The One Chicago franchise has delivered countless unforgettable moments, but among the most significant are the weddings that have tied together its beloved characters. While weddings in Chicago Fire, Chicago Med, and Chicago P.D. often bring joy, love, and emotional highs, many come with unexpected twists, heartache, and life-changing consequences. From explosive moments to bittersweet departures, here’s a look back at the 12 most memorable weddings in the One Chicago universe.

12. Natalie & Will (Chicago Med – Season 4, Episode 9)

Natalie Manning and Will Halstead’s wedding is forever marred by tragedy. Just as they were about to say “I do,” Will was forced into protective custody, leaving their union incomplete. Their turbulent relationship took another turn in Season 8 when they reconnected, and in a full-circle moment, Will moved to Seattle to be with Natalie, proving that some relationships take time to truly blossom.

11. Maggie & Ben (Chicago Med – Season 5, Episode 17)

While Maggie’s wedding to Ben was heartwarming and celebrated by family and friends, it remains one of the more forgettable weddings in Chicago Med. Set in a bowling alley, the couple’s joy was fleeting, as their eventual divorce in Season 9 undermined the lasting impact of their wedding.

10. Charles & CeCe (Chicago Med – Season 4, Episode 22)

Dr. Daniel Charles and CeCe’s Hawaiian-themed wedding was touching, yet bittersweet. Knowing that CeCe was terminally ill, fans couldn’t help but feel the looming shadow of loss as the ceremony unfolded. Tragically, CeCe passed away in Season 5, making their wedding a symbol of love and loss in the Chicago Med universe.

9. Halstead & Upton (Chicago P.D. – Season 9, Episode 9)

Jay Halstead and Hailey Upton’s wedding was one of the most low-key in the franchise. A courthouse ceremony with no guests, it was personal and intimate, but the lack of a grand celebration and their eventual breakup in Season 10 left fans feeling unsatisfied, despite the couple’s undeniable chemistry.

8. Burgess & Ruzek (Chicago P.D. – Season 12, Episode 22)

Kim Burgess and Adam Ruzek’s wedding finally came after years of drama, but the ceremony was short-lived, with the focus more on their complex past than their future together. Their rushed and underwhelming wedding failed to provide the emotional payoff fans had hoped for after so much history.

7. Boden & Donna (Chicago Fire – Season 2, Episode 22)

Chief Wallace Boden and Donna’s firehouse wedding was almost perfect—until tragedy struck. With an explosion ending the episode, the joy of their wedding was overshadowed by the devastating death of Leslie Shay, forever altering the happy day into one of somber remembrance.

6. Casey & Dawson (Chicago Fire – Season 5, Episode 8)

Matt Casey and Gabby Dawson’s courtroom wedding was warm and filled with friends, but their eventual split made the ceremony feel bittersweet. Their emotional farewell after Casey’s move to Portland added weight to their wedding, leaving fans to reflect on what might have been.

5. Cruz & Chloe (Chicago Fire – Season 8, Episode 19)

Joe Cruz and Chloe Allen’s heartfelt wedding took place in the shadow of recent loss. With the absence of their dear friend Otis, the wedding was bittersweet. Cruz’s emotional journey made this one of the most touching weddings in Chicago Fire, filled with love and remembrance.

4. Casey & Brett (Chicago Fire – Season 12, Episode 6)

The long-awaited confession of love between Matt Casey and Sylvie Brett culminated in a stunning aquarium wedding. Officiated by Boden, their ceremony was both visually stunning and emotionally charged. This wedding marked a beautiful send-off for Casey and Brett, adding depth to their relationship before Casey’s exit from Chicago Fire.

3. April & Ethan (Chicago Med – Season 8, Episode 9)

Ethan Choi and April Sexton’s wedding was a heartfelt celebration of love after a tumultuous journey. After years of ups and downs, their reunion and marriage was the perfect resolution for Ethan’s character, offering closure and a sense of happiness for the couple.

2. Mouch & Trudy (Chicago Fire – Season 4, Episode 18)

Mouch and Trudy’s quirky and unforgettable wedding was a true cross-show moment. Held at Molly’s, the ceremony was filled with laughter and love, as friends from Chicago Fire and Chicago P.D. came together to celebrate. This offbeat wedding was memorable for its charm and sincerity.

1. Severide & Kidd (Chicago Fire – Season 10, Episode 22)

The ultimate One Chicago wedding, Severide and Stella Kidd’s nuptials were a breathtaking celebration of their enduring love. Set aboard a boat, the ceremony was filled with beautiful vows, reflecting the deep bond they share. This wedding served as the defining moment for Chicago Fire fans, offering a moment of pure joy amidst the series’ chaos.