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

The Showcase

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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

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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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03

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!

01

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. 

02

caitlin + destiny

She made it so effortless and took away that awkward feeling of posing for photos. Ashlee went above and beyond!

03

Hightest of Praise

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.

— Lidia Cannon

Creative, generous, funny and brilliant. Hands down the best!

— Tyler Bakersfield

Creative business owners HAVE to listen to this. Sound and solid advice!

— Raving Reviewer

A stunning pull quote to show social proof about your podcast!

the
AISLE FILES Podcast

2025
Est.d

Let's make waves

Meet me in the city or at the lake

your invite to say hello

accept invititation to inquire

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