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Chicago Proposal Photography Package ~ Chicago Surprise Proposal Photographer

There’s been a lot of talk in the news lately about proposals thanks to this guy’s awesome proposal a couple weeks ago. (I’ll admit it – I’ve watched that video numerous times and cried every time!) Then there is this video a soon-to-be groom made for his then-girlfriend (which is definitely one of my personal favorites – you must watch it if you haven’t! And get the tissues ready)!

With social media so prevalent now it seems that proposals are becoming a bigger and bigger deal – with grander and grander gestures each time – that are shared immediately with friends and family via Facebook, Twitter, and YouTube! Because of this I’ve been getting many more proposal photography inquiries lately and I realized I don’t have one easy place to send my potential clients to get all the information I have about proposals. SO – I decided I should probably just write a post about it to share all the details!

I believe (of course) that no matter how you choose to propose to your partner there is no wrong way. On the couch at home over a bottle of wine? Yes! Having a discussion on a long road trip and you two both say Yes with no ring involved? Awesome!!

But if you’re partner is the type that loves to document life and has photos of countless events the two of you have been to together – then I believe there is no better way to surprise them than by hiring a professional photographer to document your proposal! Because, trust me, from someone who was proposed to just a few years ago (and who is clearly obsessed with photos)… the moment flies by in an instant and you are in such a state of joy and shock that you have a hard time remembering any of the details once it is over – so having photos of that moment is priceless!



Just as they say with love that there is no perfect person, there is only the perfect person for YOU… the same goes with proposals! There is no perfect proposal – only the perfect proposal for you and your partner!  Whether your partner prefers grand gestures, or quiet moments… public displays of affection, or a private picnic in a hidden gem of a location… casual date nights, or black tie affairs… there is somewhere in this beautiful city that will be the perfect place for your proposal story to play out!



Regardless of how you choose to propose – I offer one package for my Chicago proposal photography clients to make it easy on you (because you have enough to worry about already, right?)!!



Here are all the Chicago Proposal Photography Package details!


  • Help planning the proposal’s execution, including lots of email correspondence back and forth with images/maps/descriptions, and texts the day of the proposal.
  • Two photographers documenting the proposal – with me and James both hidden in the bushes paparazzi style, or out in the open and a part of the plan! Contact me and I’ll help you figure out what works best for your perfect proposal!
  • A brief portrait session following the proposal. (20-30 minutes depending on your time limitations and how soon you’re running off to celebrate!)
  • Fully edited high resolution images from the shoot in an online gallery to share with family & friends (where you can order professional prints & canvas prints).



I’m proud to say that I’ve heard from my previous proposal clients that after they hired me to help them plan and execute their proposal – they were immediately more at ease and knew that everything would go smoothly because they had me on their side helping them through the day (and the nerve-wrecking weeks beforehand)!



Here are a few of the places I’ve shot Chicago proposals in the past (but the possibilities for locations in the city are nearly endless!!!)…


Proposals at Buckingham Fountain:


A proposal at the Gazebo across from The Drake:


A proposal on Michigan Avenue Bridge over the Chicago River:


A proposal at the Adler Planetarium:


A proposal at the Alfred Caldwell Lily Pond at Lincoln Park Zoo:


And a proposal along the Chicago River in downtown Chicago:


As I said before – there is no perfect proposal … only the perfect proposal for the two of you!

Contact me for more information! I’d love to help you plan the perfect proposal for the two of you, and capture the look on your partner’s face when they say “YES!!”  in timeless photos you can share with generations to come!




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**Contact me for current package pricing. This post was originally written in 2012. Many more proposals have been documented since then – so make sure to check out our most current work in the PROPOSAL CATEGORY here!!

  • Andrew Nickolaou - Christy Tyler Photography did an excellent job with our proposal at the Gazebo across from the Drake Hotel. She was hands-on from the start, very attentive, and ENTHUSIASTIC about the opportunity to shoot that special moment. Definitely the best Chicago Proposal Photographer out there and I highly recommend Christy Tyler.ReplyCancel

    • Christy - Aww – thank you so much Andrew!!! I absolutely loved documenting your big moment with Ophelia!! Thank you so much for choosing me to be a part of it!! 🙂ReplyCancel

  • Ophelia - Christy thank you so much for making our proposal so special. You are by far the best photographer out there not just in Chicago!ReplyCancel

    • Christy - Okay – you two have totally made my day and it’s only 8am! 😉 Thanks so much Ophelia!! xoxo!!!ReplyCancel

  • Tamara - LOVE! <3 Beautiful work lady 🙂ReplyCancel

  • Emilia Jane - This whole post just makes me heart happy!! Go Christy!! XXOOReplyCancel

  • Lauren Wakefield - I just watched both those videos and cried like a baby. They are so so so sweet. And you’re a proposal machine…I love it!ReplyCancel

  • Elissa - The amount of joy contained in one post… it’s kind of unbelievable. LOVE this.ReplyCancel

  • Amanda Miller - I had never seen the second proposal film and I just weeped! Gah! I love these…I really wish it had been photographed when I was proposed to…except for the not so pretty sobbing it led to, lol.ReplyCancel

  • LeolaK - This whole post gives warm fuzzy vibes! =) Love it! I remember when I saw that second proposal video last year…tears then and tears now!ReplyCancel

  • roshan majethia - I am trying to a Surprise Proposal at First Midwest Amphitheatre in Tinley Park on Sunday Aug 25. We will be at a Maroon5 Concert. I will be planning on proposing in the park. Let me know availability and of course cost. Thank youReplyCancel

  • Brandon Smith - Hello! I’m looking for a photographer for my proposal planned on Friday October 3rd in Chicago. I’d love to hear more about your packages that are available.

    Thank you!

    Brandon SmithReplyCancel

  • Patrick Stuber - Please let me know if you are avail. 12/12/14 for proposal at Palmer House. What is your pricing. Thank YouReplyCancel

  • Max Grossi - Hello, I am looking to propose in front on Cloud Gate. For the whole proposal, I plan on sending her on a 4 stop scavenger hunt. I will be at the last stop at Cloud Gate. That is where I would like photos of her/us be taken. I’m not sure how long it’ll take her to get to the bean. I’m thinking like an hour/ hour and a half from when she starts. I would like for her to get to the bean around noon, maybe a little after. So if you could just help me out with info some info if you’re available and fees. Thank you and look forward to hearing from you!ReplyCancel

  • William Yeo - Ms. Tyler,

    I am planning a trip to Chicago in July with my girlfriend and I thought it would be a nice place to propose. She photographs everything, and I feel as though your service would mean a lot to her. For a basic package (photos during and a few after) what do you charge?

    Thanks and good luck,

  • Samir Patel - Good Morning,

    I am planning to propose to my girlfriend at the Willis Tower skydeck. I was told it can be rented out in the morning or at night for 15 minutes and was wondering what packages that you have available and the price. It would be a weekend in February.
    Please feel free to call me or email me.

    Thank you.


    Samir Patel

    Phone: 561-951-4399
    E-mail: samirp1031@gmail.comReplyCancel

  • Prerak patel - Hey,

    I’m planning to propose to my girlfriend on November 5th in Chicago, I was wondering what is your availability and rates?

    Thank youReplyCancel

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