chicago, illinois and beyond
bespoke Photo & video
-87.62° W
41.91° N
Deep dive
I believe that the moments you want to remember aren't always perfect or scripted, they are uncut, raw and writhing with emotion.
Bespoke photo & video for
the romantics
Chicago, IllinoisWedding Photography
No matter the season of life you're in, whether your little ones are big, small, or even furry, these moments deserve to be captured in a way that goes beyond a quick snapshot on your phone.
portraits
for
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As one of Chicago’s leading proposal photographers, I specialize in creating timeless, heartfelt images that preserve the raw emotion, joy, and beauty of this milestone.
proposals
for
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I specialize in capturing those heartfelt moments—both big and small—that make your day uniquely yours. With a timeless and intentional focus on creating images that not only look beautiful but feel authentic to your story.
weddings
for
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megan + andrew
There are no words to describe how much we loved working with Ashlee. Thank you for capturing the best day of our lives!
hannah + nicholas
Wow, where do I even begin? Every single image is incredible, and we’re already looking forward to diving back in to relive more of the magic.
caitlin + destiny
She made it so effortless and took away that awkward feeling of posing for photos. Ashlee went above and beyond!
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PORTRAITS
IN-HOME FAMILY SESSIONS - CAPTURING BABY CALVIN
PROPOSALS
MY FAVORITE INDOOR PROPOSAL SPOTS FOR CHICAGO WINTERS
TRAVEL
LUNCH AT THE POLO LOUNGE - BEVERY HILLS
recent journal entries:
I'm a wedding photographer dedicated to capturing timeless, bespoke imagery that celebrates the beauty and emotion of life’s most meaningful moments. With an eye for elegance and a passion for storytelling, I serve couples who value intentional artistry and a deeply personalized experience.
If you like raw & honest photos and the lake, I’m your wing-woman.
Hi, I'm Ashlee Cole.
Read the full story
Photographer, VIDEOGRAPHER & Your Newest wing Woman
Behind the Brand
The Coffee Chat Files: Sit down and grab a coffee with us.
Ep. 05
The Guest List File: Keeping the guilt out of wedding guest decisions.
Ep. 04
The Budget Files: Ashlee and Jessica go in depth on wedding budgets.
Ep. 03
The Reddit Files: Ashlee and Jessica read wedding Reddit stories.
Ep. 02
The Sister Files: Ashlee and her sister talk about their first wedding together.
Ep. 01
A behind-the-scenes look at the wedding world—uncovering secrets, sharing stories, and spotlighting real industry expertise. It’s memorable, modern, and versatile. Hosted by yours truly, Ashlee Cole and Jessica Stewart. Listen on Apple, Spotify, or wherever you get your podcasts.
Creative, generous, funny and brilliant. Hands down the best!
Creative business owners HAVE to listen to this. Sound and solid advice!
A stunning pull quote to show social proof about your podcast!
A fresh overview of what 2025 had in store! Articles on First Looks, Getting Ready, Real Weddings and what we expect to see in 2026.
2025 Review
Ashlee Cole Magazine