Family group photo with two babies outdoors near a waterfront on a sunny day.
Couple enjoying a romantic picnic by the Chicago skyline waterfront at sunset with a teddy bear and gifts.

Milton Lee Olive Park


Located near Navy Pier, Milton Lee Olive Park is one of my favorite Chicago photo locations for couples, proposals, and engagement sessions. With lakefront views, greenery, and the Chicago skyline all in one place, it gives you the perfect mix of city and nature.


This location is especially beautiful around sunset when the light reflects off Lake Michigan and creates a soft, romantic backdrop. The tree-lined paths, skyline views, and quiet corners make it easy to capture both classic portraits and candid moments.


Best for:

• Engagement photos

• Surprise proposals

• Couples sessions

• Maternity photos

• Small family sessions


Things to know:

Best lighting: golden hour

Parking: Nearby paid parking around Navy Pier

Vibe: Romantic, scenic, iconic Chicago

Man proposes to woman on one knee at Chicago's Lincoln Park with city skyline and lush greenery in background.
Man kneeling on one knee proposing to woman in a park, holding ring box as she covers her mouth in surprise.

Lincoln Park


One of the most versatile photo locations in Chicago, Lincoln Park is perfect if you want a mix of nature, skyline views, and classic Chicago scenery.


From the iconic skyline view near North Pond to the quiet gardens, walking paths, and greenery throughout the park, there are endless backdrops to create a full gallery without everything looking the same.


Lincoln Park is one of my favorite locations for proposals and engagement photos because it allows couples to have a private, intimate moment while still capturing the beauty of Chicago.


Best for:

• Engagement photos

• Surprise proposals

• Couples sessions

• Family sessions

• Maternity photos


Things to know:

Best lighting: sunrise or golden hour

Parking: Street parking varies depending on the area

Vibe: Romantic, timeless, natural with city views

Black and white photo of a smiling couple holding hands outside a building numbered 400.
Couple sharing a romantic kiss along the Chicago River with city skyline and bridges in the background.

Chicago Riverwalk


If you’re looking for a photo location that truly feels like the heart of Chicago, the Riverwalk is one of my favorite places to photograph couples.


With the river, historic architecture, bridges, and city views all within walking distance, the Chicago Riverwalk gives your gallery a mix of romantic portraits and editorial city moments.


This location is especially great for couples who want their photos to feel timeless, elevated, and unmistakably Chicago. There are endless corners to explore, making it perfect for engagement photos, anniversary sessions, and surprise proposals.


Best for:

• Engagement photos

• Couples sessions

• Surprise proposals

• Anniversary photos


Things to know:

Best lighting: early morning or golden hour

Parking: Nearby garages available, street parking limited

Vibe: Romantic, editorial, downtown Chicago

Group of four friends posing by Chicago skyline waterfront on a sunny day.
A joyful family of four walks through a green park with city skyline in the background on a warm day.

Adler Planetarium


Adler Planetarium is one of the most iconic Chicago photo locations, especially if you’re dreaming of a session with the city skyline in the background.


Located along the lakefront, Adler offers a beautiful mix of skyline views, open greenery, walking paths, and Lake Michigan scenery. It’s one of my favorite locations because it works for so many different types of sessions, from playful family photos to romantic engagement sessions.


The open space makes it especially great for families with kids who need room to move, while the skyline creates a classic Chicago backdrop for couples.


Best for:

• Family photos

• Engagement photos

• Couples sessions

• Maternity sessions


Things to know:

Best lighting: sunrise or golden hour

Parking: Paid parking lot nearby

Vibe: Classic Chicago, scenic, relaxed

Group of women in matching pink t-shirts and cowboy hats posing outdoors among lush green plants.
Group of women in white shirts and jeans tossing pink balloons and cowboy hats in a park.

Lincoln Park Conservatory


If you love greenery, flowers, and a romantic garden feel, Lincoln Park Conservatory is one of the most beautiful photo locations in Chicago.


This location gives you a mix of lush gardens, seasonal blooms, historic architecture, and nearby park areas, making it perfect for sessions that feel timeless and whimsical without leaving the city.


I especially love Lincoln Park Conservatory for clients who want a softer, more nature-inspired backdrop while still being close to iconic Chicago scenery.


Best for:

• Family photos

• Maternity photos

• Couples sessions

• Engagement photos

• Branding portraits


Things to know:

Best lighting: morning or golden hour

Parking: Street parking available nearby

Vibe: Romantic, colorful, garden-inspired