Dynamic Watchlist Hub: Apr 13, 2026

10 Best Movies Like Bittersweet Monday

If you loved Bittersweet Monday, 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 Bittersweet Monday.

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#1
My Brilliant Career

My Brilliant Career

1979★ 6.2

Why watch this? A perfect follow-up to Bittersweet Monday for fans of Romance & Drama. It captures a similar emotionally gripping atmosphere.

A young woman who is determined to maintain her independence finds herself at odds with her family who wants her to tame her wild side and get married....

#2
Hello, Goodbye, and Everything in Between

Hello, Goodbye, and Everything in Between

2022★ 6.2

Why watch this? A perfect follow-up to Bittersweet Monday for fans of Romance & Drama. It captures a similar emotionally gripping atmosphere.

Clare and Aidan make a pact to break up before college — no regrets, no broken hearts. But will one epic goodbye date offer them a last chance at love?...

#3
Love & Sex

Love & Sex

2000★ 6.1

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

When her rather explicit copy is rejected, magazine journalist Kate is asked by her editor to come up with an article on loving relationships instead, and to do so by the end of th...

#4
Newness

Newness

2017★ 6.0

Why watch this? A perfect follow-up to Bittersweet Monday for fans of Romance & Drama. It captures a similar emotionally gripping atmosphere.

In contemporary Los Angeles, two millennials navigating a social media–driven hookup culture begin a relationship that pushes both emotional and physical boundaries....

#5
Not Easily Broken

Not Easily Broken

2009★ 6.3

Why watch this? A perfect follow-up to Bittersweet Monday for fans of Romance & Drama. It captures a similar emotionally gripping atmosphere.

A car accident and shifting affections test the bond between a married couple....

#6
I Can't Think Straight

I Can't Think Straight

2008★ 7.5

Why watch this? A perfect follow-up to Bittersweet Monday for fans of Romance & Drama. It captures a similar emotionally gripping atmosphere.

Tala, a London-based Palestinian, is preparing for her elaborate Middle Eastern wedding when she meets Leyla, a young British Indian woman who is dating her best friend. Spirited C...

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