Laugh till/until you cry
Definition 1 of 1
Pro Tip 1/3Casual Expression
Used mostly in informal situations like chatting with friends or on social media. 
Every time we hang out, we laugh until we cry.
Pro Tip 2/3Strong Emotion
Shows extreme amusement or joy, where the laughter is uncontrollable. 
His impressions are so spot on, we laugh till we cry.
Pro Tip 3/3Figurative Use
Not to be taken literally; you might not always cry after laughing. 
That stand-up comedy had me laughing till I cried, what a performance!