Chicago Surprise Proposal Photographers

 Surprise Proposal in Chicago 


engagement shot

Our surprise proposal adventure started out with Stacy ( Jimmy’s sister) reaching out to us to see if we’d be able to photograph and guide him. (The answer to this is always yes, by the way).  She explained how it was going to happen: Jimmy was suppose to fly from North Wisconsin to Chicago and propose to Katherine at the Christkindlmarket Chicago. It sounded great! We had it all planned, where to go and how to capture it all. But, things don’t always go as planned. The day before, we got an extreme winds warning in Chicago and Jimmy got a warning for 10-12 inch of snow fall for Wisconsin.

So, Jimmy decided they will drive instead. Since Christkindlmarket Chicago was closed because of the strong winds, we had to find another place for the surprise proposal.

With previous knowledge from Stacy, we knew that Jimmy likes the Chicago Christmas Tree. We then texted Jimmy the idea of proposing in the Millennium Park Balcony that faces the Christmas Tree.

Jimmy convinced Katherine to go to Millennium Park to meet his professor from the university. Finally, Jimmy got down on one knee and Katherine was completely surprised and couldn’t stop crying happy tears and said YES, OF COURSE! 

Chicago Surprise Proposal
Chicago Proposal Photographer
Surprise Proposal Photos Chicago
engagement ring in a box
putting the engagement ring
hug of love
Christmas Tree in Chicago

After the proposal, we took Jimmy and Katherine around Millennium Park for a few portraits.
showing the engagement ring

engagement portrait in Chicago

First kiss


Cloud Gate Chicago
Candid shot
Art Institute Chicago engagement photo
View from the Bridge
Chicago Engagement Photographer
Style-life shoot

Engagement Photography Chicago engagement photo at Crown Fountain Chicago
engagement Millenium Park

Jimmy did such a good job of orchestrating the Surprise Proposal in Chicago and keeping it a secret from Katherine, which made for one of the most genuine and sweetest proposals! Not to mention the ring is gorgeous! I love the box with light beam!

Congratulations to both of you, and so glad we were there to document this incredible moment! 

Update! Here is the link to their beautiful wedding in Bahamas on Green Turtle Cay Island


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This Post Has One Comment

  1. This is the sweetest EVER!!💕congratulations James & Katherine!! So happy for you and the photos were outstanding- but the event was the best🥰

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