All One Chicago Weddings — From Casey & Gabby To Burgess & Ruzek, Ranked

From “I Do” to “I Don’t”: Ranking the ‘One Chicago’ Weddings 👰‍♀️🤵

The One Chicago universe is built on high-stakes drama, but at its heart, it’s also a story about love, family, and relationships. And what better way to celebrate that than with a wedding? From the long-awaited to the tragically canceled, these ceremonies have provided some of the most emotional and pivotal moments in the franchise’s history. These weddings—and the near-weddings—have been a testament to the characters’ journeys, their personal growth, and the unbreakable bonds they’ve formed. This article ranks all the major weddings and “almost” weddings from Chicago Fire, Chicago P.D., and Chicago Med, from the truly unforgettable to the utterly heartbreaking.


10. Adam Ruzek & Kim Burgess (The ‘Almost’ Wedding) 💔

The story of Kim Burgess and Adam Ruzek is one of the most tortured romances in One Chicago history, and their first wedding was a perfect example of their complicated relationship. In Season 2 of Chicago P.D., the two were engaged, but their journey to the altar was fraught with conflict. The wedding was ultimately called off due to their differing priorities and Ruzek’s immaturity. The “almost” wedding was a painful but necessary moment for their characters, highlighting their professional and personal struggles. While their romance would continue for years, this canceled ceremony was a sobering reminder that their timing was never quite right.


9. April Sexton & Ethan Choi (The ‘Almost’ Wedding) 😢

April Sexton and Ethan Choi’s wedding was supposed to be a joyous occasion, but it was overshadowed by April’s family tragedy. On the morning of their wedding, she received the devastating news that her brother, Noah, was arrested. Rather than proceeding with the wedding, she decided to leave and support her brother, leaving a heartbroken Ethan at the altar. This “almost” wedding was a sad, but incredibly realistic, reflection of the chaos that often plagues the characters’ lives. Their relationship would continue, but the canceled wedding was a heartbreaking turning point that showcased how their lives, despite their love for each other, were constantly pulling them in different directions.


8. Stella Kidd & Kelly Severide (The ‘Almost’ Wedding) 💥

The wedding of Stella Kidd and Kelly Severide was a highly anticipated event, but it was almost derailed by a massive car chase that ended in a fiery explosion. In a quintessential Chicago Fire moment, Severide was moments away from getting married when he and his fellow firefighters had to spring into action. The near-miss was a testament to the kind of world they live in—a world where duty always comes before personal happiness. While they eventually made it to the altar, the chaos that preceded their vows made the moment all the more tense and memorable.


7. Dr. Will Halstead & Dr. Natalie Manning (The ‘Almost’ Wedding) 💍

The wedding of Dr. Will Halstead and Dr. Natalie Manning was one of the most-anticipated in Chicago Med history. The on-again, off-again couple finally found their way back to each other and were ready to tie the knot. However, their big day was tragically interrupted by the sudden and heartbreaking death of Will’s ex-fiancée, who was also a key witness in a mob case he was working on. The tragedy was a devastating and all-too-real reminder of the sacrifices the characters make for their work. The “almost” wedding was a poignant moment that showed how their personal lives are constantly at the mercy of their professional obligations.


6. Dr. Ethan Choi & April Sexton (The ‘I Do’ Wedding) ❤️

After a long and tumultuous journey, Dr. Ethan Choi and April Sexton finally said “I do” in an intimate and beautiful ceremony. Their wedding was a quiet, emotional moment that felt like a reward for all the trials and tribulations they had faced. The wedding was a testament to their enduring love and a satisfying conclusion to their on-screen romance. The fact that they ultimately left the show to start a new life together in a new city made their wedding all the more special, a moment that sealed their happy ending and gave fans the closure they deserved.


5. Kelly Severide & Stella Kidd (The ‘I Do’ Wedding) 🔥

After their chaotic “almost” wedding, Stella Kidd and Kelly Severide finally tied the knot in a small, beautiful ceremony on a boat. The wedding, which was officiated by Severide’s best friend, Matthew Casey, was a moment of pure bliss and a testament to their deep and abiding love. The wedding was a quiet and romantic affair that was a welcome respite from the high-octane drama of the show. Their vows were heartfelt, and the moment felt earned, a long-awaited happy ending for two of the show’s most beloved characters.


4. Jay Halstead & Hailey Upton (The Surprise Wedding) 😮

The surprise wedding of Jay Halstead and Hailey Upton was a moment that divided fans, but it was a quintessentially Chicago P.D. moment. After a season of romantic tension and a proposal, the two quietly eloped and got married without telling anyone. The wedding was a private, intimate affair that perfectly fit the couple’s personalities. Their surprise vows were a testament to their deep connection and their desire to protect their love from the outside world. While some fans were disappointed that they didn’t get a big wedding, the small, intimate ceremony felt authentic and true to their characters.


3. Sylvie Brett & Matthew Casey (The ‘I Do’ Wedding) 👰

The wedding of Sylvie Brett and Matthew Casey was a long-awaited and emotional moment for fans. The two, who had a long history of friendship and mutual respect, finally found their way back to each other after years apart. Their wedding was a beautiful and emotional celebration of their journey. It was a a joyful reunion that felt earned and natural. The wedding was a testament to the show’s ability to create a slow-burn romance that pays off in a big way. The ceremony was a beautiful, emotional moment that gave fans the happy ending they had been waiting for.


2. Matthew Casey & Gabriela Dawson (The ‘I Do’ Wedding) ❤️‍🩹

The wedding of Matthew Casey and Gabriela Dawson was a long-awaited event for fans. Their on-again, off-again romance was a central part of the show’s narrative, and their decision to elope was a beautiful and emotional moment that felt authentic to their characters. The private, intimate ceremony was a testament to their deep and abiding love for each other. Their wedding was not a big, flashy event, but a quiet and heartfelt moment that felt incredibly real. Their love story, however, was tragically cut short by Dawson’s departure, making their wedding a bittersweet memory for fans.


1. Kim Burgess & Adam Ruzek (The ‘I Do’ Wedding) 🥹

After a decade of on-again, off-again romance, heartbreak, and personal growth, Kim Burgess and Adam Ruzek finally said “I do” in an intimate and beautiful ceremony. This was not a flashy event, but a quiet, emotional moment that was years in the making. Their wedding was a testament to their enduring love and a satisfying conclusion to one of the most complex and realistic love stories on television. The wedding felt like a reward for their years of struggle, a moment that gave fans the closure they had been waiting for. The wedding of Kim Burgess and Adam Ruzek was a testament to the power of love and perseverance, and it’s a moment that will forever be remembered as one of the most emotional and satisfying in One Chicago history.

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