Downtown Chicago Engagement Session

October 21, 2022

Taylor & Jon’s Downtown Chicago Engagement Session

I spent the day running around downtown Chicago for Taylor and Jon’s Chicago engagement session. Despite the cold, we seriously had so much fun. The windy city definitely lived up to its name, but we truly made the most of it! If you’re considering having your engagement session in downtown Chicago, Illinois, here’s some advice from a Chicago wedding photographer! Looking for a photographer for your Chicago engagement session? Look no further! If you love my work here, be sure to reach out! I would love to take your engagement session in Chicago (or beyond!).

Taylor & Jon’s Engagement Photos

Chicago Engagement Session Chicago wedding photographer Lakefront Photos

Things to Consider before Planning Your Chicago Engagement Session:

Firstly, before you plan your engagement session, here are a few things to consider! In order to make the most out of your Chicago couples photos, I highly encourage you to read through these tips. In Chicago, there are so many amazing locations and seasons. So, how do you decide when and where to have your photos taken?

Chicago Weather for your Session

Before booking an engagement session in Chicago, I highly recommend considering the time of year! We all know Chicago can have some beautiful weather, but it also can be windy! (hence, the name!). So, what time of year has the best weather in Chicago? Personally, I love Chicago summers! The blue water of Lake Michigan sparkles and you can wear your summer outfits for your session. Additionally, fall in Chicago is truly unmatched. If you come on a good day, the trees are changing, the sun is shining, and in my opinion, Chicago doesn’t get any better! If you have a fall engagement session in Chicago, definitely dress for the weather. It can get chilly with the lakefront wind. I personally think the winter in Chicago can be magical!

Although it can be chilly, the snow in the city makes it feel like a true hallmark movie. The snow on the streets, the buildings lit up, and all the holiday cheer brings so much joy to your session. Lastly, spring in Chicago can also be amazing!! If you time it when the trees are in bloom, Chicago will be an amazing background for your downtown engagement session! In summary, you really can’t go wrong when planning the season for your engagement session! I personally recommend choosing the season you love the most. At the end of the day, if you dress for the weather, your photos will turn out amazing! Be sure to keep in mind the sunset time before planning your session!

Downtown Chicago Photo Locations

It’s no secret Chicago has some stunning locations to take photos, right? So, how do you choose? Firstly, I recommend asking your photographer for suggestions! No one knows the best spots like a photographer! (feel free to reach out to me!! I would love to help!). To start, here are a few of my personal favorite locations in Downtown Chicago to take photos!

  1. North Avenue/the Lakefront
  2. The River Walk (especially by Trump Tower)
  3. Montrose Harbor
  4. Sir Georg Solti Garden
  5. Chicago Theater (a classic!)
  6. Navy Pier
  7. Lehmann Mansion
  8. University of Chicago

While these downtown Chicago photo locations are a good start, there are SO many amazing locations throughout downtown for your session! Be sure to think about the type of backgrounds you love the most. Additionally, consider the crowds at each location!

couple in Chicago riverwalk for photos

Looking for More inspiration for your Engagement Session?

Check out some more recent sessions!

Ready to book a Photographer?

Allow me to introduce myself! Hi, I’m Alecca! I’m a destination wedding photographer based in both the midwest and Texas (long story). I love photographing sessions in and around Chicago, as well as across the world! Some other locations I have had the privilege of taking engagement photos include Cancun, Salt Lake City, California, Iowa, Texas, Illinois, Florida, and beyond! It’s safe to say my bags are already packed for wherever a good love story takes me. My philosophy – I know there are a ton of photographers out there. I get it. Here’s what makes me different. I thrive on capturing your moments, but more importantly, telling your story. This comes through a deep attention to detail. I love the little moments. From the start of your session, my goal is to make you comfortable! Who likes being in front of a camera, anyway?

Head on over to my About Me page to learn more!! Or, if you’re ready to book, you can inquire here!

looking for a wedding photographer?

Meet Alecca Synclair - the lead photographer, visionary, CEO, coffee-runner, and basically everything else behind the ASP team!  As someone who has over seven years of experience in the wedding industry, I have seen first hand the pain points of planning a wedding. Which is why I truly pour my heart into this blog - so that you can have someone in your corner helping you wedding plan! As an Iowa, Texas, and destination wedding photographer, I would love to capture your day intentionally. I believe your photos are are a way to keep your most precious memories forever. So, if you vibe with my work and think we'd be a good fit, reach out! I would be SO honored to document your big day.

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soul-filled, intentional, tineless

xo,
Alecca

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