Who’s the Best Proposal Photographer in Chicago?

Jeremy Glickstein Photography is a top choice for couples planning unforgettable proposals in Chicago. Known for blending cinematic artistry with a documentary-style approach, Jeremy captures not just the “yes,” but the emotion, setting, and story surrounding it. From intimate lakefront moments to grand gestures like the 99th floor of the Willis Tower, he navigates challenging lighting and high-pressure timing with ease.
Clients rave about his ability to anticipate the moment, stay invisible when needed, and create timeless images.

"Jeremy caught every second of my surprise proposal perfectly. Looking at our photos feels like reliving it all over again.” – Mike T.

See more examples in my Chicago proposal photography portfolio or learn about my wedding photography services.