One Chicago’s Most Iconic Weddings Ranked – Guess Who Takes the Cake!

Love and duty don’t always go hand in hand, especially when you’re part of One Chicago’s intense universe. Between blazing fires, high-stakes surgeries, and gripping police investigations, these characters have still found time for romance—and sometimes, weddings. Whether you’re a die-hard shipper or just a sucker for emotional vows, you’re in for a ride. Let’s dive into the most unforgettable weddings across Chicago Fire, Chicago P.D., and Chicago Med — ranked from least to most iconic!

The Power of Weddings in the One Chicago Universe

Love stories in One Chicago aren’t just side plots—they’re emotional anchors. These weddings symbolize hope amidst chaos, and fans LIVE for them. But which ones stood out the most?

Ranking Criteria – What Makes a Wedding Truly Epic?

Let’s be honest—some weddings stick with you for years, while others… not so much. Here’s how we ranked them:

  • Emotional impact

  • Chemistry between the characters

  • Fan reception

  • Storyline significance

  • Visual aesthetics of the wedding

Now, let’s walk down the One Chicago memory lane.

#10 — Will Halstead & Natalie Manning (Almost Wedding)

A Wedding That Never Was

Remember the heartbreak? The tension between Will and Natalie was always simmering, but when it came to the altar… it fizzled. Though the ceremony was set, it turned into a disaster—thanks to FBI drama and communication breakdowns.

Why It Ranks Low

Because it didn’t happen. That emotional cliffhanger hurt fans, but it lacked the closure we crave.

#9 — Connor Rhodes & Robin Charles (Chicago Med)

Quiet Love, Big Problems

Their relationship faced too many hurdles—mental health issues, family interference, and a general lack of chemistry. The wedding? Underwhelming.

Not Their Moment

This was more of a subplot than a main event. It didn’t shake the fandom or add much drama.

#8 — Jay Halstead & Erin Lindsay (Almost Wedding/Possibility)

The Ship That Got Away

“Linstead” was the couple for a while, but fans never got the satisfaction of a real wedding. Just tension and missed chances.

A Love Cut Short

This one had potential, but the lack of closure keeps it low on the list.

7 — Kelly Severide & Brittany Baker

Vegas Vows & Regret

A wild, whirlwind Vegas wedding. Sounds hot, right? Until reality hit. It was passionate but impractical, and it ended almost as fast as it started.

A Marriage Without Foundation

Sure, it was entertaining. But long-term? Not sustainable.

#6 — Trudy Platt & Randall “Mouch” McHolland

A Surprise Favorite

This one was adorable. Two older, seasoned characters finding love amidst chaos? Heartwarming.

Fan-Approved Fun

Low-drama, high-charm. It was refreshing to see two characters tie the knot without the usual angst.

#5 — Adam Ruzek & Kim Burgess (Burgess & Ruzek)

The Will-They-Won’t-They Couple

Talk about complicated. Ruzek and Burgess have been through it all—breakups, reconciliations, parenthood. Their eventual engagement felt earned.

Why It’s Mid-Ranked

While we hope for a proper wedding scene soon, we haven’t seen the full wedding yet. Still, their journey is powerful and deeply loved.

#4 — Sylvie Brett & Matthew Casey

The Long-Awaited Love Story

Brettsey fans, rise up! These two had a slow burn for the ages. And when Casey returned for Brett’s final episodes, we got the emotional payoff we deserved.

Sentimental and Satisfying

Their relationship is built on respect and mutual care. The wedding? Touching, intimate, and worth every second.

#3 — Stella Kidd & Kelly Severide

From Firehouse Flirtation to Real Love

Stellaride is arguably the power couple of Chicago Fire. They’ve grown individually and together, and their wedding showed that.

A Fiery Fairytale

Set against the backdrop of firehouse family, their wedding was both heartfelt and visually stunning.

#2 — April Sexton & Ethan Choi

Healing Hearts Together

April and Ethan have had their share of ups and downs, but their wedding? Total redemption. It was emotional, grounded, and full of grace.

A Med Marvel

In a show full of medical drama, their love stood out for its quiet strength.

#1 — Gabriela Dawson & Matthew Casey

The OG One Chicago Power Couple

Let’s be real—no One Chicago wedding list is complete without Casey and Dawson. They’re the blueprint.

Why They Top the List

Their love story was intense, messy, real—and their wedding felt like the culmination of seasons of emotional investment. Even though they didn’t last, their wedding still hits the hardest.

Honorable Mentions

  • Dr. Charles & CeCe – Bittersweet and beautiful

  • Jay Halstead & Hailey Upton (Pending/Developing) – Fans are hoping!

  • Sylvie Brett & Antonio Dawson (Short-lived romance) – Sparks, but no fire

Why These Weddings Matter To Fans

Weddings in the One Chicago universe are more than just pretty dresses and tear-jerking vows. They’re milestones in long-running storylines. For fans who’ve stuck around since season one, these moments feel personal—like we’re right there, crying in the pews with them.

Weddings As Plot Devices

Let’s not forget the storytelling aspect. Weddings give writers the perfect opportunity to:

  • Create drama

  • Resolve long-running tensions

  • Deliver emotional payoffs

  • Set up shocking twists

And when they do it right? Pure magic.

Love Amidst Chaos — A One Chicago Trademark

Whether it’s a firefighter battling blazes or a cop chasing down a perp, One Chicago knows how to blend action with heart. The weddings are the emotional glue holding it all together.

What’s Next? Future Weddings To Look Out For

We’re all rooting for:

  • Burgess & Ruzek’s Official Ceremony

  • Halstead’s Return (maybe? please?)

  • A surprise Med wedding twist?

You never know when love will strike again in Chi-town.

Conclusion: More Than Just I Do

Weddings in One Chicago are more than romantic interludes—they’re emotional bookmarks in a series known for action and adrenaline. From explosive proposals to tear-filled vows, these unions give fans the chance to exhale and just feel. Whether you cried during Brett & Casey’s quiet moment or cheered for Stellaride’s fiery kiss, there’s no denying these weddings left a mark.

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