Can you have hypospadias and cryptorchidism together?

Yes, quite common: More common with more severe degrees of hypospadias. That is the further underneath the urinary opening the more likely a boy will have undescended testes. In my experience is also a little more common in boys conceived by ivf.

Yes: These two entities are commonly associated. The presence of both problems increases the likelihood of a genetic or hormonal problem as the cause and merits further investigation.

Yes: When a baby is born with both hypospadias and one or two undescended testicles, there may be a chromosomal or hormone defect. With a severe hypospadias and two undescended testicles that cannot be palpated, the baby may be a girl with a severe hormone anomaly called congenital adrenal hyperplasia. At birth, these children must be evaluated by a urologist.