Abandonware DOS title

Games involving some sort of trading practice sorted by year, newest first

If buying and selling goods is your thing, give these games a try. Every one of them involve trading in some form: buying and selling goods and moving them by sea (Ports of Call), stock exchange (Acquire, Black Monday), smuggling items in deep space (Elite, Frontier).

Most popular trading games

Capitalism 2
simulationWindows XP/98/95, Mac
Railroad Tycoon
simulationDOS, Mac
Entrepreneur
simulationWindows XP/98/95
ascii-sector-02

Ascii Sector

WindowsLinuxDOS2007freeware3.8/5
port-royale-1-01

Port Royale

Windows XP/98/952002protected4.4/5 ASCARON Entertainment
taipan-for-windows-01

Taipan for Windows

Windows XP/98/952002freeware3.5/5
capitalism-2-01

Capitalism 2

Windows XP/98/95Mac2001protected4.3/5 Ensemble Studios
Capitalism 2 is simulation game designed by Trevor Chan, developed by Ensemble Studios and released by UBI Soft in 2001 for Windows and Macintosh. Capitalism 2 is the quintessential capitalistic simulation and involves stock exchange, business management, marketing, etc.
patrician2-01

Patrician 2: Quest for Power

Windows XP/98/952000protected4.1/5 ASCARON Entertainment
baseball-mogul-01

Baseball Mogul

Windows XP/98/9519973.9/5 Infinite Monkey Systems
capitalism-plus-01

Capitalism Plus

DOSWindows XP/98/951997protected3.9/5 Enlight Software
enterpreneur-04

Entrepreneur

Windows XP/98/9519974.1/5 Stardock Entertainment
gloriana-01

Gloriana

DOS19964.2/5 ASCARON Entertainment
frontier-first-encounters-06

Frontier: First Encounters

DOS19954.1/5 Frontier Developments
high-seas-trader-04

High Seas Trader

DOS19953.9/5 Impressions Games
machiavelli-1

Machiavelli the Prince

DOS1995protected4.1/5 Holistic Design
ocean-trader-03

Ocean Trader

DOS19954.1/5 Software 2000
uncharted-waters-2-05

Uncharted Waters 2: New Horizons

DOS19954.2/5 KOEI
Uncharted Waters 2: New Horizons is an abandoned simulation game, sequel of Uncharted Waters, developed and released by KOEI in 1995. The Uncharted Waters series is set in the Age of Discovery and gives the player the freedom to set sail with their ship and go wherever you want exploring, fighting, trading, privateering, etc.
zeppelin-giants-01

Zeppelin: Giants of the Sky

DOS19953.9/5 Ikarion Software
iron-seed-02

Iron Seed

DOS1994freeware3.8/5
frontier-1

Frontier: Elite 2

DOS19934.1/5 Frontier Developments
Frontier: Elite II is a classic space simulation and trading game released in 1993, developed by David Braben and his company Frontier Developments. Frontier is the sequel to the pioneering 1984 game Elite and is often considered a landmark title in the space simulation genre.
merchantprince-1

Merchant Prince

DOS19934.1/5 Holistic Design
nomad-02

Nomad

DOS19934.1/5 Papyrus Design Group
piratesg_006

Pirates! Gold

DOSWindows 3.xMac1993protectedremakedemo4/5 MicroProse Software
Pirates! Gold is an open world game designed by Paul Murphy, developed and released by MicroProse Software in 1993 for DOS, Windows 3.x, Mac and also Sega Genesis and Amiga CD32. Pirates! Gold is a remake of the game Pirates, created by Sid Meier in 1987. Pirates! Gold gameplay is a unique mix of action, strategy, pirate life simulation, ...
protostar-07

Protostar: War on the Frontier

DOS19934.1/5 Tsunami Media
rags-to-riches-02

Rags to Riches

DOS19934/5 Interplay Productions
railroad-tycoon-deluxe-07

Railroad Tycoon Deluxe

DOS19934.1/5 MicroProse Software
seven-cities-of-gold-2

Seven Cities of Gold (Commemorative Edition)

DOS1993protected4/5 Ozark Softscape
privateer-5

Wing Commander: Privateer

Windows XP/98/95DOSMac1993protected4/5 Origin Systems
1869-7

1869

DOS19923.9/5 Max Design
oil_barons-02

Oil Barons

DOS19923.9/5 Starsoft Development
patrician1-04

Patrician

DOS1992protected4.2/5 ASCARON Entertainment
traders-02

Traders

DOS19924/5 Linel
eliteplus-5

Elite Plus

DOS1991freeware4/5 Realtime Games