Movies Like “Destry Rides Again”?

Enjoyed this odd Western after seeing good reviews and seeking it out. But I’m still not sure if it is meant to be a satire of Westerns or just a good film with some comic relief. Can anyone recommend similar movies or good, classic old films which contain substantial satire without being comedies?”

A review from IMDB describes it well:

8/10
Clean and scrappy…
It is true that there are parody elements in George Marshall’s delightful “Destry Rides Again” but the real humor lies not so much in these sorts of antics, nor the heavily laid on inquiries of Marlene Dietrich as to the tastes of the backroom boys, but rather in James Stewart’s no-gun Destry characterization…

This springs from the same source as Ford’s ‘characters’, recognizable frontier independent-minded eccentrics, with a firm footing in American literature; characters often with a roundabout way of making a point, or pointing a moral, as with Destry’s habit of prefacing each little cautionary parable with: ‘I knew a fellow once who…’ A habit that inevitably drew the aggrieved riposte: ‘You know too many fellows, Destry…’

The other ‘characters’ in this film have more than a color or two of parody—. Mischa Auer’s improbable Slavonic cowboy, Charles Winninger’s town drunk, Brian Donlevy, unprincipled boss, and Samuel S. Hinds’ nicely played judge….

In retrospect, it’s odd how much this movie gains from its rather touching little postscript.… Stewart, the unconventional lawman, having pacified his cowtown, strolls the streets with a hero-worshiping lad at his heels, and yet also takes a little cloud of sadness along with him……

The line between satire and comedy is thin and permeable. Some of the suggestions below may cross it.

Ninotchka (1939) – Romantic comedy satirizing Russians. The partial remake Comrade X (1940) is more cynical.

The Fountainhead (1949) – Certainly not intended as a satire, it nevertheless plays like one.

Sunset Blvd. (1950)

Beat the Devil (1954)

His Kind of Woman (1955) – Vin Price’s performance is a satire/spoof on action movie heroics.

A Face in the Crowd (1957)

Our Man in Havana (1959)

Dr. Strangelove (1963)

The President’s Analyst (1967)

Wild in the Streets (1968) – Voting age is lowered to 14 and a teen idol becomes president.

Beyond the Valley of the Dolls (1970)

Network (1976)

The Coca-Cola Kid (1985)

They Live (1988)

Casablanca is a comedy disguised as a serious drama.

“I came to Casablanca for the waters.”
“Casablanca is in the desert.”
“I was misinformed.”

Also, I strongly recommend Sullivan’s Travels which is in the grey area between serious and comedic.

I’ve always felt that the direct progeny of Destry Rides Again is:

Support Your Local Sheriff (1969)