6 Must-Watch Rom-Coms on Prime Video Right Now (October 2025)

9 hours ago 1

Updated on: October 18, 2025

Penn Badgley, Emma Stone in Easy A

Penn Badgley, Emma Stone in Easy AAdam Taylor/©Screen Gems/Courtesy Everett Collection

Sometimes, it takes a lot of work to find the best rom-coms on Amazon Prime Video, especially since the streamer doesn’t usually put the great ones on top.

The good news is that October’s lineup includes Four Weddings and a Funeral, one of the rom-coms that ruled the box office in the ’90s.

Emma Stone‘s Easy A has also found its way back to Prime Video with its great blend of teenage comedy and romance.

You can find both of these films among Watch With Us‘s picks for the must-watch rom-coms on Prime Video right now.

Need more recommendations? Then check out the Best New Movies on Netflix, Max, Hulu, Amazon Prime Video and more, the Best Movies on Amazon Prime Video Right Now, the Best Movies on Hulu Right Now and the 10 Most Popular Amazon Prime Video Movies and TV Shows.

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The Scarlet Letter isn’t the most obvious novel to turn into a teenage rom-com, but Easy A pulled it off by letting the events of the book loosely inspire the film. Olive Penderghast (Emma Stone) not only knows what it means to wear the Scarlet Letter, she flaunts it.

Although the A is supposedly a symbol of Olive’s promiscuity, she’s actually been lying to build up the reputations of guys who pay her off with gifts. That gives her rival, Marianne Bryant (Amanda Bynes), ammunition to use against her and strains Olive’s relationship with Todd (Penn Badgley), even though he’s one of the few who know the truth about her.

Easy A is streaming on Prime Video.

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Four Weddings and a Funeral was a blockbuster for its time, and it’s widely considered one of the greatest rom-coms ever made. Charles (Hugh Grant) and Carrie (Andie MacDowell) are the would-be lovebirds at the center of the film, but far from the only couple. 

As the title suggests, Charles and Carrie form a bond as they run into each other at four different weddings, including their own to other romantic partners. That’s the ultimate roadblock for both of them. Carrie and Charles may not be together, but they really want to be, even at a funeral.

Four Weddings and a Funeral is streaming on Prime Video.

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Groundhog Day is firmly a part of the pop culture landscape, so much so that a teenager named Mark (Kyle Allen) uses it to explain his situation in The Map of Tiny Perfect Things. He’s stuck in an infinite time loop with seemingly no way out.

It’s a lonely way to live until he meets Margaret (Kathryn Newton), a girl his age who is also experiencing a time loop. Naturally, Mark develops feelings for Margaret and suggests that they may escape if they can track down all of the moments of “perfect beauty” in their endless day. Of course, it won’t be that easy.

The Map of Tiny Perfect Things is streaming on Prime Video.

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Begin Again isn’t a romance in the conventional sense, but there’s a very deep emotional connection that develops between songwriter Gretta James (Keira Knightley) and producer Dan Mulligan (Mark Ruffalo) through their shared love of music.

Gretta’s boyfriend, Dave Kohl (Adam Levine), cheated on her while rising to fame, and Dan is estranged from his wife, Miriam (Catherine Keener). Despite being fired from his job, Dan proposes that he and Gretta work together to create an album. They make great music together, and Gretta even loves Dan’s daughter, Violet (Hailee Steinfeld). But this relationship can only go so far.

Begin Again is streaming on Prime Video.

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About a decade before they starred together in Marvel’s Ant-Man and the Wasp, Paul Rudd and Michelle Pfeiffer played potential lovers in I Could Never Be Your Woman.

Rosie Hanson (Pfeiffer) is a producer on a sitcom who revitalizes the show when she casts Adam Pearl (Rudd) as the main character’s new love interest. But as Adam and Rosie display some real romantic chemistry of their own, she’s worried about the decade-plus age gap between them.

I Could Never Be Your Woman is streaming on Prime Video.

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A few decades before the word “multiverse” became common in the cinematic lexicon, Sliding Doors presented a look at two parallel timelines that revolved around a young woman named Helen Quilley (Gwyneth Paltrow). If Helen makes her train on time, she’ll discover that her boyfriend, Gerry (John Lynch), is seeing Lydia (Jeanne Tripplehorn) on the side. She may even get to reinvent herself and live the life she always wanted.

But if Helen misses her train, Gerry gets away with his cheating, and she may never meet James Hammerton (John Hannah), the man she loves in the other timeline. Some events mirror each other in the possible worlds for Helen, but there are also certain things she can’t avoid in either timeline.

Sliding Doors is streaming on Prime Video.

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