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Hi, I'm Kenny Nakai.

 

As a Chicago wedding photographer, I’m lucky enough to document some of the city's most beautiful love stories.

 

I hope you find inspiration here and connect with the feelings I had when I created each photo.

kenny nakai chicago photographer in tuxedo on dark backdrop

Hi, I'm Kenny Nakai.

 

As a Chicago wedding photographer, I’m lucky enough to document some of the city's most beautiful love stories.

 

Welcome to my Chicago wedding blog, where I share my latest work and the deeper stories behind the photos. I hope you find inspiration here and connect with the feelings I had when I created each one.

CHICAGO WEDDING BLOG

REAL STORIES.

REAL VENUES.

REAL MOMENTS.

chicago skyline engagement night

It's been quite the journey since I started this Chicago wedding blog in 2007. Photography is more than something to post on social media. It's a time capsule. Stopping. Freezing. Holding a moment forever.

 

There is no greater privilege than being trusted to preserve these moments for the people I love working with.

 

Wedding photography has brought me to the rooftop Cupola at The LondonHouse and on to the turf at Wrigley Field. Not just documenting people, but our ever-evolving city, one frame at a time. One love story at a time.

A helicopter wedding entrance, flown in by the groom’s own father.

Callie and Jared were married at Twin Orchard Country Club, with a ceremony entrance by helicopter, a quiet tribute to Callie’s late sister, and a fire dancer who kept the reception going.

Callie and Jared met because his parents insisted. Jared’s mom and stepdad struck up a conversation with Callie at a business networking event and walked away certain she was the one for their son. There is usually a polite amount of doubt built into that kind of parental prediction. This time, they were exactly right.

Family, from the very start

Callie is aunt to five kids, and she wanted them close to her throughout the wedding. When I got married, I had seven nieces and nephews standing in as my ring bearers and flower girls, so I knew exactly what that felt like from the other side of the camera. It was fun to watch her nieces and nephews move through her wedding day the same way, proud of their jobs and a little wide eyed about the whole thing.

Cars, cowboy hats, and the things they love

Jared and Callie built pieces of the day around what they actually love. Cars, for one. They set up a small showcase of vintage and modern sports cars in two rows, so guests walked between them on the way to the ceremony and again on the way back for cocktail hour. We made sure to get a few photos with them.

They love horses too. Jared, his groomsmen, and both fathers wore custom cowboy hats, with the wedding date seared into Jared’s.

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Then there was the helicopter

Jared’s dad and stepmom are both pilots, and between the two of them, they had a helicopter. There was really only one way to put that to use: fly Callie in for her own ceremony. It wasn’t just a circus trick…it was a meaningful moment of the two families coming together.

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Chalk cannons helped accentuate their ceremony exit!

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Wedding Details:

Planner and Coordinator: Events by Shaun Rajah
Photographers: NAKAI Photography
Ceremony and Reception Venue: Twin Orchard Country Club
Florals and Decor: Juliet Tan Floral Design
MUA and Hair: The Bridal Beauty Team
Band: Sway Chicago
Transportation: Midwest Transitsystems
Gown: Bella Bianca Bridal
Content Creation: La Novia Creations

A day with this many moving parts doesn’t come together on its own. Callie and Jared got ready at separate locations across Chicago, guests were shuttled from downtown out to Long Grove, and somewhere in between all of that was a helicopter and a fire dancer. Shaun and his team, along with staff at Twin Orchard Country Club, kept every piece of it running smoothly.

Getting Ready Photos in Chicago

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Carrying Erica with her

Callie carried her late sister Erica with her all day. Her veil was monogrammed with a private message, and she signed the ketubah with a multicolored pen that had belonged to Erica since they were kids. Her sister, Chelsea, also honored her presence during her reception toast and an emotionally moving slideshow.

