What is the oldest game you still play & install today?

Transport tycoon 1994 and it's rollercoaster counterpart 1999. Better than some top graphical games in some respects. Been playing a lot on my SNES mini and those games are early 90's. Have a good 8 hours on Super Mario world. Think I spent half that on BF1 campaign!
 
Novalogic Delta Force from 1998 on my Win 7 PC (won't work on my win10 laptop) or Total Air War (F-22 simulator) which was also 1998, and had the absolute best dynamic campaign setup of any flight sim I've ever played and, with a graphics update, would still be spectacular.

Nearly a year and a half later and I'm still playing both games.

TAW has been updated to V2.30 and is free to play. The graphics are still 1998 quality but the gameplay is still THE best dynamic campaign I've played, just beating Falcon 4 for me.
 
Heroes of might and magic 2 has been installed pretty much since it was released. There's something I find uniquely soothing about it.
 
Still playing Company of Heroes with the Blitzkreig mod.

Released in 2006.
 
NFSU2 I would say is about the oldest I play which came out in 2004. I still really enjoy it and it's not bad graphically either.
 
I know it's not that old but I still play Starcraft 2 on average 40-50 hours a week and it's 9 years old now, and I've played it at the level since 2010.

I still regularly play Pharaoh which is what, 20 years old now.
 
Still play Sid Meiers Colonization (runs on a DOSBOX) now and again from 1994. The remake in the Civ IV engine isnt as good.
have been known to fire up Laser Squad on an emulator as well to relive my Amiga days..
More often, I still play a lot of Company of Heroes 1 with Blitzkrieg mod against the CPU.

But then I'll also be found playing Sniper Elite IV (which seems to be a unofficial rebirth of the Hidden & Dangerous game), Hitman 2 (2018) and Elite Dangerous.... all of which have their roots way back in gaming history.
 
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