That looks so familiar…
Vampire: The Masquerade: Bloodlines?
Batman: The Telltale Series
Correct! Batman: The Telltale Series , you are up @vinraith
Never played it, but it seemed the most likely choice for an “illustrated” look like that.
Anyway, new frame:
Dead Island 2 ?
Trial of Fire?
Divinity: Original Sin 2
Apparently, D:OS and D:OS2 have a rather distinctive art style, in my eyes at least. The very first games that came to my mind. Then I just had to hedge my bets on whether it was the original or the sequel.
Anyhow, time for the next game. So, without further adieu…
The lack of a huge interface on the bottom is very confusing, given the era this looks to be from!
I’ll go with the straightforward answer of Railroad Tycoon 3.