Timeline: Season 6 after Jay finds out about Hailey and Adam

Completed: May 20, 2020


After finishing their second day on a military case that is getting personal for Jay, the officers and detectives of the team decided to meet at Molly's to destress. The group is settled at a table in the back, all listening to some story that Ruzek is telling in an attempt to lighten the atmosphere that seems to be hanging in the group– all but Jay, who seems to be in his own world.

Hailey notices that her partner seems out of it. She stares at him until he looks up and his green eyes meet her blue ones. Are you okay? She mouths. Jay nods then goes back to pretending he's paying attention to what Ruzek and the others are talking about, but Hailey knows better.

As the night goes on, the team slowly goes their own way. Antonio is the first to leave with the excuse that he wants to see his kids before they go to bed. Kim follows shortly after, saying she promised to FaceTime her niece.

With their small group slowly calling it a night, Jay decides he can safely leave claiming he has a headache, leaving Hailey, Kevin, and Adam. Another half an hour goes by before they decide to call it a night.

Kevin goes to his car while Adam drives himself and Hailey to his apartment.


"Where the hell is Halstead?" Voight questions his team the next day when he realizes one of his detectives is missing.

Everyone looks to Hailey as if she knows where her partner is. "I haven't heard from him since Molly's last night and he's not answering me," Hailey tells the rest of the team.

"Maybe he overslept?" Adam suggests.

"No, he can't sleep past eight o'clock if his life depended on it," Antonio reminds the officer.

"That's hard to believe," Adam pushes.

"He's up by seven-thirty even when he's sick. Will told me the last time Jay had the flu he had to force him to go back to sleep," Hailey informs her boyfriend with a pointed look, daring him to argue.

"Alright. Kev, track his phone- see where he was last," Voight order, knowing Jay has a habit of going rogue plus the added knowledge that military cases tend to get to the missing detective.

Kevin, who is used to tracking his siblings' phones, is able to locate Jay's in no time at all. "His truck is outside of his apartment building," he announces.

"Okay, Hailey and Antonio go to his apartment," Voight orders the two detectives, knowing that Jay is closest to and most likely to open up to them. "Everyone else, keep digging. There has to be something that we're not seeing."


"Have you notice anything off about Jay lately?" Hailey asks the older detective.

"Not really, considering what our case is," he answers.

"Do you think he's okay?"

"He will be eventually."

Arriving at his apartment building the two detectives step out of Antonio's car. Hailey spots Jay's truck and goes up to it.

Looking around Hailey turns to Antonio, " Nothing seems out of place."

"Okay, do you want to see if he answers first, or do you want to find the super first?"

"We don't need to find the super," Hailey tells him. "I have an emergency key he gave me after Kevin was kidnapped and Voight made us trade keys," Hailey explains after getting a questioning look.

Antonio takes her explanation and motions that he will follow her to Jay's apartment unit.

Arriving in front of Jay's unit, Antonio knocks loudly on the door. "Jay open up! It's Antonio and Hailey!" he announces.

There is no answer on the other side of the door. Antonio tries again, even louder this time. When there is still no answer, the two detectives look at each other, Antonio silently telling Hailey to use her emergency key.

Hailey unlocks the door as Antonio draws his gun. Drawing her own gun, Hailey slowly pushes the door open.

The two detectives enter, looking around carefully. They go through each room, not finding the missing detective. "Nothing looks out of place," Antonio announces putting his weapon away.

"It doesn't even look like he's been here," Hailey comments.

"We should let Voight know what we found, or what we didn't find," Antonio replies.


The night before

Jay walks out of Molly's after a long might. He really didn't feel like socializing, but his team left him without a choice; so he sucked it up and spent a couple of hours with them. Once some of his teammates began to call it a night for different reasons, Jay told the remaining three at the table that he had a headache and left, calling it a night. It wasn't really a lie, the case was giving him a headache. So far, they have four missing people and the only connection they can find is that they all met with a Max Roberts forty-eight hours before they went missing. Normally it wouldn't be something that bothers him, but Roberts is a veteran– served in the Army and did two tours in Iran. He's just having a hard time wrapping his mind around a brother being responsible for the missing people.

Not one to open up about his thoughts, the only person he would even think of talking with is Hailey, but she's been busy with Ruzek.

Getting in his truck, Jay makes the short journey to his apartment complex– mulling over the case and the facts he doesn't want to be true.

Jay, so lost in his thoughts, doesn't realize he has a shadow. He didn't realize he was being followed. He didn't realize it until he felt something hard and cold make contact with the back of his head, sending him into darkness.


Making sure the detective is unconscious, Roberts drags him into the van. Once inside, Roberts ties Jay up so he cannot escape making sure to gag him with a rag of chloroform so he won't wake up until they get where he wants. He then goes back for his bat so there is no evidence before getting in the van and driving away.

