Most Romantic Hidden Proposal Spots in Chicago

20 Hidden Gem Chicago Proposal Spots

The city is a gorgeous backdrop for a romantic proposal. From the stunning riverwalk to the charming Lurie Garden, there are many ideal Chicago engagement photography locations. The city is a dream for beautiful engagement portraits.

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01

Gibson’s Italia

This beautiful spot overlooks the river, the iconic Chicago Lake Street bridge and the glass buildings in the background.

02

Franklin Street

The last bridge before Wacker turns is a stunning spot to propose and it usually is pretty quiet.

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03

Franklin Street Bridge

The last bridge before Wacker turns is a stunning spot to propose and it usually is pretty quiet.

04

Fulton Street Bridge

IThis bridge has a beautiful view of the river and downtown buildings. It tends to not have a lot of foot traffic.

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05

Fulton Street

Unless you know this lovely spot is there, you’d likely walk by and never know it. Alfred Caldwell spent his own money to create this beautiful oasis for the public to enjoy. The pool eventually fell into ruin after years of neglect, but it was restored to its original beauty in 1997.

06

Riverwalk

This section of the Chicago Riverwalk for engagement shoots is my sweet spot! Anywhere around Michigan Avenue is always crowded, but there are a few secret spots where you can escape the crowds.

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Chicago Riverwalk Wedding Photos

07

Michigan Avenue

While Michigan Avenue is always bustling with people, just below the crowds is a more secluded little spot with views of London House and the Dusable Bridge.

08

Riverwalk

Just below Michigan Avenue and the Dusable Bridge is a quiet little spot with the trifecta of iconic Chicago – the river, the bridge and the Wrigley Building.

Couple embracing along the Chicago Riverwalk with city architecture surrounding them.
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09

Grant Park

South of the downtown area is a beautiful tree lined area of Grant Park with views of the city in the background.

10

Art Institute Garden

Right next to the Art Institute of Chicago is a beautiful garden with views of the city in the background.

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11

Lurie Garden

Millennium Park has so many great spots. My favorite is the Lurie garden. The lush flowers and foliage against the cement and glass buildings are a beautiful contrast.

12

Olive Park

Located near Navy Pier, Olive Park is a gorgeous location for skyline and lake view. The jetty stretched over the lake makes a perfect spot to capture the lake with the city backdrop.

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13

Millennium Park

Located near Navy Pier, Olive Park is a gorgeous location for skyline and lake view. The jetty stretched over the lake makes a perfect spot to capture the lake with the city backdrop.

14

Chicago Board of Trade

While this is not exactly a hidden spot, it tends to be pretty quiet on weekends with multiple beautiful spots for a proposal.

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Chicago Board of Trade Wedding Photos

15

Federal Reserve

Right near the Chicago Board of Trade is the Federal Reserve Building. The gorgeous gold doors and massive columns make for a romantic and private spot.

16

North Avenue Beach

Any movie shot around the lakefront features this view. It’s the classic Chicago shot with the Drake Hotel and Hancock Building in the background, making it one of the top Chicago engagement photography locations.

Couple embracing by Lake Michigan with the Chicago skyline creating a timeless engagement portrait.
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17

North Pond

On the other side of Fullerton is a secluded pond that has a pier so you can feel like you are in the middle of the pond.

18

Union Station

An iconic Chicago landmark, Union Station is a gorgeous spot to propose.

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19

Riverwalk

Just off State Street, this walkway has views of the city and is also covered.

20

Garfield Park Conservatory

If you are looking for a hot spot in the winter or just some lush green nature, the Garfield Park

Conservatory is a beautiful spot in the city. You will need to have a permit for engagement shoots and it’s definitely one of the Chicago engagement photography locations worth considering.

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21

Lincoln Park Conservatory

Conservatory is a beautiful spot in the city. You will need to have a permit for engagement shoots and it’s definitely one of the Chicago engagement photography locations worth considering.

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