Photo Creative Chicago Proposals

Creative Chicago Proposals

From the top of the Sears Tower to the beaches of Lake Michigan, Chicago offers a wide variety of spots for creative proposals.  We’ve captured some beautiful marriage proposals and we’ve put together a few of our favorites to help you plan your own Chicago engagement.

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Helicopter Tour Proposal

Soar above Sears Towers and Lake Michigan, taking in the incredible Chicago skyline with this creative proposal.   She’ll already be on cloud 9, but adding some altitude to your engagement will bring her to Cloud 11!  Want to plan your own? Visit our Chicago location page to check out more proposals and photography packages.

chicago helicopter tour proposal

Bachelor-Themed Proposal

Despite you not knowing that she’s on season 603 of the Bachelor, you better believe she’s taking notes.  Make her the star with a single red rose and a ring to fulfill her TV dreams.  This is where we can help get your creative proposal ideas in motion for the ultimate Bachelor-themed Chicago engagement. Want inspiration?  Check out this Chicago proposal ideas.

Bachelor Themed Proposal Chicago

Picnic Proposal

Chicago has so many beautiful parks and beaches, so a picnic is a gorgeous setting for a creative proposal.  Personalize it with flowers, candles and champagne.  Take the picnic with you, or have our team lay it out at your favorite spot for a special surprise on a romantic stroll.  Want to see some picture perfect picnic proposals?  Check out our Chicago proposals page.

Chicago Picnic Proposal

Firework Proposal

Lake Michigan is the perfect setting to be aboard a boat as you watch the fireworks light up the Chicago skyline.  This is the perfect setting for the ultimate creative July 4th proposal.  Have it captured by a photographer disguised as one of the crew, or there to take pictures for the charter company’s website.

Chicago Firework Proposal


There are so many creative proposal ideas that our team of experts can help tailor to your exact needs.  If you’re looking for more information and advice, check out our blog.  Planning on visiting the city and looking for some advice on the best places to go?  Check out Chicago TripAdvisor for more info.