particle
Attaches to the た-form of verbs and adjectives, or to nouns/na-adjectives with だ→だって. Expresses a concessive condition: 'even if it is the case that...'. Often used in casual speech.
今から行ったって、もう間に合わないよ。
Even if we go now, we won't make it in time.
安くたって、必要ないものは買わない。
Even if it's cheap, I don't buy things I don't need.
particle
Follows a volitional or question word to mean 'no matter how much one tries' or 'however one does'. Often used with いくら/どんなに/何度 etc. Also appears as ったって in casual speech.
いくら頼んだって、彼は聞いてくれない。
No matter how much I ask, he won't listen.
どんなに急いだって、終電には間に合わない。
No matter how much I hurry, I won't catch the last train.