This gorgeous Chicago couple had a perfect summer night for their engagement session at some of Chicago's most iconic locations. Their shoot also included this adorable rescue dog, Ivy.

Engagement, Engagement inspiration, Chicago, Downtown, Natural light, Nature, Outdoors, Romantic, Skyline, Beach, DogMichelle Cox-VergaraApril 26, 2024Maura Black Photography

Surprise Proposal In Chicago IL

A Chicago proposal at an iconic location with a gorgeous skyline? This proposal takes the cake, offering all of the inspiration to couples that want to pop the question in our gorgeous city. Enjoy!

Proposal, Photography, Surprise, Romantic, Natural light, Nature, Skyline, Chicago, DowntownMichelle Cox-VergaraApril 5, 2024Alder PlanetariumMoments by Frank, Adler Planetarium

A Dreamy Chicago Wedding

Abby and Parker’s love story blossomed through college and culminated in a romantic proposal in their favorite city, Chicago. Their wedding day was filled with heartfelt moments, timeless elegance, and a touch of glamour.

Real Wedding, Chicago, Downtown, Church, Detailed, Elegant, Stylish, Skyline, RomanticMichelle Cox-VergaraJanuary 5, 2024London House ChicagoLauren Ashley Studios, London House Chicago, Taylor and Company, Debbie Petrielli

Chicago Wedding at Loft Lucia

This couple chose the gorgeous Loft Lucia for their Chicago wedding. From stunning views to a great guest experience, this venue did not disappoint. A huge thank you to CHI thee WED community member Alma Photography for submitting this lovely wedding for feature!

Real Wedding, Chicago, Downtown, Loft, Rooftop, SkylineNicole FaulsOctober 9, 2023Loft LuciaAlma Photography, Loft Lucia, Baroj Events, Hedonia Flowers, Chic Chef, Aya Pastry, Sound Events Chicago, Makeup by Jacquee, Grace Loves Lace, generation tux

Classically Beautiful Wedding at Chicago's Museum of Contemporary Art

Enthusiastically supportive bridesmaids, sipping champagne in satin robes, sweetie pie parents, chill dudes, such pretty stairs, rescuing a runaway veil, fall colors deciding to join the ceremony, Greek traditions, a sparkling reception, and some very unexpected splits - these are a few of our favorite things from this wedding.

Real Wedding, Chicago, Classic, Downtown, Museum, Art, Romantic, Skyline, OutdoorsMichelle Cox-VergaraOctober 2, 2023MCA Museum of Contemporary ArtMCA Museum of Contemporary Art, Zach Caddy

Chic & Intimate Wedding at Loft Lucia

There’s something next level (literally) about a rooftop wedding. It feels luxe. Exclusive. Like you’re a part of the city, and one with its skyline. In Chicago, the skyline is something else.

Real Wedding, Chicago, Chic, Classy, Downtown, Intimate, Romantic, Rooftop, Skyline, SummerMichelle CoxSeptember 1, 2023Loft Lucia, Lauren Ashley Studios, Floral Events, Cocina Fusion, Brizan Couture

Chicago Skyline Engagement Session

A happy couple, a gorgeous city and the perfect skyline - all you need for your engagement session. These are definitely some fun images to save to your Pinterest board!

Engagement, Chicago, Summer, Skyline, Lake Front, Outdoors, Nature, Natural light, RomanticNicole FaulsJune 6, 2023Ashley Hamm Photography

Engagement Session Featuring Chicago Skyline & Fall Colors

This beautiful engagement session in Chicago features some of the most iconic views of the Chicago skyline from North Ave beach and the beautiful fall colors.

Engagement, Chicago, Downtown, Skyline, Romantic, Fall, Natural light, OutdoorsMichelle CoxApril 18, 2023Jennifer Weinman Photography

Chicago Skyline Engagement Session

These two first met back in 2012 while they were both at Purdue University. Although their lives went in different directions after college, they ended up rekindling in 2020 after they matched on a dating app and have been together ever since!

Engagement, Downtown, Chicago, Lake Front, Romantic, Natural light, Nature, Outdoors, SkylineMichelle CoxMarch 17, 2023Jasmine Norris Photography

Chicago Rooftop Wedding

This couple wanted nothing more than to declare their love and tie the knot in front of their loved ones. A simple but lovely evening, joined by their favorite people from LA to Hong Kong and everywhere in between!

Real Wedding, Rooftop, Multicultural, Intimate, Chicago, Skyline, Outdoors, Tea Ceremony, Natural lightNicole FaulsJanuary 3, 2023Monica Miranda Photography, The Cliff Dwellers

Sparkling Engagement Session at Olive Park

Keyla and Orlando got engaged this summer and couldn't wait to celebrate their love and document this season with an engagement session. What better way to honor these high school sweethearts than to pop a bottle of bubbly, dance around Olive Park, and take in the stunning Chicago city views?

Engagement, Engagement inspiration, Chicago, Olive Park, Skyline, Natural light, Nature, PhotographyNicole FaulsDecember 27, 2022Milton Lee Olive ParkMonica Miranda Photography

A Dreamy Lakefront Proposal

Alvin had purchased a ring months before and had been waiting for the perfect moment to propose. He planned to propose during the photo shoot and (of course) his girlfriend Simone said YES!!

Proposal, Summer, Surprise, Skyline, Romantic, Olive Park, Natural light, Lake Front, ChicagoMichelle CoxOctober 24, 2022Milton Lee Olive ParkMonica Miranda Photography

Chicago City Skyline + Boat Proposal

Anthony told Bre that he wanted to get her some photos to celebrate her birthday, but little did she know Anthony had a plan for a wedding proposal.

Proposal, Chicago, Skyline, Boat, Unique, Summer, Romantic, Outdoors, Natural lightMichelle CoxOctober 17, 2022JNAvisuals LLC

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Love is love and we want to celebrate IT!