Devin Booker and Kendall Jenner Tie the Knot in Surprise Chicago Wedding
In a stunning turn of events that surprised fans and media alike, NBA star Devin Booker and fashion icon Kendall Jenner exchanged vows in an intimate wedding ceremony in Chicago over the weekend — a full month ahead of their originally planned date.
The sudden shift in plans has left many speculating about the reasons behind the early nuptials, but those close to the couple say it was simply a matter of love triumphing over logistics.
A Romance Rooted in Youth
Though both Booker and Jenner have lived lives under the intense spotlight of fame, their love story began long before either became household names. According to sources close to the couple, Devin and Kendall met during their high school years in Arizona, when Booker was a rising basketball phenom and Jenner was just beginning to dip her toes into the world of modeling.
While the pair initially kept their relationship low-key, friends recall seeing the early sparks of what would become a lasting bond.
“Even back then, you could tell Devin was completely smitten with Kendall,” says a former classmate. “They were always laughing, always together during school events. It wasn’t just a teenage fling — they really seemed to have a deep connection.”
A Relationship Rekindled
After graduating high school, the two reportedly went their separate ways to focus on their burgeoning careers. Booker quickly made a name for himself in the NBA, becoming a standout star with the Phoenix Suns. Jenner, meanwhile, rocketed to international fame as part of the Kardashian-Jenner dynasty, establishing herself as a supermodel and business mogul.
Their paths occasionally crossed in public — at events, mutual friends’ parties, and even a few red carpets — but it wasn’t until 2020 that rumors of a rekindled romance began to surface. Paparazzi photos of the two on road trips and at private dinners started making waves online, and by early 2021, the couple went public with their relationship.
What followed was a whirlwind of public appearances, social media moments, and a shared presence that fans couldn’t get enough of. Despite their busy schedules and vastly different industries, Booker and Jenner seemed to effortlessly complement each other.
“She’s my biggest supporter,” Booker told GQ in a 2023 interview. “And I try to be the same for her. We push each other to be better — in our careers and in our personal lives.”
Planning the Perfect Wedding
Friends and family of the couple had been preparing for a July wedding originally scheduled to take place in Lake Como, Italy. Invitations had already been sent, and planning was reportedly in the advanced stages, with celebrity wedding planner Mindy Weiss overseeing the extravagant affair.
So why the sudden shift?
“It was a mix of things,” reveals a source close to the family. “The logistics for the Italy wedding were getting a little overwhelming, especially with both of their work commitments. But more than that, they just didn’t want to wait any longer. They’ve been through so much together. They realized the most important thing wasn’t the location or the size of the guest list — it was simply being married.”
And so, with minimal fanfare and maximum secrecy, Booker and Jenner organized a private ceremony in Chicago, a city close to Booker’s heart. The basketball star’s family roots trace back to the Midwest, and the Windy City offered the perfect blend of sentimentality and discretion.
The Ceremony: Intimate and Elegant
Held at the historic Palmer House Hilton in downtown Chicago, the ceremony was attended by just 75 close friends and family members. Guests were reportedly flown in via private jet and asked to adhere to a strict no-phones policy to preserve the couple’s privacy.
Kendall stunned in a custom Givenchy gown — a sleek, minimalist silhouette that showcased her statuesque frame. The dress, designed by Matthew Williams, featured subtle embroidery of desert roses as a nod to the couple’s Arizona beginnings. Booker, meanwhile, donned a classic Tom Ford tuxedo with a touch of flair: a monogrammed cufflink engraved with their wedding date and initials.
The decor reflected the couple’s refined tastes. The ballroom was transformed into a candlelit wonderland, with white orchids, eucalyptus garlands, and soft amber lighting setting a romantic tone. Guests dined on a five-course meal curated by celebrity chef Stephanie Izard, featuring a blend of Mediterranean and Southwestern flavors.
A source who attended the wedding described it as “breathtaking — elegant, deeply personal, and full of love.”
