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Your Best Look, Wherever You Are

Professional Headshot Sessions

Professional headshot sessions in Chicago. On-location photography for individuals and teams. Expert direction, professional lighting, natural results.

Why It Matters

Why Professional Headshot Sessions Matter

A professional headshot session with Chicago Headshot Pros is a straightforward, comfortable experience designed to get you great photos without any of the awkwardness you might be dreading. We have photographed over 10,000 professionals, and we have learned that the best headshots come from people who feel relaxed and at ease.

Our sessions start with a brief conversation about your goals -- where you plan to use the images, what impression you want to make, and any preferences you have. From there, we guide you through natural poses and expressions, adjusting lighting and angles to find your most flattering look. You do not need to be a model or have any photography experience. That is our job.

Every session includes professional lighting, backdrop options, expert direction, and 5-10 professionally edited images delivered digitally. We come to your location, so there is no commute, no parking, and no waiting room. Just great photos on your own turf.

What You Get

Key Benefits

1

Relaxed, guided experience with expert direction

2

Professional lighting and backdrop at your location

3

Natural poses that capture your authentic look

4

Multiple outfit and background options

5

Digital delivery of professionally edited images

Our Work

Portfolio

Professional headshot session result
Professional headshot session result
Natural professional headshot
Natural professional headshot
Relaxed professional portrait
Relaxed professional portrait
Professional headshot with warm tone
Professional headshot with warm tone
Modern professional headshot
Modern professional headshot
Approachable professional headshot
Approachable professional headshot
Investment

Pricing

$300

30-minute session, 5-10 edited images

$400

45-minute session, 8-15 images, multiple looks

Perfect Fit

Ideal For

Professionals updating their image
Career changers needing fresh headshots
Entrepreneurs and small business owners
Remote workers needing professional photos
Anyone who wants to look their best online
Gift certificates for colleagues or friends
Common Questions

FAQ

I am not photogenic. Can you still get a good headshot? +
Absolutely. Almost everyone says this, and almost everyone is wrong. Professional lighting, expert posing guidance, and a relaxed atmosphere make a huge difference. We have never had a client who did not end up with at least several images they were genuinely happy with.
How many outfits should I bring? +
For a standard 30-minute session, bring 2-3 outfits. For an extended 45-minute session, bring 3-5. Stick to solid colors and avoid busy patterns. We can help you choose the best options when you arrive.
What if I do not like any of the photos? +
In over 10,000 sessions, this has not happened. Our live coaching and review during the session means we are adjusting in real-time to get the best results. You will see images on the camera screen throughout and we will keep shooting until we nail it.

Ready to Book Your Professional Headshot Sessions Session?

Professional headshots, at your door. No studio visit needed.

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