For the 2022 fall seasons, we do not have any Saturday evening availability. iF YOUR DATE or time IS FLEXIBLE, WE ARE HAPPY TO HEAR FROM YOU!

Planning to propose in Chicago? Photographing this exciting and extraordinary moment is the perfect way to look back together and enjoy this exciting moment over and over! You have come to the right place..

Being able to look back at this beautiful season in your life is so charming! You may have spent countless hours deciding exactly how you want to pop the question. It doesn't matter if you want it to be secret or in front of everyone close to you both. We will work together to put the perfect plan into place!

Let's plan a day, pick a meaningful location, and create a slew of images that will fill up the frames on your walls for years to come. 

EVERYTHING YOU NEED TO KNOW ABOUT proposal photography

Proposals

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I can't wait to hear your story. Let's schedule a call to designate the best location based on your vision. As a Chicago local, I can help you find the perfect fit for your proposal location. 

Grab an iced latte, an old fashioned or whatever tickels your fancy, and let’s chat!

let's chat

STEP ONE

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Once your date is officially reserved, I'll send over a few goodies to help you prepare for the big day. The experience I offer goes beyond photographing your proposal, helping you find the perfect location and offering advice on how things like time of day can affect your experience.

let's get down to the details

DATE SECURED

STEP TWO

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Your proposal includes a planning session where we scout the chosen location together so I know exactly where to be on proposal day. If we are unable to meet in person a virtual meeting works great as well!

getting organized for the big day!

planning

STEP Three

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The big day is here! You have everything in order, any necessary permits have been obtained and all you need to do is pop the question. I'll be available by phone, text and email whenever you need to communicate with me. 

time to pop the question

proposal day

STEP FOUR

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You can expect your photos to be delivered via an online gallery within about three weeks of your session. At that time, I'll also send over details about preserving your images through prints and albums. 

gather your friends + family

they're here

STEP FIVE

THE PROCESS

Leila + Mehrdad
chicago il

"We had a wonderful experience and just love our photos. I highly recommend her."

WHAT PEOPLE ARE SAYING

back to galleries

surprise proposal on the iconic chicago riverwalk

megan + nick

back to galleries

summer surprise proposal at the chicago botanic gardens

julia + tom

surprise proposal at the friends experience chicago

eric + cassidy

back to galleries

contact us

Proposal Collections with full gallery access begin at 980. Associate collections begin at 780.
If you are looking to propose soon, we encourage you to inquire as soon as possible. For the 2022 Summer and Early Fall seasons, we do not have any Saturday availability.
Friday and Sunday availability is extremely limited.
For more details on booking your proposal, please contact us. 

let's work together!

Investment details

ready for more?

If you’re interested in working with us, the best way to reach us is by either filling out the form or sending an e-mail to hello@ashlee-cole.com with your wedding date and location. If you’ve filled out the form and haven’t heard from us in a few days, please email us directly.

Contact Us

Thank you!
we'll be in touch soon!