The Windy City is well-known for its food, history, and culture. It’s full of unique proposal spots that will knock the socks off of the love of your life. If you want to make your proposal into something special you’ll both never forget, Chicago’s the place for you.

When you start planning, don’t forget photography. You don’t want to miss the moment altogether or have a hastily-snapped blurry photo as your only memento from this special time. You’ll want to preserve it so you can both look back and remember the moment your two lives became one. 

Paparazzi Proposals, the leading proposal photography company in the U.S., can secretly capture these moments for you while protecting your element of surprise. Here are some top locations in Chicago for you to get down on bended knee.

1. LondonHouse Cupola

This has become a wildly popular place for Chicago proposals because of its beauty and fantastic 360-degree views of the city. Set 23 stories up, the cupola, located at Wacker Drive and Michigan Avenue, even offers an engagement package. Visit our Chicago location page to check out more proposals and photography packages.

2. Grant Park

Grant Park is home to some prime real estate on Chicago’s lakefront. It’s near Shedd Aquarium, the Art Institute, and the Field Museum, so you can trick your love into thinking you’re just having a fun day of sightseeing at these top spots. 

Then, as you stand in front of Buckingham Fountain, you can propose with the water jetting up in the background, and get a Paparazzi Proposals package for some gorgeous photos. 

3. Navy Pier

Navy Pier, one of the iconic spots Chicago is known for, has so many fantastic proposals backdrops that you’ll have trouble deciding which one to use. You can go with the enormous Centennial Wheel whirling in the background. Or you can propose as you both take in the gorgeous lake views this site has to offer. 

You’ll have 50 acres of space and attractions to choose from. 

4. Adler Planetarium

Do you want breathtaking photos that feature the Chicago skyline in the background? Consider proposing outside of Adler Planetarium at sunset. You’ll stage the romantic proposal of your dreams with the dramatic buildings and sparkling water nearby.

5. Kinzie Street Bridge

If you’re after engagement photos that have more of an urban flair, Kinzie Street Bridge may give you the grit you’re after. Built in 1908, this bridge has exposed crisscross beams that lend an edgy, but romantic, vibe. That, along with the skyscrapers in the background, will scream that you’re having a big city proposal.

6. Wrigley Field

Are you and your love big baseball fans? Then a Wrigley Field proposal might be a home run. If you don’t mind sharing your big moment with a huge crowd, you can pay to have a personalized “Will you marry me?” message shown on the message board while a game is underway.

7. Lincoln Park’s Alfred Caldwell Lily Pool

If it’s romance you’re after, it is hard to beat this location. This unique engagement spot will have you proposing near a body of water blanketed by lilies. It will feel like you’re in the middle of your own magical world instead of just another two people in one of the busiest cities in the world. 

To up the romance to a higher level, consider getting one of Paparazzi Proposals’ park proposal packages. 

The Windy City Can Be the Start of a New Life Together

This will be one of the biggest moments in your life. Making sure you nail the proposal can put your future on the right path. 

Not sure which Chicago proposal to go with? Let Paparazzi Proposals talk you through it and offer their expert advice. Our game is love and romance, so we’re happy to help you out. 

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