Three to Tango Poster

Three to Tango 1999

★ 5.7272 votes98 min📅 1999-10-22

"All's fair in the war of love."

In the romantic comedy gem *Three to Tango* (1999), directed by Damon Santostefano, two Chicago architects—Oscar and Peter—get their big break when a wealthy tycoon selects them to design a prestigious cultural center.

Director: Damon Santostefano

Cast

Matthew Perry
Matthew Perry
Oscar Novak
Neve Campbell
Neve Campbell
Amy Post
Dylan McDermott
Dylan McDermott
Charles Newman
Oliver Platt
Oliver Platt
Peter Steinberg
Cylk Cozart
Cylk Cozart
Kevin Cartwright
John C. McGinley
John C. McGinley
Strauss
Bob Balaban
Bob Balaban
Decker
Deborah Rush
Deborah Rush
Lenore
Kelly Rowan
Kelly Rowan
Olivia Newman
Rick Gomez
Rick Gomez
Rick

Frequently Asked Questions

What is Three to Tango (1999) about?

This 1999 romantic comedy follows two architects who land a career-defining project, only to find their professional rivalry tangled with a web of mistaken identity and unexpected romance. As Oscar pretends to be gay to secure the deal, he unexpectedly falls for the tycoon's mistress, setting up a series of comedic and heartfelt situations.

Who directed Three to Tango?

Damon Santostefano directed this 1999 romantic comedy, bringing a sharp, witty touch to the film's blend of humor and romance.

Who stars in Three to Tango?

The film stars Matthew Perry, Neve Campbell, Dylan McDermott, and Oliver Platt, with standout performances that drive the story's charm and humor.

Is Three to Tango (1999) worth watching?

While not a blockbuster, *Three to Tango* delivers a fun, lighthearted ride with solid performances from its cast. Its blend of 90s rom-com tropes and breezy pacing makes it a nostalgic pick for fans of the genre, even if it isn't groundbreaking cinema.

How long is Three to Tango?

The film runs for 98 minutes, offering a concise and engaging runtime perfect for a movie night.

🎥 Trailer

About Three to Tango (1999) — A hilarious 90s rom-com with Matthew Perry and Neve Campbell

In the romantic comedy gem *Three to Tango* (1999), directed by Damon Santostefano, two Chicago architects—Oscar and Peter—get their big break when a wealthy tycoon selects them to design a prestigious cultural center. But when the tycoon assumes Oscar is gay, he unwittingly sets in motion a tangled web of deceit and desire. Oscar, playing along to secure the project, finds himself drawn into a risky game of cat and mouse, only to fall for the tycoon's mistress, Amy. This witty, fast-paced rom-com explores themes of love, ambition, and the unexpected twists of fate with plenty of charm and humor.

Matthew Perry (*Friends*) and Neve Campbell (*Scream*) bring infectious energy to their roles, while Dylan McDermott and Oliver Platt deliver standout supporting performances. With its breezy 98-minute runtime, *Three to Tango* balances sharp dialogue with heartfelt moments, making it a delightful escape for fans of 90s romantic comedies.