The holiday season is approaching, which means seemingly endless proposals and engagement parties are, too. We love an intimate at-home proposal, but if you are looking for an epic date night turned engagement, we know the best places to propose in Chicago. Make your ‘popping the question’ stand out from the rest by getting down on one knee at one of these 14 Chicago venues — or save them for your upcoming engagement party, rehearsal dinner, or even your wedding. And don’t forget to capture every special moment with one of these Chicago photographers.
River Roast Social House
For the one who loves a view…
Sits on the Chicago river with accessibility to boats and river taxis Stunning cityscape backdrop — especially at night — twinkling from the surrounding buildings Menu created by James Beard award-winning Chef Tony Mantuano and Executive Chef John Hogan