Abandonware DOS title

Games involving some sort of trading practice sorted by release date

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).
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/98/95DOSMac OS1993protected4.1/5 Origin Systems
iron-seed-02

Iron Seed

DOS1994freeware3.7/5
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

DOS1995protected4.2/5 Holistic Design
ocean-trader-03

Ocean Trader

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

Uncharted Waters 2: New Horizons

DOS19954.1/5 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
gloriana-01

Gloriana

DOS19964.2/5 ASCARON Entertainment
baseball-mogul-01

Baseball Mogul

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

Capitalism Plus

DOSWindows XP/98/951997protected3.8/5 Enlight Software
enterpreneur-04

Entrepreneur

Windows XP/98/9519974.1/5 Stardock Entertainment
dopewars-win-05

Dope Wars

Windows XP/98/9519984.2/5 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...
patrician2-01

Patrician 2: Quest for Power

Windows XP/98/952000protected4.2/5 ASCARON Entertainment
capitalism-2-01

Capitalism 2

Windows XP/98/95Mac OS2001protected4.2/5 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.
port-royale-1-01

Port Royale

Windows XP/98/952002protected4.2/5 ASCARON Entertainment
taipan-for-windows-01

Taipan for Windows

Windows XP/98/952002freeware3.5/5
ascii-sector-02

Ascii Sector

WindowsLinuxDOS2007freeware4/5