Here is the full list of all 27 Orwell: Keeping an Eye On You achievements. It takes around 8-10 hours to unlock all of the achievements on Windows.
Allow catastrophe.
Show the peaceful side.
Set Thought free.
Complete Episode Five.
Uncover the truth.
Choose the simple answer.
Complete Episode Four.
Make an unlawful arrest.
Complete Episode Three.
Forgive a crime.
Keep quiet about the intention.
Complete Episode Two.
Avert catastrophe.
Know all favorites.
Complete Episode One.
Show the rebellious side.
See no crime in buying a bottle.
Don't read minds.
Repay the debt.
Administer justice.
Don't bother the law.
Pick up what was left behind.
Win the war.
Reunite a couple.
Find out who is there.
Make Thought crimes.
End a career.