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A first look near North Avenue Beach

Family shaped the wedding party too. Callie and Jared brought their siblings into it, put their nieces and nephews to work as ring bearers and flower girls, and kept both sets of parents, including Callie’s stepmom, close for photos all day.

For the first look, we went to North Avenue Beach. On paper, it’s an unexpected choice for a couple getting married thirty miles north in Long Grove. But it wasn’t random to Callie. She and her siblings used to spend time there with their late grandmother, right outside her home, and those memories mattered enough to bring along on her wedding day.

The most meaningful locations on a wedding day aren’t always the most photogenic ones on paper. They’re the ones that mean something.

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The Helicopter Entrance

Landing a helicopter on a golf course takes more coordination than people assume. After the ketubah signing, Callie, her parents, and I were shuttled to a regional airport where the helicopter was waiting. Jared’s dad walked us through every safety check before we were escorted out to the tarmac.

I had never been in a helicopter before this. Twenty years into this job, it’s still one of my top five moments as a wedding photographer. Listening to the pilots talk to each other through their headphones, watching the ground drop away beneath us. I wish I’d thought to record the radio chatter.

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The flight from the airport to the golf course only took two to five minutes. Conditions were about as good as we could have asked for, clouds out in the distance but clear skies right where we needed them. We made such good time that the pilots circled the ceremony a couple of times while guests pulled out their phones to film from the ground. Then came the landing, the hugs, and Callie taking her place to walk down the aisle.

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events by shaun rajah leading ring bearers to ceremony

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The most powerful moment was a surprise to the bride and groom. During her sister’s toast, an old video played, one from Callie’s bat mitzvah, of Erica talking about Callie’s future wedding. She couldn’t have known what she was describing back then. Hearing it, years later, in the middle of Callie’s actual wedding, felt like something out of a movie, the kind where a character watches a moment from the past connect directly to where they’re standing now.

sisters toast wedding reception

A voice from the past, at the exact right moment.

Chelsea tracked down the video and made sure Erica had a place at the reception. It gave Callie’s late sister a presence in the room she would have wanted, and it’s a moment Callie’s family will hold onto long after the wedding day itself.

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Chelsea…wow…what a moment.

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A reception with room to spare

A golf course reception means space, and Twin Orchard Country Club made good use of it. One of Jared’s closest friends, Ian, put on a fire dance for the whole reception, working sticks, poles, and whips trailing flame across the open lawn.

At one point, Ian swallowed a fireball, then invited Chelsea to try it herself. Not something most people get to say they’ve done.

There are things in life you can say you did. Chelsea can now say she swallowed fire, at a wedding.

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fire performance wedding reception

Congratulations, Callie and Jared – what an unforgettable day, for all the right reasons.

Planning a Wedding at Twin Orchard Country Club?

Let’s talk about your day.

I’m Kenny Nakai, a Chicago wedding photographer who has photographed weddings at Twin Orchard Country Club and across the North Shore since 2007. I would love to hear what you are envisioning, helicopter optional. Let’s start a conversation!

A wedding surprise nobody saw coming, not even the bride.

Halle and Jordan married at the Radisson Blu Aqua, inside one of Chicago’s most recognized buildings. Then a full marching band walked into the reception.

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Halle and Jordan met as kids, back when their dads coached T-ball together. Years later, in middle school, they saw each other again at a bar mitzvah, and Halle gathered the courage to walk across the dance floor to talk to him. Their friendship started that night and never really stopped.

Most couples meet after each person has already lived through life’s ups and downs on their own. Halle and Jordan lived through theirs together. Their relationship deepened by their shared experiences. By the time they got married, so many of their friends and family said the same thing: it was never a question of if, only when. That “when” finally arrived a couple weeks ago, at the Radisson Blu Aqua Chicago Hotel.

Shout out to Johnna from Great Events, Tara from the Radisson Blu Aqua, and Mal from HMR Designs for making this wedding a magical night for Halle & Jordan!

