10 Marriage Proposal Ideas & Easy to Book Packages in Chicago

Chicago Proposal Ideas & Packages

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Rooftop Proposal Chicago

Step off the elevator and shock your partner with an entire rooftop terrace just for her
Take in the view of the big city lights and drop to your knee
Celebrate your engagement as you take in the city sights
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A Cappella Proposal Chicago

After a romantic date in Chicago, take a walk with your sweetie
You stop for a rest at a predetermined area and an A Cappella group surrounds you and begins to sing your song, all arranged by a Proposal Planner
The singing is lowered for a brief period to give you a time to ask for her hand in marriage

Custom Designed Proposal Chicago

Your partner’s dream proposal is created by you and a professional Proposal Planner
The perfect proposal location and vendors are hand selected by an experienced Proposal Planner
Enjoy your stress free proposal and let your Proposal Planner handle all the details
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Light the Night Proposal Chicago

Go on an evening stroll with your sweetie in a pre-determined public romantic setting
The moon and a ton of candles illuminate your marriage proposal
Hand her a bouquet of flowers after she accepts your proposal
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Flash Mob Proposal Chicago

Surprise the one you love with your very own flash mob proposal
You select the location within Chicago such as a park, a restaurant, a party, or ask us for recommendations
At a set time, a seemingly spontaneous flash mob emerges to surprise and delight your partner! By design, the flash mob will lead up to a perfect moment for you to propose.
Chicago musical serenade engagement idea - The Heart Bandits

Musical Serenade Proposal Chicago

Walk with your partner to one of Chicago’s iconic locations as you are approached by a musician
The musician hands your partner a beautiful bouquet of flowers and serenades her with a beautiful love song
After the song, you turn to your partner and propose
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Photo Tour Proposal Chicago

Explore a famous or unknown part of Chicago on a fake “Walking Tour” arranged by a Proposal Planner
Your partner thinks they are on a Walking Tour and a photographer is along taking pictures of your special day out
Propose at a romantic location chosen by you and your Proposal Planner and everything is caught on camera
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Private Limousine Tour Proposal Chicago

Travel like a celebrity in a stretch limousine
Experience an intimate tour of famous sites in Chicago designed by a Proposal Planner
Limousine chauffeurs you to a romantic location for your proposal
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Romantic Room Makeover Proposal Chicago

Romantic room makeover at the location of your choice
Room is decorated with rose petals, LED candles, and pictures of you and your partner by a Proposal Planner
Champagne and toasting flutes are provided
hawaii picnic proposal package

Romantic Picnic Proposal Chicago

Stumble upon a romantic setup on a park or beach that is set up ahead of time by a Proposal Planner
Enjoy a romantic picnic for two in Chicago
Propose while enjoying the views as the sun sets on the horizon
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Looking for a Custom Proposal Idea?

Not finding the best package for you?  Then Custom Planning might be the best option for you if you would like something more personalized to your relationship and/or more elaborate to fit your most special day.

Where to Propose in Chicago

Get engaged in the Windy City! Chicago is a beautiful city with some of the tallest buildings in the country, modern architecture, and beautiful lakes and rivers. There are many options when it comes to planning proposal ideas? If you don’t see exactly what you are looking for, our proposal planners can create customized proposal packages for you and your partner.

1. Downtown Chicago

Chicago is known for his modern and beautiful architecture. There are great options to use one of it's downtown buildings for your own marriage proposal.  With options such as rooftops, penthouses, and restaurants, there are really good places to select from to get an excellent view and create the ultimate romance you're looking for.

2. Millennium Park

Located in the heart of the city, Millennium Park is full of amazing places to propose.  You could take your partner on the ice skating rink for a winter fantasy proposal.  You could organize a flash mob in Luminous Field.  Then you can celebrate with a theater performance.  The possibilities are endless.

3. Buckingham Fountain

Buckingham Fountain is a famous fountain in the city and has the skyline in the background and also the lake in the foreground.  There are a lot of ways you can incorporate Buckingham Fountain into your proposal, especially at night.  Take your partner to different areas in the city but end up here for the grand finale.

Chicago musical serenade wedding proposal idea - The Heart Bandits

4. Botanical Gardens

If you want to propose in a more tranquil area, the Botanical Gardens are perfect.  Just make sure you find a way to personalize the experience and it will be perfect.

5. Navy Pier

This is a great place for a date because of its rides, shops, and snack shops.  With all that, why wouldn't it be great for a marriage proposal?  It has great views of the city but you can also propose while you're on something like the ferris wheel on the top.

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6. Oak Street Beach

Beach proposals are always fabulous.  Pack a picnic, make a treasure hunt, or just propose while listening to the waves crashing.  But whatever you do, make sure the proposal is filled with personal touches.

7. Adler Planetarium

A beautiful planetarium that is well known but if you step outside of the building, you'll find one of the most striking views of the city. It's essentially a peninsula that extends directly out into the lake from the city center so it gives you the most striking views you can get of the city.

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8. Riverwalk

The Riverwalk will give you a proposal that gives you a true Chicago backdrop. You will have the river and the city buildings in the background of your engagement photos.

9. Lincoln Park

This is the perfect proposal location as there are so many photo opportunities there.  The most popular proposal location within the park is probably the Honeycomb structure.

10. North Ave Beach

This location gives you a little bit of everything.  You have the beach in case you want sand and water in your photos.  You also have the stunning skyline in the background.  It is the perfect location for a sunrise or sunset proposal.

Hire The Heart Bandits to help you come up with the best proposal idea and location. We are experts in the field of marriage proposal ideas and planning and take care of every last detail for you.  Contact The Heart Bandits to get started on making your dream proposal come true.

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