June 10, 2025

Chicago Couple Photographer | Romantic Sessions

From the buzz of the city beneath your feet, Lake Michigan’s breeze in your hair, and your person’s hand in yours as you stroll through the heart of Chicago—there’s nothing that beats that feeling. As a Chicago couple photographer, I spent a few unforgettable days capturing love stories in the Windy City.

Chicago Engagement Session Locations Chicago Wedding Photographers The Cannons Photography

Wrigley Building Couple Session with Kani and Samir

Kani and Samir met us at the iconic Wrigley Building. It was freezing , class Chicago weather , but you’d never know it by looking at these two. They brought warmth with every laugh and loving glance.

And, of course, the architecture here is a dream: clean white stone, beautiful lines, and reflections from the Chicago River. No matter what the season, it’s always a stunning location that brings timeless elegance to every image.

 

Art Institute of Chicago Couple Session with Ellie and Robin

Ellie and Robin’s session at the Art Institute of Chicago was like stepping into a romantic movie. From the moment they arrived, their chemistry lit up the scene. We explored the grounds together, stopping at our personal favorite, the spiral staircase tucked within the museum. It’s quiet, elegant, and absolutely breathtaking.

 

This space gave us everything we love as photographers: dynamic light, dramatic lines, and just the right touch of intimacy. The Art Institute isn’t just a beautiful place to visit or a cultural landmark, it’s one of the most inspiring spots for a modern love story. 

 

Chicago Engagement Session Locations Chicago Wedding Photographers The Cannons Photography

Our Favorite Chicago Stops Between Sessions

One of the best things about being Chicago Illinois wedding photographers? The food. Always the food. Here are a few must-stops we love:

 

  • Au Cheval: The best burgers we’ve ever had. Ever. We’d wait in line every time. 
  • Levain Bakery: Just down the road from Au Cheval, their cookies are perfect for a post-lunch stroll. Even our corgi, Roma, would have braved the cold for a bite.
  • Quartino: Pro Tip – you can order half-size pasta servings so you can try multiple dishes. We always share because choosing one favorite is impossible. 
  • Gibsons Italia: Banana gelato that dreams are made of. Even Robert, who doesn’t love banana, can’t stop thinking about it. 

 

These couple sessions reminded us just how much we love photographing in Chicago. From the grand architecture to the cozy corners and unforgettable food, every visit leaves us inspired and grateful. If you’re planning your wedding or engagement session and looking for Chicago Illinois wedding photographers who know the best spots (and snacks), we’d be honored to capture your story. 

We’re Courtney and Robert, a husband-and-wife duo passionate about timeless photography and preserving memories for a lifetime, and we’d love to be the right photographers for you. If you’re looking for Chicago Illinois wedding photographers who blend calm presence with artistic vision , and always know where to find the best cookies , let’s connect.

Here at the Cannons Photography, we’re where kind hearts and honest moments never go out of style. We serve Columbus, Chicago, New York, and beyond. Let’s chat about how we can capture your story with purpose and peace of mind!

 

Chicago Engagement Session Locations Chicago Wedding Photographers The Cannons Photography

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Courtney and Robert

We believe in grace, grit, giving more than you take, and that there are still kind-hearted people in this world.

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Courtney and Robert