The Jenner-Kardashian Presence
Despite the ceremony’s modest size, the Kardashian-Jenner clan turned out in full force to support Kendall. Kim, Khloé, Kourtney, and Kylie were all present, each dressed in understated pastel gowns. Matriarch Kris Jenner reportedly delivered a heartfelt speech at the reception, describing Devin as “the son she always wanted.”
“Kendall has always marched to the beat of her own drum,” Kris said during her toast. “And seeing her so happy, so loved, and so radiant today — it’s every mother’s dream.”
Kylie, who shares a famously close bond with Kendall, served as maid of honor. In her speech, she recalled childhood memories of playing dress-up and dreaming about future weddings.
“I used to joke that Kendall would be the last one of us to get married — turns out she was just waiting for the perfect guy.”
Booker’s Team and NBA Friends
Booker’s NBA peers also made a strong showing. Teammates past and present, including Chris Paul, Mikal Bridges, and Kevin Durant, were seen arriving at the venue discreetly. Several other stars, including Jayson Tatum and Karl-Anthony Towns, sent video messages congratulating the newlyweds.
“It’s beautiful to see someone so focused on the game find that balance with love,” said Paul, who has long acted as a mentor to Booker. “I’ve watched their relationship grow, and I know they’re going to build something amazing together.”
A Weekend of Celebration
The wedding festivities extended through the weekend, with a post-wedding brunch held at Soho House Chicago and an after-party at an undisclosed rooftop venue featuring performances by Anderson .Paak and DJ D-Nice.
Guests danced until the early hours of the morning, with Kendall and Devin reportedly sneaking away around 2 a.m. for a quiet moment on the terrace, overlooking the Chicago skyline.
“It was like something out of a movie,” said one attendee. “You could just feel how much they love each other. It wasn’t about being flashy — it was about them.”
What’s Next for the Couple?
Though details about their honeymoon remain tightly under wraps, insiders suggest the newlyweds are planning a private getaway to the Maldives before returning to their respective commitments. Booker is expected to resume training in preparation for the upcoming NBA season, while Jenner will return to her work with 818 Tequila and various modeling obligations.
Despite their busy lives, those close to the couple say they’re more committed than ever to making their relationship a priority.
“They’ve built a strong foundation,” says a family friend. “They’ve weathered long distance, media scrutiny, and demanding schedules. If they can get through all that and still want to run off and get married early — that tells you everything you need to know.”
Fans React
News of the surprise wedding broke Sunday evening, when TMZ and People simultaneously confirmed the ceremony had taken place. Social media quickly lit up with reactions ranging from shock to joy, with fans celebrating the couple’s milestone.
“Kendall Jenner and Devin Booker getting married in Chicago?! Did not have that on my 2025 bingo card,” one user tweeted. Another wrote, “They’ve always been so private, it makes sense they’d pull something like this. Congrats to them!”
Within hours, #BookJennerWedding was trending across multiple platforms, and wedding photos — shared exclusively by Vogue — went viral.
Privacy First
Though the couple has yet to publicly comment on the wedding, sources say they plan to release a curated photo set in the coming weeks. Don’t expect a Hulu wedding special, however.
“This was for them,” the insider said. “They didn’t do it for the cameras, the headlines, or the hype. They did it for love.”
And in an age where celebrity relationships often play out like scripted drama, the authenticity of their love story feels refreshingly rare.
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Conclusion: A Modern Love Story
Devin Booker and Kendall Jenner’s surprise wedding in Chicago marks the culmination of a love story years in the making — one that defied public scrutiny, busy careers, and the high expectations that come with fame.
They didn’t need a palace in Italy or a 500-person guest list. All they needed was each other.
In a world obsessed with spectacle, sometimes the quietest moments — a rooftop kiss, a handwritten vow, a dance under candlelight — carry the most weight.
Congratulations to the newlyweds. Here’s to a lifetime of love, growth, and shared sunsets.
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