Below is a list of all How To Train Your Dragon movies in the order of release date.
Jay Baruchel, Gerard Butler, Craig Ferguson
As the son of a Viking leader on the cusp of manhood, shy Hiccup Horrendous Haddock III faces a rite of passage: he must kill a dragon to prove his warrior mettle. But after downing a feared dragon, he realizes that he no longer wants to destroy it, and instead befriends the beast – which he names Toothless – much to the chagrin of his warrior father.
2. How to Train Your Dragon 2 (2014)
Jay Baruchel, Cate Blanchett, Gerard Butler
The thrilling second chapter of the epic How To Train Your Dragon trilogy brings back the fantastical world of Hiccup and Toothless five years later. While Astrid, Snotlout and the rest of the gang are challenging each other to dragon races (the island’s new favorite contact sport), the now inseparable pair journey through the skies, charting unmapped territories and exploring new worlds. When one of their adventures leads to the discovery of a secret ice cave that is home to hundreds of new wild dragons and the mysterious Dragon Rider, the two friends find themselves at the center of a battle to protect the peace.
3. How to Train Your Dragon: The Hidden World (2019)
Jay Baruchel, America Ferrera, Cate Blanchett
As Hiccup fulfills his dream of creating a peaceful dragon utopia, Toothless’ discovery of an untamed, elusive mate draws the Night Fury away. When danger mounts at home and Hiccup’s reign as village chief is tested, both dragon and rider must make impossible decisions to save their kind.