Katherine and Connor’s engagement session on the Chicago Lakefront was absolutely stunning from start to finish. As wedding photographers, we love when couples choose the lakefront because it perfectly captures the beauty and energy of the city. Between the sparkling water of Lake Michigan, the soft evening light, and the skyline stretching behind them, every moment felt like it was pulled straight from a postcard.
Photographing along the Chicago Lakefront is always a treat. The skyline views are iconic. We love the tall glass towers reflecting the colors of the sunset while the lake adds a calm, natural backdrop. It’s the perfect blend of city and nature, which makes it ideal for engagement photos. For Katherine and Connor, we wanted to show both sides of that charm. One moment we had them walking hand in hand near the water’s edge, laughing as the wind caught her hair. The next, we turned toward the city and captured those dramatic, classic Chicago skyline shots.
The light along the lakefront changes beautifully throughout the day. During the golden hour, the sun sets behind the buildings, giving everything a soft, warm glow. As photographers, that light is pure magic. It creates beautiful skin tones, soft shadows, and a dreamy, romantic feel that works so well for engagement portraits. We encouraged Katherine and Connor to relax, be themselves, and just enjoy the moment. The result was a collection of natural, joyful images that truly reflected their personalities.
What makes the Chicago Lakefront so special for engagement photos is how many different looks you can create in one location. From the open water and skyline to the green parks and walking paths, there’s endless variety. We can start with wide, cinematic shots that show off the city, then move into more intimate portraits with soft backgrounds of waves and trees. It’s no wonder so many couples choose this spot. It’s quintessential Chicago.
Katherine and Connor’s session reminded us why we love photographing here. Every couple brings their own story, and the lakefront gives us the perfect setting to tell it. As professional wedding photographers, we’re always looking for places that mix romance, scenery, and a touch of city energy. And the Chicago Lakefront has it all. It’s truly one of our favorite spots to photograph engagement sessions in the city.
Original Weddings is a team of Chicago wedding photographers and videographers. Katherine and Connor chose our Timeless editing style for their engagement photos.







































































