head to head
Neither is simply harder - they are hard in different places. Littlewood demands more variance; Portal demands more execution.

Optimization · Pure Optimization
A relaxed town-building life sim set after the hero already saved the world.

Optimization · Pure Optimization
The portal-gun puzzle game whose solutions are everything.
Littlewood leans Optimization (Pure Optimization); Portal leans Optimization (Pure Optimization).
Portal leans clearly harder on execution.
Littlewood
No dexterity, energy-based actions
Portal
Portal placement timing modest.
Same score on reads - which means the number cannot separate them. The difference is in what each one asks of you.
Littlewood
No opposition
Portal
No adversary modeling player.
Littlewood leans clearly harder on variance.
Littlewood
Mild RNG in gathering and townsfolk requests
Portal
Deterministic chambers; no randomness.
Portal leans clearly harder on optimization.
Littlewood
Town layout and daily energy routing reward planning
Portal
Pure puzzle-solving optimization.
A matching score does not mean a matching test. Two games can both sit at 10 on execution and demand completely different things of you - which is why the reasoning above matters more than the number beside it.