He rode at the 2014 UCI Road World Championships. On 26 April 2015, Fraile won the Giro dell'Appennino from a small group of riders, outsprinting Stefano Pirazzi and Damiano Cunego. The victory at Giro dell'Appennino was Omar's first professional victory. Later that year, Fraile won Stage 4 at the 4 Jours de Dunkerque. He rode in the 2015 Vuelta a España where he won the mountains classification, by making well-timed breakaways in order to gain points for the classification.