Wedding Details:
Ceremony and Reception Venue: Radisson Blu Aqua Hotel, Chicago
Photographers: NAKAI Photography
Planner & Coordinators: Johnna from Great Events, Inc
Florals & Decor: Mal from HMR Designs
Band: Lakeshore Encores
Hair: Erin Ahern
MUA: Kelly La Banco
Gown: Ines Di Santo

A wedding inside one of Chicago’s most recognized buildings

The Radisson Blu Aqua sits inside the Aqua Tower, an 82 story building in the Lakeshore East neighborhood designed by architect Jeanne Gang. Completed in 2009, the building is known for its curved, rippling concrete balconies, inspired by the striated limestone formations found around the Great Lakes. It was named Emporis Skyscraper of the Year the year it opened, and it remains one of the most awarded buildings in the city.

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Halle wore an Ines Di Santo gown with the perfect matching veil (the veil comes later)bride Radisson blu aqua hotel chicago wedding getting ready bride photo Radisson blu aqua hotel chicago wedding close up of bouquet Radisson blu aqua hotel chicago wedding smiling bride Radisson blu aqua hotel chicago wedding

Halle’s first look with her dad was an emotional one for both of them. Watching her wipe a tear from his eyes is one of my favorite moments from the entire day.

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Her friends were stunned when they saw her for the first time!

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The guys were busy getting ready themselves

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Love this candid moment of Jordan’s mom touched his nose during his own getting ready photos. Small moments, but the kind that end up meaning the most later.

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We took advantage of their private outdoor terrace for their first look

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The Radisson Blu Aqua is an award winning building, and it would have been a mistake not to use it. I coordinated with my associate photographer to build one portrait specifically around the architecture, the rippling balconies photographed from below, with Halle and Jordan built into the frame. It is one of my favorite images from the day, and one that could only happen at this specific hotel.

Radisson blu aqua hotel chicago wedding couple on balcony

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 Mal from HMR Designs brought the whole vision to life, green pipe and drape paired with white, pink, and green florals: roses, hydrangeas, calla lilies, and more.

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A surprise nobody saw coming

Halle had always dreamed of having a marching band at her wedding. Her dad decided to make it happen, and somehow kept it a secret from her through the entire planning process. During the reception, the Lakeside Pride Marching Band walked in unannounced but definitely heard. Halle had no idea. Neither did any of the guests. The reaction across the room was priceless, and I still do not know how her dad, or her planner, managed to keep something that big under wraps for that long.

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Hidden from the bride, until the exact right second.

A real shoutout is owed to Johnna from Great Events Inc, who helped plan and coordinate the whole wedding and somehow kept a marching band hidden from Halle until the perfect moment.

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Lakeshore Encore, part of the Gold Coast Events family, played the rest of the night and kept the dance floor full of energy.

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And as with every Great Events wedding I have photographed, the dessert table was a genuine highlight to close out the night.

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Congrats again Halle + Jordan! Loved photographing your wedding, from the tears in your bridal suite to the surprise marching band – it was everything!

Planning a Wedding at Radisson Blu Aqua?

Let’s talk about your day.

I’m Kenny Nakai, a Chicago wedding photographer who has photographed weddings inside the Aqua Tower many times, along with venues across the city since 2007. I would love to hear what you are envisioning, marching band optional. Inquire for more information!

A Rockwell on the River wedding, brick, water, and a dance floor that didn’t stop.

Jordyn and Allan’s Rockwell on the River wedding along the Chicago River in Avondale, with a first look next door, a stop for greenery, and a reception that ended in body surfing.

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Jordyn and Allan became friends in college once they realized they were headed to the same school. What started as an easy, low-stakes friendship slowly turned into something more, as they spent time together and kept noticing the best in each other.

A Rockwell on the River Wedding

Jordyn and Allan were married at Rockwell on the River, in Chicago’s Avondale neighborhood on the city’s north side. The venue sits inside a converted, century-old industrial complex along the North Branch of the Chicago River, and it still shows its history: exposed brick, timber lofted ceilings, and enough open square footage that the space never feels cramped, even with a full guest list moving through cocktail hour.

