The new feature will use SkyLights' Allosky VR headset to let passengers watch 2D, 3D and 360 degree films in full HD, including the likes of 'Ready Player One' and 'Ferdinand'.
Meanwhile, the headset will also include a selection of forward-facing 360 degree clips on subjects like classic music, acrobatics and free diving.
Alaska will first launch the programme on its routes from Seattle to Boston, and Boston to San Diego, and it is set to be available for first class flyers.
As revealed on the SkyLights website, content agreements have already been reached with the likes of 20th Century Fox, DreamWorks, Warner Brothers, Lionsgate, National Geographic and the BBC.
Brett Catlin, Alaska Airlines' managing director of guest products, said: "Alaska Airlines is excited to be the first airline in North America to trial virtual reality headsets as an inflight entertainment device.
"We're thrilled to partner with innovative companies like Skylights that share our desire to enhance the guest experience."
David Dicko, SkyLights' CEO, added: "The Allosky is now ready to deploy and we are delighted to see it take flight with an airline renowned for its customer experience.
"We strongly believe the Allosky marks a new age in in-flight entertainment and we aim to validate this in North America with the help of Alaska's First Class passengers."