Today, Marvin and I are are all about Chicago.  We had a marriage proposal in Chicago last night, we are going to Chicago tonight, and most importantly we have launched our Chicago Engagement Packages!  If you are looking for Chicago proposal ideas  you have come to the right place.   The Heart Bandits is proud to launch 12 new all inclusive proposal packages in the beautiful city of Chicago.  What does all inclusive means?  It means that you only have to hit “buy” and your proposal is completely arranged for you, all you do is show up to the location and propose.  If you don’t see any proposal ideas you love, contact us at The Heart Bandits and we will customize something for you.  Here are some of our favorite All Inclusive Packages:

Romantic Room Makeover

Last night we did a romantic room makeover proposal in Chicago. The Romantic Room Makeover package is great if you are visiting Chicago and are staying at a hotel.  We can completely transform the hotel room with candles, rose petals, pictures of you and your partner, and more.  You can upgrade the package by adding a violinist or professional photographer.  The proposal we did last night was actually in someone’s apartment.  Check out the sneek peek from last nights proposal caught on camera by Gray Photography.  See more here.

Skydiving Proposal Package

This isn’t just any old skydiving.   You jump and your partner both jump out of the airplane and as you descend towards the ground she sees a huge banner that asks her to marry you!  When you get on the ground you get down on one knee and then celebrate with champagne.  Photos and video will be provided to you so you always have the memory to cherish.  See more here.

Caricature Marriage Proposal

A real affordable yet creative engagement package we offer is to have a caricature artist help out with your proposal.  We work with you to figure out the best place for your marriage proposal.  Then you spontaneously find a caricature artist and you ask him to draw you!  Instead he draws you on bended knee proposing to your girlfriend in the very setting you are standing in.  Add a guitarist to serenade her with your song to make the moment extra special.  See more here.

There are many other Chicago engagement packages ranging from romantic picnics in the park, to moonlight kayak dinners, and fine dining with your own butler and Dom Perignion.  If you want something more original and custom, contact The Heart Bandits right away to get started and our Chicago Proposal Planner will get in touch with you right away.


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  • adam35

    Thanks for sharing this great content, I really enjoyed the insign you bring to the topic, awesome stuff!