Dynamic Watchlist Hub: Apr 13, 2026

10 Best Movies Like Willie & Phil

If you loved Willie & Phil, 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 Willie & Phil.

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#1
Sidewalks of New York

Sidewalks of New York

2001★ 6.0

Why watch this? A perfect follow-up to Willie & Phil for fans of Comedy & Drama & Romance. It captures a similar light-hearted atmosphere.

The film follows the marital and dating lives of three men and three women who unknowingly form a tangled web of relationships. Interspersing "man on the street" interviews with sc...

#2
Enemies, a Love Story

Enemies, a Love Story

1989★ 6.2

Why watch this? A perfect follow-up to Willie & Phil for fans of Comedy & Drama & Romance. It captures a similar light-hearted atmosphere.

A ghostwriter finds himself romantically involved with his current wife, a married woman and his long-vanished wife....

#3
Jack Goes Boating

Jack Goes Boating

2010★ 6.0

Why watch this? A perfect follow-up to Willie & Phil for fans of Comedy & Drama & Romance. It captures a similar light-hearted atmosphere.

A limo driver's blind date sparks a tale of love, betrayal, friendship and grace—centered on two working-class New York City couples....

#4
(Untitled)

(Untitled)

2009★ 6.4

Why watch this? A perfect follow-up to Willie & Phil for fans of Comedy & Drama & Romance. It captures a similar light-hearted atmosphere.

A fashionable contemporary art gallerist in Chelsea, New York falls for a brooding new music composer in this comic satire of the state of contemporary art....

#5
Delirious

Delirious

2007★ 6.3

Why watch this? A perfect follow-up to Willie & Phil for fans of Comedy & Drama & Romance. It captures a similar light-hearted atmosphere.

Les, a small-time celebrity photographer desperate to make it big, befriends Toby, a homeless young man with no direction except a vague desire to become an actor. When by chance, ...

#6
Peace, Love & Misunderstanding

Peace, Love & Misunderstanding

2011★ 5.8

Why watch this? A perfect follow-up to Willie & Phil for fans of Comedy & Drama & Romance. It captures a similar light-hearted atmosphere.

A conservative lawyer named Diane takes her two teenage children Jake and Zoe to meet their estranged, hippie grandmother in Woodstock after her husband asks for a divorce....

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