A lot of these are pretty tangential, but it's kind of a thin genre. Please look all of these up before watching. A lot of them are old movies that have a lot of bad jokes and upsetting things mixed in with the good jokes.

Blazing saddles is about racism and to an extent capitalism

Clerks is kind of about bullshit jobs, with two gen x slackers doing everything but their non-jobs as they muse about life and star wars. Check the content warnings first, it's got some jokes that aren't great mixed in with the fun stuff.

Trading places is interesting from a historical perspective, in that some normal people pull one over on rich people, but the prestige has them becoming rich people instead of changing anything. Again, lots of bad jokes so check a content warning first.

The blues brothers touches on the carceral state. The plot is that the catholic orphanage that where the blues brothers were raised is at risk of being foreclosed by the bank, so they go on a holy mission to raise enough money to save the orphanage by assembling a bunch of great musicians to form a power band. Along they way they fight nazis, racists, cops, the illinois national guard, and Carrie Fisher armed with a flame througher. Again, old movie, check the content warnings, there are some gross bits.

Actually the 80s were full of "plucky kids try to stop crooked developers from bulldozing the library/community center/old folks home to build a mall" plots.

Iirc o brother where art thou features a bunch of stuff about depression era economic violence as a background theme.

American Psycho is a horror/comedy in the starkest, most pitch black way, that is a scathing condemnation of the failsons that rule the world. It's extremely violent and horrible, please look up some content warnings before going in.

Goodbye, Lenin's premise is that a woman in the gdr falls in to a coma in 1989 and wakes up after reunificationer. Her child tries to shield her from what happened after the fall of communism. Unfortunately it's a twenty year old movie and i don't remember what it's take on capital is. Hmm. Reading the plot description on the wiki it sounds pretty brainworms. Might be worth looking at as a historical document.

Wristcutters (cw: suicide) has some simle critiques about the meaninglessness and alienation of capitalist labor. I cannot stress enough that while this is a funny, charming, lighthearted, and very humane movie the characters are in an afterlife for people who died of suicide and that is a constant theme.

Charlie Chaplin's Modern Times is worth a look. One of the classics of cinema, and a great example of Charlie's sublime skill as an entertainer.

The keystone kops comedies from the early 20th might be worth a look, too.

Robocop is a very smart skewering of the corporate brutality of the 80s and of police violence masquerading as a copaganda crime exploitation movie. It's very over-the-top violent, as it is satirizing contemporary police crime movies and middle class panic over urban crime.check the content warnings, it's very violent. It's Verhoeven to give you an idea of what you're getting in to.

Total Recall is another Verhoeven movie with some anti-capitalist themes. A core plot point is the corporate dictator of mars using his control over oxygen to discipline the working class. As with everything in the 80s, content warnings abound.

Fifth Element is an action comedy where the plot is driven by a CEO's insatiable greed. It's very horny, has some bad depictions of indigenous liberation movements, and a lot of shooting. Check the content warnings.

Newsies is a musical about the 1899 newsboys strike, from disney of all companies. Capitalist recuperation in action.

The men who stare at goats is tangentially related to capitalism as a satire of the absurdity and weirdness of the mic

The pentagon wars is an old classic about mic corruption and America's inability to make a tank that isn't an embarassment

Thank you for smoking is a black comedy about the tobacco industry, lobbyists, and propaganda