name is finally revealed in the third film.
* PoliceAreUseless: In the third film, where Ip Man calls him out for having him do the police's work regarding of protecting an elementary school.
%%* ReverseMole

A young kid who wants to be (and [[ForegoneConclusion will be]]) Ip Man's student. Played by Jiang Daiyan in ''Ip Man 2'', and then by Danny Chan Kwok-Kwan in ''Ip Man 3''.
* ArrogantKungFuGuy: Subverted as he likes to boast about his quickness and how good he is as a dancer but when Ip Man showed him the door in "3" he seems to think it's because of his attitude but truth is it's Bruce who chose to take the door as he thought he was notworth training.
* ForegoneConclusion: We all know what's going to happen to him...
* FutureBadass: As linked with real history, he becomes a widely know martial artist and actor.
* HesAllGrownUp: In Ip Man 3, he comes back as an adult.
* MouthyKid: Even as a young adult in Ip Man 3 he is still cocky.

[[folder: Introduced in ''Ip Man 3'']]
!!Cheung Tin-chi
A rickshaw puller who happens to also be skilled with Wing Chun. Played by Zhang Jin.

* AlmightyJanitor: A rickshaw puller but is a martial artist.
* DudeWheresMyRespect: He later starts showing signs of this, where the final third of the film has him challenge other martial artists to prove himself to be superior to Ip Man.
* FinalBoss: Of the third film, he's the last person Ip Man fights against.
* {{Foil}}: To Ip Man, both are skilled in Wing Chun, however Ip Man is widely known and well respected while Cheung is a rickshaw puller and doesn't get as much recognition.
* TheRival: To Ip Man.

An unscrupulous American property developer who attempts to buy the school that Ip Man's son attends, thus putting him at odds with Ip. Played by Mike Tyson.
* AchillesHeel: Ip Man scratching his eyeball with a knife hand strike is the only time he screams in pain.
* BigBad: Probably the closest thing to one in the film, since he is the driving force behind most of the events that affect Ip.
* BoxingBattler: Almost exclusively uses boxing. Given that he's played by Mike Tyson, it's not much of a surprise.
* CombatPragmatist: He is not dumb, if Ip Man uses a stance that he can't punch with his boxing style he will just kick him so he stands up and then throw his hooks. He also wrestles better than Twister when Ip Man tries grappling him.
* DramaticDislocation: Ip uses his blocks to dislocate Frank's fist. It seems to work for a second, until he just relocates them and continues fighting as if it never happened.
* NobleDemon: When Ip Man goes the distance he honors his words and leave the school alone.
* NoSell: Several of Ip's attacks during the fight. While Ip Man is shown bleeding from the mouth during the fight, Frank rarely shows signs of damage. Whenever Ip does land a clean blow on him, Frank seems to only get stronger.
* PunchedAcrossTheRoom: His punches hit so hard he throws Ip around like a ragdoll whenever a solid blow connects. Even if blocked.
* ScaryBlackMan: Again, not surprising, seeing as he's played by Mike Tyson.
* SoftGlass: Ip maneuvers towards several windows for him to hit if he misses Ip. Doing so doesn't even cause Frank to bleed.
* TimeLimitBoss: Ip only has to last three minutes to win (the equivalent of a single boxing round). It's one of the only fights in the series that Ip could have lost if it lasted longer.