Kammala jumla mai zuwa: Gyllenhaal ya sami lambobin yabo da yawa don aikinsa a "Nightcrawler" (2014), wanda a ciki yake wasa da mai rikodin da ke yin rikodin tashin hankali na dare da dare kuma ya sayar da hotunan ga kafofin watsa labarai. An ba shi lambar yabo ta Mafi Kyawun Jarumi ta ƙungiyoyin masu sukar fina-finai na yanki da yawa kuma an zaɓe shi a cikin rukunin Mafi Kyawun Jarumi a Gasar Kyautar Fim ta Burtaniya ta 68, 20th Critics 'Choice Awards, 72nd Golden Globe Awards, da kuma
Kyautar Gida ta Gida ta 21. A shekara ta 2016, ya yi fim a cikin "Nocturnal Animals", yana karɓar ƙarin gabatarwa don lambar yabo ta BAFTA don Mafi kyawun Actor a cikin Babban Matsayi. Gyllenhaal ya zana hoton da ya tsira daga fashewar bam din Boston Marathon Jeff Bauman a cikin "Stronger" (2017) ya ba shi lambar yabo ta Hollywood Actor a Hollywood Film Awards, da kuma sunayen 'yan wasan kwaikwayo mafi kyau a 23rd Critics' Choice Awards da 22nd Satellite Awards.