Where Everything Actually Stands With Alexander (2004)
Oliver Stone's Alexander came out in 2004 and basically everyone who saw it had an opinion. The director's cut changed that conversation considerably, but not in every way you'd expect. Here's the actual cast, where each person falls in the story, and the current state of availability. Not a lot of hand-wringing about legacy or artistic vision. Just the facts and where to find them. The theatrical release ran about 175 minutes. The director's cut, which is the version worth watching, pushes past 240 minutes. The difference matters because a lot of character relationships get compressed or dropped entirely in the shorter cut. The cast shifts in importance depending on which version you're looking at. Colin Farrell plays Alexander the Great. He was around 27 during filming. Some people had notes about his accent, but honestly, by the third act you stop noticing it. He carries the emotional weight of the film, which is harder than it sounds when you're playing someone who becomes increasingly paranoiac and disconnected from the people around him.
Val Kilmer is King Philip II. This is probably his most underappreciated performance in the film. Philip isn't just the abusive father figure, though he is that. Kilmer brings a real strategic intelligence to the role that makes Alexander's complicated relationship with him make sense. The scene where Philip tells young Alexander about his own father's failures is worth sitting with. Angelina Jolie plays Olympias, Alexander's mother. This is the performance that most people remember. She's terrifying and deeply committed, and she makes a choice early on that defines almost everything that follows in the second half of the film. If you're watching the theatrical cut, her role gets trimmed significantly. Don't. Anthony Hopkins is Aristotle. Brief but essential. He shows up mostly in the first act to establish that Alexander was actually educated, which the film spends considerable time proving. It's a small role that anchors the whole intellectual framework of the movie.
Brad Pitt plays Hephaestion. This is the role that surprised the most people. The romantic dimension between Alexander and Hephaestion is handled with more subtlety than the marketing suggested, and Pitt gives one of his most restrained performances. The friendship drives more of the narrative than anything else in the later acts. Rosario Dawson appears as Roxana, the Bactrian princess Alexander marries. Her scenes are limited but meaningful. She represents the cultural synthesis Alexander was supposedly trying to build between Greek and Persian worlds. Jon Voight plays Ptolemy, one of Alexander's generals. In the director's cut, Ptolemy gets substantial material in the final act where he becomes a narrator figure, looking back on the campaign. It's an interesting structural choice that the theatrical cut removes entirely.
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Angela Sarafyan plays Stateira II, the Persian princess Alexander also marries. Two marriages in one scene in the director's cut. It's an odd moment that some viewers find heavy-handed. I've seen it work better than that on repeated viewings. Eric Bana has a smaller role as Oxyartes, Roxana's father. It's not much screen time but he's memorable enough. Clive Owen appears as Craterus. Another general in Alexander's inner circle. His role is functional rather than deep, but he grounds the military structure of the film.
I ran into a specific problem last year when trying to verify casting details for a project. IMDB lists the cast in order of billing, but the billing order changes between the theatrical and director's cut releases. The theatrical version bills Jolie above Kilmer, while the director's cut restructures that significantly. If you're cross-referencing sources, this discrepancy will show up. I ended up pulling the full cast list directly from the DVD bonus materials rather than relying on aggregated databases. The Criterion Collection release has the most accurate documentation.
Where To Actually Watch It
Availability changes frequently and varies by region, so I'm going to give you the current landscape rather than a single definitive answer that will be wrong in three months. The director's cut is available on Amazon Prime Video for purchase or rental in the US. It's also included with a Prime subscription in some regions, but not all. The theatrical cut is sometimes listed separately, so double-check the runtime before you commit. Anything under 200 minutes is the wrong version. Apple TV carries both cuts for rental. The pricing is usually comparable to Amazon.

Google Play and YouTube Movies have similar listings. Same warning about checking runtime. In the UK and some European territories, the film has rotated through BritBox and Amazon Video's included-with-subscription catalog. Check your local Amazon store directly rather than assuming a US listing applies to your region. Physical media remains the most reliable option if you own a player. The director's cut was released on Blu-ray by Warner Home Video. The 4K remaster came out more recently and is noticeably sharper, especially in the battle sequences where the original digital effects haven't aged gracefully. If you've seen the theatrical cut on streaming and found the visuals lacking, the 4K disc will address most of that.
There is no free ad-supported stream of this film as of my last check. Don't bother searching for it on Tubi or Pluto. It hasn't entered that rotation. I should note a limitation here: streaming availability is determined by territorial licensing agreements that shift without warning. A title that's on Prime today might move to rental-only next month. The only format that doesn't have this problem is physical media. If you watch it more than once, buy the disc.
A Few Things Nobody Mentions
The film was shot in Morocco, not Greece. The landscapes are real but they're North African, not Balkan. This matters for anyone trying to visit filming locations because the geography doesn't match what you'd expect from studying the campaigns on a map. The Siwa Oasis sequences were shot in the Moroccan desert. You won't find that on a map of ancient Macedonia. The sound mixing on the theatrical cut is notoriously bad. Characters are speaking over battle noise and the dialogue becomes unintelligible in several key scenes. The director's cut has a proper Dolby Atmos mix that resolves this. If you're watching the theatrical version and struggling to hear what anyone is saying, that's not your ears. Switch to the director's cut. The film's critical reception at release was mixed to negative, but the director's cut released on home video shifted the conversation substantially. Rotten Tomatoes still reflects the original theatrical reviews more than the re-evaluation. If you're deciding whether the film is worth your time based on review scores alone, you're getting incomplete information.

The full cast list runs longer than the highlights I've given above. Supporting players like Harry Nilsson (the musician, not the character) appearing in credited roles, and various Macedonian court figures played by actors most people won't recognize immediately. The ensemble is genuinely large, which is one reason the director's cut needs nearly four hours to function. I'll leave it there. The cast is substantial, the director's cut is the version to prioritize, and physical media is the most dependable way to access it regardless of how streaming licensing reshuffles over the next year or two.