CHICAGO PROPOSAL IDEAS

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. During the winter, propose using our Chicago City View proposal package or take a horse and carriage ride through the city as you snuggle with provided blankets.  In the summer, have a romantic picnic in Millenium Park or propose using our Chicago rooftop proposal package.  For spring and fall, propose using a private helicopter tour or having a musician serenade your sweetie with the city and lake as your background.  The possibilities are endless.  If you want a proposal idea created just for your partner, contact us to get started!  We are the number one Chicago Proposal Planners and can make your proposal amazing.

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ROOFTOP MARRIAGE PROPOSAL

PRICE: $1150

  • Located in a boutique hotel in Magnificent Mile, you step off the elevator onto your own private rooftop
  • Take in the amazing view and propose
  • Celebrate with a bottle of bubbly as a newly engaged couple
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ROMANTIC PICNIC MARRIAGE PROPOSAL

PRICE: $590

  • 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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FLASH MOB MARRIAGE PROPOSAL

PRICE: $1951

  • 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.
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CHICAGO CITY VIEW MARRIAGE PROPOSAL

PRICE: $499

  • Enjoy your own private enclosed deck suspended high above downtown Chicago
  • Take in the amazing view and propose on top of a deck sprinkled with rose petals
  • Celebrate with a bottle of bubbly as a newly engaged couple
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ROMANTIC HORSE DRAWN CARRIAGE MARRIAGE PROPOSAL

PRICE: $475

  • Indulge your sweetie with an hour long ride in a horse-drawn carriage
  • Propose in the carriage, or stop at a landmark of your choice
  • Present your love with a dozen red roses after she says yes
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Romantic Room Makeover Marriage Proposal

PRICE: $635

  • 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
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MUSICAL SERENADE MARRIAGE PROPOSAL

PRICE: $675

  • 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 MARRIAGE PROPOSAL

PRICE: $575

  • 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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A CAPPELLA MARRIAGE PROPOSAL

PRICE: $780

  • 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
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Private Limousine Tour Marriage Proposal

PRICE: $625

  • Travel like a celebrity in a stretch limousine
  • Experience an intimate tour of famous cites in Chicago designed by a Proposal
    Planner
  • Limousine chauffeurs you to a romantic location for your proposal
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PRIVATE CHEF MARRIAGE PROPOSAL

PRICE: $505

  • A private chef arrives at your home and prepares an exquisite meal
  • You enjoy a candlelight dinner and listen to soft music in the background
  • Propose to your partner and enjoy a glass of celebratory champagne
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PRIVATE HELICOPTER MARRIAGE PROPOSAL

PRICE: $850

  • Enjoy a private chartered helicopter tour for two arranged by a Proposal Planner
  • Fly over downtown Chicago and see Millennium Park, Sears Tower, Navy Pier, and the magnificent skyline
  • Propose over Chicago as you enjoy amazing views
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Light the Night Marriage Proposal

PRICE: $489

  • 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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Custom Designed Marriage Proposal

All proposals are custom, contact us for a quote

  • 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