Book a Proposal Photographer in Chicago with Flytographer

Looking for a proposal photographer to capture your big moment in Chicago? Flytographer offers proposal packages in Chicago that will help capture stunning photographs of one of the most important moments of your life - your engagement! From surprise proposals in front of the Bean, to Chicago Riverwalk proposals, our team of Proposal Specialists and local proposal photographers will help you plan every detail of the big moment. 

Proposal packages start at $350 USD. Photos delivered in 5 days.
You'll love your photos, guaranteed.


How a Flytographer Proposal Works 

What it includes: A planning meeting with a Proposal Specialist and your photographer ahead of the proposal, capturing the BIG moment, and, depending on the package you choose, fun engagement shots after.

Before your shoot: A personal consultation with one of our Proposal Specialists. Our team will help you plan the details of your surprise proposal, offer expert tips and local suggestions, and provide a detailed map on where to stand for the "ideal shot."

The day of your shoot: On the day of your shoot, your photographer will be ready at the proposal location at least 10 minutes in advance. They will capture your proposal moment with all the emotions and reactions, and then, with our 60-minute or longer packages, you’ll enjoy a fun engagement shoot immediately following..

After your shoot: An online gallery (like this or this or this) is sent within 5 days and includes 15 or more high res digital images.

“Flytographer made the defining moment of a proposal truly memorable for a lifetime. I cannot express how beyond ecstatic I am of how perfect the pictures came out. The final product exceeded anything I could have imagined or hoped for. Flytographer eased much of the stress of planning the proposal with thoughtful tips and suggestions. I am so happy I found Flytographer to capture this special moment!” - Christopher Alquiza

Chicago Proposal Packages


• A video conference with your Proposal Specialist and photographer to plan all of the details of your moment
• A detailed plan of your proposal, including maps and mock-up images, for your review to make sure that the details
of your proposal are confirmed ahead of your proposal date
• Insider tips and tricks for making sure that your proposal goes perfectly, as well as the best local spots to propose and celebrate

paris proposal photographer packages

Select your Proposal Photographer in Chicago

Browse the portfolios of our Chicago proposal photographers, and our Proposal Specialists
will help confirm availability and reserve your shoot.

chicago proposal photographer

I'm a fun-loving, impression-nailing, smart as a whip, fun-having, caring person looking to tell stories & create memories for as many people as possible. I have a very real and journalistic style of photography.
+ view profile & photos
+ inquire now


proposal photographer in Chicago

I'm the best friend you didn't know you had, wrapped in a professional photographer you didn't know you needed! My photography style has always been to tell the story unfolding before me. 
+ view profile & photos
+ inquire now


chicago proposal photography

I am a photographer, storyteller, and traveler who is interested in capturing real moments. I shoot mostly portraits, but my personal projects have always been landscapes.
+ view profile & photos
+ inquire now


chicago proposal photographer

I am a Chicago-based photographer who loves traveling, animals, coffee, and taking as many pictures as I possibly can! My style is candid, but I can also set up a great posed shot when needed.
+ view profile & photos
+ inquire now


chicago proposal photographer

I'm a laid-back, experienced and versatile photographer who loves capturing images that tell a story. Whether I'm covering a news event or your vacation, I strive to make interesting, beautiful and intimate images. 
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+ inquire now


chicago proposal photographer

I like to do creative and candid portraits, always exploring the beauty of natural light. I know what beautiful looks like; I can see yours. I know how to bring it forward, and how to capture it with my camera. 
+ view profile & photos
+ inquire now 


proposal photographer chicago

I love editorial photography - especially when it comes to family photography. I believe having cheesy posed photos is bad. I want photos to be organic and natural.
+ view profile & photos
+ inquire now 


Popular Chicago Proposal Locations

North Avenue Beach
Millenium Park
Navy Pier
Fullerton Beach
The Magnificent Mile
Chicago Riverwalk
Lincoln Park


Have a question? Give us a shout! One of our Proposal Specialists would be happy to help.