You deserve more than just beautiful images, you deserve a photographer who helps you feel calm, confident, and fully present on your wedding day. With intentional guidance and gentle direction, we craft wedding photography in Chicago that reflects your story, your emotions, and your experience.
Chicago Wedding Photographer
Who Makes You Feel
Comfortable, Seen, and Present.
Chicago Illinois Wedding Photographer
Winterlyn Stebner
I’m Winterlyn — a Chicago wedding photographer rooted in calm intention and honest connection. My approach is about more than just photos. It's about helping you feel confident, connected, and truly present on your wedding day, so your images reflect not just how the day looked, but how it felt. Whether you’re planning an elegant celebration in downtown Chicago, a classic Lakefront wedding, or an intimate micro-wedding in the Midwest, every moment deserves to be preserved with care and emotional depth.
Meet Winterlyn
Founder + Lead Photographer
Florian & Ashley
The Rookery
“Our experiance with Winterlyn was amazing! She was so good at making us feel relaxed. We love the pictures she took; can’t recommend highly enough!”
Amanda & Chad
Union League Club
"Winterlyn and her team are so incredibly talented. Our photos are jaw-dropping! She has a true knack for capturing those special moments."
Jamie & Connor
Michigan Shores Club
“We felt confident in choosing Winterlyn and our experience confirmed!! Winterlyn’s passion for what she does translates to photos that are special and memorable. ”
Ways to collaborate
Photography Experiences
Destinations
inquire
Weddings
view portfolio
Engagements
view portfolio
Best Chicago Wedding Photographer
Winterlyn Photography has been consistently recognized among Chicago's finest. For five consecutive years, we've been named one of the Best Wedding Photographers in Chicago by Expertise.
In 2024 / 2025, we were honored to be ranked the #1 Wedding Photographer in Chicago by Wedding Rule and recognized among the Top 10 by Wezoree. Our work has also earned a place in The Knot's Hall of Fame, alongside WeddingWire Couples' Choice Awards in 2022, 2023, and 2024.
These honors reflect the trust our couples place in us and the stories we're privileged to preserve with care, artistry, and intention.
View Story
Miltevia & Jay
Congress Hotel
View Story
The Langham Hotel
Hannah & Nate
View Story
Bethany & Craig
RPM Events
CHICAGO WEDDINGs
real weddings, Real moments
The Armour House, with its timeless elegance, provides a picturesque setting for your wedding, blending romance and historic charm seamlessly.
The Armour House in lake Forest
FEATURED VENUE:
I take on a limited number of weddings each year to ensure a deeply personalized experience. If you’re planning a wedding in Chicago or the Midwest and want photography that feels intentional, supportive, and emotionally true to your day, I’d love to hear about what you’re imagining.
Start The Conversation
If This Feels Like What You’ve Been Looking For
Request Availability
Each proposal is tailored to reflect the scale, pace, and priorities of your celebration.
To begin, share a few details below. I personally review every inquiry and will be in touch with next steps if your date and vision align. I’ll be in touch within 48 business hours.
Inquire & Connect with WP
A Personal Reply
Within 24 Hours
A Customized
Proposal
Let's Connect
No bots here-just me. You'll receive a warm, thoughtful response from me within one business day, so be sure to check your inbox (and spam folder, just in case)
Once I learn more about your day. I'll send over a tailored proposal that reflects your vision, timeline, and photography priorities-because
no two weddings are the same.
If it feels like a great fit, we'll schedule a Zoom call to talk more about your day. I'll answer all your questions and share how I approach wedding photography with care and intention.
The Experience & Investment
Over the past 11 years, I've had the privilege of documenting love stories all across Chicago and beyond. My approach is intentional, artistic, and deeply rooted in storytelling because your photos should feel like you.
Most couples invest between 8,900 and 12,500
for full-day wedding coverage.
• Two photographers (8-12 hours)
• Engagement session or welcome shoot
• Heirloom albums
View a full wedding gallery
