Chasing October
We checked 8 streaming services in India on 08 Jun 2026 at 02:31 IST
About
"Chasing October" is a docu-comedy that chronicles one fan's crusade to take the Chicago Cubs to the World Series "by any means necessary." Director Matt Liston quits his job, gets all access to his favorite team, and rallies a city. Perhaps no other fan in the history of sports has gone to such an extreme. See Liston as he helps facilitate a trade, attempts to get a $20 million loan to help team payroll, and takes being a fan to a whole new level. This film is a hilarious must-see for all sports fans and for anyone who has ever chased a dream.
Cast
Matt Liston
as Self
Chris Karnak
as Self
Faline England
as Self
Allison Karnak
as Self
Ray Liston
as Self
Kathie Liston
as Self
Juanita Schoning
as Self
Esta-Joy Peters
as Self
Bill Murphy
as Self
Susan Gayle Watts
as Self
Steven Leslie Horowitz
as Self
Bill Kurtis
as Narrator (voice)
Dominic Tocci
as Narrator (voice)
J.V. Martin
as Narrator (voice)
Brandon Linville
as Letter Reader (voice)
Hallie Faben Comfort
as Letter Reader (voice)
Nate Calloway
as Letter Reader (voice)
Ben Brimer
as Letter Reader (voice)
Bernie Mac
as Self
Chuck Gueno
as Self
Where does Chasing October rank today?
Chasing October is #10000 on the Bowood.TV Daily Streaming Charts today.
- Highest: #10000
- Top 10: 0 days
- Top 100: 0 days
Watch Chasing October Online Free in HD
Stream Chasing October online free in HD on Bowood.TV. A talked-about documentary and comedy movie originally produced in English and released in 2007, it's earned a solid 0.0/10 from 0 viewers worldwide.
About Chasing October
"Chasing October" is a docu-comedy that chronicles one fan's crusade to take the Chicago Cubs to the World Series "by any means necessary." Director Matt Liston quits his job, gets all access to his favorite team, and rallies a city. Perhaps no other fan in the history of sports has gone to such an extreme. See Liston as he helps facilitate a trade, attempts to get a $20 million loan to help team payroll, and takes being a fan to a whole new level. This film is a hilarious must-see for all sports fans and for anyone who has ever chased a dream. Running 90 minutes.
Chasing October Cast and Characters
The cast features Matt Liston (as Self), Chris Karnak (as Self), Faline England (as Self), Allison Karnak (as Self), and Ray Liston (as Self). Their performances are a major reason Chasing October has built such a passionate audience.
Where to Watch Chasing October Online
On Bowood.TV you can watch Chasing October free — no account, no credit card, no ads in the middle of the show. We stream the full film in 720p / 1080p HD, with subtitles when available, on any device: phone, tablet, laptop, or smart TV browser.
▶ Watch Chasing October NowWhy People Are Watching Chasing October
Chasing October flies under the radar but it deserves your attention. What makes it work is sharp comedic timing that lands consistently. If you enjoy English storytelling that doesn't follow the same tired beats, this is the kind of film you'll end up recommending to friends.
Frequently Asked Questions about Chasing October
Where can I watch Chasing October online for free?
You can watch Chasing October online free on Bowood.TV. Just open the page and hit play — no signup, no subscription, full HD streaming on phone, tablet, or desktop.
How long is Chasing October?
Chasing October runs for 90 minutes (about 1.5 hours).
Is Chasing October good? What's the rating?
Chasing October holds a 0.0/10 rating based on 0 reviews — a niche pick worth checking out.
Who is in the cast of Chasing October?
The main cast includes Matt Liston, Chris Karnak, Faline England, and Allison Karnak, plus a strong supporting ensemble.
Is Chasing October available in English?
Yes — Chasing October was originally produced in English and that's the version you'll stream here on Bowood.TV.
When was Chasing October released?
Chasing October was released in 2007.
Do I need an account to watch Chasing October on Bowood.TV?
No. Bowood.TV is free and you can watch Chasing October without creating an account. Sign-up is optional — only useful if you want a personal Watchlist or to comment on episodes.
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Frequently Asked Questions
Common questions about Chasing October
Where can I watch Chasing October for free?
You can watch Chasing October (2007) online for free on Bowood.TV. Just click "Watch Free" on this page to start streaming instantly — no account, subscription, or downloads required.
What is Chasing October about?
Chasing October is a Documentary/Comedy English-language film. "Chasing October" is a docu-comedy that chronicles one fan's crusade to take the Chicago Cubs to the World Series "by any means necessary." Director Matt Liston quits his job, gets all access to his favorite team, and rallies a city. Perhaps no other fan in the history of sports has gone to such an extreme. See Liston as he helps facilitate a trade, attempts to get a $20 million loan to help team payroll, and takes being a fan to a whole new level. This film is a hilarious must-see for all sports fans and for anyone who has ever chased a dream.
When was Chasing October released?
Chasing October was released on March 23, 2007. It has a runtime of 1h 30m. The film was produced by October Entertainment.
Who stars in Chasing October?
Chasing October stars Matt Liston, Chris Karnak, Faline England and Allison Karnak. The full cast list is available in the Cast section above.
Is Chasing October available in HD?
Yes, Chasing October is available to stream in high definition (HD) on Bowood.TV. Our players automatically deliver the best quality your connection supports — no extra setup needed.