The Best Matt Winn Movies, Ranked
4 credits from 1997 to 2025, ranked by the Movie Echo Score — a blend of critic reviews, audience ratings and lasting impact. The Trouble with Jessica (2025) comes out on top with a score of 66. Below: the best films by genre and by decade, the most awarded and the newest releases.
The Latest Matt Winn Movies
The most recent films Matt Winn is credited on, newest first — starting with The Trouble with Jessica (2025). Open any of them for the cast, ratings, box office and where to watch.
The Best Matt Winn Movies: Questions & Answers
The best-rated, highest-grossing, most awarded and newest Matt Winn films, answered from the rankings on this page.
What is the best Matt Winn movie?
The Trouble with Jessica (2025) is the best-rated Matt Winn film, with a Movie Echo Score of 66. The Movie Echo Score blends critic reviews, audience ratings and how well a film has lasted.
The Trouble with Jessica: cast, ratings & box office What is the best Matt Winn comedy movie?
The Trouble with Jessica (2025) is the best-rated of Matt Winn's comedy films, with a score of 66.
What is the newest Matt Winn movie?
The newest film on Matt Winn's filmography is The Trouble with Jessica (2025), directed by Matt Winn.
More Movie Rankings & Collections
Best-of lists by year, decade and genre, all-time box office records and the films on the trending list.
Best-Rated Movie Rankings
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New releases, popular films and the best of every genre