

Playing It Cool
“Love... it's a balancing act”
A young man meets and instantly falls in love with an engaged woman.
Where to watch Playing It Cool in United States
Click a service to open Playing It Cool there. Availability last verified on June 20, 2026.
Where is Playing It Cool streaming around the world?
| Country | Streaming on | Rent / Buy |
|---|---|---|
| United States | Hoopla, The Roku Channel, Fandango at Home Free, Tubi TV | Amazon Video, Fandango At Home |
| United Kingdom | Amazon Prime Video, Icon Film Amazon Channel, Amazon Prime Video with Ads, Rakuten TV | Apple TV Store, Amazon Video, Google Play Movies |
| Canada | Amazon Prime Video, Amazon Prime Video with Ads, Hoopla, Tubi TV | CosmoGo, Amazon Video |
| Australia | Netflix, Stan, Netflix Standard with Ads | Apple TV Store, Amazon Video, Google Play Movies |
| Germany | Amazon Prime Video, Joyn Plus, Amazon Prime Video with Ads | Apple TV Store, Amazon Video, Google Play Movies |
| France | Amazon Prime Video, Molotov TV, Amazon Prime Video with Ads | Canal VOD, Orange VOD, Amazon Video |
| Spain | — | Amazon Video |
| Brazil | — | Apple TV Store, Amazon Video, Google Play Movies |
| Japan | Amazon Prime Video, Amazon Prime Video with Ads | Amazon Video, Apple TV Store, Google Play Movies |
About Playing It Cool
Playing It Cool is a 2014 English-language comedy and romance film directed by Justin Reardon. The cast is led by Chris Evans, Michelle Monaghan, Topher Grace. It has a runtime of 1h 34m. Viewers rate it 5.8/10 across 800 ratings. In United States, it is currently streaming on Hoopla, The Roku Channel, Fandango at Home Free.
Playing It Cool was produced by Wonderland Sound and Vision and Voltage Pictures and made in United States of America. It was released on September 26, 2014, and carries a R certification. At the box office it grossed around $1 million worldwide.
- Director
- Justin Reardon
- Writers
- Paul Vicknair, Chris Shafer
- Release date
- September 26, 2014
- Original language
- English
- Age rating
- R
- Status
- Released
- Country
- United States of America
- Box office
- $1 million
- Production
- Wonderland Sound and Vision, Voltage Pictures
Playing It Cool cast & crew
Playing It Cool was directed by Justin Reardon and written by Paul Vicknair and Chris Shafer.
The cast features Chris Evans as Narrator, Michelle Monaghan as Her, Topher Grace as Scott, Aubrey Plaza as Mallory, Luke Wilson as Samson, and Martin Starr as Lyle.
Behind the camera, the score was composed by Jake Monaco, cinematography is by Jeff Cutter, and it was produced by Chris Evans and Nicolas Chartier.
Is Playing It Cool worth watching?
Playing It Cool holds an audience score of 5.8/10 from 811 ratings, a more divisive comedy films.
At 1h 34m, it's an easy, time-light watch.
If you enjoy comedy and romance, Playing It Cool is worth a place on your watchlist.
How and where to watch Playing It Cool
In United States, you can stream Playing It Cool on Hoopla, The Roku Channel, Fandango at Home Free, and Tubi TV, or rent and buy it on Amazon Video and Fandango At Home. Click any service above to open it directly.
Streaming rights change country by country and month by month, so the options above reflect United States today — switch your country at the top of the where-to-watch section to see availability elsewhere.
Rate & review
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Cast of Playing It Cool

Chris Evans
Narrator

Michelle Monaghan
Her

Topher Grace
Scott

Aubrey Plaza
Mallory

Luke Wilson
Samson

Martin Starr
Lyle

Anthony Mackie
Bryan

Ioan Gruffudd
Stuffy

Philip Baker Hall
Granddad

Patrick Warburton
Dick

Ashley French
Ashley Tisdale

Matthew Morrison
Matthew Morrison
Playing It Cool — FAQs
▸Where can I watch Playing It Cool in United States?
Playing It Cool is streaming on Hoopla, The Roku Channel, Fandango at Home Free, Tubi TV in United States.
▸Is Playing It Cool on Hoopla?
Yes — Playing It Cool is currently available on Hoopla in United States.
▸What language is Playing It Cool in?
Playing It Cool is originally in English. Subtitle and dub options vary by streaming service.
▸How long is Playing It Cool?
Playing It Cool runs 1 hours 34 minutes (94 minutes).
▸What is Playing It Cool rated?
Playing It Cool is rated R. It holds a 5.8/10 audience score from 811 ratings.











