The Flyboys

The Flyboys

Year: 2008

Runtime: 104 mins

Language: English

Director: Rocco DeVilliers

AdventureActionUnderdogs and coming of ageEmotional and touching family dramasAdrenaline-fueled action and fast cars

Two boys from a small town find their courage tested when they accidentally stow away aboard an airplane owned by the mob…

Warning: spoilers below!

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Timeline & Setting – The Flyboys (2008)

Explore the full timeline and setting of The Flyboys (2008). Follow every major event in chronological order and see how the environment shapes the story, characters, and dramatic tension.

Time period

Location

Arizona

The story unfolds in a small desert town in Arizona centered around a local airport and its hangars. The town's everyday life is disrupted by a high-stakes incident involving a plane and criminals. The airport serves as the backdrop for Kyle and Jason's adventure and their fight to stay out of trouble.

🏜️ Desert town ✈️ Airport hub 🏙️ Small-town community

Last Updated: October 04, 2025 at 17:46

Main Characters – The Flyboys (2008)

Meet the key characters of The Flyboys (2008), with detailed profiles, motivations, and roles in the plot. Understand their emotional journeys and what they reveal about the film’s deeper themes.

Kyle Barrett (Reiley McClendon)

The new kid in town who befriends Jason and shows quick wits, courage, and a knack for staying calm under pressure. He pushes back against bullies and leads their plan to avert disaster, ultimately proving himself as a protector of friends and community.

👦 Youth 🛡️ Courage 🤝 Friendship

Jason McIntyre (Jesse James)

A brave, impulsive classmate who invites Kyle into an unexpected adventure. He partners with Kyle, displaying loyalty and resourcefulness as they navigate danger and a criminal plot. His quick thinking helps them uncover the bomb and avert catastrophe.

👦 Youth 🛡️ Bravery 🤝 Friendship

Angelo Esposito (Tom Sizemore)

A mob-connected plane owner who hides more than he reveals behind a calm exterior. He acknowledges the boys' courage, then uses his criminal network to pursue money, setting the stakes for the heroes' escape and protection.

⚖️ Crime 🧭 Power 🕴️ Influence

Silvio Esposito (Stephen Baldwin)

Angelo's brother who plays a key role in the mob scheme and the plan to recover the money. He is pragmatic but vulnerable, and his loyalty is tested as the pursuit intensifies.

🗡️ Betrayal ⚖️ Power 🧭 Loyalty

Lenny Drake (J. Todd Adams)

The greedy partner who betrays Angelo for money and becomes a dangerous antagonist. He pursues the boys with reckless aggression and is eventually stopped in a dramatic showdown.

💰 Greed 🔫 Threat ⚠️ Danger

Ed Thomas (Dallen Gettling)

A skilled pilot who helps Kyle and Jason survive, ultimately guiding them to safety. He acts with competence and courage, and his actions are pivotal in the boys' escape.

🛩️ Pilot 🛡️ Protector 🧭 Teamwork

Grandpa Thomas (Harrison Young)

A supportive elder who recognizes the boys' bravery and honors their achievement with a medal. He embodies wisdom and pride from a family with a long-standing bond to the community.

👴 Wisdom 🏅 Honor 🏡 Family

Samantha Barrett (Jennifer Slimko)

Kyle's mom who provides a caring presence in the aftermath and shares in the boys' victory. She represents family support and resilience in the face of danger.

👩 Family 🏡 Home 💪 Support

Last Updated: October 04, 2025 at 17:46

Major Themes – The Flyboys (2008)

Explore the central themes of The Flyboys (2008), from psychological, social, and emotional dimensions to philosophical messages. Understand what the film is really saying beneath the surface.

🤝 Friendship

Kyle and Jason form a strong bond after risking their safety to help others. The film focuses on their growing trust and loyalty as they navigate danger. Their teamwork enables them to outsmart adults' criminal schemes and protect those around them.

🛡️ Courage

The boys step into danger when they discover the bomb and choose to act. They confront criminals and endure a tense chase, showing resilience beyond their years. The story frames bravery as a decision to protect others, not a fantasy.

⚖️ Consequences

Criminals pursue money and power, but the boys' intervention triggers consequences for everyone involved. The criminals face downfall while the heroes' courage is celebrated in the town. The film contrasts youthful bravery with adult crime, inviting reflection on justice.

Last Updated: October 04, 2025 at 17:46

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The Flyboys Summary

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The Flyboys Summary

The Flyboys Timeline

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The Flyboys Timeline

The Flyboys Spoiler-Free Summary

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The Flyboys Spoiler-Free Summary

More About The Flyboys

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More About The Flyboys