2005–2014: Career resurgence
"In the United States things have changed a lot, and it's hard to make good small films now", Allen said in a 2004 interview. "The avaricious studios couldn't care less about good films—if they get a good film they're twice as happy but money-making films are their goal. They only want these $100 million pictures that make $500 million." Allen traveled to London, where he made Match Point (2005), one of his most successful films of the decade, garnering positive reviews. Set in London, it starred Jonathan Rhys Meyers and Scarlett Johansson. It is markedly darker than Allen's first four films with DreamWorks SKG. In Match Point Allen shifts focus from the intellectual upper class of New York to the moneyed upper class of London. The film earned more than $23 million domestically (more than any of his films in nearly 20 years) and over $62 million in international box office sales. It earned Allen his first Academy Award nomination since 1998, for Best Writing – Original Screenplay, with directing and writing nominations at the Golden Globes, his first Globe nominations since 1987. In a 2006 interview with Premiere Magazine he said it was the best film he had ever made.
Allen reached an agreement to film Vicky Cristina Barcelona in Avilés, Barcelona, and Oviedo, Spain, where shooting started on July 9, 2007. The movie featured Scarlett Johansson, Javier Bardem, Rebecca Hall and Penélope Cruz. The film premiered at the 2008 Cannes Film Festival to rapturous reviews, and became a box office success. Vicky Cristina Barcelona won Best Motion Picture – Musical or Comedy at the Golden Globe awards. Cruz received the Academy Award for Best Supporting Actress.
In April 2008 he began filming Whatever Works, a film aimed more toward older audiences, starring Larry David, Patricia Clarkson, and Evan Rachel Wood. Released in 2009 and described as a dark comedy, it follows the story of a botched suicide attempt turned messy love triangle. Allen wrote Whatever Works in the 1970s, and David's character was written for Zero Mostel, who died the year Annie Hall came out. Allen was elected a Fellow of the American Academy of Arts and Sciences in 2001. You Will Meet a Tall Dark Stranger, filmed in London, stars Antonio Banderas, Josh Brolin, Anthony Hopkins, Anupam Kher, Freida Pinto and Naomi Watts. Filming started in July 2009. It was released theatrically in the U.S. on September 23, 2010, following a Cannes debut in May 2010, and a screening at the Toronto International Film Festival on September 12, 2010.
In 2009, Allen signed a petition calling for the release of film director Roman Polanski, who had been arrested in Switzerland in relation to his 1977 charge for drugging and raping a 13-year-old girl.
Allen announced that his next film would be titled Midnight in Paris, starring Owen Wilson, Marion Cotillard, Rachel McAdams, Michael Sheen, Corey Stoll, Allison Pill, Tom Hiddleston, Adrien Brody, Kathy Bates, and Carla Bruni, the First Lady of France at the time of production. The film follows an aspiring American writer who visits Paris with his fiancée and is magically transported to the 1920s each midnight. This experience compels him to reevaluate his relationship with his fiancée and his attitudes toward nostalgia and living in the present. It debuted at the 2011 Cannes Film Festival on May 12, 2011. Allen said he wanted to "show the city emotionally" during the press conference. "I just wanted it to be the way I saw Paris—Paris through my eyes", he said. The film was almost universally praised, receiving a 93% on Rotten Tomatoes. Midnight in Paris won the Academy Award for Best Original Screenplay and became his highest-grossing film, making $151 million worldwide on a $17 million budget.
On October 20, 2011, Allen's one-act play Honeymoon Motel opened on Broadway as part of a larger piece titled Relatively Speaking, with two other one-act plays by Ethan Coen and Elaine May. In February 2012, Allen appeared on a panel at the 92nd Street Y in New York City with moderators Dick Cavett and Annette Insdorf, discussing his films and career. His next film, To Rome with Love (2012), is a Rome-set comedy starring Jesse Eisenberg, Elliot Page, Alec Baldwin, Penelope Cruz, Greta Gerwig, and Judy Davis. The film is structured in four vignettes featuring dialogue in both Italian and English. It marked Allen's return to acting since his last role in Scoop. Bob Mondello gave it a mixed review, writing, "To Rome with Love is just froth—a romantic sampler with some decent jokes and gorgeous Roman backdrops. It goes down easily, but I have to say it's interesting less for what it is than for how it is."
Allen's next film, Blue Jasmine, debuted in July 2013. The film is set in San Francisco and New York, and stars Alec Baldwin, Cate Blanchett, Louis C.K., Andrew Dice Clay, Sally Hawkins, and Peter Sarsgaard. It opened to critical acclaim, with Eric Kohn of IndieWire calling it "his most significant movie in years". The film earned Allen another Academy Award nomination for Best Original Screenplay, and Blanchett received the Academy Award for Best Actress. Allen co-starred with John Turturro in Fading Gigolo, written and directed by Turturro, which premiered in September 2013. Also in 2013, Allen shot the romantic comedy Magic in the Moonlight with Emma Stone and Colin Firth in Nice, France. The film is set in the 1920s on the French Riviera. It was a modest financial success, earning $51 million on a $16 million budget. For the BBC, Owen Gleiberman wrote, "Magic in the Moonlight is Allen's most gratifyingly airy concoction in a while, but it's also a comedy that insists, in the end, on making an overly rational case for the power of the irrational."
On March 11, 2014, Allen's musical Bullets over Broadway opened on Broadway at the St. James Theatre. It was directed and choreographed by Susan Stroman and starred Zach Braff, Nick Cordero, and Betsy Wolfe. The production received mixed reviews, with The Hollywood Reporter writing, "this frothy show does provide dazzling art direction and performances, as well as effervescent ensemble numbers." Allen received a Tony Award nomination for Best Book of a Musical. The show received six Tony nominations.
In July and August 2014, Allen filmed the mystery drama Irrational Man in Newport, Rhode Island, with Joaquin Phoenix, Emma Stone, Parker Posey and Jamie Blackley. Allen said that this film, as well as the next three he had planned, had the financing and full support of Sony Pictures Classics. Jonathan Romney of Film Comment gave the film a mixed review, praising Stone's performance but calling the film "disconcertingly impersonal—all the more so as it overtly carries certain traditional marks of his patented brand, being a light-highbrow comedy of manners, peppered with bookish in-jokes."