How to Keep a Chicago Proposal an Actual Surprise

Pictured here is Freddy & Shauna’s surprise proposal on a rainy day at Olive Park in Chicago. Freddy came to Chicago to accompany Shauna on a work trip. Freddy planned a walk to Olive Park to take some classic tourist photos of one of the more popular scenic spots that is considered instagrammable. The trip to the park to take photos made sense and to Freddy & Shauna because they were tourists. This plan made the proposal easy to keep a surprise because it’s a believable scenario.

If you are looking for more tips on planning a surprise proposal in Chicago, check out my blog on How to Plan a proposal here. If you are looking for the perfect location for your surprise proposal, check out my blog on popular Chicago locations here. 

Are you looking for a location to propose in front of the Chicago Skyline? Click here to see a list of skyline locations.