The best Jack Nicholson and Diane Keaton movies earned the actors award nominations for their roles. To date Jack Nicholson and Diane Keaton have appeared in two films together, a light hearted romantic comedy and a real life romantic drama. Both movies showed strong acting skills, performed well at the box office, and was nominated for numerous awards.
- "Something's Gotta Give". Released in 2003, "Something Gotta's Give" is a light hearted romantic comedy starring Jack Nicholson and Diane Keaton. The number one movie opening weekend, grossing $16 million, the film's worldwide box office totals $266 million. Staying on the box office chart for 17 weeks from December 13, 2003 until April 4, 2004 makes "Something's Gotta Give" the best Jack Nicholson and Diane Keaton movie. The plot centers around Jack Nicholson's character, Harry Sanborn, who dates women half his age and whose most recent fling is Marin, played by Amanda Peet. Marin's mother is Diane Keaton's character, Erica Barry, an uptight, reserved, successful playwright who owns a Hamptons beach house. Marin brings Harry to the beach house thinking it is empty, but her mother and aunt are there. The plot thickens when Jack Nicholson's character suffers a heart attack while at the beach house and is ordered bed rest. Diane Keaton's character is the only person available to watch over him. Both Diane Keaton and Jack Nicholson were nominated for Golden Globes for their acting in "Something's Gotta Give", and Diane won her Best Actress category while Jack lost. Diane was also nominated for a 2004 Academy Award for her portrayal of Marin, but ultimately lost to Charlize Theron.
- "Reds". Released December 4, 1981 "Reds" was the number two movie for its opening weekend and stayed on the box office chart for nine weeks. "Reds" managed to bounce up and down the top ten box office chart for its nine week run, and grossed $50 million in the United States. Set around the World War I time period, Warren Beatty co-wrote, produced, directed the film and portrays the main character, John Reed, an American journalist who falls for Diane Keaton's character, Louise Bryant. Based on a true story, Jack Nicolson portrays playwright Eugene O'Neill, who has an affair with Louise while John Reed's time is consumed with changing the world with the "Reds" of the American Communist Party. "Reds" was number nine in AFI's Top 10 Epic Movie countdown, and the movie earned Diane Keaton and Jack Nicholson Academy Award and Golden Globe nominations.