Top 10 · 1999

The 10 best DOS games of 1999

The 10 best DOS games of 1999, as the players of dos.games rate them. Grand Theft Auto: London 1969 leads the list, ahead of Metal Slug: Super Vehicle - 001 and Sonic the Hedgehog.

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 5, 2026How the lists are ranked

11DOS games of 1999 in the archive
10 of 10Play in your browser
3.5Score of #1, out of 5

1. Grand Theft Auto: London 1969
1999 · Rockstar Canada · Action
3.5 out of 5Played all the time
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. Metal Slug: Super Vehicle - 001
1999 · SNK Corporation · Action
3.3 out of 5Played all the time
Metal Slug, originally released on the Neo Geo, is a side-scrolling shoot'em'up.
Play now: Metal Slug: Super Vehicle - 001 About the game
3. Sonic the Hedgehog
1999 · SCoN · Action
3.3 out of 5Played all the time
A fanmade port of the Sega Gensis classic.
Play now: Sonic the Hedgehog About the game
4. Grand Theft Auto: London 1961
1999 · Rockstar Canada · Action
3.3 out of 5Played a lot
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
5. Tyrian 2000
1999 · Eclipse Software · Action
3.3 out of 5Played a lot
Tyrian 2000 is a direct re-release of the original action smash, Tyrian.
Play now: Tyrian 2000 About the game
6. Berusky
1999 · AnakreoN · Puzzle
3.3 out of 5Played a lot
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
7. Airline Simulator 2
1999 · NOMISSOFT GmbH · Simulation
3.3 out of 5Played all the time
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
8. Horde: The Northern Wind
1999 · 7th BitLabs · Strategy / tactics
3.2 out of 5Played a lot
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
9. Snood
1999 · Dave Dobson · Puzzle
3.2 out of 5Played a lot
Snood is a puzzle game based on the concept of Puzzle Bobble.
Play now: Snood About the game
10. Around the World: Christmas
1999 · TMB Productions · Action
3.2 out of 5Played often
It's the same half-ass platformer as Around the World.
Play now: Around the World: Christmas About the game

Ranks 11–11

More great DOS games of 1999

11. Dark MoonL.K. Avalon · Action · 1999Played often
Often
3.2 out of 5

Keep exploring

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Questions

Frequently asked

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 Metal Slug: Super Vehicle - 001 and Sonic the Hedgehog. 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. 10 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 many DOS games of 1999 are there on dos.games?

11. This list ranks the best 10 in full and the next ones below them; the catalogue has every one, with filters for year, studio and more.

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.