42		Stormovik: SU-25 Soviet Attack Fighter (DOS, 1990)
41		Ultrawings (Windows, 2017)
41		JSF (Windows, 1997)
41		Microsoft Flight Simulator 98 (Windows, 1997)
41		Top Gun: Danger Zone (DOS, 1991)
40		Fighter Wing (DOS, 1995)
40		Merlin Challenge (DOS, 1993)
40		Black Knight: Marine Strike Fighter (DOS, 1995)
40		SFS PC 3.0: The Soaring Simulator (DOS, 1998)
40		SFS-PC 2.0 (DOS, 1994)
40		Blue Angels: Aerobatic Flight Simulator (Windows, 2017)
40		Red Baron with Mission Builder (DOS, 1997)
40		Back to Baghdad (DOS, 1996)
40		F/A-18 Operation Desert Storm (Windows, 2005)
40		Fly! (Windows, 1999)
40		F-16 Aggressor (Windows, 1999)
40		FlightGear (Windows, 1997)
40		Red Baron with Mission Builder (Windows, 1997)
40		Hangsim (Windows, 2000)
40		Search and Rescue 2 (Windows, 2000)
40		Microsoft Flight Simulator for Windows 95 (Windows, 1996)
40		Fighter Ace 3.5 (Windows, 2002)
40		Search & Rescue: Coastal Heroes (Windows, 2002)
40		Jet de GO! (Windows, 2001)
40		DCS World (Windows, 2013)

Notes: Games similar to High Roller, Games like High Roller, Mirrorsoft Ltd., Mindscape, Inc., DOS, Simulation, 1st-person, Flight, Aviation, PC, Game Similarities.