6 Best Matchmaker and Wedding Planner Movies

By Vlad Zakh · March 19, 2026

Professional cupids always seem to fall for the very romance they’re arranging. The Wedding Planner has a planner falling for a groom she’s hired to marry off, Hitch has a dating consultant whose own love life lags behind, and Isn’t It Romantic has a cynical architect trapped in a clichéd rom-com. Monster-in-Law, Crossing Delancey and Fiddler on the Roof, where the matchmaker has her day, round out the six.

Isn't It Romantic (2019)

TMDB ★ 5.9

A cynical architect finds herself trapped inside the cliched world of a romantic comedy after a bump on the head.

Directed by Todd Strauss-Schulson · 1h 28m · Rated PG-13

Where to watch

Rent: Amazon Video, Apple TV Store, Google Play Movies, YouTube, Fandango At Home, Plex · Buy: Amazon Video, Apple TV Store, Google Play Movies, YouTube, Fandango At Home

▶ Trailer Letterboxd

Monster-in-Law (2005)

IMDb ★ 5.6 RT 19% Metacritic 31

A bride-to-be endures her fiance's controlling, increasingly hostile future mother-in-law.

Directed by Robert Luketic · 1h 41m · Rated PG-13

1 win & 10 nominations

Where to watch

Stream: HBO Max Amazon Channel, Cinemax Amazon Channel, HBO Max, Cinemax Apple TV channel · Rent: Amazon Video, Apple TV Store, Google Play Movies, YouTube, Fandango At Home, Spectrum On Demand · Buy: Amazon Video, Apple TV Store, Google Play Movies, YouTube, Fandango At Home

▶ Trailer Letterboxd

Hitch (2005)

TMDB ★ 6.7

A professional dating consultant who helps other men find love struggles with his own budding romance.

Directed by Andy Tennant · 1h 58m · Rated PG-13

Where to watch

Stream: Netflix, YouTube TV, Netflix Standard with Ads · Rent: Amazon Video, Apple TV Store, Google Play Movies, YouTube, Fandango At Home, Spectrum On Demand · Buy: Amazon Video, Apple TV Store, Google Play Movies, YouTube, Fandango At Home

▶ Trailer Letterboxd

The Wedding Planner (2001)

IMDb ★ 5.4 Metacritic 33

A professional wedding planner falls for the groom of the very wedding she's organising.

Directed by Adam Shankman · 1h 43m · Rated PG-13

2 wins & 6 nominations

Where to watch

Stream: Netflix, Paramount Plus Premium, Paramount Plus Essential, Paramount+ Amazon Channel, Paramount+ Roku Premium Channel, Sony Pictures Core Amazon Channel · Rent or buy: Amazon Video, Apple TV Store, Google Play Movies, YouTube, Fandango At Home

▶ Trailer Letterboxd

Crossing Delancey (1988)

TMDB ★ 6.4

An independent bookstore worker resists her grandmother's traditional matchmaking in favour of modern romance.

Directed by Joan Micklin Silver · 1h 37m · Rated PG

Where to watch

Rent or buy: Amazon Video, Apple TV Store, Google Play Movies, Fandango At Home

▶ Trailer Letterboxd

Fiddler on the Roof (1971)

IMDb ★ 8.0 RT 81% Metacritic 67

A Jewish milkman deals with his daughters' unconventional marriages as pogroms close in on his village.

Directed by Norman Jewison · 3h 01m · Rated G

Won 3 Oscars10 wins & 14 nominations

Where to watch

Stream: fuboTV, MGM+ Amazon Channel, Philo, MGM Plus Roku Premium Channel, MGM Plus · Rent or buy: Amazon Video, Apple TV Store, Google Play Movies, YouTube, Fandango At Home

▶ Trailer Letterboxd

Streaming availability data from JustWatch, via TMDB. Availability changes often, so check the service before you plan a movie night.

Vlad Zakh

Founder, Movieix

Founder of Movieix. He started the site because most recommendation pages felt like noise. Here, lists are sorted by who's in the film, where it's from and what mood you're in tonight.

6 Best Matchmaker and Wedding Planner Movies

Isn't It Romantic (2019)

Monster-in-Law (2005)

Hitch (2005)

The Wedding Planner (2001)

Crossing Delancey (1988)

Fiddler on the Roof (1971)

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