Jake Gyllenhaal for Esquire US March 2022

Cass Bird shot the cover. (source)

Jake Gyllenhaal & Lady Gaga for Variety February 2022

The cover is shot by Cliff Watts. (source)

Jake Gyllenhaal for The Sunday Times Style Magazine September 24th, 2021

Renell Medrano shot the cover with styling by Julie Ragolia. (source)

Calvin Klein Eternity 2017 Ad Campaign

Liya Kebede, Jake Gyllenhaal and 4-year-old Leila stars in the campaign. (source)

Jake Gyllenhaal for GQ Style UK Fall Winter 2016

The cover is shot by Matthew Brookes. (source)

Jake Gyllenhaal for GQ Australia September/October 2016

The cover is shot by Gareth Cattermole. (source)

Jake Gyllenhaal for L’Uomo Vogue September 2015

Michel Comte photographed Jake Gyllenhaal for the September cover of L’Uomo Vogue styled by Rushka Bergman. (source)

Jake Gyllenhaal for Details August 2015

(source)

Click here to view last year cover featuring Justin Theroux, here to view 2013 cover featuring Ryan Reynolds, here to view 2012 cover featuring Michael Phelps, here to view 2011 cover featuring Shia LaBeouf, here for 2010 cover with Joseph Gordon-Levitt and here for 2009 cover with Jason Bateman.

Jake Gyllenhaal for Man of The World Issue 7

(source)

The Hollywood Reporter November 08th 2013 Cover

The actors featured on the cover are Matthew McConaughey, Jake Gyllenhaal, Forest Whitaker, Jared Leto, Josh Brolin and Michael B. Jordan. (source)