Best Headshot Photographers in Chicago
Chicago has an incredibly strong community of headshot photographers. This list reflects photographers whose work I respect and whose approach to headshots consistently serves their clients well. I’ve included my own studio for transparency, since readers often ask where I fit within the Chicago headshot landscape.
A professional headshot is often the first impression someone makes online, whether on LinkedIn, a company website, a speaking bio, or even Instagram.
In order to achieve a stellar image a headshot photographer must have a very specific skill set. She must have training in headshots and the gear to shoot them right.
For women over 40 in particular, a headshot needs to do more than look polished. It needs to feel authentic, confident, and professional, without looking overly retouched. So it needs to be done right and taken by a photographer who knows what she’s doing.
When people search for the best headshot photographers in Chicago, they are usually looking for someone who understands how a headshot will be seen and judged in real world contexts. That includes casting, corporate culture, and entrepreneurship.
This article highlights standout headshot photographers in Chicago whose work consistently reflects technical excellence, flattering lighting, and a thoughtful client experience.
What Makes a Top Headshot Photographer?
A top headshot photographer does more than take a good photo.
They understand how headshots function differently for actors, executives, entrepreneurs, and business owners. They know how to guide expression, use lighting intentionally, and help people relax in front of the camera.
This matters even more for women who feel self conscious, or simply dislike being photographed. The best headshot photographers know how to create images that feel confident, professional, and natural without trying to erase age or personality.
Top Headshot Photographers in Chicago to Know
Garrett Buckley
Garrett Buckley is known for clean, modern headshots that communicate confidence and polish. His work appeals to professionals who want a contemporary look that works seamlessly across LinkedIn, corporate websites, and marketing materials. His consistency and attention to detail have earned him a strong reputation in the Chicago headshot community.
Kambua Chema
Kambua Chema brings warmth and authenticity to her headshot photography. She is especially skilled at helping people feel comfortable in front of the camera, resulting in images that feel approachable and confident. Her work resonates strongly with clients who value connection and presence as much as professionalism.
Michael Schacht
Michael Schacht is known for headshots that balance professionalism with personality. His work often appeals to entrepreneurs, and performers who want images that feel intentional without being overly rigid. He places a strong emphasis on expression and connection, helping clients feel comfortable and engaged during their session. His experience spans both corporate and creative headshot needs, making his work versatile across industries.
Pam Katz
Pam Katz creates expressive, engaging headshots with an editorial sensibility. Her portraits often appeal to creatives and professionals who want images that stand out while still feeling authentic. She brings personality and intention to every session.
Why I Am Included on This List
Including myself in a list of top headshot photographers in Chicago is intentional and transparent. My work addresses a need that is often overlooked in professional photography.
Aviva Sherman
Much of my work is with professional women who hate being photographed but still want to look confident, professional, and authentic.
Many of them arrive feeling anxious or convinced they are not photogenic. I use flattering studio lighting, clear and supportive guidance, and a calm environment to help women relax and enjoy the process. My goal is never to make someone look like someone else. It is to help them look like themselves on their best day.
For women building businesses, stepping into leadership roles, or redefining themselves midlife and beyond, a headshot is not just a photo. It is a statement of visibility and self trust.
Frequently Asked Questions About Professional Headshots in Chicago
How Much Do Professional Headshots Cost in Chicago?
Professional headshots in Chicago vary in price depending on experience, session length, and customization. Pricing typically ranges from a few hundred dollars to over a thousand dollars for a fully guided experience that includes studio lighting, expression coaching, multiple looks, and careful retouching.
Women over 40 often find the most value in sessions that prioritize comfort, flattering lighting, and personalized direction rather than rushed, high volume setups.
Are There Affordable Professional Headshot Photographers in Chicago?
Affordable professional headshot photographers in Chicago are available, especially for quick or simple needs. Lower priced sessions may offer limited time and minimal guidance. Clients who want a supportive experience and images they truly feel good about often prefer photographers who specialize in headshots and work intentionally with mature clients.
Where Can I Find Reviews of the Best Headshot Photographers in Chicago?
Reviews of the best headshot photographers in Chicago can be found on Google, LinkedIn, and professional networking platforms. Look for mentions of professionalism, flattering lighting, confidence and expression coaching, and an enjoyable session experience.
Where Can I Find a Headshot Photographer With Studio Lighting in Chicago?
Many professional headshot photographers in Chicago use studio lighting, but experience matters. Intentional studio lighting allows for greater control and consistently flattering results, which is especially important for women who want to look polished without harsh shadows or overly dramatic effects.
Why This List Will Be Updated
This list of top headshot photographers in Chicago is intentionally evolving.
Photography styles change. New talent emerges. Client needs shift as headshots are used across more platforms than ever before. This list may be updated to reflect emerging photographers, evolving specialties, or changing expectations around authenticity, representation, and confidence.
The goal is not to rank photographers, but to provide a thoughtful and current resource for anyone looking for a headshot photographer in Chicago.
A Gentle Next Step
If you are a woman who has been putting off updating your headshot because you hate being photographed, you are not alone. A supportive, well lit, and intentional headshot session can change how you feel about being seen.
If you are ready to explore what that could look like for you, consider contacting a photographer on the list above or contact me here.