Kate & Miles Chicago Engagement Session

One of my favorite things I was able to do this spring was meet up with Kate & Miles in Chicago for their engagement photos!  I drove out for the weekend (we camped with our kids overnight and made a weekend trip out of it) and spent half of a day exploring downtown Chicago, visiting all the best spots.  It’s been a few years since I’ve photographed in Chicago, so it was such a treat to revisit several locations along Lake Michigan, and find a few new ones as well!

I met Kate & Miles at their apartment, and then we drove together downtown to the museum campus to start.  This first set of photos was taken near the Field Museum. I am obsessed with the landscaping and classic architecture!  Plus, all the trees and flowers were just starting to bloom with the early spring weather.  everything looked beautiful!

chicago field museum engagement photos This little corner spot was perfection!

We started their session with a little bit of sunshine peaking through, but it was a cool spring day.  Perfect for photos!


One of my favorites!

chicago field museum engagement photos

This was the perfect spot for romantic engagement photos in Chicago!

museum campus chicago engagement photographer downtown chicago museum campus engagement photos

chicago field museum engagement sessionAfter spending time around the museum campus, with a few little spots of sunshine popping through, we shifted to a different part of Chicago, closer to where Kate & Miles went on some of the first dates.  At one point, they also thought about purchasing a home in this part of town – so visiting for a few photos was super special!

chicago engagement session

From there, we walked to Lincoln Park for a bit, and unfortunately, the wind really started picking up – it was COLD right off Lake Michigan!

Lincoln Park Zoo engagement session in chicago casual engagement photo ideas Lincoln Park japanese lily pond engagement photos

A this point, it was beginning to get very cloudy and quite dark.  As a photographer, we often hear that clouds are best for photos, which in general is true.  But when it’s DARK and cloudy, it can make it quite difficult to have beautiful color and light.  So…I was starting to get nervous!  We were supposed to have another hour of time, but it was just so dark…and WINDY!  Which means, we were all getting very cold.  But we braved the lake front for some iconic Chicago skyline photos anyways.  And I’m SO glad we did, because these are some of my favorites!

lake michigan chicago engagement photo session

The wind was CRAZY – I think the temp was in the upper 30s, so poor Kate was shivering, we had coats thrown to the side to get warm, but it was 100% worth it!


Spinning with laughter in the crazy wind – so good!

These next two are some of my favorites from the whole shoot!  I love how they turned out!

chicago north beach waterfront engagement photos with chicago skyline


chicago waterfront engagement photos

Check out the crazy waves – it was so so windy!

lakeshore drive chicago engagement photos

north beach chicago engagement session

From the lake front, we drove back towards Kate & Miles’ apartment and we found this fabulous little spot under the L. I love these!

chicago L train engagement photos

A fun double exposure!

chicago engagement session double exposure

It wouldn’t be a Chicago engagement session without photos featuring the L train!



Hey there, and welcome to the JWP blog!  We are a photography team based in Iowa and we’re glad you’re here!  We hope you’ll enjoy viewing our most recent weddings, tips brides, and business and educational resources for photographers.  


search the site

featured posts

How to Create the Perfect Photo Timeline for Your Wedding Day

18 Questions to Ask your Wedding Venue


A senior portrait experience just as unique as you!  View our favorites and get on our calendar!


Beautiful portraits so you don’t forget one moment!


A luxury experience like nothing else.  For EVERY woman who wants to remember they are beautiful.