Outdoor Mini Photo Sessions now Open for Booking

Anna Cillan Photography
Creating Timeless Portrait Photography
Special Outdoor Mini Sessions Now Available

S1 - The Pick Me Up! - $175

Something Quick

  • 15 Minute Session at a pre-defined location
  • 5 Included Digital Images
  • Digital print rights up to 8x10
  • *Only applicable for family session up to 3 people
Untitled design (1)

S2 - Let's Go for More! - $295

Most Popular!

  • 30 Minute Session at a pre-defined location
  • 12 Included Digital Images
  • Digital print rights up to 8x10
  • *Perfect for families 3-5 People
  • *Only applicable to (1)One Class of 2020 Graduate - Prom and Graduation Photos

S3 - Let's Do This! - $575

Best Value!

  • 60 Min Session at a location of your choice within 5 miles of downtown Chicago
  • 30 included digital Prints retouched for color and tone correctness
  • Digital Print rights up to 8x10
  • *Perfect for capturing those extra dramatic images
  • *Applicable up to (2)Two Class of 2020 Graduates - Prom and Graduation Photos

“made me completely comfortable and kept me laughing the whole time”

Anna was an absolute joy to work with, made me completely comfortable and kept me laughing the whole time. As for the pictures, they completely blew my mind! She is talented beyond belief and I would absolutely recommend her for any of your photography needs. Incredible work.
Artist Headshot
Chicago based Artist/Muralist

Samples of my work...

I’m a Chicago based Headshot
and Portrait Photographer 

originally from the Pacific NW starting my professional career in computer programming moving into Testing financial software and capping off my IT career with Project Management for software implementations.  It wasn’t until a major layoff back in 2016 that jump started my journey back into the world of photography and so happy I did!  I specialize in High-End Corporate and Acting Headshots most notably used for LinkedIn and performer portfolios for Musical Theater, Acting, Modeling, and Dance.

I’ve had the privilege to train 

under the direction of world-renowned educators Scott Robert Lim, JB Sallee and am a verified member of world-class Headshot Educator Peter Hurley’s Headshot Crew. I’ve been published in the April 2019 edition of Shutter Magazine, one of the leading professional photography Magazines to date!


and don’t you forget it.  I would love for the opportunity to direct and capture you being the most authentic version of you.  I know the lights and camera gear can be intimidating, but never fear, it’s just me, a friend that may make you share in a few belly laughs throughout your session.

Oh did I say that I can sing too?  How well you ask?  That’s for me to know and you to find out.

Book Your Mini Session Today

Pro Shots