PROPOSAL PACKAGES

Chicago Proposal

Show How You Feel

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.

With every proposal we offer a consultation with ideas, maps and suggestions from our experts

GET IN TOUCH WITH OUR PROPOSAL PLANNING TEAM TO DISCUSS YOUR ENGAGEMENT

+1 (347) 888-4059

How it works

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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.

  • 100+ images
  • High-res print-ready photos
  • 3-4 business day turnaround

Chicago Proposal Packages

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Our most popular Chicago Proposal packages

Proposal Photography Package

Our most popular option for planning and capturing your once-in-a-lifetime proposal!

$495

Hotel Room Proposal Makeover 

Perfect surprise proposal at the convenience of your own place. You picked the location ( hotel room, your apartment, airbnb) and our experienced team will decorate the place.

$900

Chicago Picnic Park Proposal

Enjoy a romantic stroll in your favorite park or on the beach in Chicago, where you will stumble upon a blanket, laid out with 2-dozen red roses, a small bottle of champagne.

$950

Flower + Candles Heart Proposal

Flower + Candles Heart Proposal: Set the scene with heart-shaped decor, roses, candles, and a discreet paparazzi photographer to capture your unforgettable moment.

$950

Marry Me Proposal

Elevate your proposal to an unforgettable experience with our exquisite park arrangement, which includes "Marry Me" signage, flower decor, ambient candlelight, and a skilled photographer on hand to immortalize the special moment.

$1,000

Proposal Photography Package + Video

Video adds yet another way to capture that priceless reaction when you drop down to one knee!

$1,450

Private Rooftop Proposal Chicago

Elevate your proposal to an unforgettable experience with our еlegant private rooftop.

$3,280

Proposals in Chicago

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View this proposal

Christian Spring Lincoln Park Proposal, Chicago.

Proposal Photography Package in Chicago

View this proposal

Selwyn Chicago perfect proposal

Chicago

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Sachins amazing Copula Rooftop Chicago Proposal

Proposal Photography Package in Chicago

View this proposal

Chicago Proposal Photography: Prabhav and Ragha

Proposal Photography Package in Chicago

View this proposal

Lance Romantic Chicago Riverwalk Proposal

Proposal Photography Package in Chicago

View this proposal

Chicago Fourth of July Proposal Photography: Jimmy and Jeniffer

Proposal Photography Package in Chicago

Pop the Question in Style: Chicago Proposals with a Twist (2024 Update)

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 Choose a Chicago Proposal?

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?

Top Places to Propose in Chicago

Now, let’s talk hotspots. Here are some of my favorite places to propose in Chicago:

  1. Navy Pier: A classic for a reason – that Ferris wheel view? Unbeatable.
  2. Millennium Park: The Bean isn’t just for tourist selfies; I once saw a guy propose there, and his partner’s reflection in the sculpture made for the coolest photo ever.
  3. Chicago Riverwalk: Pure magic at sunset. I remember this one couple – he pretended to tie his shoe and BAM! Ring box. Her face was priceless.
  4. Lincoln Park Conservatory: Perfect for a quiet, intimate moment surrounded by nature.

Why Hire a Chicago Proposal Photographer?

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.

Chicago Proposal Packages

We’ve got packages for every budget:

Each package includes personalized planning, discreet photography, and quick turnaround on your photos.

Creative Proposal Ideas in Chicago

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.

Let’s Plan Your Perfect Chicago Proposal

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!

Blog

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A Love Story: From Denver to San Francisco. JT and Nashel's magical Baker Beach surprise proposal.

JT and Nashel answering our questions about their love story and the proposal: How and when did ...

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Other Locations

Choose your city on the map

Paparazzi Proposals<\/strong> for over a decade now. Trust me, there's nothing quite like the rush of capturing that perfect \"Yes!\" moment.<\/p>\r\n\r\n

Why Choose a Chicago Proposal?<\/h2>\r\n

Why Chicago, you ask? Well, this city's got it all \u2013 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?<\/p>\r\n\r\n

Top Places to Propose in Chicago<\/h3>\r\n

Now, let's talk hotspots. Here are some of my favorite places to propose in Chicago<\/strong>:<\/p>\r\n\r\n

    \r\n \t
  1. Navy Pier:<\/strong> A classic for a reason \u2013 that Ferris wheel view? Unbeatable.<\/li>\r\n \t
  2. Millennium Park:<\/strong> The Bean isn't just for tourist selfies; I once saw a guy propose there, and his partner's reflection in the sculpture made for the coolest photo ever.<\/li>\r\n \t
  3. Chicago Riverwalk:<\/strong> Pure magic at sunset. I remember this one couple \u2013 he pretended to tie his shoe and BAM! Ring box. Her face was priceless.<\/li>\r\n \t
  4. Lincoln Park Conservatory:<\/strong> Perfect for a quiet, intimate moment surrounded by nature.<\/li>\r\n<\/ol>\r\n

    Why Hire a Chicago Proposal Photographer?<\/h2>\r\n

    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 \u2013 you won't even know we're there.<\/p>\r\n\r\n

    Chicago Proposal Packages<\/h3>\r\n

    We've got packages<\/strong> for every budget:<\/p>\r\n\r\n