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Best Comedy Movies Alone On A Rainy Night From The 2000S With An Unforgettable Ending

The Moviepiq team picked these comedy films specifically for a rainy night in. No filler. Every film on this list earns its place for exactly this occasion.

The best comedy movies alone on a rainy night from the 2000s with an unforgettable ending. Includes Love Don't Co$t a Thing, Imagine Me & You, Hot Fuzz and m...

A rainy night alone is one of the few situations that genuinely calls for a great film. No interruptions, no compromises on what to watch, no one talking over the quiet moments.

The 2000s produced a remarkable run of intelligent, ambitious cinema - a decade that took genre seriously and rewarded patient audiences.

Great comedy is harder than drama. The timing has to be precise, the characters have to be real, and the laughs have to be earned rather than demanded.

Love Don't Co$t a Thing movie poster
1
2003 · ★★★½☆ 7.6/10

A high school outcast pays a cheerleader to pose as his girlfriend so he can be considered cool.

Imagine Me & You movie poster
2
2006 · ★★★½☆ 7.6/10

During her wedding ceremony, Rachel notices Luce in the audience and feels instantly drawn to her. The two women become close friends, and when Rachel learns that Luce is a lesbian, she realizes that despite her happy marriage to Heck, she is falling for Luce. As she questions her sexual orientation, Rachel must decide between her stable relationship with Heck and her exhilarating new romance with Luce.

Hot Fuzz movie poster
3
2007 · ★★★½☆ 7.6/10

Former London constable Nicholas Angel finds it difficult to adapt to his new assignment in the sleepy British village of Sandford. Not only does he miss the excitement of the big city, but he also has a well-meaning oaf for a partner. However, when a series of grisly accidents rocks Sandford, Angel smells something rotten in the idyllic village.

Lilo & Stitch movie poster
4
2002 · ★★★½☆ 7.6/10

As Stitch, a runaway genetic experiment from a faraway planet, wreaks havoc on the Hawaiian Islands, he becomes the mischievous adopted alien "puppy" of an independent little girl named Lilo and learns about loyalty, friendship, and ʻohana, the Hawaiian tradition of family.

The Emperor's New Groove movie poster
5
2000 · ★★★½☆ 7.6/10

When the self‑absorbed Emperor Kuzco is accidentally transformed into a llama, he must rely on a humble villager to survive the jungle and reclaim his throne.

These films earn their laughs honestly. Nothing is cheap, nothing is mean-spirited, nothing is there just to get a reaction. It's all earned.

Shaun of the Dead movie poster
6
2004 · ★★★½☆ 7.5/10

Shaun lives a supremely uneventful life, which revolves around his girlfriend, his mother, and, above all, his local pub. This gentle routine is threatened when the dead return to life and make strenuous attempts to snack on ordinary Londoners.

Good Bye, Lenin! movie poster
7
2003 · ★★★½☆ 7.5/10

Alex Kerner's mother was in a coma while the Berlin wall fell. When she wakes up he must try to keep her from learning what happened (as she was an avid communist supporter) to avoid shocking her which could lead to another heart attack.

My Sassy Girl movie poster
8
2001 · ★★★½☆ 7.5/10

A dweeby, mild-mannered man comes to the aid of a drunk young woman on a subway platform. Little does he know how much trouble he's in for.

BURN·E movie poster
9
2008 · ★★★½☆ 7.5/10

What lengths will a robot undergo to do his job? BURN·E is a dedicated hard working robot who finds himself locked out of his ship. BURN·E quickly learns that completing a simple task can often be a very difficult endeavor.

In Bruges movie poster
10
2008 · ★★★½☆ 7.5/10

Ray and Ken, two hit men, are in Bruges, Belgium, waiting for their next mission. While they are there they have time to think and discuss their previous assignment. When the mission is revealed to Ken, it is not what he expected.

The best endings don't resolve - they resonate. You're still thinking about them on the way to bed. These qualify.

The best comedies leave you warmer than you were. Not because they avoid difficulty — but because they find the humanity inside it.

From the Blog

READ Best Movies to Watch Alone at Night
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READ Good Movies at Night When Bored

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