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).
protostar-07

Protostar: War on the Frontier

DOS1993 Tsunami Media
rags-to-riches-02

Rags to Riches

DOS1993 Interplay Productions
railroad-tycoon-deluxe-07

Railroad Tycoon Deluxe

DOS1993 MicroProse Software
seven-cities-of-gold-splash

Seven Cities of Gold (Commemorative Edition)

DOS1993protected Ozark Softscape
privateer-5

Wing Commander: Privateer

Windows XP/98/95DOSMac OS1993protected Origin Systems
iron-seed-02

Iron Seed

DOS1994freeware
frontier-first-encounters-06

Frontier: First Encounters

DOS1995 Frontier Developments
high-seas-trader-04

High Seas Trader

DOS1995 Impressions Games
machiavelli-1

Machiavelli the Prince

DOS1995protected Holistic Design
ocean-trader-03

Ocean Trader

DOS1995 Software 2000
uncharted-waters-2-05

Uncharted Waters 2: New Horizons

DOS1995 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

DOS1995 Ikarion Software
gloriana-01

Gloriana

DOS1996 ASCARON Entertainment
baseball-mogul-01

Baseball Mogul

Windows XP/98/951997 Infinite Monkey Systems
capitalism-plus-01

Capitalism Plus

DOSWindows XP/98/951997protected Enlight Software
enterpreneur-04

Entrepreneur

Windows XP/98/951997 Stardock Entertainment
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...
patrician2-01

Patrician 2: Quest for Power

Windows XP/98/952000protected ASCARON Entertainment
capitalism-2-01

Capitalism 2

Windows XP/98/95Mac OS2001protected 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/98/952002protected ASCARON Entertainment
taipan-for-windows-01

Taipan for Windows

Windows XP/98/952002freeware
ascii-sector-02

Ascii Sector

Windows 10/11LinuxDOS2007freeware