Introduction
Love stories in Chicago Fire, Chicago Med, and Chicago P.D. can be as intense as the emergencies their characters face daily. From fiery romances to gut-wrenching breakups, the One Chicago universe has delivered some of the most heartbreaking splits in TV history.
Whether it was due to betrayal, tragedy, or impossible circumstances, these breakups left fans devastated and questioning everything. Let’s take a deep dive into the most shocking breakups in the One Chicago franchise—the ones that had us sobbing, screaming, and hoping for second chances.
1. Kelly Severide & Stella Kidd (Chicago Fire) – A Love Tested by Distance
Severide and Kidd have been one of the most beloved couples in Chicago Fire, but their relationship has been anything but easy.
- Their biggest challenge came when Severide left for OFI training without telling Kidd.
- Kidd struggled with feeling abandoned, leading to major tension.
- The uncertainty of their future led to an emotional breakup that left fans heartbroken.
Luckily, these two have found their way back to each other before—but was this split the final one?
2. Will Halstead & Natalie Manning (Chicago Med) – The Wedding That Never Was
Will and Natalie had one of the most dramatic love stories in Chicago Med history, but their relationship crumbled just when it seemed they’d get their happy ending.
- After a rocky engagement, they were set to marry.
- Natalie’s trust issues and Will’s secrets led to a painful fallout.
- The final nail in the coffin? Natalie left Chicago—without Will.
This was one of the most gutting breakups in One Chicago because it felt like they almost made it.
3. Jay Halstead & Hailey Upton (Chicago P.D.) – A Love Story Cut Short
Jay and Hailey’s partnership-turned-romance was a fan-favorite, but their love wasn’t meant to last.
- They got married, but Jay’s sudden departure from Chicago shook everything.
- Hailey tried to hold on, but Jay’s decision to stay away made it impossible.
- Eventually, Hailey had to let go, leading to one of the most painful breakups in Chicago P.D. history.
This one hurt the most because fans knew how much they loved each other—but love wasn’t enough.
4. Casey & Brett (Chicago Fire) – The Long-Distance Heartbreak
Matt Casey and Sylvie Brett’s slow-burn romance was one of the most anticipated in Chicago Fire, but their love was put to the ultimate test.
- When Casey moved to Oregon, their relationship became long-distance.
- The couple tried to make it work, but the distance was too much.
- Brett ultimately realized she deserved more, leading to a bittersweet goodbye.
This breakup was heart-wrenching because it was realistic—sometimes, love alone isn’t enough.
5. Dr. Ethan Choi & April Sexton (Chicago Med) – A Love Story with Too Many Obstacles
Ethan and April had a deep connection, but their differences made a happy ending impossible.
- Ethan’s military background and strict discipline clashed with April’s free-spirited nature.
- After multiple breakups and reconciliations, April realized she needed to move on.
- Their final breakup was mature, painful, and incredibly emotional.
This one stung because they had so much love, but not enough compatibility.
6. Burgess & Ruzek (Chicago P.D.) – A Cycle of Love and Heartbreak
Burgess and Ruzek’s on-again, off-again relationship is one of the most frustrating yet compelling in Chicago P.D..
- They were engaged, but things fell apart.
- After years of will-they-won’t-they, they finally tried again.
- But commitment issues and trauma continued to push them apart.
Fans desperately want them to work, but at this point—is there any hope left?
7. Connor Rhodes & Ava Bekker (Chicago Med) – A Breakup with Deadly Consequences
Connor and Ava’s relationship was doomed from the start, but no one expected it to end in tragedy.
- Ava’s obsession with Connor turned toxic.
- When Connor tried to distance himself, Ava’s mental health spiraled.
- In one of the most shocking moments in Chicago Med, Ava took her own life in front of Connor.
This was by far the darkest breakup in the One Chicago universe.
8. Boden & Donna (Chicago Fire) – The Breakup That Almost Happened
While Boden and Donna are one of the strongest couples in Chicago Fire, they almost didn’t make it.
- Their marriage was tested by Boden’s dedication to the job.
- Donna felt neglected, leading to serious tension.
- They fought hard for their relationship, and thankfully—they survived.
Sometimes, breakups are avoided by sheer willpower, and this couple proved that.
Conclusion
The One Chicago universe has delivered some of the most emotional and gut-wrenching breakups on TV. From tragic endings to relationships that simply fell apart, these splits remind us that love isn’t always enough.
While some couples found their way back to each other, others left permanent scars on fans’ hearts. Which breakup hit you the hardest?
FAQs
1. Which One Chicago breakup was the most heartbreaking?
Many fans would say Casey and Brett’s split was the most painful, while others argue that Ava and Connor’s dark ending was the most shocking.
2. Did Severide and Kidd officially break up?
While they’ve had their ups and downs, their most recent split left fans worried that they’re done for good.
3. Is there hope for Burgess and Ruzek to get back together?
They’ve broken up so many times, but fans are still rooting for them to find their way back.
4. Why did Will Halstead and Natalie Manning break up?
Their relationship was filled with secrets, lies, and trust issues, ultimately leading to a wedding that never happened.
5. Will there be another major breakup in One Chicago?
With the One Chicago universe, anything is possible—and no couple is safe from heartbreak.
