Chicago Proposal Photos // LondonHouse Cupola + Riverwalk

Chicago Proposal Photos at LondonHouse Cupola Rooftop

Matt was worried all week. The weather forecast said rain. Would the weather derail his plans? Well, on their special day, the rain stopped and we were able to capture these amazing Chicago proposal photos at the LondonHouse Cupola rooftop! Scroll down to see Matt get on bended knee to ask Jessica for her hand in marriage! This first photo was a ‘recreation’ with the Chicago skyline! =)

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Chicago LondonHouse proposal photos are always amazing with the skyline in the background!

best chicago proposal photos londonhouse cupola

Being on the rooftop overlooking the river helps create epic Chicago proposal photos! The city lights came on as they toasted to their engagement!

best chicago proposal photographer londonhouse cupola photo

After taking their Chicago LondonHouse proposal photos, we headed down to the riverwalk for more pictures! Be sure to scroll to see more amazing photos taken at night along the riverwalk!

best chicago proposal pictures riverwalk at night

LondonHouse Cupola Proposal Photos

The wonderful staff at the LondonHouse prepared the Cupola Matt + Jessica.

 

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As a Chicago proposal photographer, I love the intimacy of a LondonHouse Cupola proposal-

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Jessica was totally surprised when she entered and saw all the roses and rose petals!

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And here it was…the moment that Matt had planned for months finally happening! What a beautiful moment and I’m so thankful to been commissioned as their Chicago proposal photographer!

chicago proposal photographer londonhouse cupola

This look….for all the friends and family who want to know how Jessica looked after the proposal! =)

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Jessica in love with her beautiful engagement ring!

chicago proposal photographer londonhouse cupola

Some of my favorite moments as a Chicago proposal photographer are when the emotions catch up to what really just happened! It’s certainly a whirlwind of a ride! A LondonHouse Cupola proposal filled with roses, a ring, and a Chicago proposal photographer! =)

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Chicago proposal photographer tip: Know your landscape…I brought my ultra wide lens to capture these LondonHouse cupola proposal photos!

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Chicago proposal photographer tip #2: Give the proposal a sense of place- Here I made sure to capture the Chicago river and bridges in the background! Such a romantic picture!

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The best time to capture Chicago LondonHouse proposal photos is around sunset….when the city lights come alive in the background!

You truly feel on top of the world and these LondonHouse Cupola proposal photos really show it!

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What an amazing picture of the newly engaged couple!

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Showing off that engagement ring!

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This is one of the reasons you have a Chicago LondonHouse proposal – for this romantic picture!

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As I told Matt + Jessica – with 13 years as a Chicago proposal photographer…sometimes a little rain keeps the crowds away! This photo would not have been possible without a crowd in the background had it not rained earlier in the day!

chicago proposal pictures londonhouse cupola

Chicago Riverwalk Proposal Photos

We went across the street from the LondonHouse for their Chicago riverwalk proposal photos! I love how timeless these next two photos are in black and white! Nothing says Chicago like the Wrigley Building!

best chicago proposal pictures riverwalk at night

And nothing says Chicago like the Marina Towers in the background!

best chicago proposal photographer riverwalk at night

Love how the glowing lights create the most perfect romantic vibe!

best chicago proposal pictures riverwalk at night

These Chicago riverwalk proposal photos taken at night are pretty amazing!

best chicago proposal photographer riverwalk at night

Chicago proposal photographer tip: Different variations. You’ve seen a ton of Chicago proposal photos taken along the riverwalk. But taken at night while standing on the bridge yields very different results! Love creating these unique pictures for Jessica + Matt!

best chicago proposal photographer riverwalk at night

We finished their night at the Langham Hotel – for one last set of Chicago proposal photos at one of their favorite spots for drinks!

best chicago proposal photographer Langham hotel

Congratulations again Jessica + Matt! So happy for the two of you and your Chicago LondonHouse proposal photos are EPIC! Wishing you all the best as you begin planning your WEDDING! =)

with love,

your Chicago proposal photographer,

Kenny Nakai

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Chicago Boating Engagement Photos / Sunset + Wrigley Field

Chicago Boating Engagement Photos + Wrigley Field + Sunset!

Though the temperature just dropped this past week, overall, the weather this past fall has been amazing! It was perfect for Megan and Michael’s Chicago boating engagement photos! We were able to cruise the river in shorts…in October! We ended their session with Chicago sunset engagement photos. Before we share their photos on the boat or at Wrigley Field, here’s one of the best shots with the Chicago skyline!

chicago sunset engagement photos skyline

Chicago Boating Engagement Photos

As a Chicago engagement photographer, I always enjoy fresh perspectives when taking pictures in our city! When Michael mentioned they he is an avid boater, we knew we had a great idea on our hand! Chicago boating engagement photos!

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Pairing your Chicago engagement photos with a personal interest is a sure way to capture natural and meaningful pictures together!

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Love their laugh and smiles paired with the Chicago skyline in the background!

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With COVID season upon us, their Chicago boating engagement photos allowed us to be socially distant from EVERYONE!

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Nothing says “Chicago engagement photos” like a shot with our iconic bridges! Nothing says “unique perspective” like taking said Chicago engagement photos on a boat in the middle of the river!

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chicago engagement pictures on a boat river boating

As the boating season here in Chicago winds down, the river was empty! It made for such peaceful photos!

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One of my favorite views of the city when on a boat is from the east. While we would have loved to have gone out to the lake through the locks, due to our time constraints, we just made sure to get this view!

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Wrigley Field Engagement Photos

Just prior to our boating trip, we stopped by Wrigley Field for a few pictures!

chicago Wrigley field engagement photos

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Chicago Sunset Engagement Photos

After finishing up our time on the boat, we headed down to Buckingham Fountain for a few Chicago sunset engagement photos with the skyline! Though the fountain was not on, we were still able to capture the glowing lights of the buildings!

chicago sunset engagement photos skyline

Love how this photo incorporates this iconic Chicago “diamond roof?” building in the background!

chicago sunset engagement photographer skyline

As a Chicago engagement photographer, capturing the sunset is challenging as the sun sets west, and the light is generally blocked by the tall buildings. But the sunset does create beautiful colors in the sky!

chicago sunset engagement photos skyline

Loved this picture with the glowing lights behind them!

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Thanks Megan + Michael for a wonderful engagement session! Your Chicago boating engagement photos were so great! (If anyone else would like to have an engagement session on a boat, let me know!) Can’t wait until your wedding next year!

with love,

Kenny Nakai

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312-298-9721

3334 N Avers Ave #2

Chicago, IL 60618