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Watch Three to Tango (1999): rent on Apple TV+ or Fandango At Home. Compare all streaming options for this movie on WhereCanIWatch.tv.

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Three to Tango poster

Three to Tango

1999 · Movie · 98 min· Updated Jul 2026
⭐5.7
🤢29%
36

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🌐English
Rated:PG-13

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Rent on Apple TV+ or buy on Apple TV+.

Oscar and Peter land a career-making opportunity when a Chicago tycoon chooses them to compete for the design of a cultural center. The tycoon mistakenly believes that Oscar is gay and has him spy on his mistress Amy. Oscar goes along with it and ends up falling in love with Amy.

Oscar finds himself trapped in a web of lies when he must pose as a gay man to spy on a tycoon's mistress. This identity crisis quickly spirals into a messy romantic entanglement that threatens his professional future.

Trailer

Director

Damon Santostefano

Cast

Matthew Perry, Neve Campbell, Dylan McDermott, Oliver Platt, Cylk Cozart, John C. McGinley, Bob Balaban, Deborah Rush, Kelly Rowan, Rick Gomez

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Three to Tango poster

Three to Tango

1999•⭐ 5.7•98 min•Updated Jul 2026
🌐English

Rent on Apple TV+ or buy on Apple TV+.

Rated:PG-13
⭐

IMDb

5.7/10

🤢

RT Critics

29%

36

Metacritic

Oscar and Peter land a career-making opportunity when a Chicago tycoon chooses them to compete for the design of a cultural center. The tycoon mistakenly believes that Oscar is gay and has him spy on his mistress Amy. Oscar goes along with it and ends up falling in love with Amy.

Oscar finds himself trapped in a web of lies when he must pose as a gay man to spy on a tycoon's mistress. This identity crisis quickly spirals into a messy romantic entanglement that threatens his professional future.

Director

Damon Santostefano

Cast

Matthew Perry, Neve Campbell, Dylan McDermott, Oliver Platt, Cylk Cozart, John C. McGinley, Bob Balaban, Deborah Rush, Kelly Rowan, Rick Gomez

4 options ranked by value · 🇺🇸 United States

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Rent Three to Tango on Apple TV+. Rent Three to Tango on Fandango At Home. Buy Three to Tango on Apple TV+. Buy Three to Tango on Fandango At Home. Three to Tango is not currently available on Netflix, Hulu, Max, Disney+, Prime Video. Availability last verified July 2, 2026.

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