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The Best Proposal Spots in Chicago

by Alexandra Wolf
Last updated on November 4, 2020

Chicago is famous for its bold architecture, arts scene, and authentic and friendly locals. The Windy City is home to magnificent examples of man-made wonders, havens for science and exploration, and amazing dining. This vibrant city provides a plethora of uniquely romantic places to propose to your visiting or native S/O!

Classic City Proposals

Cloud Gate, aka The Bean

No Chicago visit is complete without a trip to The Bean. Located in Chicago’s Millennium Park, the massive, stainless-steel sculpture will set a meaningful tone for your proposal. It is the only place where you can capture Chicago’s beautiful skyline while still being in the photo! Your pictures will go viral even before your partner’s priceless expression reflects across the surface of this iconic Chicago fixture. 

Lincoln Park Zoo

When you hear the word “zoo,” you probably don’t think “proposal,” after that. In the case of Lincoln Park Zoo, think again! During their holiday seasonal festivities, ZooLights will provide the perfect moment for your proposal. The Zoo offers a private proposal package, which includes a consultation with an events manager, secluded tours, and a bottle of champagne and chocolate-covered strawberries! What better way to have your proposal, amidst 2 million twinkling lights and remarkably unique zoo grounds. As one of the only free zoos in the U.S., your proposal will be an experience you’ll never forget — in a place you can visit forever!

Proposals with Beautiful Views

Theater on the Lake

Love the lake? Make an amazing and fun night out of your proposal at Theater on the Lake. Take your partner there after a walk along the water. Your perfect engagement ring will sparkle just like the lake! Maybe then you could surprise your S/O with a post-proposal party with all your closest friends! Or, enjoy their great dining together for an intimate celebratory meal.

A Helicopter Ride

Want to get the greatest view of the entire city? A few Chicago companies offer helicopter or small plane tours over the city, lakeshore, or landmark of your choice. Vertiport and Chicago Helicopter Experience offer packages with amazing views of skyscrapers and the lake, champagne, chocolates, and a video so you can always remember the moment. For those who want to do something fun and unique, a cruise in the sky during the day or night is a perfect way to propose. 

Out and About Proposals

Lincoln Park Conservatory Showhouse

Does your S/O love nature, but it happens to be unbearably cold outside? The Lincoln Park Conservatory Showhouse offers a nature escape any time of year. Step inside, and find tropical palms and ancient ferns right in the heart of Lincoln Park. The Showhouse exhibits exotic plants and is always green and lush. What a beautiful natural background for your proposal!

Navy Pier Centennial Wheel

Are you looking for a sweet proposal filled with childlike wonder and fun? Take a spin on Navy Pier‘s Centennial Wheel! One of this Ferris wheel’s transparent gondolas can take you 200 feet up above the city, offering beautiful views from a different perspective. Go when it starts getting warmer for the perfect springtime proposal.

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Restaurant Proposals

Beatnik on the River

Named after the bohemian freethinkers of the ’60s, Beatnik On The River offers you an exotic escape with progressive, diverse food choices and cocktails paired with a boho-chic, remarkable interior and breathtaking views of the Chicago River. If you and your partner love fun and interesting restaurants, Beatnik on the River will offer you a perfectly intimate experience for just you two — or, you can host a private event with all your friends and family!

RPM on the Water

For a proposal night filled with elegance and fine dining, head over to RPM’s newest project: RPM Seafood on the Water. The space is very conducive to romance, dominated by huge windows facing the river. An intimate brunch or dinner complete with world-class food will seal the deal for your question. In the summer, the space’s huge outdoor patio will help you take even better advantage of this restaurant’s prime location.