Street Dreams

Street Dreams

Year: 2009

Runtime: 88 mins

Language: English

Director: Chris Zamoscianyk

FamilyComedyDramaActionAdventure

With ten million street skaters in the United States, the documentary centers on Derrick Cabrera, a gifted rider whose lifelong goal is to earn a sponsorship. While his talent is undeniable, he battles financial strain, industry politics, family pressures, and the harsh realities of the skate world before his dream can become reality.

Warning: spoilers below!

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Timeline – Street Dreams (2009)

Trace every key event in Street Dreams (2009) with our detailed, chronological timeline. Perfect for unpacking nonlinear stories, spotting hidden connections, and understanding how each scene builds toward the film’s climax. Whether you're revisiting or decoding for the first time, this timeline gives you the full picture.

1

Derrick's dream sparks in Chicago

Derrick Cabrera is an up-and-coming street skater in Chicago who dreams of turning pro. He and his friends roam the city filming skits and chasing the chance to land the N.A.C. trick on camera for a sponsorship video. The local university rail is skate-proofed, creating the central obstacle that begins his mission.

Present day Chicago
2

Family pressure and schooling strain

Back home, Derrick's obsession with skating starts to clash with his education and his relationship with his father. Homework and grades slip as he concentrates on practice, straining family ties. The mounting tension foreshadows a major confrontation to come.

Evening / ongoing during high school years Derrick's home, Chicago
3

Breakup with Samantha

Derrick's preppy, party-loving girlfriend Samantha grows weary of his single-minded focus. The breakup marks a turning point, forcing him to choose between school, family, and his skating dream. He doubles down on practice and competition after they part.

After breakup Chicago; Derrick's home
4

Ohio road trip for practice and Tampa Am prep

Derrick joins Cash, Reese, Troy, Mikey and the crew on a road trip to Ohio to skate a park with the perfect rail and to prep for the Tampa Am contest. They hope the trip will boost visibility for the N.A.C. and attract sponsors. As practice ramps up, Troy's jealousy grows as Derrick draws more attention.

Pre-Tampa Am Ohio, United States
5

Meeting Eric Jones and Taylor

In Ohio, Derrick meets well-known skater Eric Jones and his sister Taylor. He learns Eric will be competing in Tampa Am, which inspires him and gives him a new connection in the skate world. The encounter hints at the bigger stage waiting in Florida.

During the Ohio trip Ohio skate park
6

Night plan to grind the rail

Back home, Derrick hatches a risky plan to grind off the welded knobs on the university rail to create a perfect surface for the N.A.C. He enlists his friends to watch for cops while he performs the modification at night. The dangerous scheme shows how far he is willing to go to win.

Night University rail, Chicago
7

Cops arrest Derrick and Mikey

Cops arrive during the night as Derrick grinds the rail, and Troy deliberately withholds warning from the others. Derrick and Mikey are arrested, intensifying tensions with his father and fracturing the crew. The bust becomes the catalyst for Derrick's next move.

Night University rail, Chicago
8

Tampa Am trip: pre-contest mischief

After the arrest, Derrick runs away with his friends to Florida to compete in Tampa Am. In Tampa, they dive into mischief—Derrick plays S.K.A.T.E., Cash and Reese spark a fiery incident at their motel, and the crew heads to Ybor City to party. The night spirals as Cash ends up jailed after a fight.

Night to following day Tampa, Florida; Ybor City
9

Confrontation and group fracture

Frictions come to a head when Derrick calls out Troy for ego and for letting the cops arrest him and Mikey. Troy finally confesses to his role, prompting Derrick to abandon the group in anger. He later finds refuge with Eric and Taylor, who offer support in their motel.

Between nights in Tampa Tampa, Florida
10

Finals day prep and reunion

On the day of Tampa Am finals, Derrick, Eric, and Taylor return to the arena while his friends await him. Troy shoulders against Derrick in pre-competition practice, but Derrick perseveres. The crowd supports him as he pushes toward the final run.

Finals day Tampa Am arena, Tampa
11

Final run and sponsorship secured

During the finals, Derrick attempts the N.A.C. in his final run but the clock runs out before the trick counts. The crowd and judges urge him to try again, and he delivers the N.A.C. with footage ready for sponsorship. The performance earns him an immediate sponsorship and widespread recognition.

Finals day Tampa Am arena, Tampa
12

Victory and homeward journey

With the trick landed and a sponsorship secured, Derrick exchanges numbers with Taylor and hops into Troy's van to drive home to Chicago. The victory marks the start of his professional skate career and the end of this chapter for the crew.

Immediately after finals Tampa to Chicago

Last Updated: October 09, 2025 at 10:48

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Street Dreams Summary

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Characters, Settings & Themes in Street Dreams

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Street Dreams Spoiler-Free Summary

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