Business Headshots


Business Portraits & Headshots

Chicago corporate headshot photographer John Gress has worked with dozen’s of corporations to help their executives and front-line employees put their best foot forward with a great headshot on their business website, linked-in and social media.

Whether on location with your whole team or in his studio, located near downtown at 1945 S Halsted St. #300, Chicago IL 60608 in the Pilsen neighborhood. Gress can deliver exactly what you need in a variety of styes and backgrounds on your exact needs. Including matching photography you have had in the past so your new employees headshots fit right in with the corporate headshot photography on your website.

Our studio is located at
1945 S Halsted St. #300
Chicago IL 60608

Gress has worked with companies large and small to fill their headshot needs. His business headshot clients have included fortune 500 companies including Hyatt Hotels, venture capital firms including The Pritzker Organization, Law firms, tech startups and many more.

Our pricing and packages are designed to give you the flexibility to get exactly what you need, without having to pay for options you don’t want. Whether you are looking for a single finished image for your LinkedIn, or 20 images for your Instagram, you can get exactly what you need. All sessions include at least 1 retouched image with additional images available for purchase.

After the shoot, we will send you watermarked proofs and you can select the images you need and we will turn them around in 2-5 days.

Studio Rates

Location Rates



Upgrade Options

You can add these services at anytime.

All of the images in medium-resolution: $149

Get all of the images from the shoot without watermarks, but un-retouched in medium resolution. This is a great option for people who need the images for online use.

All of the images in high-resolution: $249

(Get all of the images from the shoot without watermarks, but un-retouched in high resolution. This is a great option for people who need the images printed.

Additional retouched images: $99

Professionally retouched by hand to make you look your best!

5 retouched images $399

Professionally retouched by hand to make you look your best!

10 Retouched Images $699

Professionally retouched by hand to make you look your best!


Hair & Make Up

  • On-site Make-up Artist One Look: $225
  • On-site Hair Stylist One Look: $225
  • Hair and Make-up Together One Look: $275
  • Hair and or Make-up Together Two Hours: $350
  • Hair and or Make-up Together Three Hours: $475
  • Hair and or Make-up Together FIve Hours: $700
Pricing covers one person only and this service must be booked in advance so we can have a service provider on site. If you only wish to have make up for one look, they will preform the service at the beginning and then as the photography begins they will leave. If you are doing multiple looks and would like them to be on set the whole time, then its best to book them for the time needed. Regardless of the length of your session, the initial hair and or make-up service will not count against your session time. Please contact us for a quote for shoots with multiple individuals. And finally, in the event a provider is not available we will re-book the session.

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Barack Obama strategist David Axelrod poses for a portrait in Chicago April 25, 2008 by John Gress

Pin Ni, the head of the U.S. arm of China’s largest maker of car components, Wanxiang America Corp, poses in the company's warehouse in Elgin, Illinois, August 22, 2013. REUTERS/John Gress (UNITED STATES)

business Magazine portrait by Chicago Photographer John Gress



Cash, Credit Cards, Zelle, Venmo and Paypal are accepted.


A $150 non-refundable Deposit is due at the time of booking. After receipt of this fee, we will reserve the date and time agreed upon and will not make other reservations for that date and time. For this reason this fee is non-refundable, even if the date is change or the appointment is canceled for any reason. The deposit goes towards your final total and can be paid above on this page, over the phone with a credit card or via Zelle (our address is If you request hair and make-up and we can not schedule someone to attend your shoot, we will refund your deposit if we can’t find a time that works for everyone. A higher deposit may be required if you’re shoot requires two or more of the following: hair, make-up and styling. The balance will be due at the studio at the end of the shoot.


You can reschedule your shoot for any reason 48 hours or more before the shoot.


We specialize in natural retouching that makes you look like you. Well rested, healthy, put together, blemish free, and maybe a few years younger but not lighter. We will do up to three rounds of retouching per image, but rarely is more than one round needed. If you request additional changes you will be charged $10-30 each additional round of retouching, dependent upon the complexity. We will do our best to make any changes you request, but there is a chance your requests may exceed what is possible for us. Most location shots are done at real locations and we do not deal in overly complex composite and/or heavily altered images. However, you are more than welcome to take the images we create to a company who specializes in that type of retouching.