adverb, adverb taking the 'to' particle, noun or participle which takes 'suru'
shrewdly; smartly; calculatingly
Describes acting in a clever, self-serving way without appearing pushy; often implies quietly taking advantage of a situation. Used with と or as a する-verb.
彼はちゃっかりと一番いい席を取った。
He shrewdly took the best seat.
あの子はいつもちゃっかりしていて、得な方に回る。
That kid is always calculating and ends up on the winning side.