Abandonware DOS title

Organized crime, gangsters and evil in general sorted by release date

Despite the real-world connotations, organized crime always fascinated gamers. Wether you're a mafia boss, a detective in the 20's in Chicago, a car thief tied to organized crime, if the game is good, we're all going to play it and have fun despite the gangster theme.

Most popular organized crime, gangsters games

Grand Theft Auto
action-adventureDOS, Windows XP/98/95
Grand Theft Auto 2
action-adventureWindows XP/98/95
deja-vu-1-4

Deja Vu: A Nightmare Comes True

DOS1987 ICOM Simulations
king-of-chicago-02

King of Chicago

DOSMac OS1987 Cinemaware
capone-splash

Capone

DOS1988 Actionware Corporation
chicago90-splash

Chicago 90

DOS1989 Microids
the_untouchables-02

The Untouchables

DOS1989 Ocean Software
deja-vu-2-1

Deja Vu 2: Lost in Las Vegas

DOS1990 ICOM Simulations
dick-tracy-04

Dick Tracy

DOS1990 Titus Interactive
the-godfather-02

The Godfather

DOS1991 Creative Materials
guns-r-us-02

Guns 'R' Us

DOS1993 Future Vision
dime-city-01

Dime City

DOS1995NSFW Cyberdyne Systems
constructor-4

Constructor

DOSWindows XP/98/95Mac OSLinux1997protected System 3
Constructor is a simulation and strategy video game developed by System 3 and first released in 1997. In the game, players take on the role of a property developer with the goal of building and managing a city while dealing with various adversities like tenants, rival developers, and even local criminal elements. In 2017, a remastered version ...
gta1-6

Grand Theft Auto

DOSWindows XP/98/951997 DMA Design
In Grand Theft Auto the player takes the role of a criminal who can freely roam around the city (Liberty City) completing tasks for the local mobs: stealing cars, killing pedestrians, all of it while avoiding the police and the army. The freedom of gameplay and the "I'm the bad guy" appeal of the game made the Grand Theft Auto series very popular.
dopewars-win-05

Dope Wars

Windows XP/98/951998 Beermat Software
Dope Wars is a text-based simulation game that originated as a DOS program in the early 1980s, but gained popularity in its Windows version released in 1998. The game puts players in the role of a drug dealer navigating the underground economy of buying, selling, and transporting various illegal substances.In the Windows version of the game, player...
gta2-06

Grand Theft Auto 2

Windows XP/98/951999 DMA Design
Grand Theft Auto 2 is the second chapter in the successful Grand Theft Auto series. GTA 2 is an abandoned top-down action-adventure / driving hybrid game developed by DMA Design and released by Rockstar Games in 1999 for various platforms, including PlayStation, Microsoft Windows, and Game Boy Color. GTA2 is set in a fictional city called "Any...
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