Erica & Bryce
"Winterlyn and Antwonette truly are so talented! Reviewing the photos was like reliving our wedding day, without the stress! I especially love seeing pictures that captured things I didn’t see. We look forward to sharing them with our friends and family who look like celebrities!
What people are saying
Toni & Trevor
"Winterlyn so perfectly captured the essence of our wedding day, and has given us the greatest memories that we will forever be grateful for. Winterlyn took the time to get to know exactly what our needs and expectations were, and delivered far beyond that."
What people are saying
Bethany & Craig
"Beyond her incredible talent, Winterlyn made us feel so comfortable and cared for—she’s calm, kind, and such a reassuring presence on a whirlwind day. She truly feels like a close friend and I’m so glad she got to witness our love story."
What people are saying
O&L
"If you're looking to work with a kind soul, who will answer all your questions and requests with kindness and understanding, take beautiful pictures, and do it all with skill, speed, and proficiency, then we highly recommend Winterlyn!"
What people are saying
A Refined, Personal Approach to Wedding Photography
Chicago Wedding Photography Investment & Collections
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For couples planning a Chicago wedding, our signature photography collections begin at $8,000
Your investment includes:
A Bespoke Engagement Session: Tailored to your story at a location of your choice.
Heirloom Gallery: A hand-curated collection of high-resolution images, crafted to live with your family for generations.
Dual Coverage: Comprehensive documentation by two professional photographers.
Tailored to Your Story
Every love story is entirely its own, and your custom proposal will reflect that. Whether you are envisioning an expansive Chicago wedding weekend or a more intimate, intentional celebration, we document every chapter, from the rehearsal dinner and welcome party to the post-wedding brunch.
Destination Weddings
For celebrations beyond Illinois, travel is thoughtfully customized based on your unique location.
Common Questions About Chicago Wedding Photography.
My style blends editorial, documentary, and candid storytelling. You’ll receive naturally guided portraits that feel elevated and timeless, along with genuine, unscripted moments that capture how your day truly felt.
01. How would you describe your photography style?
I’m based in Chicago, and I photograph weddings all over the city and surrounding suburbs. I’m always open to travel for the right fit.
02. What areas do you serve?
Yes, every wedding includes my trusted second photographer, Antwonette. We’ve worked side-by-side for years and photograph every wedding together, so nothing feels random or outsourced.
03. Do you work with a second photographer?
Not at this time. We specialize exclusively in wedding photography. We do, however, now offer wedding content creation for behind-the-scenes coverage and social-ready moments that complement both your photography and your chosen videography team. Content Creation Packages start at 2,500
04. Do you offer Videography?
Yes, engagement sessions are included in all of my wedding collections. It’s a relaxed way for us to connect before the wedding and helps you feel completely natural and confident in front of the camera.
05. Do you offer engagement sessions?
With over a decade of experience photographing weddings in Chicago, I bring more than beautiful images, I bring guidance, calm energy, and a seamless experience. I help your day flow effortlessly so you can stay present and enjoy every moment.
06. What sets you apart from other photographers?
Here are a few of my favorite venues:
• The Rookery Building
• The Armour House
• The Langham, Chicago
07. What are the best Chicago wedding venues?
Yes! Your photos deserve more than just living on a screen. I offer custom heirloom albums that are designed to tell the full story of your wedding day and crafted to last for generations. Many of my collections include an album, with additional copies available for family.
08. Do you provide wedding albums?
I offer 6, 8, 10, and 12-hour wedding photography collections designed for full-day storytelling. Each includes an engagement session, my trusted second photographer, planning support, and beautifully edited digital images, with heirloom album options available.
09. What packages do you offer for Chicago weddings?
CURATED
CURATED
Best Chicago Wedding Photographer
Winterlyn Photography has been consistently recognized among Chicago's finest. For five consecutive years, she has been named one of the Best Wedding Photographers in Chicago by Expertise.
In 2024 / 2025, Winterlyn was honored to be ranked the #1 Wedding Photographer in Chicago by Wedding Rule and recognized among the Top 10 by Wezoree. Her work has also earned a place in The Knot's Hall of Fame, alongside WeddingWire Couples' Choice Awards in 2023, 2024, and 2025.
These honors reflect the trust our couples place in Winterlyn Photography and the stories her team is privileged to preserve with care, artistry, and intention.
