The Best Chicago Engagement Locations | Chicago Engagement Photos 

Chicago has a hold on my heart, and sessions like Olivia & Pat’s are exactly why! From the skyline views to the cozy hidden gems in the city’s parks, this engagement session had all the magic!  These two are the cutest, and capturing their love in their hometown made this gallery feel extra special.

Whether you’re newly engaged or just looking for some photo inspiration this blog has everything you need to plan your own Chicago engagement photos plus, I’ll be sharing my favorite spots to shoot and why I love photographing weddings here too!

Why I Love Shooting Engagement Photos in Chicago

There’s just something about Chicago, it gives big city energy with romantic pockets of calm, and I’m all here for it! From golden hour on the beach to lush green parks right in the middle of the city, there’s truly a spot for every couple’s vibe. It’s also home to some of my all-time favorite wedding venues, which is why I would LOVE to be part of your big day here! Make sure to check out my blog on Why Crystal Lake Country Club is the Perfect Destination Wedding Venue in Illinois

Olivia & Pat’s Chicago Engagement Photos 

This sweet couple lives in Chicago and knew exactly where they wanted their photos: North Avenue Beach followed by Lincoln Park. Honestly? Perfect combo. We started by the water for those iconic skyline shots, then headed into the park for golden hour and the dreamiest, sun-soaked portraits on the grass. I was OBSESSED with the photos on the bench they were honestly the cutest!

The Best Chicago Engagement Locations

Planning your own Chicago engagement session? Here are some of the best Chicago engagement locations I LOVE to shoot at! Each one brings its own kind of magic, and I swear they never get old!

North Avenue Beach

This spot is a total classic for a reason! You’ve got the skyline, the lake, the sand, and that glowy golden hour light that makes everything feel extra romantic. It’s perfect if you want those dreamy Chicago views while still keeping it relaxed and fun.

Lincoln Park

A forever fave! Lincoln Park has everything: walking trails, hidden corners, tall grasses, open fields, and even a cute bridge or two. It gives soft, garden vibes while still keeping you right in the city. If you love variety in your photos, this one’s a must.

The Art Institute Gardens

Okay, if you’re leaning into something a little more elegant and timeless, these gardens are such a gem. Tucked away in the heart of downtown, it feels quiet and romantic, like you have stepped into a European courtyard right in the middle of Chicago.

Wrigley Building & Riverwalk

Between the classic Chicago bridges, skyline reflections on the water, and that crisp white architecture of the Wrigley Building, these locations are editorial goals. I’m always obsessed with the clean, bold lines we get here.

Garfield Park Conservatory

If the weather’s being extra (Chicago… we love her, but we know), this is your go-to. It’s lush, tropical, colorful, and absolutely stunning inside. Feels like a secret garden and adds such a romantic, whimsical vibe to any gallery.

Tips for Your Chicago Engagement Photos

Let’s talk about how to make your Chicago engagement photos feel like YOU. These sessions aren’t about stiff poses or fake smiles. They’re about capturing your connection in a way that feels natural, effortless, and full of heart. Here are a few tips to make the most of your time in front of the camera (and have a blast doing it!)

Pick Locations That Feel Like Your Vibe

Are you drawn to soft nature and golden light? Or are you all about the city skyline and bold architecture? Whether you're beach lovers, city wanderers, or somewhere in between, Chicago has the perfect backdrop for your kind of love.

Time it Right for That Glowy Light

Trust me when I say lighting is EVERYTHING. Early mornings and golden hour evenings bring the dreamiest, most flattering light. And Chicago? She really shows off when the sun hits just right.

Bring a Couple of Outfit Options

Not only is it fun to switch up your look, but it also adds variety to your gallery. Go a little dressy for one spot, then casual and cozy for another—it helps tell the full story of who you are as a couple.

And Most Importantly… Let’s Keep it Fun!

Your session should feel like a date, not a photo shoot. I’ll be hyping you up the whole time, guiding you through it with poses that feel natural and movements that feel real. We’ll laugh, twirl, explore, and create something you’ll look back on and say, “Yep, that’s so us.”

Let’s Plan Your Chicago Engagement Photos Wedding!

If you're dreaming up your own Chicago engagement photos or planning a wedding , let’s make it happen! Chicago is full of incredible engagement locations and even better love stories… and I’d be SO honored to tell yours. Reach out, and let’s start planning the best day ever (with the best photos ever, too!). See more of my work on Pinterest, and contact me here!

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