Winterlyn Photography's Blog

Hi! I'm Winterlyn and I am a Illinois Wedding Photographer, Elopement & Portrait Photographer based in Chicago, IL  I am so glad you are here today! My blog is where you can view an entire wedding day, engagement session or portrait session from start to finish. I would love for you to see how I have captured the essence of my clients and the details of their day. 

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Chicago Wedding & Engagement photographer

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GLESSNER HOUSE CHICAGO WEDDING

Looking back at this beautiful wedding day at Glessner House I can’t believe how fortunate we were to have such an amazing day and weather. As a photographer who shoots mostly in Chicago, it is rare that I get a chance to shoot an outdoor ceremony and reception. Cindy and Dennis contacted me via Instagram […]

Bride and groom posed near Chicago Women's Park and Gardens

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Buckingham Fountain Engagement Session

Chicago Engagement Photographer | Buckingham Fountain Engagement Session Buckingham Fountain Engagement Session Cindy & Dennis are getting married next month. I couldn’t have been more thrilled to spend the morning exploring our great city with them. Cindy & Dennis met online like so many of my couples these days and are absolutely adorable together. They […]

Buckingham Fountain engagement pictures

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Chicago Engagement shoot in Logan Square | Nancy & Angel

Oh, how I love Logan Square. Growing up in a multi-culture neighborhood while sharing so many amazing experiences with my childhood friends is something I will forever cherish. I moved away from LS 15 years ago and a part of me has never left. Whenever one of my clients recommends Logan Square for a session, […]

Chicago Engagement shoot in Logan Square

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Chicago Surprise Proposal | The Robey Chicago

The Robey Chicago Ben contacted me a week ago and told me all about the SURPRISE proposal he had planned, along with his family, at The Robey Chicago. He was going to ask his lovely gf, Alex, to marry him on the rooftop of The Robey and it had to remain a surprise. My first […]

Surprise proposal at The Robey Chicago

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Royal Sonesta Chicago Riverfront | Elegant Rooftop Wedding Venue

This was my first time shooting at Royal Sonesta Chicago wedding venue. I have to say it did not disappoint. Walking into the 39th-floor penthouse and seeing the breathtaking views, I was blown away. The photos do not do this venue justice. If you are looking for a downtown wedding venue give the Royal Sonesta […]

Chicago Riverfront Wedding Portraits

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Chicago North Ave Beach Engagement Session

Snowy Engagement Session at North Ave Beach in Chicago. Justine and Alfredo braved the cold temps to shoot their beautiful engagement photos.

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Theater On The Lake | Chicago Wedding Photography

The Theater on the Lake is one of those venues that can be designed and decorated any way the couple sees fit. An empty canvas. It is one of Chicago’s most unique venues and really gives your guest the full Chicago experience. It sits right on Chicago’s Lakefront property and summer weddings are a must […]

Bride and groom celebrating their big day at the Theater on the lake.

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Cantigny Park Wedding | Mary & Derrick

Cantigny Park Wedding Mary & Derrik’s wedding was held at Cantigny Park in Wheaton, IL this past Saturday. Cantigny is a place that holds fond memories for me. It’s the place where I take my children to run, play and explore. It was one of the first locations that I had paid sessions at. It […]

Bride and groom portraits at Cantigny Park

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Chicago Engagement Photographer | Amanda + Lonnie

Chicago Engagement Photographer I had so much fun this past Sunday with Amanda and Lonnie. I was so honored when they asked me to be their wedding photographer. Amanda is very much like family. She is my best friend’s sister and her family has always treated me like one of them. Amanda and Lonnie will […]

Chicago engagement photographer.

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Alfred Caldwell Lily Pool Engagement Session

Taylor & Peter   The Lincoln Park neighborhood means a lot to Taylor & Peter. One of their requests was to shoot their engagement session in the same neighborhood where Peter had proposed to Taylor at. We had the park mostly to ourselves. And if you are from around here, you know that rarely happens. […]

Spring Engagement Session at Lincoln Park

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