Wherever you decide to pop the question, whether it’s at the top of the Sears Tower or during a romantic sailboat ride on Lake Michigan, we are ready to help you plan and capture each moment of your Windy City proposal.
GET IN TOUCH WITH OUR PROPOSAL PLANNING TEAM TO DISCUSS YOUR ENGAGEMENT
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The Plan
Take the stress out of planning your big moment by letting us do the work! Have a free consultation with one of our proposal experts to brainstorm proposal ideas and plans. We’re right by your side to offer you our experience, local knowledge and advice, every step of the way.
The Build Up
You will receive maps, diagrams and directions for the exact location of your proposal and will be notified of where our photographer will be hiding out. So when the day comes, all you have to do is arrive– and keep it a secret!
The Proposal
Sit back and relax as it all unfolds and we secretly capture every moment. You’ll be able to relive your engagement time and again with hundreds of beautiful images available to view and download in an easily accessible online gallery.
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Our most popular Chicago Proposal packages
Hey there, lovebirds! Thinking about proposing in the Windy City? Let me tell you, Chicago’s got some serious romantic mojo. I’m James, and I’ve been helping couples create jaw-dropping proposals with Paparazzi Proposals for over a decade now. Trust me, there’s nothing quite like the rush of capturing that perfect “Yes!” moment.
Why Chicago, you ask? Well, this city’s got it all – from glittering skyscrapers to cozy hideaways. I’ve seen couples get teary-eyed by the lake and jump for joy in hidden gardens. Chicago’s just got that special something, you know?
Now, let’s talk hotspots. Here are some of my favorite places to propose in Chicago:
Look, I get it. Proposing is nerve-wracking enough without worrying about capturing the moment. That’s where we come in. Our photographers are like proposal ninjas – you won’t even know we’re there.
We’ve got packages for every budget:
Each package includes personalized planning, discreet photography, and quick turnaround on your photos.
Speaking of going all out, let me spill some tea on creative ideas:
1 – City-wide Scavenger Hunt: Last month, we helped a guy set up a whole scavenger hunt across the city. His partner was finding clues in their favorite spots, and the last one led to him on one knee.
2 – Rooftop Romance: Book a private rooftop dinner with the Chicago skyline as your backdrop.
3 – Lakeside Love: Rent a boat for a private cruise on Lake Michigan.
4 – Cultural Proposal: Pop the question at the Art Institute of Chicago for the art lovers.
But hey, it doesn’t have to be elaborate. Sometimes, simple is sweet. We once captured a quiet moment in Lincoln Park Conservatory – just two people, surrounded by flowers, promising forever. No frills, all feels.
Alright, I’m gonna level with you – planning the perfect proposal can be tough. But that’s why we’re here. We’ve seen it all, from ring-in-the-champagne-glass classics to wild, only-in-Chicago moments. Whatever you’re dreaming up, we can make it happen.
So, what do you say? Ready to make some magic in the Midwest? Give us a ring (pun totally intended) at +1 (347) 888-4059, or slide into our DMs on Instagram @paparazziproposals. Let’s create a moment you’ll be bragging about for years to come.
Remember, in Chi-Town, we don’t just pop the question – we make it pop! Can’t wait to hear your ideas and help you knock your partner’s socks off. Catch you on the flip side!
Choose your city on the map
JT and Nashel answering our questions about their love story and the proposal: How and when did ...
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Choose your city on the map