Once at his destination, Roberts once again drags the detective to the basement of his rented space. He ties Jay's arms up to the chains from the ceiling, leaving Jay dangling– arms above his head, feet barely touching the ground.

Roberts removes the gag and leaves the basement, knowing it will be a while before the detective will come to.


Close to an hour later, Jay slowly starts to come to. Taking in an inventory of how his boy feels, the first thing Jay realizes is the pounding in the back of his head. The second thing he notices is how sore his arms feel.

Gathering his senses, Jay realizes that he is chained to the ceiling. He moves so he is standing on the tips of his toes to take some of the weight off of his arms.

Looking around in search of anything that can help him, Jay hears the door to the basement creek open to reveal Roberts.

"Look who finally decided to wake up, detective," his kidnapper remarks.

"My team will know I'm missing soon. They'll know it's you," Jay tells Roberts, trying not to show his surprise when Roberts refers to him as a detective.

"They will. But there's nothing for them to track you with," he tells Jay. "Now that you're awake, we can have some fun."

Before Jay can say anything, Roberts takes a taser pressing it against Jay's side. The electric current causes Jay's body to convulse.

"Why are you doing this?" Jay questions once he has control of his body.

"Why don't you tell me, Detective? I know you were on to me."

"I know you served. You did two tours in Iran. You fought for this country, so why are you taking these people?"

"The detective isn't so smart. Maybe you'll figure it out before you end up like the others," Roberts answers before once again tasing Jay, this time into unconsciousness.


"Alright, does anyone have any idea of where Jay could be?" Voight asks when the two detectives come back without his missing detective.

"What if Roberts has him?" Kim throws out.

"Jay would have mentioned if he knew Roberts or any of the missing people?" Hailey responds.

"But what if they all have something in common, including Jay, and we just don't realize it," Antonio adds, piggy-backing off of what his partner said.

"Uh, Boss," Adam calls.

"What is it, Ruzek?" Voight answers.

"I think I just found the common denominator," he replies, having been looking into all the names they have while the rest of the team was talking. "Everyone including Jay served in some branch of the military. None of them are willing to talk about their time that they served. All of them had a smooth transition back to civilian life."

"Jay didn't," Hailey tells her boyfriend. "It took him a year to get his act together."

"But, he got it together," Adam argues. "Roberts is bouncing from job to job and overall still hasn't transitioned well."


"It's about time," Roberts tells Jay when he comes to. "I didn't shock you enough to kill you. We're not done having fun yet."

"Go to hell," Jay spits at him.

"Not the answer I was looking for," Roberts answers while taking a hose aiming at Jay's face in an attempt to waterboard him in a different way than the traditional torture method.

"Stop while you still have a chance," Jay tries. "If you turn yourself in and tell my team what happened to the other men, I'll tell them that you cooperated. I'm a cop, if you kill me– that's capital murder. You'll be locked up forever," Jay tells him.

"Doesn't matter. I don't have anything to live for," Roberts claims as he electrocutes Jay again.

Jay's body shakes as he is electrocuted. He tries to stay focused so he doesn't lose consciousness again, but his world once again goes black.


"Sarge," Kevin grabs Voight's attention. "Roberts has a rented space in his mother's maiden name in the South Side," he tells Voight while handing him the piece of paper with the address on it.

Voight looks at the paper in his hand. "Grab everyone. We roll in five," he tells the young officer.

Kevin nods before going to grab the rest of the team. No one sure of the exact amount of time Jay has been missing or the amount of time they have left to find their teammate and friend

Voight decides to brief the team on the way to their location, hoping it is where his missing detective is being held.


Arriving at their location, the team gets ready to breach getting into their assigned position with the long guns, waiting for Voight's signal.

Hearing Voight's signal, they breach. Upon entering the building, they are met with fire from Roberts. Kevin and Adam go after Roberts as he tries to escape. Hailey, Voight, Antonio, and Kim continue to search the building in case Roberts is not working alone.

Voight and Hailey take the upstairs while Kim and Antonio take the downstairs.

Upstairs, Voight and Hailey find evidence that Roberts had been stalking all of his victims, including Jay, in the weeks leading up to their kidnappings.

Hailey is shocked by all the pictures he has of Jay, surprised that Jay didn't realize he was being followed. There are pictures of Jay on his daily runs, of him at the gym, of the two of them, of Jay with other members of the team, and of Jay with his brother.

The gruff voice of her sergeant breaks her train of thought, "This all needs to go into evidence. This involves one of our own– that means no mistakes can be made."


Meanwhile, Antonio and Kim carefully search each room downstairs until they reach the basement. Antonio opens the door, allowing Kim to enter first- guns still drawn.

Making her way down the stairs to the basement, Kim gasps when she reaches the bottom and sees her friend and teammate.

Jay is still hanging from the ceiling by the chain, barely touching the floor. He is unconscious, his button-down shirt is open exposing the taser burns on his torso. He is drenched from the waterboarding and there is still some blood on his head where he was hit in the head when he was first taken.

