A Chic Chicago Surprise Engagement Proposal in the Maggie Daley Park Garden

Sam and Nicole’s proposal was more than just a beautiful setup—it was a deeply personal moment filled with love, intention, and excitement for the future. From the stunning downtown backdrop to the romantic garden portraits, every detail came together to tell their story in a way that feels timeless.

Sam knew he wanted a custom proposal so he sought out The Yes Girls, proposal planner to make his vision a reality. Some of the wonderful custom touches he incorporated were the stunning Floral setup by Ashland Addison Events and the personalization of his suit with an embroidered quote inside his jacket that read, “Jo Tum Mere Ho” which is a lyric from a song about a love that exists without societal validation. This song has special meaning between Sam and Nicole. The other surprise Sam arranged was the appearance of their pup dressed in a little tux. It was so adorable. The proposal was followed by a surprise engagement party with all their friends and family.

 

Purple and white floral arrangements are sitting on top of acrylic columns with white candles at the base which is all set up in front of a view of chicago buildings downtown.

macro view of a purple and white floral arrangement

a man and woman hold hands while looking into each others eyes before he proposes to her. They stand in front of floral arrangements.

a man in a tan suit is on one knee proposing to his fiance dressed in purple standing in front of purple floral arrangements and city buildings

a man in a tan suit is on one knee proposing to his fiance dressed in purple standing in front of purple floral arrangements and city buildings

a couple embraces just moments after getting engaged on a rooftop in chicago

a newly engaged couple shares a glance just moments after the man proposed on a chicago rooftop

a newly engaged woman looks inside her fiance's suit jacket to read a custom inscription as they both smile

a macro view shows an inscription inside a suit jacket that reads Jo Tum Mere Ho

a well dressed couple poses for a photo after getting engaged

a newly engaged couple shares a glance just moments after the man proposed on a chicago rooftop

a person puts a dog costume tuxedo on a smiling dog

a well dressed newly engaged couple gives their dog in a tuxedo a kiss

a dog in a tuxedo proudly sits and smiles while his parents share a hug behind him

a newly engaged couple posed for a photo with their dog

a happy engaged couple laughs while they open a bottle of champagne

a newly engaged couple pose for a photo in a chicago garden on a summer day

a newly engaged couple holding hands take a walk in a chicago garden on a summer day

a newly engaged couple embrace in a chicago garden on a summer day

a newly engaged couple holding hands take a walk in a chicago garden on a summer day

For tips on planning a surprise proposal in Chicago, check out my blog on How to Plan a proposal here. For help finding the perfect location for your surprise proposal, check out my blog on popular Chicago locations here. For specifically skyline locations , Click here to see a list of skyline locations.

When you are ready to book please reach out to me so we can get your desired date locked in! Contact Me Here!

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