James Spader and Jon Cryer have appeared together in 2 films between 1986 and 2009, with a combined box office of $69.5 million. Every shared film with year, roles and gross, plus who else each works with most.
| Year | Film | Box office |
|---|---|---|
| 1986 | Pretty in Pink | $40.5 million |
| 2009 | Shorts | $29 million |
James Spader also often with: Eric Stoltz (4), Andrew McCarthy (3), Robert Downey Jr. (3), Rowdy Herrington (3), Susan Sarandon (3)
Jon Cryer also often with: Frank Whaley (3), Charlie Sheen (2), Dennis Hopper (2), Jennifer Tilly (2), Kevin Pollak (2)