Isaac first contacted me about a month ago, knowing a few things for certain: he was going to ask Amy to marry him, he wanted his surprise proposal documented, and she couldn’t suspect it no matter what! He decided that The Robey Chicago was the perfect spot – with their incredible rooftop view of the skyline, what could be better? They’d have brunch at Café Robey downstairs and then make their way to the Up & Up for what Amy would think is a champagne tasting, and he’d pop the question while they were outside enjoying the view.

Well, friends – that’s exactly what happened. I posed as a bartender until they were outside, and… well, I’ll let the photos tell the rest. It was such an awesome moment – proposals are one of my absolute favorite things to photograph! As promised, there was no shortage of champagne (Dom Pérignon, anyone?). Spoiler alert: she said YES 🙂


Shout out to Hannah and Anna at The Robey for helping make this happen!