A marriage proposal is a major life event that should be permanently etched in memory. Therefore, it’s worth thinking ahead about how and where you will pop the question. Chicago boasts countless beautiful locations that are perfectly suited for this purpose. We will discuss them in detail on chicagoka.com.
Chicago Botanic Garden
This picturesque location is ideal for relaxation and a proposal. Once here, you can explore 385 acres of lush green gardens, tranquil lakes, and charming wooded areas. In short, the walk will be truly magical.
For a unique experience, take a grand tram tour and discover the majesty of this green space outside the city. Remember, you have a perfect opportunity to head to one of the many beautiful gardens—such as the English Walled Garden or the luxurious Rose Garden—to make a romantic proposal.
Garfield Park Conservatory
Garfield Park hosts one of the largest and most stunning botanical conservatories in the country. Often called “landscape art under glass,” it features 1,000 plant species from around the world within eight indoor display gardens. Year-round, visitors can enjoy the flora and tropical indoor temperature or more than 10 acres of outdoor gardens, including a water lily pond. The Garfield Park Conservatory is the ideal rainy or snowy-day venue. However, it is important to book your spot in advance if you plan to hire a photographer to capture the coveted “Yes.”
Fullerton Avenue Beach
This wonderful spot on the lakefront offers plenty of space for those who want to be alone with their significant other while admiring the unparalleled skyline view. Every weekend, the beach draws countless runners and cyclists.
Street parking is limited but available to all at the start of Cannon Drive. Choosing this beach for a proposal is definitely a winner. Surrounded by the natural beauty, your partner won’t be able to resist accepting the ring.
Phoenix Garden
The history of this amazing garden dates back to the 1893 World’s Columbian Exposition, when the U.S. and Japan designated the site for the Phoenix Pavilion on March 31, 1893. Over 120 flowering cherry trees were planted here in 2013. Every May, the park comes alive, drawing crowds of people. If you decide to propose in the spring, the Phoenix Garden is an ideal choice.
Buckingham Fountain
It is considered one of the largest fountains in the world and is known as the pearl of Grant Park. Its dimensions symbolize the adjacent Lake Michigan, and the water flow reaches 15,000 gallons per minute. At dusk, the fountain comes alive, hosting a spectacular light show. Head to the park after sunset, and you can bask in its beauty. If you want to admire the fountain during the day, beware of the hourly 20-minute water show, during which the central jet launches water 150 feet into the air. A proposal made here will be remembered for a lifetime.
Milton Lee Olive Park
This park was established in 1965 in memory of Milton L. Olive III, a Vietnam veteran and the first African American Medal of Honor recipient, who grew up and lived in Chicago.
This secluded city oasis on the shore of Lake Michigan offers serene walking paths, circular fountains, and a breathtaking view of the skyline. This peaceful green space is a hidden Chicago gem, despite being located just north of Navy Pier. A proposal on the lakeshore or against the backdrop of the Ferris wheel will be unforgettable.
Ambassador Chicago Hotel
This hotel, built during the Jazz Age, features one of Chicago’s only private rooftops for a proposal. The Astor Terrace offers an unforgettable view of the Gold Coast for popping the question. It is located on the hotel’s 17th-floor penthouse and includes a private restroom and an indoor sunroom. The terrace spans 1,327 square feet. Over the years, the Ambassador hosted famous guests like Frank Sinatra, Marilyn Monroe, Lauren Bacall, and others.
The hotel opened its doors in 1926. The building was listed on the National Register of Historic Places in 1976, and as a Chicago Landmark in 1983. A proposal in this legendary location will definitely be treasured.
Chicago Riverwalk
The Riverwalk is a multifunctional public space located on the south bank of the main branch of the Chicago River. The 1.25-mile path was built in phases and includes four distinct districts. The Chicago River is the central natural feature in the urban canyon of world-famous architecture. The Riverwalk promenade provides immediate proximity to the water, where you can see people kayaking down the river toward the most famous residential and tourist attractions.
Museum of Science and Industry
Head to the largest museum in the Western Hemisphere and explore thousands of fascinating exhibits, such as the U-505 submarine and the five-story Giant Dome Theater. As the only remaining building from the 1893 World’s Columbian Exposition, this museum boasts stunning architectural details, making it an excellent backdrop for an engagement. A beautiful wedding ceremony can also be arranged under the 120-foot copper ceiling of the Rotunda or at one of the outdoor ports near Jackson Park Lagoon.
Waldorf Astoria Chicago Hotel
Turn your engagement into a luxurious weekend getaway at the Waldorf Astoria Chicago, in the heart of the Gold Coast. This iconic establishment has a charm that makes it the perfect backdrop for a romantic proposal. Here, you can indulge in spa treatments, fine dining, and book a luxury suite. All of this will provide an unforgettable experience.
Thompson Chicago Hotel
It is conveniently located in the very heart of the Gold Coast, just steps away from exquisite boutiques, historic mansions, and the beauty of Lake Michigan.
Get down on one knee in front of the iconic floor-to-ceiling arched window in the Froines Room for the most stunning photoshoot. You should also stay the night here and enjoy the duplex penthouse, personalized service, and gourmet dining.
Theatre on the Lake
This historic Prairie Style building is located right on the shore of Lake Michigan. Its windows offer a captivating view of the city, making it one of the best proposal spots in Chicago. You can celebrate your engagement with dinner at The Lakefront restaurant or by attending a show.
The Cupola at London House Chicago
The 22nd-floor rooftop terrace offers stunning views of the Chicago River and the city’s architecture. The most extravagant spot in the entire city for an engagement includes one bottle of vintage Dom Perignon champagne, rose petals, and a private rooftop cupola.
You can collaborate with the chefs to design a special menu of unique, custom dishes to enjoy in the original, intimate Beaux-Arts style LH Cupola space for unforgettable moments before and after your partner says “Yes.”
As you can see, Chicago has a multitude of amazing places to pop the question. Which one to choose is entirely up to you.