The biggest selection of costumes in the world!

Gangster Halloween Costumes

1 - 60 of 116

Filter Gangster Costumes by:
Filter
Sort By Popular
Previous12Next

Chicago in the 1920’s. Al Capone and Dion O’Banion battled for gang supremacy, John Dillinger was in jail, plotting his return to crime as a bank robber and bootlegging was the best way to make some cash during the hard times of the depression.  A lot may have changed since then, but the image of tough, Tommy gun wielding gangsters, still evokes a sort of romanticism about crime that your local law enforcement agencies probably don’t appreciated too much.

We’re not trying to convince you to lead a life of crime, following in the footsteps of Capone or Dillinger, but acting like a gangster for a night is the best way to get in touch with your bad self. And for those dangerous gangsters, being an outlaw was just as much about style as it was about ruthless competition with the law. Anything less than a snazzy suit and tie was doing the organized crime an injustice.  That’s exactly the reason why all of our gangster costumes come with a dapper look that you can wear to the speakeasy, or to the next bank robbery (again, not that we condone any sort of unlawful behavior while wearing any of these outfits)!

You can find sizes for any wannabe criminal here. Whether you need a kid sized costume for your little bank robber in training, an adult size outfit for the full grown mob boss or something with a sexy spin on it for the aspiring bad girl bootlegger. We can even set you up with a toy Tommy gun for heists. Just remember, if the coppers ever catch you, you didn’t get nothing from us!

We'll help you find the right size!

We've hand-measured every costume to help you find the size that fits best.

HalloweenCostumes.com How To
Gangster Costumes

Gangster Costumes

The gangsters of the 1920s have a way of capturing our sense of rebellion and danger, despite their desire to undercut the long arm of the law. Much like the pirates of the 1700s and historical thieves like Robin Hood, we still romanticize the scrappy outlaw. It’s why the idea of dressing up like Bonnie and Clyde, or like Al Capone, is still to appealing today. This guide is here to help you choose gangster costumes for you and your friends, so you can bring a bit of the 1920s outlaw attitude to Halloween or your next costume party.

Gangster Costume Ideas

The gangsters of the 1920s have a way of capturing our sense of rebellion and danger, despite their desire to undercut the long arm of the law. Much like the pirates of the 1700s and historical thieves like Robin Hood, we still romanticize the scrappy outlaw. It’s why the idea of dressing up like Bonnie and Clyde, or like Al Capone, is still to appealing today. This guide is here to help you choose gangster costumes for you and your friends, so you can bring a bit of the 1920s outlaw attitude to Halloween or your next costume party.

Gangster Girl with a Master Plan

Gangster Girl with a Master Plan

Sometimes a girl just has to have it all. A girl in glamorous flapper fashion cooks up a schemed to get everything she wants (which is every last dollar in that vault)! This look comes from our line of womens flapper costumes and pairs perfectly with many of our gangster costume styles.

Call Up the Hired Goons

Call Up the Hired Goons

Naturally, the girl calls upon her muscle to help get the job done! After all, she can’t carry the stacks of cash all by herself. Here we have two stylish gangsters who have come to her aid. The two mobsters are wearing one of our gangster costumes for kids and an adult gangster costume for men.

Family of Gangsters

Family of Gangsters

Once the job is all done, it’s time to make off with the loot! Here we have a full gangster costume group. We have plenty of group costume selections, but gangster is by far one of our favorites for a family. The family that plans schemes together is the kind of family that sticks together through thick and thin! Just make sure you decide who gets to be the big boss before you head out on a crime wave.

Bonnie and Clyde

Bonnie and Clyde

Our gangster girl may have gotten more than she had even dreamed as she finds true love during her dangerous capers! Bonnie and Clyde was one of the most well-known romances from the 1920s and although their tale may have ended in tragedy, it still makes for one of the most iconic couples costume styles around!

Gangster Halloween Costumes

Well, it all comes down to this! Selecting your gangster Halloween costume isn’t always easy, since you really have to decide what kind of “criminal” you’d like to portray yourself as. Just look at all the real-life criminals of the 1920s. Each of them had a specialization! Machine Gun Kelly made a name for himself as a bank robber, who received his first Tommy Gun from his wife Kathryn Thorpe (aww, true love). John Dillinger went so far as to rob police stations, redefining what it truly means to “fight the law”. Of course, Al Capone thought much bigger. The term Mob Boss is practically synonymous with Al Capone, since he used his wits to gain control of the criminal underworld.

So, part of choosing your look means figuring out which mobster style is right for you! These gangster costumes for men cover everything from the tough guy thug to a thrill-seeking bank robber, or to the brilliant mob boss who runs the city.

Mobster Costume

Mobster Costume

Al Capone grabbed hold of Chicago’s underground scene and started running it all like his own personal business. He also wasn’t afraid of getting his own hands a little dirty in the process. If you’ve got some big ideas and you want to be the one calling the shots, then you might want to consider this mobster costume as you take on the role of an outlaw with a vision. It’s a classic look that’s great for any kind of 20s gangster you might want to dress up as, from Capone to crony!

