Here is the full list of all 18 Poker Night 2 achievements. It takes around 15-20 hours to unlock all of the achievements on Windows.
Win Ash's bounty item.
Win Claptrap's bounty item.
Win Brock's bounty item.
Activate the Army of Darkness deck, felt, and chips simultaneously.
Activate the Borderlands deck, felt, and chips simultaneously.
Activate the Venture Brothers deck, felt, and chips simultaneously.
Purchase a felt.
Purchase a deck.
Purchase a set of chips.
Purchase a drink.
Win Sam's bounty item.
Win a tournament.
Win a hand.
Activate the Sam & Max deck, felt, and chips simultaneously.
Activate the Portal deck, felt, and chips simultaneously.
Win GLaDOS's bounty item.
Achieve a lifetime balance of one million dollars.
Unlock all decks, felts, and chips.