Chicago Proposal Ideas

Man putting a wedding ring on a woman's finger
Is it time to pop the question, and you’re looking for unique proposal spots in Chicago? This city is filled with iconic locations that are perfect for setting the tone for one of the most romantic days of your life as a couple. Maybe you think that the best places to propose in Chicago involve the Jumbotron at your favorite sports arena — that’s definitely an option at Wrigley Field — there are still a host of proposal spots in Chicago that are unlike any proposal spots anywhere else in the world. Here are a few of our favorites.

Best Places to Propose in Chicago

The best places to propose in Chicago are the ones that are unique to this great city and epitomize your life together here. These proposal spots in Chicago offer beautiful views and unique experiences you won’t find anywhere else. Short of tucking the ring in a Vienna Beef hot dog (please don’t do this), the Chicago proposal ideas are the best way to express your love for your partner and the city you call home.

Lincoln Park Zoo

While there are hundreds of beautiful spots that celebrate Chicago’s history, we think the Lincoln Park Zoo offers a unique piece of Chicago for nature and animal-lovers to celebrate their relationships. Take a walk on one of the many nature boardwalks and propose among the native plants, birds and butterflies on a beautiful summer night as the frogs and crickets serenade you. Or, if you’re looking for a Chicago proposal idea for the holidays, the zoo staff can help you make your plan during ZooLights. Just email for assistance.


Nothing mimics the exhilaration of love quite like soaring above Chicago with a 360-degree view of the city from 103 stories above. Proposals at the Skydeck at Willis Tower can be organized by an events staff that’s prepared to make your one of a kind experience go smoothly in a place that says “Chicago” unlike any other.

Promontory Point

Express your love for your partner and your love of Chicago’s singular home along Lake Michigan at a location that embraces both the shoreline and skyline — Promontory Point. Located south of downtown in the Hyde Park neighborhood, Promontory Point is located on a man-made peninsula created to showcase the splendor of the skyline framed by Lake Michigan. Venture down to the lakefront benches and feel the power of the moment.

Say “I Do” to These Proposal Spots in Chicago!

No matter which Chicago proposal idea is right for you and your partner, let the Skydeck be part of your celebration! Our team is filled with Chicago experts who can help you design a Chicago-centric day you’ll never forget. Contact us today for assistance in finding the best places to propose in Chicago for you!