The ceremony took place on the outdoor patio, looking out over the dock and the river, before everyone moved inside for the reception. It is one of the more distinctive wedding venues in the city, industrial without feeling cold, and it gave Jordyn and Allan’s day a backdrop that felt specific to Chicago rather than interchangeable with anywhere else.

Shout out to Chelsea and her team at Gilded Aisle Weddings for helping plan and coordinate everything!

Wedding Details:
Getting Ready Venue: Westin River North
Ceremony + Reception Venue: Rockwell on the River
Catering: Food For Thought
Planner: Chelsea from Gilded Aisle Weddings
Photographers: NAKAI Photography
Florals and Decor: CJE Designs
Band: Chicago Players by Gold Coast
Stationery: Lefty Lucy Illustrations
MUA: Toshi Szpyra Makeup
Hair: Jules Fleming Artistry
Gown: Bella Bianca Bridal Couture

Getting ready along the river

The day started at the Westin River North, which has its own views over the Chicago River.

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The Westin’s river facing patio was under construction, which normally would have been the spot for a first look. Chelsea, their planner from Gilded Aisle Weddings, used her network to get us next door at RPM Events instead, where we were able to do the first look with the river right behind them. A good reminder that a strong planner can solve a problem like that with one phone call.

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Lincoln Park Wedding Photos

Jordyn and Allan wanted a lot of green space in their portraits, so on the way from the Westin to Rockwell on the River, we stopped at the outdoor gardens in front of Lincoln Park Conservatory. We took advantage of the greenery and the space for their wedding party to spread out!

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Just the John Hancock peeking over the top to remind you that this is Chicago.

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Photos at Rockwell on the River

Once we arrived at Rockwell on the River, we made time for a few more portraits before the day got busy. The brick walls and cobblestone pavers out front gave us one backdrop, and a walk out onto the dock gave us another, right along the water.

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We definitely wanted to take a few photos on the dock!

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The details

CJE Designs handled the florals, with red, pink, and orange flowers filling the chuppah for the ceremony. Jordyn and Allan’s friend Lucy from Lefty Lucy Illustrations designed all of the paper goods by hand, custom illustrations that carried through the invitation suite, the cocktail napkins, and the welcome sign. String bulb lights hung across the reception room, giving the whole space a warmer, more intimate feel once the sun went down.

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Ketubah signing rockwell on the river wedding photos

A Rockwell on the River Wedding Ceremony

The outdoor space was perfect for their ceremony.
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This room is way bigger than it looks in the photograph – it’s just that the ceilings are that high – such a great space!
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The dance floor

I had a good feeling about this one going in. I had already photographed their friends Julia and Ari’s wedding at the Four Seasons, and that dance floor did not stop all night. Allan and Jordyn’s friends kept the streak going. At one point, guests picked them both up and carried them across the crowd, body surfing over the dance floor.

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Body surfing, at a wedding reception.

Not something you get to photograph often. Not something Jordyn and Allan will forget either.

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Shout out to these two – feels like their Four Seasons wedding was just last month!

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Also a blast from the past – so good to see you again Paige!

dancing Rockwell on the river wedding reception

Then she changed to her party dress as the light sticks came out.

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Congrats again Jordyn & Allan – thank you for having me as your wedding photographer! It was a pleasure spending the day with your family and friends!

Planning a Wedding at Rockwell on the River?

Let’s talk about your day.

I’m Kenny Nakai, a Chicago wedding photographer who has photographed weddings along the Chicago River, in Avondale, and across the city since 2007. I would love to hear what you are envisioning. Send me a message!

nakai photography logo in footer

I'm Kenny Nakai, a Chicago wedding photographer creating beautiful, timeless imagery since 2007. For couples who value artistry, authenticity, and the moments that last forever.

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