20s Gangster

20s Gangster

You have to give it to those mobsters of the 1920s, because they had some serious class. Part of being a member of the gangs back then was about flaunting their wealth, even if it wasn’t legally obtained. If you were headed out to rob a bank, you wanted make sure you looked like a dashing rogue when you got there, which is why something like this 20s gangster costume wasn’t out of the question when popping into the local bank vault to secure your fortunes.

Gangster Costume

Gangster Costume

Sometimes, being the boss is tough. Sure, it looks snazzy giving out orders to all your goons, but all the cops are gunning for you and your every move is under complete scrutiny. Maybe it’s just better to be a hired thug for the boss. After all, if you serve the big boss well, he’s sure to reward you quite well and you can slip under the radar with ease. This pin stripe gangster costume is a classic look that won’t draw too much attention from the coppers and they’ll never suspect you of being the boss of the criminal underground!

Mafia Costume

Mafia Costume

If you are bold enough to take on the role of mafia boss, then you need a look that’s as stylish as it is tough. You need to show those scruffy thugs that you run the show and you’re not afraid to roll up your sleeves when they get out of line. You need this Mafia costume. It comes with all the equipment needed to become a bare bones kind of underboss who’s not going to take any guff from anyone.

Women’s Gangster Costumes

Don’t think for a minute that only men were playing the role of outlaw in the 1920s. Plenty of women laughed in the face of the police with their wild crime streaks. Perhaps you can model your own look after one of the deadly women gangsters! Bonnie Parker robbed banks with her guy, Clyde. Helen Gillis got on the list of Public Enemies, along with her husband Baby Face Nelson. Ma Barker led her family on a crime spree which led J. Edgar Hoover to even describe her as “the most vicious, dangerous and resourceful criminal brain of the last decade”. Those are some strong words coming from the then Director of the FBI!

Well, whether you’re looking to lead or you just need a 20s look to feel a little more like an outlaw, these women’s gangster costumes should have you feeling like a true renegade!

Sexy Gangster Costume

Sexy Gangster Costume

If you’re not in the mood to get a historically accurate gangster costume, then you have a little more room to play with your look. This means you can wear something like this sexy gangster costume. This look puts a sultry spin on the iconic look from the 20s. You still get the pinstripes style with a fairly classic blouse-style top. It shows a little more skin than a mobster gal might have back in the 1920s, but it certainly turns you into the MVP of your gang.

Women’s Gangster Costume

Women’s Gangster Costume

You have to pack a lot of attitude if you want to be a 1920s gangster girl. In the 1920s, guys were trying to monopolize the organized crime game. The good news is that this womens gangster costume is chock full of attitude. From its modern cut, to its pinstripe patterns, this is exactly the kind of wear you want to take with you to the next heist… or 1920s themed costume party.

Women’s Gangster Suit

Women’s Gangster Suit

Perhaps you’re looking for more of a “power suit”. And we’re not talking your run-of-the-mill business suit. We’re talking the kind of suit that tells your underlings that you’re the woman in charge here. Although it wasn’t actually all that common for women to wear suits in the 1920s, we think it’s probably okay to flub a little bit of the history up when you wear something as fierce as this womens gangster suit.

Women’s Black Gangster Suit

Women’s Black Gangster Suit

Walking the line between cute and intimidating isn’t easy. Maybe you want your gang to know that you’re the boss, but you also don’t want to be stuck wearing a straight forward suit like some of the guys do. That’s where something like this womens black gangster suit comes into play. It takes inspiration from the vintage suits from the 1920s, but it also adds a unique modern style that will help you assert your leadership.

Zoot Suits

The gangsters of the 1920s certainly weren’t interested in being low key! After all, if you plan on working hard in a dangerous line of business, you might as well play hard too! Of course, zoot suits were actually most prominent in the late 1930s and 1940s when heavy hitting jazz stars like Cab Calloway wore them. Today, the suit still gets tied to the outlaw lifestyle of 1920s gangsters, even if it’s not entirely historically accurate. You can craft your own gangster style by donning one of these zoot suits.

Black Zoot Suit

Black Zoot Suit

A classic black zoot suit is truly the start of any good gangster costume. Pinstripes and a loose fit make it a loud and daring look for any man trying to outrun the law. Of course, you need to pair it with a hat (usually a fedora-style one) and a pair of black saddle shoes if you want the true style of a mobster.

Red Zoot Suit

Red Zoot Suit

Black may be the classic look, but it’s certainly not the only way to go when setting up your own zoot suit style. This red zoot suit has all of the pinstripe style of the black one with a bright color that’s truly eye-catching. The costume not only works as a great mobster costume; it also works wonders if you plan on being a jazzy big bad wolf this year.

1920s Fashion

Maybe you have a vision in your head of what your ideal 1920s gangster outfit looks like, but none of the gangster costumes you’ve seen to this point really do the job. Well, you can always piece together your own costume using some knowledge of 1920s fashion to guide you. Here, we have several pieces that highlight specific looks that were popular in the 1920s.

