Elevate Your Brand with a Professional Headshot

Photographer in a studio with professional lighting and backdrops, standing in front of a gray circular background, wearing a blue suit, white shirt, and glasses.

Derrick Diaz specializes in professional headshots in Chicago, creating editorial and polished portraits that highlight confidence, authenticity, and style. Whether you’re an executive, entrepreneur, or creative professional, each session is designed to showcase your personality while maintaining a high-end, refined look. Your headshots will stand out online, on LinkedIn, personal websites, and in marketing materials. Every session is carefully crafted to produce images that feel natural, confident, and visually striking. Subtle direction ensures flattering angles, authentic expressions, and editorial quality that elevates your personal brand.
For an on-location session, click here!

BOOK YOUR CHICAGO HEADSHOT SESSION
Chicago professional headshot portrait of business man in a blue suit, white shirt, and patterned blue tie, posing against a dark background.
Chicago professional headshot portrait of business man in a navy suit, white shirt, and patterned blue tie, wearing black glasses, against a dark background.
A young man with long, wavy dark hair and a beard looks intensely into the camera, resting his chin on his hand, wearing a brown sweater and accessories like a pearl necklace, beaded bracelet, and earrings.
Chicago professional headshot portrait of an actor with long, wavy brown hair, blue eyes, and a beard, wearing jewelry and a brown shirt, against a white background.
Chicago professional headshot portrait of business man with light brown hair, glasses, and a beard, dressed in a dark suit with a white shirt and yellow tie, posing against a gray textured background.
Chicago professional headshot portrait of a corporate man with glasses, a beard, wearing a navy suit, white shirt, and gold tie.
Chicago professional headshot portrait of a corporate man, a middle-aged man in a suit, white shirt, and red tie, with short gray hair, against a dark textured background.
Chicago professional headshot portrait of a corporate man in a suit and red tie, with a serious expression, against a dark background.
Chicago professional headshot portrait of a female real estate agent with shoulder-length dark hair, wearing a sleeveless blue top and large hoop earrings, smiling at the camera against a dark gray background.
Chicago professional headshot portrait of a female real estate agent with dark brown hair, wearing hoop earrings and a white top, smiling in front of a gray background.
Chicago professional headshot portrait of a young man with dark hair, blue eyes, wearing a black suit, white shirt, and blue tie, against a dark background.
Chicago professional headshot portrait of business man with dark hair styled back, smiling, dressed in a black suit, white shirt, and blue tie, against a dark gray background.
Chicago professional headshot portrait of a young actor with curly brown hair and blue eyes, smiling, wearing a blue polo shirt against a gray background.
Chicago professional headshot portrait of a young actress with curly brown hair and blue eyes, smiling, wearing a black shirt against a gray background.
Professional branding headshot portrait of a man with a beard and short dark hair wearing a black shirt with a white striped collar and sleeves, and a camouflage apron, stands against a dark textured background.
Professional branding headshot portrait of a man with short dark hair, beard, and mustache wearing a black shirt and camouflage vest against a dark background.
Professional branding headshot portrait of a middle-aged woman with dark wavy hair wearing a black top with silver embellishments on the shoulders and a large purple gemstone pendant necklace, smiling at the camera.
Professional branding headshot portrait of a middle-aged woman with dark wavy hair, making a playful expression with her tongue slightly out, touching her chin with her index finger, against a plain white background.

CLIENT TESTIMONIALS

“My new, east coast based law firm hires him for new attorney headshots. Now I understand why. Amazing experience. The studio is very impressive. He’s extremely detailed and the results exceeded my expectations. Highly Recommend.”

“I recently had headshots taken by Derrick Diaz Photography and I couldn't be more pleased with the experience. The service was incredibly fast without compromising on quality. Derrick was friendly and made the whole process comfortable and enjoyable. The professionalism shown throughout the session was outstanding. Highly recommend for anyone needing headshots!.”

“Derrick was the best. I went in for some professional headshots and he immediately made me feel at ease. Great studio space, warm personality. My photos look great. Thanks!”

“I was looking for a great photographer for headshots since I’m Latina actress/stunt performer🎬. I loved my photos, the energy he gave to my team and I were unbelievable. He was great and honest with which headshots suit me best for my agents! The best in the game. If you need modeling, headshots or whatever. Hit Derrick up! He’s the one!!! And great studio and welcoming! I was jamming as I was at home”

“I had such a great experience getting my headshots done with Derrick. He was friendly, professional, and made me feel really comfortable in front of the camera. The turnaround time was fast, and he was incredibly flexible with scheduling, which I really appreciated with my busy calendar.”

“The photos turned out amazing! I can't thank him enough for the clean, polished outcome. I’ve already received so many compliments on the photos and I’ll be recommending him to my friends and family. I hope to work with him for future shoots. Can’t recommend him enough!”

“Very smooth experience with my headshots. I’m able to use these both for mt acting and professional career. Derrick helped me select the right package, & then made me feel at ease in the studio. The photos turned out great. I’ll use him for any future needs”

“I had an incredible experience working with Derek! From start to finish, he made the session feel natural, fun, and collaborative. The final photos were absolutely phenomenal! His eye for detail and creative direction really brought out the best in me, and I couldn’t be more thankful. I also loved how the headshots turned out clean, sharp, and full of character. Even my mom adored them! Truly a master of his craft. Highly recommend!”