Genuine Love and Snowy Streets: An Unforgettable Chicago Engagement
When Danny and Jen reached out to me via Instagram earlier this year, I immediately felt a connection. Their warmth, kindness, and genuine love for each other were palpable even through the screen. Meeting them in person during their engagement session in downtown Chicago was an absolute joy and a reminder of why I love being a Chicago wedding photographer.
What made this session even more special was the timing-it was the first snowfall of the season, transforming the city into a winter wonderland. Despite the cold and the blizzard conditions, Danny and Jen’s joy and style shone through every frame. Their adventurous spirit and love story, combined with the iconic Chicago backdrop, made this session truly unforgettable.
“Hernan is top of the line! There is a reason his photography stands out – he is a truly caring person. People throw around words like genuine and authentic a lot, but Hernan is the epitome of such praise. My wife and I did an engagement shoot with Hernan up in Chicago. Even though it was our first time meeting in person, immediately we felt like we were just hanging out with a friend and we still keep in touch often with Hernan today. We are so thankful to have received such great pictures and equally so a great friend.” – Danny
The Perfect Winter Engagement Session in Chicago
Chicago’s winter months offer a unique and breathtaking setting for engagement photography. From snow-dusted streets to glistening cityscapes, winter transforms the city into a romantic playground. Here are some of the best spots and tips for winter engagement sessions in Chicago, inspired by Danny and Jen’s shoot:
Iconic Chicago Locations for Winter Engagements
- Downtown Chicago Streets: The heart of the city, with its blend of historic architecture and modern skyscrapers, provides a dynamic and urban backdrop. Snow adds a magical touch, softening the city’s edges and creating a cozy atmosphere.
- Olive Park: Known for its stunning skyline views and relative privacy, Olive Park is a hidden gem where you can capture the city’s beauty without the crowds, especially in winter.
- Chicago Riverwalk & LaSalle Street Bridge: These spots offer picturesque views of the river framed by towering buildings, perfect for editorial and candid shots.
- Wrigley Building: With its iconic architecture and golden doors, this location shines year-round and looks especially dreamy in the winter light.
- Adler Planetarium: For couples wanting a blend of cityscape and nature, the area around the Adler Planetarium offers panoramic views of the skyline and lake, enhanced by fresh snow.
- Garfield Park Conservatory: When the cold gets too intense, this lush indoor garden provides warmth and greenery, making it an excellent alternative for winter sessions.
Dressing for a Chic and Cozy Winter Engagement
Winter engagement sessions require thoughtful wardrobe planning to stay warm without sacrificing style. Danny and Jen nailed the look with cozy coats, chic boots, and layered outfits that complemented the snowy backdrop beautifully.
Tips for Winter Wardrobe:
- Choose coats and outerwear that are stylish and photograph well; treat them as part of your outfit.
- Incorporate scarves, hats, and gloves that add texture and color.
- Opt for boots with good traction to stay safe on icy sidewalks.
- Coordinate colors and layers to create a polished, cohesive look.
- Plan for quick coat removals during warm indoor moments or sheltered spots for varied shots.
Capturing Real Moments: Editorial and Candid Photography
As a Chicago engagement photographer, my goal is to capture authentic moments that tell your unique love story. With Danny and Jen, the session was filled with laughter, playful snow moments, and tender glances. Even when the cold got intense (and yes, I took a tumble!), their warmth and connection kept the session vibrant and joyful.
Chicago’s Best Wedding Vendors for Your Winter Celebration
To complement your engagement session or wedding, here are some of Chicago’s top planners and florists who specialize in creating magical winter weddings:
Wedding Planners
- Shannon Gail Weddings & Events | @shannongailweddings
- LK Events | @lkeventschicago
- Wrap It Up Parties | @wrapitupparties
- A Perfect Event | @aperfectevent
- Anticipation Events | @anticipationevents
Florists
- Flowers for Dreams | @flowersfordreams
- HMR Designs | @hmrdesigns
- Pollen Floral Design | @pollenfloral
- A Stem Above | @astemabovechicago
- Fleur Inc. | @fleurchicago
Tips for a Successful Winter Engagement Session in Chicago
- Check the Weather: Plan your session around favorable weather conditions, ideally during or just after a fresh snowfall.
- Layer Up: Bring extra layers and warm accessories to stay comfortable between shots.
- Choose Locations Wisely: Combine outdoor and indoor locations to balance warmth and variety.
- Be Flexible: Chicago winters can be unpredictable; have backup plans for extreme weather.
- Have Fun: Embrace the season’s unique qualities-snowball fights, hot cocoa, and cozy moments make for memorable photos.
Why Choose Hernan of Stills by Hernan for Your Chicago Engagement?
I bring a blend of editorial style and documentary storytelling to every session, ensuring your photos are timeless, authentic, and full of emotion. Whether it’s a snowy urban adventure or a cozy indoor shoot, I create a relaxed environment where you can be yourselves.
- Editorial, cinematic photography
- Deep knowledge of Chicago’s best locations
- Personalized, boutique experience
- Passion for capturing genuine moments
More Chicago Engagement Inspiration
- Top 15 Chicago Engagement Photo Locations
- Winter Engagement Session Tips
- Indoor Chicago Engagement Locations
- Chicago Winter Engagement Photography Guide
Frequently Asked Questions
Q: How do you handle cold weather during winter sessions?
A: We keep sessions short with breaks indoors when possible and dress warmly. Safety and comfort are top priorities.
Q: What are the best locations for winter engagement photos in Chicago?
A: Olive Park, Chicago Riverwalk, Wrigley Building, Garfield Park Conservatory, and Museum Campus are favorites.
Q: Can you shoot both indoor and outdoor winter sessions?
A: Yes! Combining both offers variety and comfort.
Ready to Capture Your Chicago Winter Engagement?
If you’re looking for a Chicago wedding photographer who can make your winter engagement session magical, authentic, and stylish, contact Hernan of Stills by Hernan today.
Let’s create images you’ll cherish forever, no matter the season.
Danny + Jen’s session was a beautiful reminder that love shines brightest even in the coldest weather.