ACP Holiday PopUp Portraits
$349 includes 10 images
Book by Thursday 11:59pm CT for $50 print credit

12/5 Henry Palmisano Park
Chic Holiday Set nestled in a beautiful park within the city of Chicago

Holiday Popup Portraits – $349 (Chicago Park)

Located in a beautiful park in Chicago, you’ll have a backdrop full with vintage chairs and modern holiday decor complete with a bunch of frosted trees to give you that cozy holiday vibe. Great for Holiday or even New Year’s cards.

  • 20 minute mini shoot
  • Includes online proof gallery and 10 edited digital images of your choice 
  • One free entry to the New Year’s Giveaway Drawing
**read and sign contract upon booking, must submit session fee within 24 hours or time spot will be released
*pricing is for immediate family members consisting of parents and siblings. For extended family sessions, please email for your custom quote!

Add-Ons and Holiday Card Templates


– $50 for same day in front of your residence after outdoor sessions close
– $50 per additional photo
– 50 Flat Holiday Cards $150 (+60 for 100) with a curated collection of templates to choose from
– A Selection of wall print products

Covid Safety: I will be masked the full time and will instruct you from afar on how to pose. Practicing safe social distancing at all times…

Below are some of my favorite Holiday card templates provided by my vendor.

For a slightly humorous twist, the cards below are ones I’ve designed that make light of 2020. 

But Anna, what about the Free Giveaways?

I am raffling off my most popular wall print and session!!!

  1. 16×20 Metal Wall Print (retail $450)
  2. Free headshot session at Anna Cillan Photography in Chicago (retail $300) 

When you book a PopUp session, you earn one entry. After that, every referral booked through you will earn you one additional entry.  Entries open 11/17-12/31 @11:59pm. Winner will be drawn on Jan 1, 2021. Enter often….Good luck!

“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.
Anna Murphy - Chicago Muralist
Chicago based Artist/Muralist

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.

Custom Quote Inquiry for Larger Groups