If an element of surprise is part of your intended proposal, you’re going to need the right combination of location, “cover” activity, and logistics. Here’s how to plan a surprise proposal in Chicago, with important tips and some terrific proposal locations in the Windy City. And you’ll learn how a DJ can set the mood for both your proposal as well as an after-celebration with family and friends.
Planning a surprise proposal
Before you take the first proposal planning steps, think about your partner’s personality and preferences. Are they comfortable being the center of attention, possibly even in public? Do they enjoy a flair for something a little extravagant or do they prefer to keep it simple? Choose a time that works with your partner’s schedule – as well as emotional readiness. An engagement proposal should be a moment of joy, but it also involves many other emotions.
Look to friends, family members, and professionals like event planners, photographers, and DJs to help with logistics and capturing the moment. But remember, it’s a surprise – so those friends and family need to know how to keep a secret!
Ideal surprise proposal settings
Like real estate, location matters when it comes to popping the question. Make sure it’s meaningful to the two of you. It could be where you first met, that first date location, or simply somewhere that’s special to you both. Here are some ideas for proposal spots.
Nature: Think shorelines, gardens, and parks, especially “pocket parks” that offer a unique sense of privacy.
Urban Icons: Locations with incredible city views are all around Chicago – rooftop bars, observation decks, bridges, and docks.
Cultural Sites: Museums, galleries, and historical landmarks provide a one-of-a-kind environment. And you’ll often find comfortable spaces tucked away that make for perfect proposal locations.
Event Venues: If your partner is a happy go lucky extrovert, put your proposal on the Jumbotron! Chicago is a sports town. In fact, Momentz Productions is the Official DJ for the Bears, Bulls, and White Sox.
Helpful tips for surprise proposal planning
You’ll need to create a believable reason for being at the location without arousing suspicion. Think tourist activities, a casual outing like a picnic, brunch, or even a stroll along the waterfront. Set up a couple’s photo shoot and propose during the photo session. Again, this is where enlisting the discreet help of family members and friends can be crucial.
And wherever the spot, especially if it’s one open to the public, take into consideration busy times. Many engagement session photographers encourage those early mornings when the weather is nice – not as many crowds and the natural light is beautiful. Be sure to check if you need a permit or even pay a fee if you’re using a professional photographer at your engagement location. And some places, like museums and galleries, may have certain restrictions regarding photography in general.
Popular surprise proposal locations in Chicago
Here are eight proposal locations that are ideal for declaring your everlasting love.
- Propose on the glass ledge at the Skydeck at Willis Tower with the city skyline beneath you.
- Make a moment at Millennium Park, home of the ever-popular Cloud Gate (aka The Bean) or in serene Lurie Garden.
- With Lake Michigan views and seasonal attractions, the Navy Pier is a classic Chicago spot.
- The Alfred Caldwell Lily Pool and the Honeycomb structure at the Nature Boardwalk offer tranquil proposal spots in Lincoln Park.
- Take a memorable sunset cruise down the Chicago River or off the shores of Lake Michigan with the city skyline in the background.
- The Art Institute of Chicago’s South Garden offers wonderful proposal spots for art lovers seeking romance and serenity.
- Imagine a nighttime panoramic view of Chicago 1000 feet above the famed Magnificent Mile at the John Hancock Observatory at 360 Chicago. Seal your proposal with a kiss and a cocktail.
- The crown jewel of Grant Park is Buckingham Fountain. One of the largest fountains in the world, it puts on an impressive display. And it’s even inspired architecturally by a wedding cake.
And be sure to check out these Chicago spots for proposals and engagement photo sessions.
Enhance the proposal experience with a DJ
Think of how music is literally the soundtrack of our lives. So why not include an element of memory-making music in your proposal. With a wireless setup, a professional DJ will cue that love song at just the right moment. If you’re in a public setting and you want the whole world to know, your DJ can draw attention with a shout-out. And keep the celebration going with a little after-proposal music.
As part of the experience, you may want to celebrate with your closest family members and friends at a nearby restaurant or venue. Your DJ can take the party to the next location, providing you with the great music and guest engagement.
Planning a surprise proposal in Chicago? We can help you find the right location and make suggestions for elevating this memory. Think of it as the first step to building a beautiful relationship with your wedding entertainment company. Call 312-574-0477, email, or contact us today.