The Flyboys poster

The Flyboys

Movie PG-13 2008 1h 44m 7.5 /10
Directed by Rocco DeVilliers

Two teens from a small town find themselves in over their heads when they accidentally stow away on a mob owned airplane. What starts as a reckless thrill soon becomes a high risk test of nerve as they dodge armed guards, keep quiet, and hide from a crew that would do anything to cover up the... Read more

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Streaming availability last verified: February 13, 2026

About The Flyboys

Two teens from a small town find themselves in over their heads when they accidentally stow away on a mob owned airplane. What starts as a reckless thrill soon becomes a high risk test of nerve as they dodge armed guards, keep quiet, and hide from a crew that would do anything to cover up the crime. Jason McIntyre, a quick thinker with a stubborn streak, and Kyle Barrett, steady and loyal, must outsmart seasoned criminals while the plane climbs into unpredictable skies. As they scramble to avoid discovery, their bond is pushed to the limit and they learn what real courage looks like under pressure. Cast features Jesse James as Jason and Reiley McClendon as Kyle.

Directed by Rocco DeVilliers, The Flyboys draws on an original screenplay by Gregory C. Haynes, Jason DeVilliers and Richard Dutcher. Released in 2008, it stars Jesse James, Reiley McClendon, Stephen Baldwin, Tom Sizemore and J. Todd Adams.

Critical notes lean toward a straightforward adventure that foregrounds friendship and fast decisions under pressure. The film frames courage as a shared effort between two boys and a perilous situation, avoiding sentimentality while showing young characters taking responsibility for others.

While it did not become a wide cultural phenomenon, The Flyboys has a small circle of fans who revisit its compact, boy focused survival angle. It stands as a compact example of how improvised daring can shape a character's early sense of duty.

Details

Release Date
August 15, 2008
Runtime
1h 44m
Rating
PG-13
User Ratings
171 votes
Type
Movie
Genres
Adventure, Action, Crime
Country
United States
Studio
Dark Coast Pictures +1 more
External Links
View on IMDB

Official Trailer

Cast

Jesse James

Jesse James

Jason McIntyre

Reiley McClendon

Reiley McClendon

Kyle Barrett

Stephen Baldwin

Stephen Baldwin

Silvio Esposito

Tom Sizemore

Tom Sizemore

Angelo Esposito

J

J. Todd Adams

Lenny Drake

D

Dallen Gettling

Ed Thomas

Jennifer Slimko

Jennifer Slimko

Samantha Barrett

Robert Costanzo

Robert Costanzo

Carmine

Vince Cecere

Vince Cecere

Manny

F

Frank D'Amico

Sal

Director: Rocco DeVilliers

Written by: Gregory C. Haynes, Jason DeVilliers, Richard Dutcher

Frequently Asked Questions

The Flyboys is not currently available to stream, rent, or buy online in the US. Check back later for updates.

With a rating of 7.5/10 from 171 viewers, The Flyboys is well-received and recommended by the community. It's a good pick if you enjoy adventure, action, and crime stories.

Two teens from a small town find themselves in over their heads when they accidentally stow away on a mob owned airplane. What starts as a reckless thrill soon becomes a high risk test of nerve as they dodge armed guards, keep quiet, and hide from a crew that would do anything to cover up the cri...

Jesse James plays Jason McIntyre, one of the two boys who stow away aboard a mob owned airplane.

The Flyboys was directed by Rocco DeVilliers. It was created by Gregory C. Haynes, Jason DeVilliers, and Richard Dutcher.