October 3, 2023


Design Plan Love

Shock Proposal Rooftop Chicago | Dylan and Madi

Shock Proposal on a Rooftop Constructing in Chicago

Dylan At this time, I’ve for you Dylan’s shock proposal story! He was planning for a number of weeks to do it on the rooftop of their apartament constructing in Chicago. They do have an incredible view in direction of downtown Chicago. Dylan and Madi have been collectively for 8 years. 

I requested Dylan how he coordinated or selected what place to suggest? 

“8 years in the past, I requested her out through the encore music ‘Higher Collectively’ at Jack Johnson. On our anniversary, I gifted Madison tickets to Jack Johnson as a result of he was coming again to Chicago on the finish of the month. After seeing her response to the present, I knew it was the proper time to pop the query. I began reaching out to her sisters and household for concepts, received a hoop at Fey & Co after which I simply waited. I needed to ask on the live performance however her sister mentioned no!  Her sister Lexi had the concept of proposing on the rooftop. Many individuals helped coordinate the second whereas holding it a secret”

Dylan was ready with the whole lot: champagne, rose petals and naturally! ” The ring!” The one factor that didn’t work out was the rose petals because the wind blew them away in seconds earlier than Madi made her entrance. 

surprise proposal
she said yes
the ring


the ring


After the shock proposal on the rooftop with the Chicago skyline within the background we determined to go throughout the road in Lincoln Park to take few portraits simply to mark the second.


Lincoln park
honeycomb portrait
Lincoln Park view
ice-cream truck

Any recommendations on the best way to put together for the proposal?
“Have an thought of what you wish to say however don’t script it. Simply let it occur!”

Any suggestions that you’ve about getting ready your fiancé for the proposal? What did you inform her, how did you get her to cooperate, what did you do or what would you might have carried out in a different way?

“Use her household to assist and have a “plan” that corresponds to the way in which you suppose she would wish to costume.”

It was a pleasure capturing this glorious shock proposal on the rooftop in Chicago!! Wanting ahead to capturing many extra completely happy moments with Dylan and Madi!! 



Right here is one other Shock Proposal in Chicago.