
Iconic Photoshoot Locations in Chicago
The Chicago Riverwalk: Urban Elegance
The Chicago Riverwalk is a premier spot for urban photoshoots. With its sleek architecture, reflective waters, and iconic bridges, this location is a favorite for creating striking visuals. Early morning or evening shoots here capture the soft glow of natural light, emphasizing the beauty of the cityscape.
Pairing the Riverwalk’s elegance with a sharp outfit, such as a tailored suit or a sleek dress, enhances its urban sophistication. Models can use the contrasting textures of water and steel to add depth and drama to their portfolios. Learn more about this gem on Choose Chicago.
Millennium Park: Iconic and Dynamic
Millennium Park is a versatile location with its mix of modern structures and serene greenery. From the reflective Cloud Gate to the architecturally stunning Pritzker Pavilion, this park offers endless opportunities for creative photoshoots. For models, it’s a place to experiment with both vibrant and subtle wardrobe choices.
The Lurie Garden, tucked within the park, adds a natural touch with its lush, colorful blooms. This is perfect for flowy, romantic dresses that complement the natural tones of the garden.

The Lakefront Trail: Nature Meets City
Stretching along Lake Michigan, the Lakefront Trail combines the serenity of natural landscapes with the drama of Chicago’s skyline. From sandy beaches to verdant parks, this trail provides a wide variety of backdrops. For an ethereal touch, early morning fog or golden-hour light adds a dreamlike quality to the photos.
For wardrobe, lightweight fabrics like chiffon or silk flow beautifully with the lake breeze, while earth-toned outfits blend seamlessly with the surroundings.

Hidden Gems for Model Photoshoots
The 606: Contemporary and Creative
The 606, also known as the Bloomingdale Trail, is an elevated park with a mix of greenery, industrial elements, and street art. This spot is ideal for fashion-forward photoshoots with bold patterns and edgy outfits. The artistic vibe here adds energy and character to any portfolio.
Utilize the trail’s dynamic lighting at sunset for shadow play and dramatic contrasts that make images pop.
Logan Square’s Street Art
Logan Square is a vibrant neighborhood known for its colorful murals and artistic flair. Each mural tells a story, making them perfect backdrops for showcasing bold outfits and creative poses. For urban and street-style shoots, Logan Square is an unbeatable choice.

Ping Tom Memorial Park: Tranquil and Scenic
Located in Chinatown, Ping Tom Memorial Park is a serene escape from the urban bustle. The Chinese-inspired pagodas and bridges create a sophisticated atmosphere, ideal for elegant portraits. Flowing dresses and minimalist jewelry work exceptionally well in this peaceful setting.
The Elegance of Sailboat Photoshoots
Sailboat photoshoots offer a unique blend of adventure and elegance. For this session, the sailboat provided the perfect setting for showcasing Sana’s versatility. The shimmering silver gown she wore reflected the warm hues of the sunset, while her green gown added depth during the twilight shots.
Incorporating water elements creates a sense of tranquility and motion, making each shot dynamic and captivating. The sailboat’s textures, from its sleek lines to the weathered wood, added layers of interest to the photos.

Perfecting the Look: Wardrobe Tips
Wardrobe plays a critical role in setting the tone for a photoshoot. For waterfront locations, flowing fabrics and shimmering textures complement the reflective qualities of water. In urban settings, structured outfits with bold colors or patterns create a striking contrast against the city’s neutral tones.
Accessories like hats, scarves, or statement jewelry add variety and flair. Sana’s jeweled headpiece during the twilight shots brought a regal touch that elevated the entire session.

Session Rates for Model Photoshoots in Chicago
- 1 Hour Session: $499 – Includes 1 retouched image, 2-4 backgrounds, and outfit changes.
- 2 Hour Session: $749 – Features 3 retouched images and greater wardrobe flexibility.
- 3 Hour Session: $999 – Ideal for diverse portfolios, with up to 7 background changes and 5 retouched images.
- 5 Hour Session: $2299 – Comprehensive package for professional models, with 15 retouched images.
For more details, visit our rates page.
Book Your Chicago Photoshoot Today
Ready to capture your vision? At John Gress Photography, we turn Chicago’s iconic locations into unforgettable images. From urban elegance to serene waterfronts, let us elevate your portfolio with a personalized session. Book your session now and discover the best model photoshoot locations in Chicago.