The most popular trading games

Uncharted Waters 2: New Horizons takes everything its predecessor attempted and refines it into something richer and more engaging. Released in 1995, it expands the scope with mult...

If you’ve ever dreamed of becoming a ruthless tycoon without being yelled at by shareholders, Entrepreneur (1997, Windows) is your playground. It throws you into a fierce wor...

Elite isn’t just a game; it’s a lifestyle choice. This 1987 DOS version throws you into a vast, uncaring galaxy and says, “Good luck.” There’s trading...

Space Rogue is what happens when Elite and Ultima decide to have a baby… in space. You’re dumped into a universe of hostile aliens, smugglers, and zero-g dogfights, an...

Uncharted Waters invites you to sail the high seas in 1990, back when exploration meant patience, curiosity, and occasionally getting very lost. This isn’t a game that rushes you...

If you’ve ever wondered what it feels like to run a railway empire without getting coal dust all over your clothes, Railroad Tycoon is the place to start. This 1990 classic h...

Few games capture the feeling of “the galaxy is huge and you are spectacularly insignificant” quite like Frontier: Elite 2. Released in 1993, this ambitious sequel thro...

Wing Commander: Privateer takes the universe of Wing Commander and opens the door considerably wider. Instead of following a strictly military career, you are free to explore space...

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 ...

Ever dreamed of running a transatlantic zeppelin empire during the golden age of flight? Zeppelin: Giants of the Sky lets you do just that — and it’s every bit as niche...

Ports of Call is a 1989 shipping simulation that puts players in charge of a maritime company where success depends on careful planning and smart decisions. Players buy ships, choo...

If spreadsheets are your love language, Capitalism 2 is pure romance. This brutally detailed simulation lets you create your own corporate empire from scratch—manufacturing, ...

Railroad Tycoon Deluxe feels like someone took the original game, showered it with confetti, tuned the engine, and handed it back with a wink. Better colors, refined scenarios, and...

FIFA Soccer Manager is aimed at the football fan who would rather decide the lineup than actually run around a pitch for ninety minutes. The game puts you in charge of a club, with...

High Seas Trader offers a blend of trading and exploration that feels both relaxing and quietly strategic. You navigate the seas, making deals and managing resources, all while try...

If you’ve ever dreamed of becoming a 19th-century merchant sailing the high seas with a suspiciously optimistic outlook on international trade, 1869 is your jam. It throws yo...

Ocean Trader is a 1995 strategy game for players who have looked at the sea and thought, “That is a lot of water. I should probably make money from it.” The game focuses on mar...

Sid Meier's Pirates! is one of those games that refuses to fit comfortably into a single genre. Originally released in 1987, it lets players become a pirate captain, sail the Carib...

If Frontier: Elite 2 opened the door to a vast universe, Frontier: First Encounters in 1995 basically kicked it wide open and invited you to wander in. This sequel expands the form...

Elite Plus takes everything intimidating about Elite and polishes it just enough to feel slightly less hostile. The visuals are improved, the interface smoother, but the soul remai...

Ascii Sector is what happens when someone takes Privateer, removes the graphics, and replaces them with pure ASCII and sheer willpower. It’s open-world space sim meets roguel...

Do you find spreadsheets thrilling? Does the idea of profit margins make your heart race? Then Business Simulator is your kind of party. It’s all about running a faceless com...

Traders is a trading and economic strategy game built around the classic pleasure of buying low, selling high, and wondering why the computer somehow always seems to have more mone...

Pirates! Gold is a 1993 enhanced version of the legendary pirate adventure game, allowing players to become captains searching for treasure, fame, and opportunities to annoy rival ...

If Oil Barons is Monopoly with attitude, Oil Imperium is its slightly more serious cousin who read a business textbook once and won’t let you forget it. Released in 1989, thi...

Black Monday (1987) combines economic panic with the thrill of—wait for it—spreadsheet navigation. It's like Wolf of Wall Street without the fun, drugs, or DiCaprio. Yo...

Becoming a Renaissance ruler is complicated enough without everyone around you plotting something. Machiavelli the Prince transforms politics into an engaging strategy game where d...

If you’ve ever wondered what it’s like to be a criminal economist in 1980s New York, Drug Wars has your fix—pun intended. This early DOS classic throws you into t...

Before there was Capitalism 2, there was Capitalism Plus, which basically took the original and added a few bells, whistles, and ways to fail spectacularly. It’s like being h...

Step into the gray, morally ambiguous world of corporate domination with Big Business. It’s Monopoly with fewer dice and more spreadsheets. Crush your competitors, manipulate...