Chicago Wrigleyville Engagement Session – Dana & Matt

Today’s engagement session throwback goes out to Dana and Matt! These two are getting married in exactly ONE MONTH, and I’m super excited to capture their day!! We got to hang out together last fall on one of the most picturesque Chicago evenings, starting with some of their favorite neighborhood spots and ending at the lakefront, of course.

Wrigleyville Engagement Photos

I met up with Matt and Dana at Crosby’s Kitchen for afternoon beers, perfectly timed before the evening dinner rush. They told me all about how they first met, which led to reminiscing on the early days of their relationship (awww!). These two are clearly smitten with each other… not to mention, they’re both totally up for having a good time! I knew right away our session was going to be awesome.

Naturally, we made our way to Wrigley Field for photos with the iconic stadium. Even though their baseball allegiances do not align, we had a blast in Cubs territory (they even let me get a little artsy with that silhouette!). There’s no denying that the Wrigleyville neighborhood has its own personality and charm… even if you’re not a Cubs fan.

Chicago Skyline Engagement

Later that evening, we made our way to the lakefront for some classic photos with the Chicago skyline. And I just want to say that truly, this view is majestic any day of the week, any time of year. However, on this day, there was just something extra special about it. Maybe it was the uncharacteristically calm water, or the gorgeous fall temperature, or that Dana and Matt’s outfits just happened to perfectly coordinate with the colors of the sky (totally unplanned, I swear!). Regardless, we totally took advantage of the scene and created some of my favorite engagement photos to date!

Dana and Matt: Thank you again for having me last fall! Your wedding day is going to be a dream, can’t wait to do it again very SOON 🙂

Creative silhouette engagement photo in front of Wrigley Field during fall Chicago engagement session
Engaged couple kisses outside Crosby's Kitchen in Chicago's Wrigleyville neighborhood
A smiling couple sits in a booth at Crosby's Kitchen in Wrigleyville, with drinks on the table and framed art above them
Black and white photo of man and woman sitting on a tufted bench and sipping drinks in Crosby's Kitchen during Wrigleyville engagement session
Two people clinking beer glasses at a wooden table in Crosby's kitchen during Wrigleyville engagement session
Black and white photo of engaged couple smiling and sitting closely in a booth at Crosby's Kitchen in Chicago's Wrigleyville neighborhood
Woman kisses a man's cheek as they sit in a booth at Crosby's Kitchen during Wrigleyville engagement session
Smiling couple with drinks in hand posing on a tree-lined street with autumn foliage during Wrigleyville engagement session
Woman holds a beer glass at an outdoor table in front of Crosby's Kitchen during Wrigleyville engagement session
A man sits at an outdoor table at Crosby's Kitchen during Wrigleyville engagement session
Happy couple walks arm-in-arm down a tree-lined path on a sunny day in Wrigleyville, surrounded by greenery and buildings.
A couple embraces and smiles on a tree-lined sidewalk in Wrigleyville during Chicago engagement session
Black and white photo of couple smiling and holding hands while crossing a city street at a crosswalk during Wrigleyville engagement session
Two people with arms raised in excitement stand in front of the Wrigley Field entrance and marquee during Chicago engagement session
Engaged couple in casual clothing and baseball caps lean against a green metal gate at Wrigley Field
Happy couple in casual clothes and baseball caps walk arm in arm on a brick sidewalk in front of Wrigley Field during Chicago autumn engagement session
Engaged couple stands near the lakefront at North Avenue Beach with Chicago skyline in the background
Man kisses his partner on the forehead as they hold hands at North Avenue Beach with Chicago skyline in the background
Engaged couple embraces on the lakefront at North Avenue Beach with Chicago skyline in the background
Couple embraces standing on the lakefront at North Avenue Beach with Chicago skyline in the background during autumn engagement session
A couple embraces by a waterfront, with the city skyline and a tall building in the background, capturing their Wrigleyville engagement.
Happy couple walks along Chicago lakefront with colorful sunset during formal fall engagement session
Black and white photo of engaged couple embracing each other on a concrete pathway on the shore of Lake Michigan at North Avenue Beach
Romantic photo of couple kissing with colorful sunset at Chicago Lakefront during fall engagement session
Couple laughing together while standing on the Chicago lakefront at North Avenue Beach with city skyline in the background during fall engagement session
Black and white photo of couple in formal attire kissing on the lakefront at North Avenue Beach with city skyline in the background

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