In the book, the dog Maggie steals was originally a purebred pug. However, director Curtis Hanson opted to change it, as he cited that movies tend to inspire people to adopt the same dog breed featured in a film. Hanson opted for a mixed breed, hoping that it would inspire people to adopt a shelter pet instead.

The film was originally planned to have Toni Collette as Maggie Feller and Sarah Michelle Gellar as Rose Feller. After Gellar dropped out, Collette agreed to play Rose and the role of Maggie was given to Cameron Diaz.

Director Curtis Hanson approached Toni Collette before filming and asked the actress about gaining weight for the part. Collette had complied and proceeded to gain 25 pounds for the part, which she subsequently lost during the film's shooting, which is to reflect her character.

In the scene where Maggie is auditioning for MTV, the teleprompter says they are going to premiere a new Eminem music video. This was a nod to director Curtis Hanson's previous film, 8 Mile (2002), which starred and was inspired by the life of the rapper.

In Her Shoes (2005) was never released on VHS, making it one of the first movies to be released only on DVD.

Continuity

When Maggie is standing in the road when Rose is leaving you can clearly see a car coming up close behind her. In the next scene it gets closer. There are no roads that lead off in the other direction, but she continues to stand there and the car never approaches or goes around her, and in the next scene the car is no longer there.

After Maggie breaks the heel off a pair of Rose's boots, she changes into leather boots (flat-soled) that she had in the car. She proceeds into the dog kennel. When she comes out later, and the car is missing, she is once again in the high-heeled boots.

When Rose is leaving her apartment to go to Chicago, we see her in a close-up shot wearing heels, nude tights and a skirt. In the next shot, she's wearing long pants.

Maggie carries bag and black plastic "luggage" getting off the train and making phone call. But when she walks into grandma's room, the bag is missing.

When Rose is brushing her teeth while her and Maggie are talking about their mother, there is a toothbrush in her hand and toothpaste on her face. When the camera moves and focuses back on Rose, there is no longer any toothbrush or toothpaste over face although she never rinses her mouth.



Factual errors

At the wedding, at the end, the bride's father is wearing no head covering, which would be inconceivable at a Jewish wedding where all men (regardless of religion) must cover their heads.

In the wedding scene at the end, the band plays "Here Comes the Bride." At a Jewish wedding, this song would not be played due to the fact that Wagner, the song's composer, was a well-known anti-Semite.



Audio/visual unsynchronized

When Rose and her boyfriend are making a toast in her apartment, we hear a perfect chiming sound. We can clearly see that they're both holding their glasses by the bowl instead of holding them from the stem. Holding a glass this way would never allow a chiming sound.



Crew or equipment visible

At numerous times throughout the film, especially when Simon and Rose talk on the deck about her not being pregnant, the camera and lights can be seen reflected in Simon's glasses.



Errors in geography

Maggie calls her grandmother from the train station in Deerfield beach. Deerfield Beach is south of Delray Beach, yet when driving back to grandma's house the ocean is on the left so they are clearly driving south the wrong direction.



Character error

At the end when Ella is at the Jerk Hut, Rose seems to call out "Emma."