Fedora Hat

Fedora Hat

It seems like every new age brings with it a hat that rises to the top… literally! Just look at the extensive selection of hats and you can see a long history of different headpieces displayed before you. These days, the baseball cap is the standard piece of apparel to wear on your head, but back in the 20s, the fedora hat was where it’s at. If you plan on being a gangster that’s in full fashion, then you’re going to want a fancy hat to finish off the look and nothing fits that bill quite like this humble fedora hat. You definitely want one if you plan on playing the role of a mob boss.

Yellow Detective Jacket

Yellow Detective Jacket

Comics raged in popularity between the 1920s and 1930s and Dick Tracy began its run in 1931. Before superheroes like Superman and Batman filled every comic book from here to Timbuktu, readers loved to take in the adventures of Dick Tracy, a hard edged detective whose job it was to hunt down all the dirty gangsters of the era. He had some pretty advanced gadgets, making him more than just your run-of-the-mill kind of police officer. Although a yellow jacket wasn’t the norm for 20s fashion, it did certainly make him stand out during his daring adventures.

Roaring 20s Deluxe Pants

Roaring 20s Deluxe Pants

20s style pants were known for a number of different features. First and most prominently, the usually had a high waist. They were also often held up by suspenders and usually featured a cuff at the bottom of each pant leg. Some gangsters may have even adopted this style during their days as dangerous criminals. You might notice that men in shows like Peaky Blinders often wear this style of pants, which seems to be a precursor to some of the trouser styles in the 1920s. These roaring 20s deluxe pants help give you that style when designing your own classy gangster style.

Jay Gatsby

Jay Gatsby

No modern work of fiction pays homage to 20s culture quite like The Great Gatsby. Perhaps that’s because F. Scott Fitzgerald published it back in 1925. Jay Gatsby himself was a bootlegger—a guy just looking to carve out a place for himself in the high class society of the time. Unfortunately, finding fortune within the confines of the law was near impossible, so he turned to the life of being a gangster. This Jay Gatsby costume is one of our many exclusive costumes and it’s based on the 2013 film. This costume is the culmination of 20s style if you’re searching for a look that’s a bit more realistic.

Gangster Costume Accessories

The number one rule when getting decked out for a costumed bash is that you need to pick some show-stopping accessories. After all, without that special hat or that toy machine gun, you really can’t properly portray that dangerous gangster look that you’re going for. It’d be like dressing up like a knight and forgetting to bring a sword with you! Don’t worry though, because we have you completely covered. Our selection of gangster costume accessories is top notch. Just check out a few of our favorite ones below to get your costume ideas brewing.

Gangster Violin Case

Gangster Violin Case

Toting around a tommy gun probably isn’t the best idea, even back in the 1920s. We doubt the police officers of the time would have let you get away with that back then. There’s nothing against toting around your “violin” in public though! It’s a bit of a trope in movies that mobsters might smuggle some dangerous items inside of a case like this one, but when you bring this fake violin case with you everywhere, people will just assume you’re some kind of famous celebrity musician.

Black Gangster Hat

Black Gangster Hat

Although wearing a hat with your suit is much less common today, it used to be the stylish thing to do back in the 1920s. A quick search through classic photos of gangsters like Al Capone and Machine Gun Kelly reveal that many of the classic criminals incorporated a fedora-style hate with their normal attire. If you plan on dressing up like one of them, then you should probably be wearing something like this black gangster hat, which is a modern rendition of the humble fedora hat from the age of organized crime.

Tommy Gun Toy

Tommy Gun Toy

We would never encourage you to tote a real weapon around to get a completely authentic look, especially when we have so many great toy weapons that are MUCH less dangerous. It’s much safer to grab this tommy gun toy to add to your gangster costume. It may look like the real thing, but it’s made out of plastic and it has bright orange paint on the barrel, so it’s clearly indicated to be a toy.

Plastic Cigar

Plastic Cigar

These days, years of medical science research has taught us that smoking cigars really isn’t very good for our health. (We can thank many doctors for their careful study of the particularly dangerous habit). Back in the 1920s though, smoking a cigar largely meant you were some kind of big shot or you just had a new baby. Of course, we wouldn’t recommend that you go out and start chain smoking cigars, but we would suggest that you use this plastic cigar accessory to look like the head honcho of any group of mobsters.

Phony Money

Phony Money

Don’t try to rob a bank. It’s a really bad idea. You’ll probably get caught, sent to jail and that will be that. Those gangsters from the 1920s and 1930s may have been able to get away with it, but times have changed and law enforcement doesn’t take kindly to such nefarious behavior. If you need the full bank robber look though, just use this fake money accessory. It looks real enough to make it look like you’re holding on to fat stacks of cash!

Tommy Gun Purse

Tommy Gun Purse

Don’t let your purse ruin your look! When you’re all dolled up as the newest crime lord, that last thing you need is your modern handbag taking you out of the illusion. That’s what this tommy gun purse is for. It’s shaped like the weapon of choice for the bank robbers of the 1920s and 30s, but it has compartments for all of your necessities. It’s just one of our many costume themed bags and purses that we carry.