The two carefully clear the rest of the basement before aiding Jay. Antonio holds Jay up in an attempt to take some of the weight off of his arms while Kim finds the lever to give slack to the chains so Jay can be lowered to the ground.

"Jay, are you with us?" Antonio asks while preforming a sternum rum.

Jay's head moves and a groan escapes his lips but otherwise stays the same.

The two look at each other, before letting out a breath of relief that he is still alive. "Guys, we found him in the basement," Kim tells the others through her radio.

"5021 Frank," Antonio calls into his radio. "I need an ambo at my location. I have an injured officer."

"Copy 5021 Frank. Ambo is ten minutes out," dispatch tells him.

Before the two are able to do anything else, Hailey comes rushing down the stairs, arriving at Jay's side in an instant.

"He's responsive," the older detective tells her.

Hailey nods while placing a hand on Jay's shoulder, hoping he can feel her presence.

Soon after Hailey arrives Voight and Adam appear in the basement, Kevin stayed behind to keep an eye on Roberts.

"Take him back to the district," Voight tells Kevin. "He talks to no one, I want him in the cage."

Kevin goes to leave just as Ambulance 61 arrives in the basement. Brett takes charge, getting a set of vitals on Jay and inserting an IV into his arm before placing him on a backboard. "Can you help us get him up the stairs?" she asks Voight, Antonio, and Adam.

Getting Jay up the stairs, they guys place him on the waiting stretcher to finish the journey to the ambulance.

Before Brett can ask who is riding with them, Hailey jumps into the back of the ambulance. "We're taking him to Med," the blonds paramedic tells the remaining members of the intelligence unit.


Arriving to the ED of Med, Jay is brought into a trauma room where Rhodes takes over for the paramedics. Will sees that it is his brother and can only stand helplessly with Hailey as they are pushed out of the room.

Will's face is stoic as he understands every word that is being said about his brother but can do nothing, while the words go over Hailey's head, concern on her face.

After a short amount of time, but what feels like forever, Jay is taken out of the trauma room for a CT and MRI of his head. Will and Hailey are left standing outside of the now empty trauma room.


Two hours later Jay is in an ICU room for observation with Will and Hailey by his bedside.

After waiting for hours without Jay waking up, Will goes on a coffee run, knowing they will need it and feeling comfortable that if Jay wakes up Hailey will be there for him.

Just after Will leaves the room, Jay groans before deciding to make his way back to the land of the living.

"Jay? Are you with me?" Hailey asks.

"Hailey?" Jay croaks.

"It's me. You're going to be okay," she tells him.

"Where am I?" Jay asks looking around confused. He knows he's in a hospital, but he doesn't know which one- he knows that if he's in Med, his brother can't be far.

Sensing what Jay's looking for Hailey answers, "You're at Med. Will just went for a coffee run, he'll be back soon.

"What happened?"

"You were kidnapped by our suspect."

"Why did he take me? I couldn't get it out of him."

"He was jealous of you and the others that you all could transition to civilian life post-military career," Hailey answer having been told that Adam's theory had been right an hour earlier after Voight spent some time with Roberts in the cage.

Jay doesn't have a reply, but shifts uncomfortably.

"Do you need pain meds?"

"No, when can I go home?"

"Tomorrow if everything looks good. They're keeping you for observation since you were tased several times, keeping an eye on your heart. You also have a mild concussion they want to watch."

"You should go. I'm sure Ruzek wants to spend time with you. I think I'm just going to sleep, besides, Will is going to leave."

"I'm staying. Adam understands you're my partner," Hailey reassures him. "Besides, who will save you from Will being a mother-hen?" she jokes.

Jay smiles a little, "Don't make me laugh,' he tells her. "It hurts."

"Sorry," she apologizes.

It is quiet for a moment before she asks, "Was something bothering you about this case?"

"What do you mean?"

"Was something on your mind? Distracting you? We found pictures of you that Roberts had. He was stalking you for at least two weeks."

"Nothing anymore that other military-related cases," Jay answers.

"Why didn't you tell me?"

"You were busy with the case," Jay answer even though he wants to say, you were busy with Ruzek.

"Jay, if you need to talk, you know you can always come to me," she reminds him.

"I'm sorry."

"Don't apologize, I was just worried about you. We all were. The others are probably going to call later to check in with you. Will said you had enough excitement for one day and limited your visitors."

"How did you convince him to let you in?"

"He knew better," Hailey jokes. "But speaking of that, I should probably let you rest before Will changes his mind and kicks me out."

"I won't let him. You're staying?" he questions.

"Nowhere else I'd rather be. Besides someone needs to keep you from trying to escape," she tells him as he is starting to fall back to sleep.


A/N: This is the Chapter from May 9. I am now back on track with this story, so I will now attempt to do the same with "Man's Best Friend" and to work some more on the Deaf Jay Fic. Stay safe and Healthy.