You and Me, Always

Ex-Chicago PD Nerd & Fanfic Writer || I live in a world where Upstead actually got their happy ending #Upsteadforever

[cpd-55055]

Multi-Chapter:

Wrong Place Wrong Time: When a beautiful bright morning quickly becomes Hailey’s worst nightmare, she has to act fast to protect those she loves.

How It Should Have Been: How the Roy Walton storyline should have gone…

One-shots:

Letter From Bolivia: Hailey comes home after wrapping up the Sean case to find a mysterious package waiting for her.

missing pieces: Three years after he left, a case brings Jay and Hailey back to each other. Old wounds resurface, truths finally come out, the past is still broken. But maybe some things are worth fighting for.

[spiridakos]

We're good. We're always gonna be good.

[cpd-55055]

Still can't believe these two finally got their endgame! They lived their own lives for 3 years and now they're spending the rest of their lives together, happily ever after! ❤️

[livelovecaliforniadreams]

+Bonus

[cpd-55055]

The thing that works between them!!

The more i think about the ending we got, the more i like it. It gives them a full circle moment. They're gonna talk, feel better about everything, and figure out what's next for them. Together!

[spiridakos]

[cpd-55055]

🥰#upsteadforever

[livelovecaliforniadreams]

[spiridakos]

We're good. We're always gonna be good.

[cpd-55055]

Ughhh...so good!! 🥰

[cpd-55055]

what are your top 3 jays 😍 eyes to hailey and hailey 😍 eyes to jay?

So Top 3 Heart Eyes from both Jay and Hailey? Can I say all of them? Because there is no way, I can just choose three. I don't think any Upstead can just choose THREE!! 😂

But after a lot of debating, I think I've narrowed down the list.

I'll do Hailey first. I had to go back and rewatch certain scenes because Hailey and Jay are always looking at each other. But Hailey has this smile that is only displayed with Jay.

1. 7x16 - "Told you we're good together!"

2. 8x03 - "I don't wanna take it because of you!"

3. 9x09 - Upstead wedding

For Jay, it's so much harder to choose because that man is always looking at Hailey like he is so in love, even in the earlier seasons.

1. 7x20 - "So you miss me do you?"

2. 8x04 - "See you later?"

3. 9x01 - "Hailey, will you Marry me?"

I think this might be the hardest question I've had to answer. Thanks, anon! 😂

[cpd-55055]

Well we have a new heart eyes Jay moment that may beat all of these. Jay's face in 13x13 screamed "I'm so in love with this woman. And im gonna win her back". 😍 Heck yeahhh

[acid-rain1]

upstead endgame. ❤️ | Chicago PD S13E13.

[spiridakos]

[cpd-55055]

The real Jay Halstead who loves Hailey is back!!!

[spiridakos]

[cpd-55055]

Still can't believe we got this scene!

[livelovecaliforniadreams]

[cpd-55055]

🥰 upstead really is forever

[bremiddleton]

Upstead

Chicago PD 13x13

[cpd-55055]

Upstead got their happy ending!! ❤️

[anh1206]

Upstead, you are so loved. 😌

[cpd-55055]

❤️❤️❤️

[cpd-55055]

Summary: Three years after he left, a cartel case brings Jay and Hailey back to the city they left behind. Back to each other. Old wounds resurface, truths finally come out, the past is still broken.

But maybe some things are worth fighting for.

Notes: Holy cow!! Upstead is coming back to us this week.

I'm feeling cautiously optimistic, and nervous as hell. Have no idea what to expect for both the case and the Upstead part of it, but I'd thought I'd try my shot at what I think will happen.

Cause there is no way they bring back one of the most popular One Chicago ships and not give them the happy ending they deserve. Right??

Hope you enjoy! 💙

Read Here: Ao3 or Wattpad

[bethrip]

JAY HALSTEAD, HAILEY UPTON

upstead + the thing that works

[cpd-55055]

💙💙💙

[quarter-afterone]

CHICAGO CROSSOVER EVENT 2026 Promo

Good to see you.

[cpd-55055]

Holy shizzz

[laurens-german]

JAY HALSTEAD, HAILEY UPTON CHICAGO P.D. — 6.22