Elevate On-Location Branding
Headshots & Portraits for Chicago Professionals

A man sits on the back of a brown leather couch in a modern, well-decorated living room with a large chandelier and two studio lights on stands. There is a large flat-screen TV on the wall, and a shelf with decorative objects behind him. A laptop on a cart and some equipment are in the foreground.

Elevate your professional image with on-location Chicago headshots and portraits designed to make a strong first impression. Derrick Diaz provides high-quality, modern headshot and editorial portrait photography at your office, studio, or chosen location—perfect for busy professionals who want polished results without the hassle of traveling to a studio.

Whether you need corporate headshots for your team, executive portraits, LinkedIn profile photos, or actor and creative headshots and portraits, each session is tailored to your brand and industry. With expert posing guidance, expert lighting, and professional retouching, your final images will look confident, authentic, natural, and camera-ready.

Serving downtown Chicago, surrounding neighborhoods, and nearby suburbs, Derrick Diaz specializes in efficient, professional on-location headshot sessions for individuals and companies of all sizes.
For Professional Studio Headshots, click here!

BOOK YOUR ON-LOCATION BRANDING SESSION
A man with short curly hair, wearing a cream-colored sweater and blue pants, standing in a cozy, warmly lit room with artwork on the wall and mustard-colored pillows on a brown leather sofa.
A smiling young man sitting on a leather sofa in a well-lit, modern living room with artwork on the wall, a chandelier overhead, and decorative objects on a shelf in the background.
A man with dark skin, short curly hair, and a goatee, wearing a cream-colored cable knit sweater, gray pants, and a watch, standing in a modern living room with abstract art on the wall and brown cushions on a brown leather sofa.
A man sitting on a leather couch in a modern living room, wearing a cream cable knit sweater, blue jeans, and tan slip-on shoes, with a watch on his left wrist, under a large chandelier.
Smiling young man with a beard, wearing a cream-colored sweater and gray pants, sitting on a leather chair in a cozy room with a dark wall and framed artwork in the background, holding a black and gold pen.
A young man with dark skin, wearing a cream-colored cable knit sweater, blue jeans, and tan slip-on shoes, is sitting on the back of a brown sofa in a well-lit, modern living room. He has short black hair, a watch on his left wrist, and is smiling th
A young man sits on a bench holding a pool cue in a well-lit indoor space, possibly a game room or lounge, with large windows and modern decor.
A man sitting on the edge of a pool table holding a pool cue in an upscale room with large windows, a chandelier, and modern furniture.
A young man sitting on the edge of a pool table in a modern room with large windows and urban cityscape outside. He is smiling, wearing a white t-shirt, black jeans, beige sneakers, and a watch.
A man sitting on the edge of a pool table, smiling and looking up at a chandelier in a modern room with large windows and city views.
A man standing next to a pool table holding a cue stick, with pool balls and cues in the background, in a modern indoor setting with large windows and a chandelier.
A man in a white t-shirt and black pants sitting on a pool table, holding a black billiard ball with the number 5, in a bright room with large windows showing city buildings outside.
A young man is lying on a bed, smiling, with his head resting against a dark headboard and his hand resting on his chin. He is wearing a cream-colored, cable-knit sweater and is surrounded by green pillows.
Man sitting on a dark green velvet sofa with his left arm resting on his knee, looking contemplative near a large window with drawn curtains and sunlight streaming in. Modern art hangs on the wall behind him, and warm light fixtures hang from the cei
A man sitting in a green armchair, wearing a cream cable-knit sweater, blue jeans, and white sneakers. He has a watch on his left wrist and is looking at the camera in a well-lit room with curtains behind him.
A man is reclining on a green sofa, resting his head on a pillow, looking at the camera, wearing a cream sweater and blue jeans, with a black watch on his left wrist.
A man sitting on a dark green sofa in a modern room, looking at his smartphone with sunlight streaming through large floor-to-ceiling windows, with a black abstract artwork on the wall and a modern chandelier overhead.
A young man with short curly hair and a goatee, wearing a cream cable-knit sweater, grey pants, and a black watch, sitting at a round table in a cozy room with shelves of books in the 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!”