1 - 20 of 2,143 Works in Will Halstead
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Crossing into the room, Will has the sudden, violent urge to throw himself between the two men. The first—Jay, unhurt, not a speck of blood on him, is sitting in the corner with a beat of laughter halfway out his mouth, totally oblivious, totally unaware of the flickering skip of his brother’s heart. And the other—oh, the other—legs dangling off the edge of the bed, his gaze quickly catches Will—steel and river eyes, Will never could forget that shade of blue.
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Will came back to Chicago with a few more skeletons in the closet than he's willing to tell anyone. And this would all be fine if those old bones didn't decide to come back and haunt him, if Connor would stop looking at him like that, if only Will knew how to quit before it was too late.
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Blinding Lights by tmechling51163
Fandoms: Chicago PD (TV), Jay Halstead - Fandom, Upstead - Fandom
14 Feb 2026
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In anticipation for the upcoming March 4th Crossover, and the return of Jay Halstead and Hailey Upton, I wanted to dig into the archives and re-release a story from back in the day!
This is Blinding Lights, a story that begins right after the conclusion of 1003 and sends everyone in to many worlds unknown. This is a story about winding roads, twisty turny thoughts and mental spirals, and a little whump along the way. This one is a ride like no other, but then again isn't that what fanfic is for?! It's a story of redemption, second chances, and holding on to belief and hope that one day those blinding lights of life will guide you to the proper path home.
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A trauma surgeon and a plastic surgeon meet in a bar in New York City. Sparks fly.
Or: Will and Connor's backstory, before Med.
Series
- Part 2 of Meaning Of Life
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What if the Halstead brothers had a little sister to take care of? This is the story of Alice (Alis) Halstead.
This story is a fanfiction inspired by the series Chicago Pd/Med.
All characters belong to their creators and copyright holders.
I do not hold any rights.
The content and situations are products of my imagination. -
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Snow falls. The silence is deceiving.
He runs toward danger, always standing, always ready... but even the thickest ice has its cracks.This story is a work of fiction, created from my imagination.
The characters belong to their original authors, not to me. -
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Can Matt's love save Sylvie
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My heart breaks for you by Bookshope21
Fandoms: Chicago Fire, 9-1-1 (TV), 9-1-1: Lone Star (TV 2020)
13 Feb 2026
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2 people who lost their entire teams and they have just received an email to go to Texas
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A Traitorous Sky by RabidPlotBunniesAttackkkk
Fandoms: Chicago PD (TV), Chicago Fire, Chicago Med, The Pitt (TV)
13 Feb 2026
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For all that Jay liked guns and had worked with them professionally for most of his adult life, sometimes he hated them.
Especially in the hands of the psychos who’d decided to shoot up one of the bigger summer festivals held in Chicago.
And naturally, where trouble was, Will had to be right in the middle of it.
One shooter is down, Olinsky’s voice came over their ear pieces, Jay and Erin exchanging a satisfied glance.
Reports say at least one more, Voight added. But keep an eye out — we don’t want any surprises.
“Copy that, Sarge.”
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An Active Shooter and its consequences. Major Will Whump!
Series
- Part 11 of Brothers in Fiction: Chicago Fandom Fics
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When Jay wakes up the day before his birthday, he expects it to be a typical day.
What he doesn’t expect is to hear his ex-girlfriend’s voice at the crime scene. -
Something about your face (I don't know whether to kiss it or punch it) by Starry_Skye
Fandoms: Chicago PD (TV)
11 Feb 2026
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“It’s good to see you.” Is what he says after their eyes meet for the first time in three years, she kind of wants to smack him a little bit, how is he so calm?
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How I think a potential upstead reunion could go when we get the crossover in march -
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Jay reunites with an old Army friend but the circumstances couldn't be worse. Captain Carter's decision to testify against private contractors accused of committing war crimes in Afghanistan has put his teenage daughters in the line of fire. Thanks to deep connections and fear of corruption, Jay is the only one that JC trusts to keep them safe. But when the enemy doesn't fight fair, will Jay and the Carter girls make it out alive?
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My second promised Season 9/10 fix-it fic. As Jay struggles following the death of Anna Avalos, he turns to his wife for support.
They quickly realize that it's time for him to leave Intelligence. Will a short stint in Bolivia help him find himself again?
Not canon-compliant. Because canon is stupid -
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30 Days with Jay Halstead
This story is a fanfiction inspired by the series Chicago Pd.
All characters belong to their creators and copyright holders.
I do not hold any rights.
The content and situations are products of my imagination. -
Still Us by tatgrl
Fandoms: Chicago PD (TV), Chicago Med, Law & Order: SVU, FBI (TV 2018), FBI: International (TV 2021)
08 Feb 2026
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What really made Jay Halstead walk away from Chicago—from his badge, his team, his wife? Was the Army his answer… or just another escape? Did he really go straight to Bolivia? Or was there a detour? And what if Erin Lindsay ever crossed his path again?
This is a Linstead story about love lost, love found, and the long road in between. A deep dive into messy minds, old wounds, and unfinished business. An emotional journey of soul-searching, rebuilding, and the kind of connection you never really let go of.Not just a fic. A fix-it. A healing process. An escape.
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Un desconocido le ofrece a Will una noche de diversión y él está más que puesto para jugar, sobre todo porque ese extraño le resulta de lo más familiar.
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With Jay off to New York to play for the Rangers and Hailey headed to college, they’re about to face a brand new challenge.
Long distance.Series
- Part 4 of Upstead High School AU
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In this fanfiction, we're going to discover a side of Kelly that was never mention or seen during the show. A sick week in the life of our hero Kelly Severide.
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Slow Down by Upsteadlovers
Fandoms: Upstead - Fandom, Chicago PD, Jay and Hailey - Fandom
07 Feb 2026
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After two years Jay return to Chicago looking for forgiveness and another opportunity. But all that going to hell when he find out that life is not the one that used to be. No when his ex wife has a completely different personality and life and most important she’s not alone.
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I asked one of my favorite writers if I could take their OC and put her in the One Chicago Fandom...I also have a prequel that I will post eventually. Obviously she said yes so I hope I do the OC justice like she did in a different fandom.
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It was all fun and games until someone decided to check the ice on the lake. Jay. It's Jay.