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We found the following shows with actor/director: "Jake Gyllenhaal" in the next 14 days.
Jarhead

Jarhead (2005)

Thu 4/24 10:45 PM 141 SHO2 (Cbl) 2 hours, 15 minutes R

A Marine and his comrades form brotherly bonds while patrolling the Iraqi desert during the Gulf War. Based on a book by Anthony Swofford.   View in TV Listings

Proof

Proof (2005)

Fri 4/25 7:05 AM 151 ENCORE (Cbl) 1 hour, 45 minutes PG13

A depressed woman copes with the death of her father, a brilliant but mentally ill mathematician. Based on a play by David Auburn.   View in TV Listings

The Day After Tomorrow

The Day After Tomorrow (2004)

Sun 4/27 9:00 PM 17 SYFY (Cbl) 2 hours, 30 minutes PG13

A climatologist tries to locate his son after global warming leads to worldwide natural disasters.   View in TV Listings

October Sky

October Sky (1999)

Wed 4/30 8:00 PM 150 FLIX (Cbl) 2 hours PG

Not wanting to be a miner, a young West Virginian builds rockets with his friends and later becomes a NASA scientist.   View in TV Listings

Love & Other Drugs

Love & Other Drugs (2010)

Fri 5/2 5:30 PM 24 FXM (Cbl) 2 hours, 11 minutes R

A pharmaceutical salesman begins a tempestuous romance with a free-spirited Parkinson's patient. Based on the book "Hard Sell: The Evolution of a Viagra Salesman" by Jamie Reidy.   View in TV Listings

Brothers

Brothers (2009)

Mon 5/5 1:45 PM 149 SUNDANC (Cbl) 2 hours, 15 minutes R

After his brother is presumed dead in Afghanistan, a drifter and his sister-in-law are drawn together through their grief and unexpected attraction.   View in TV Listings