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● Movie Guide · Last updated May 18, 2026

A Rainy Day in New York: Plot, Cast, Ending & Where to Watch

2019 · United States of America · Comedy, Romance · 1h 32m · English

A Rainy Day in New York is a 2019 United States of America comedy film directed by Woody Allen. This guide covers the plot, full cast, an overview of the ending, where to watch, and similar films you might want next.

Read Ending Explained → Movies Like A Rainy Day in New York Where to Watch
ComedyRomanceNotable
Original Title
A Rainy Day in New York
Director
Woody Allen
Writers
Woody Allen
Country
United States of America
Runtime
1h 32m
Release
Jul 26, 2019
§ 01 Plot · 6 min read

A Rainy Day in New York Plot Summary

A Rainy Day in New York is a 2019 American romantic comedy film written and directed by Woody Allen, and starring Timothée Chalamet, Elle Fanning, Selena Gomez, Jude Law, Diego Luna, and Liev Schreiber. The film follows the romantic exploits of two young college students, Gatsby and Ashleigh, while on a weekend visit to New York City, Gatsby's hometown. He hopes to deepen their relationship while she is in the city to interview a film director (Schreiber) for their college newspaper.

● Quick takeaway

A Rainy Day in New York (2019) is a United States of America comedy film, directed by Woody Allen, running 92 minutes. Two young people arrive in New York to spend a weekend, but once they arrive they're met with bad weather and a series of adventures. Stars Timothée Chalamet and Elle Fanning. Critical reception: IMDb 6.4/10, Rotten Tomatoes 47%, Metacritic 38/100. This guide covers the plot, full cast, ending explanation, and where to watch A Rainy Day in New York.

§ 02 Cast · 6 roles

Cast and Characters

Timothée Chalamet headshot
as Gatsby Welles
Chalamet, filming between Lady Bird and Beautiful Boy, plays Gatsby in full Allen-protagonist mode — patrician slouch, dry voiceover, an undergraduate's affected weariness about a city he has barely left. The performance works because Chalamet plays the affectation as affectation: every cigarette is held a little too theatrically, every reference to Cole Porter is a costume choice. His scenes opposite Selena Gomez are where the role earns its keep; she punctures him and he is visibly relieved to be punctured.
Elle Fanning headshot
Elle Fanning
as Ashleigh Enright
Fanning plays Ashleigh as a wide-eyed Arizona-raised undergraduate whose interviewer's earnestness keeps tipping her into the path of every middle-aged film-world man the script can put in front of her. The performance is a screwball-comedy register — fast talk, hiccups when she is nervous, an inexhaustible willingness to be impressed — and Fanning calibrates it so that the joke is on the men who can't quite tell whether they are being seen or flattered.
Selena Gomez headshot
Selena Gomez
as Chan Tyrell
Gomez is the film's secret weapon. Her Chan is the only character in the script who reads Gatsby clearly from the first scene, and Gomez plays the role with a wisecracking New York rhythm — eye-roll first, kindness underneath — that the writing alone doesn't quite earn. Her duet at the piano with Chalamet, late in the film, is the moment the picture quietly resolves; she is the version of Manhattan he was actually looking for, and the camera knows it before he does.
Jude Law headshot
Jude Law
as Ted Davidoff
Law plays Pollard's longtime screenwriter as a man whose marriage is collapsing in real time during his car ride with Ashleigh through the rain — the screwball-comedy paranoid-husband role taken at full tilt. The performance is broad in the way the script needs it to be: Law turns a single afternoon of escalating jealousy into the film's most efficient running gag, and his second-act crash at a midtown hotel is staged with the precision of vintage Cary Grant.
Diego Luna headshot
Diego Luna
as Francisco Vega
Luna takes the matinee-idol-movie-star part and plays it as a parody of the very seductive register he can supply without effort. His scenes opposite Fanning lean into the comedy of an internationally-famous star politely overestimating his own gravitational pull on a college sophomore from Tucson; Luna's underplaying of the role's vanity is what makes the seduction-attempt scene at his apartment land as a screwball beat rather than as discomfort.
Liev Schreiber headshot
Liev Schreiber
as Roland Pollard
Schreiber plays the auteur-director Pollard as a man in the middle of a midcareer crisis, alternately confiding in Ashleigh, fleeing his own screening, and rewatching the rough cut of his new film at three in the morning. The performance is bruised in the way the Allen-by-way-of-Fellini directorial-stand-in role requires; Schreiber gives Pollard the kind of charisma that makes you understand why a college reporter would follow him through midtown and the kind of self-loathing that makes you understand why he wishes she wouldn't.
§ 03 · Spoiler Zone · Read with care

Ending Overview

How does A Rainy Day in New York end? Our spoiler-aware breakdown walks through the final act beat by beat — including the choices, motivations, and ambiguous final shot that viewers most often debate.

Read full Ending Explained →
§ 04 Watch · Updated May 18

Where to Watch A Rainy Day in New York

Availability may vary by region and change over time.

A
Amazon Prime Video
Streaming · Subscription
● Available
A
Amazon Prime Video with Ads
Streaming · Subscription
● Available
H
Hoopla
Free with ads
● Available
P
Plex
Free with ads
● Available
View all regions & options →
§ 06

Frequently Asked

What is A Rainy Day in New York about?

Two young people arrive in New York to spend a weekend, but once they arrive they're met with bad weather and a series of adventures.

Where can I watch A Rainy Day in New York?

See the Where to Watch section below for the current streaming, rental, and purchase options in your region.