Fan Casting Jake Gyllenhaal as Ichabod Crane in Sleepy Hollow (2009)

mask01 made this fan casting suggestion on December 16, 2020. What do you think? See below to cast your vote, or click here to see all fan casting suggestions for this role.

Jake Gyllenhaal as Ichabod Crane in Sleepy Hollow (2009)

Jake GyllenhaalUnited States

44 years old
Jake Gyllenhaal (born December 19, 1980) is an American actor and producer. Born into the Gyllenhaal family, he is the son of director Stephen Gyllenhaal and screenwriter Naomi Foner; his older sis...
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Sleepy Hollow (2009)

Sleepy Hollow (2009)

by Tim Burton
Ichabod Crane is sent to Sleepy Hollow to investigate the decapitations of three people, with the culprit being the legendary apparition, The Headless Horseman.
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Jake Gyllenhaal is known for his roles in Spider-Man: No Way Home, Donnie Darko, and Prisoners. He has been suggested by fans for 17,131 roles on myCast, including Best in Best & Worst Comic Book Castings. Similar actors include Ryan Gosling, Scott Eastwood, and Oscar Isaac. Jake Gyllenhaal was suggested to play Ichabod Crane in Sleepy Hollow (2009) by mask01. Other actors sugggested to play this role include Jared Leto, Benedict Cumberbatch, and Colin Farrell. Sleepy Hollow (2009) has 16 roles, including Katrina Van Tassel, The Hessian, and Lady Mary Van Tassel.