The fictitious Mercury shoe company is headed by a guy named "Phil DeVoss", it is from Oregon, and it is an athletic shoe company. Nike, an athletic shoe company, was co-founded in Oregon by Phil Knight who later became Nike's CEO and Chairman of the Board. (imdb.com)
On Claire's road map for Drew, there is a quote by R. Hammond and J. Bebe. Russell Hammond and Jeff Bebe were two of Stillwater's members in Cameron Crowe's previous film Almost Famous (2000). (imdb.com)
Jesse's band comprises members of Kentucky's native band My Morning Jacket who are also featured on the soundtrack. (imdb.com)
On Jesse's wall there is a sticker with the text "ear-x-tacy" on it. Ear-x-tacy is Louisville's biggest independently owned record store. (imdb.com)
Jane Fonda was originally set to play Hollie Baylor but dropped out when filming was delayed.
Christopher Masterson was considered for the role of Drew.
Loudon Wainwright III plays Uncle Dale in the film, and on one of Claire’s play list in the Road trip scrapbook, you can see "Oh What a World" by Rufus Wainwright listed. Rufus is Loudon Wainwright`s son.
When searching the 2nd Largest Farmer`s Market in the World for a woman in a red hat, Drew walks past a signpost with arrows pointing to "Success" and "Failure". He takes the "Failure" route to reach Claire.
Jessica Biel auditioned for the role of Claire but was cast as Ellen instead.
# While shooting a scene in a cemetery with actors Orlando Bloom and Kirsten Dunst, filming was interrupted due to an unexpected rain storm. Cameron Crowe suggested they shoot the scene anyway because it looked more beautiful and natural.
Judy Greer plays Orlando Bloom`s younger sister. In reality, Greer is two years older than Bloom.
A scene was shot in the John Wayne Airport in Orange County. It was the first time since the terrorist attacks on the USA of 11 September 2001 that a film has shot there. The crew was given only one night to shoot.
Jesse`s band comprises members of Kentucky`s native band My Morning Jacket who are also featured on the soundtrack.
Exterior shots of the 747 seen in the film are lifted from the disaster film Airport 1975 (1974).
The phone that Drew uses is a Samsung SCH-a670. While it can vibrate and ring, it cannot do both at the same time as depicted in the film
In the original script, Ben is Claire`s brother. She uses him as a way to deflect unwanted advances.
# On Claire`s road map for Drew, there is a quote by R. Hammond and J. Bebe. Russell Hammond and Jeff Bebe were two of Stillwater`s members in Cameron Crowe`s previous film Almost Famous (2000).
On Jesse`s wall there is a sticker with the text "ear-x-tacy" on it. Ear-x-tacy is Louisville`s biggest independently owned record store.
The picture of Susan Sarandon holding a baby on the mantelpiece in the flashback, is the same picture used in _Stepmom(1998)_.
Cameron Crowe had written the role of Drew Baylor with Orlando Bloom in mind. When Crowe originally offered Bloom the part, Bloom was unable to take it due to scheduling conflicts with Kingdom of Heaven (2005). Crowe then cast Ashton Kutcher in the part but later felt that Kutcher and co-star Kirsten Dunst had no chemistry and decided to let him go. Crowe then pushed his January 2004 start shoot date back to July 2004 for a summer shoot. Many young actors that included Seann William Scott, James Franco, Colin Hanks and Chris Evans auditioned for the part of Drew. Scott was seriously considered and nearly nabbed the part but Crowe pushed to get Bloom instead. When Bloom was able to work the film into his schedule, Crowe cast him in the part.
# Cameron Crowe`s first choice for the part of Claire Colburn was Kirsten Dunst. Dunst wanted the part very much but had already signed for The Village (2004). Evan Rachel Wood (who was apparently too young) was then under consideration for the part but Dunst dropped out of The Village (2004) at the last moment to audition for the part and won it.
Kirsten Dunst dropped out of The Village (2004) for this film. Judy Greer, however, appeared in both `The Village` and `Elizabethtown"
The shoe company is headed by a guy named "Phil DeVoss", it is from Oregon, and it is an athletic shoe company. Nike is originally from Oregon, an athletic shoe company, and was founded and operated by Phil Knight.