When filming was taking place in Manchester, England in 2003, a local resident who lived across the street recorded set construction, and on-set activity from his window with a camcorder. When the director, Charles Shyer, found out the local resident was doing this he threatened to "sue his ass" but the resident reminded him that they were filming outside his very house.
According to director Charles Shyer, in the shot where Alfie (Jude Law) punches a car windshield, Law actually cracked the windshield. Apparently, the actor wasn't able to put as much effort into punching it until Shyer told him to imagine that it was the paparazzi. As a result, Law punched so hard that a sledgehammer had to destroy the cracked windshield.
Alfie's Vespa is painted blue and white as an inside joke. The colors pay homage to Jude Law's favorite football team, Tottenham Hotspur.
Susan Sarandon gave pictures of herself in the 1970s to British artist Russel Oxley, who used them to paint an acrylic portrait of her character, supposedly from that era. After filming, the canvas went home with Sarandon.
Nia Long who plays Lonette had a no-nudity clause in the contract for this film.
Director Charles Shyer was inspired by the skinny suits that the Beatles wore in A Hard Day's Night (1964) for Alfie's wardrobe and the brown sweater that Alfie wears in several scenes was Jude Law's own.
This was the first of two films that featured Jude Law in a role originally played by Michael Caine. The second was Sleuth (2007).
Tina Fey was offered the role of Dorie but turned it down.