Dynamic Watchlist Hub: May 09, 2026

10 Best Movies Like Don Chicago

If you loved Don Chicago, we've curated the perfect watchlist for you based on shared genres, themes, and directorial style.

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Expert Review & Ratings

See our full critical analysis and audience score for Don Chicago.

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#1
Jim Jefferies: Freedumb

Jim Jefferies: Freedumb

2016★ 7.3

Why watch this? A perfect follow-up to Don Chicago for fans of Comedy. It captures a similar light-hearted atmosphere.

Returning for a second Netflix comedy special, Jim Jefferies unleashes his famously ferocious black humor to a packed house in Nashville, Tennessee....

#2
Easy Money

Easy Money

1983★ 6.0

Why watch this? A perfect follow-up to Don Chicago for fans of Comedy. It captures a similar light-hearted atmosphere.

To inherit his mother-in-law's colossal fortune, a hard living gambling addict must change his unhealthy ways before it gets the best of him....

#3
Anuvahood

Anuvahood

2011★ 6.4

Why watch this? A perfect follow-up to Don Chicago for fans of Comedy. It captures a similar light-hearted atmosphere.

Kenneth (who likes to call himself Kay) begins to realise he's just another wannabe bad boy... even less than a loser in fact. After quitting his job at Laimsbury's, Kay vows to be...

#4
Mr. Bones

Mr. Bones

2001★ 6.0

Why watch this? A perfect follow-up to Don Chicago for fans of Comedy. It captures a similar light-hearted atmosphere.

A medicine man is sent looking for the son of his tribal king, and brings back an American golfer and a host of goons intent on keeping him in the golf tournament....

#5
The Family Plan 2

The Family Plan 2

2025★ 6.5

Why watch this? A perfect follow-up to Don Chicago for fans of Comedy. It captures a similar light-hearted atmosphere.

Now that Dan's assassin days are behind him, all he wants for Christmas is quality time with his kids. But when he learns his daughter has her own plans, he books a family trip to ...

#6
Bill Burr: Walk Your Way Out

Bill Burr: Walk Your Way Out

2017★ 6.9

Why watch this? A perfect follow-up to Don Chicago for fans of Comedy. It captures a similar light-hearted atmosphere.

No-nonsense comic Bill Burr takes the stage in Nashville and riffs on fast food, overpopulation, dictators and gorilla sign language....

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