Dynamic Watchlist Hub: Apr 15, 2026

10 Best Movies Like What Might Have Been

If you loved What Might Have Been, 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 What Might Have Been.

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#1
Not Easily Broken

Not Easily Broken

2009★ 6.3

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

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

#2
Hello, Goodbye, and Everything in Between

Hello, Goodbye, and Everything in Between

2022★ 6.2

Why watch this? A perfect follow-up to What Might Have Been for fans of Drama & Romance. 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
Nine Lives

Nine Lives

2005★ 6.1

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

Captives of the very relationships that define and sustain them, nine women resiliently meet the travails and disappointments of life....

#4
Ali and Nino

Ali and Nino

2016★ 6.6

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

Muslim prince Ali and Georgian aristocrat Nino have grown up in the Russian province of Azerbaijan. Their tragic love story sees the outbreak of the First World War and the world’s...

#5
The Golden Bowl

The Golden Bowl

2000★ 5.9

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

Wealthy American widower Adam Verver and his daughter Maggie live a refined life in Europe, surrounded by art. Maggie marries impoverished Italian Prince Amerigo, while Adam marrie...

#6
Life in a Year

Life in a Year

2020★ 8.2

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

A 17 year old finds out that his girlfriend is dying, so he sets out to give her an entire life, in the last year she has left....

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