1 - 20 of 29 Bookmarks by Gingerbread6
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This story takes place after Hailey's final appearance on Chicago PD. Jay and Hailey find each other again years after their divorce but things are no longer the way they used to be. Do they still love each other, even after all this time? Is forgiveness even possible? Can Upstead finally find their way back to each other? It's going to be a bumpy ride, with a few familiar faces popping up along the way, along with some original new characters!
- Language:
- English
- Words:
- 387,319
- Chapters:
- 44/44
- Comments:
- 514
- Kudos:
- 773
- Bookmarks:
- 18
- Hits:
- 19,223
Bookmarked by Gingerbread6
30 Sep 2025
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She can’t stop thinking about the dusting of grey hairs at his temple. Because that had always been the dream – to grow old together, to grow old loving her best friend and yet somehow, they wound up here.
- or an Upstead canon divergence from season 10
Bookmarked by Gingerbread6
22 Aug 2025
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Jay is predictable in every sense of the word, so when he's suddenly eating chocolate - a food Hailey thought he had sworn off - Hailey needs to know why and ends up falling even more in love with him over the course of the weekend.
Bookmarked by Gingerbread6
04 May 2025
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She had been so excited to receive the invitation, two of her best friends were finally tying the knot. That was until she realised Jay had also been invited.
Jay was going to be at the wedding and he was going to be sitting at the same table as her.Bookmarked by Gingerbread6
04 May 2025
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What if Hailey had turned down Voight's offer to join the Intelligence Unit? Would they still remain in each other's orbit?
A rewrite of season 5 with Hailey and Jay bonding over friendship instead of partnership.
This is an Upstead A/U Fic.
Bookmarked by Gingerbread6
03 Mar 2025
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Hailey Upton embarks on a journey towards freedom. Freedom from the demolition, chaos, hostility. Although all she wants is to get away from her fathers. Gino. An abusive, egotistical man. Never served part of Hailey life, although providing temporary purple splotches and lifetime mental scars.
- Language:
- English
- Words:
- 968
- Chapters:
- 1/?
- Collections:
- 1
- Comments:
- 1
- Kudos:
- 13
- Bookmarks:
- 2
- Hits:
- 179
Bookmarked by Gingerbread6
18 Feb 2025
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They Make Them Wear Nice Suits by existential1rony
Fandoms: Chicago PD (TV), FBI: International (TV 2021)
02 Dec 2024
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Hailey Upton runs into someone on a case who looks eerily like her ex-husband, Jay Halstead... in fact, it's not eerie at all, it IS her ex-husband, except he goes by Wesley Mitchell now...
Bookmarked by Gingerbread6
04 Nov 2024
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Ok folks we know Gwen did Upstead and Halstead fans dirty. She mentioned in interviews that she sees Jay and Hailey's paths crossing again sometime down the line.
So here is my take, inspired by many other fanfics that used this hook to explain Jay Halstead's seemingly strange disappearance. We know that something integral was missing from how things went down on seasons 10 and 11 on Chicago PD - that something was the core of what made Jay Halstead mean something so profound to his team, to his wife, and to us the fans.
So let's fix this mess in an honest and brutal way, shall we?
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Hailey moved to DC and embarked on a successful career with the DEA in Northern Virginia. She built a new and stable life for herself. This story takes us into Hailey's world 5 years later after leaving Chicago in Season 11.What does it mean to unsuccessfully bury an unrequited dream? What does it mean to face the ramifications of possibly fulfilling it?
Some things are bigger than us. Giddy up, here we go!
“Hold fast to dreams,
For if dreams die
Life is a broken-winged bird,
That cannot fly.”
-Langston Hughes
Bookmarked by Gingerbread6
08 Aug 2024
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her kindergarteners need to stick to a routine, otherwise their world turns upside down.
so hailey upton is dreading the yearly police presentation, which will throw off her class' entire day.
but when a green-eyed cop appears in her classroom, hailey finds that she's the one whose world spins on its head.
Bookmarked by Gingerbread6
29 Jul 2024
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When Hailey's best friend convincing her to go to the season opener for their school's hockey team, she expects to be disappointed. And to be fair, their school's team really does suck. The guys from Canaryville aren't so bad though. But with a terrible secret that she's been hiding for years, can she afford to let the cute guy with breathtaking eyes in?
The Upstead High School AU y'all never thought I would be the one writing.
Series
- Part 1 of Upstead High School AU
Bookmarked by Gingerbread6
29 Jul 2024
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When Jay looks down at his green army fatigues, he feels nothing but sadness and pain. But for the few minutes every few months he hears this girl play her guitar and sing, he feels something resembling peace.
or...
Jay meets a girl when he comes back from the war and she helps him find his way again.
- Language:
- English
- Words:
- 214,923
- Chapters:
- 30/30
- Comments:
- 820
- Kudos:
- 1,327
- Bookmarks:
- 47
- Hits:
- 30,206
Bookmarked by Gingerbread6
07 Jul 2024
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Bookmarked by Gingerbread6
01 May 2024
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Tear In My Heart by tmechling51163
Fandoms: Chicago PD (TV), Jay Halstead - Fandom, Upstead - Fandom
27 Jan 2026
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Long story short, this is a love story in a myriad of ways. Jay Halstead finds himself in a season of reflection and remembrance of both parents as he's navigating an out of nowhere life event. As he's preparing and living through things, he is able to look back on life and revisit times with Pat and Kimberly Halstead and the big secret they kept. Simultaneously, Jay and Hailey Upton are in the early stages of their relationship, looking to define who they are to each person and what comes next for the duo.
Bookmarked by Gingerbread6
01 May 2024
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It’s not often in life he’s left speechless, but she seems to do it with ease. Only she’s not his and she’s leaving. He is too.
That is until he stumbles upon her in a bar a few weeks later with a different name and a hell of a lot of questions.
- Language:
- English
- Words:
- 169,908
- Chapters:
- 32/32
- Comments:
- 696
- Kudos:
- 1,792
- Bookmarks:
- 53
- Hits:
- 40,073
Bookmarked by Gingerbread6
28 Apr 2024
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What if Jay realised that the divorce was not what Hailey wanted and she was just trying to make him happy so he comes home to Chicago, and home to her.
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or a Chicago P.D. 11x01 fix it fic
Bookmarked by Gingerbread6
28 Apr 2024
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Hailey's boyfriend, James, is abusing her. It's a Hailey secret. She doesn't like to tell people her problems. She struggles to hide it from her colleagues. How will Jay react when? How will the whole team react? How long can Hailey keep the secret? Trigger warning: Raped
Bookmarked by Gingerbread6
27 Apr 2024
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Hailey invites Jay back to her apartment for a beer after an extremely long, exhausting week in the intelligence unit, but what happens when their emotions take over?
Bookmarked by Gingerbread6
27 Apr 2024
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Bookmarked by Gingerbread6
26 Apr 2024
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*Epilogue Up*
Hindsight is 20/20...That’s what they say. Join Hailey and her daughter on a path to freedom. A year of healing and rebuilding. AU with original characters.Bookmarked by Gingerbread6
23 Apr 2024
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This isn’t what he thought his life would become when he agreed to this arrangement. It was supposed to be easy, black and white and lines uncrossed. They both get what they wanted, then go their separate ways.
He wasn’t supposed to fall for his fake girlfriend.
- Language:
- English
- Words:
- 196,421
- Chapters:
- 28/?
- Comments:
- 728
- Kudos:
- 2,007
- Bookmarks:
- 60
- Hits:
- 53,841
Bookmarked by Gingerbread6
17 Apr 2024