Top 9 · 1999

All 9 DOS games of 1999, ranked

All 9 DOS games of 1999, ranked, as the players of dos.games rate them. Grand Theft Auto: London 1969 leads the list, ahead of Grand Theft Auto: London 1961 and Tyrian 2000.

Every game on the list plays in your browser, with nothing to install. The order comes from players' ratings and real play time, so it moves as people play.

Updated November 2, 2026How the lists are ranked

9DOS games of 1999 in the archive
9 of 9Play in your browser
3.5Score of #1, out of 5

1. Grand Theft Auto: London 1969
1999 · Rockstar Canada · Action
3.51 rating
Grand Theft Auto: London 1969 is a 1999 action game set in British districts like Chelsea and Soho. Read the catalog entry for this classic release.
Play now: Grand Theft Auto: London 1969 About the game
2. Grand Theft Auto: London 1961
1999 · Rockstar Canada · Action
3.3No ratings yet
Grand Theft Auto: London 1961 is a 1999 top-down action expansion pack developed by Rockstar Canada. Play it online, free in your browser.
Play now: Grand Theft Auto: London 1961 About the game
3. Tyrian 2000
1999 · Eclipse Software · Action
3.3No ratings yet
Tyrian 2000 is a direct re-release of the original action smash, Tyrian.
Play now: Tyrian 2000 About the game
4. Berusky
1999 · AnakreoN · Puzzle
3.3No ratings yet
Berusky is a logic game, published under GNU Public License and it's based on an ancient puzzle named Sokoban.
Play now: Berusky About the game
5. Airline Simulator 2
1999 · NOMISSOFT GmbH · Simulation
3.3No ratings yet
Enjoy the most realistic aircraft handling ever achieved on a PC based flight simulation with the totally rewritten flight models of MD-83, MD-88 and B747-400.
Play now: Airline Simulator 2 About the game
6. Horde: The Northern Wind
1999 · 7th BitLabs · Strategy / tactics
3.2No ratings yet
Orda: Severnyi Veter, also known as Horde: The Northern Wind, is a real-time strategy game that is very similar to Warcraft II.
Play now: Horde: The Northern Wind About the game
7. Snood
1999 · Dave Dobson · Puzzle
3.2No ratings yet
Snood is a puzzle game based on the concept of Puzzle Bobble.
Play now: Snood About the game
8. Dark Moon
1999 · Crossroads · Action
3.2No ratings yet
Dark Moon is a typical space shooter, based on a rules common in arcades.Just like in other side-scrollers, the player controls a space ship, moving from left to right side.
Play now: Dark Moon About the game
9. Around the World: Christmas
1999 · TMB Productions · Action
3.2No ratings yet
It's the same half-ass platformer as Around the World.
Play now: Around the World: Christmas About the game

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Questions

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How Best DOS Games are ranked

What is the best DOS game of 1999?

Grand Theft Auto: London 1969 (1999, Rockstar Canada) is the best DOS game of 1999 by our players' ratings, ahead of Grand Theft Auto: London 1961 and Tyrian 2000. The ranking follows players' ratings and real play time, so it changes as people play.

Can I play these DOS games of 1999 online?

Yes. 9 of the games on this list play free in your browser on dos.games, with no download and no emulator to set up. Press Play on any of them; your progress can be saved.

How is this list ranked?

With the same score as our Best DOS Games ranking: players' ratings, pulled toward the archive's own rating while a game has few of them, plus a small bonus for the games people actually keep playing. No editor and no sponsor decides a place.