Dynamic Watchlist Hub: May 09, 2026

10 Best Movies Like Whirligig

If you loved Whirligig, 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 Whirligig.

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#1
Sidewalks of New York

Sidewalks of New York

2001★ 6.0

Why watch this? A perfect follow-up to Whirligig 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
Numb

Numb

2007★ 5.9

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

Hudson Milbank is a successful Hollywood screenwriter who suddenly and strangely finds himself without any emotional feelings. He tries doctor after doctor and shrink after shrink,...

#3
Delirious

Delirious

2007★ 6.4

Why watch this? A perfect follow-up to Whirligig 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, ...

#4
Jack Goes Boating

Jack Goes Boating

2010★ 6.0

Why watch this? A perfect follow-up to Whirligig 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....

#5
Enemies, a Love Story

Enemies, a Love Story

1989★ 6.2

Why watch this? A perfect follow-up to Whirligig 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....

#6
The Best You Can

The Best You Can

2025★ 7.0

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

Cynthia Rand is a buttoned-up New Yorker married to a brilliant professor 25 years her senior. She begins feeling the effects of her husband’s advancing age on their relationship, ...

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