Downtown Chicago Engagement Session Inspiration
This downtown Chicago engagement session began with a vision Willow shared for her and Brandon (btw, he’s such a cool guy!). I couldn’t help but laugh—we basically shared the same brain. Her vision? Romantic, cinematic, and a little bit Old Hollywood. Think Sabrina and When in Rome, mixed with a touch of Taylor Swift’s Love Story. Naturally, Chicago offered the perfect backdrop.
Romance at 4th Presbyterian Church
We began at 4th Presbyterian Church, one of the most timeless spots in downtown Chicago.
This hidden courtyard was the perfect starting point for their downtown Chicago engagement session.
It’s right off North Michigan Avenue, but the courtyard feels tucked away and intimate. For a moment, the city fades and you’re in your own little world. The stone archways, ivy-covered walls, and quiet charm gave Willow and Brandon’s photos an effortlessly romantic feel.
Editorial Moments at Chicago Union Station
From there, we made our way to Chicago Union Station, a landmark that always feels timeless—where the natural light and towering columns added an air of sophistication. With its old-money architecture, the setting felt straight out of Gossip Girl or Breakfast at Tiffany’s. Together, the two locations captured the duality of their session: intimate yet striking, soft yet cinematic—the perfect editorial touch to round out Willow and Brandon’s downtown Chicago engagement session.
A Love Story in the City
The three of us laughed and shared jokes, creating an atmosphere where Willow and Brandon could simply enjoy being with each other—like their own little bubble in the middle of downtown Chicago. Willow’s vision came to life, and together we created images that not only showcase their love for one another but also highlight just how magical a downtown Chicago engagement session can be.
If you’re dreaming of your own engagement photos in the heart of the city, Chicago offers endless backdrops for love stories like yours—whether you’re drawn to hidden courtyards, iconic landmarks, or something uniquely you.
