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  1. Jan 10, 2024 · Upstead has not had an easy couple years on Chicago PD. The romantic pairing of Jay Halstead (Jesse Lee Soffer) and Hailey Upton (Tracy Spiridakos) have been subject to FBI investigations, a sudden marriage, and a separation that is still causing emotional strife in the current day.

  2. Sep 26, 2019 · 'Chicago P.D.' recap: Antonio's exit is explained in the Season 7 premiere. Plus, Kelton's killer is revealed!

    • Vlada Gelman
    • Season 4
    • Season 5-7
    • Season 8
    • Season 9
    • Season 10

    Upton is first introduced to both Halstead and the rest of the Intelligence Unit in Episode 21, titled "Fagin." At the time, she's a detective in Robbery-Homicide and collaborates with Intelligence on its latest case. This marks the first time she and Halstead work together, though he was still partnered with Erin Lindsay at the time.

    Once Lindsay left the show and Upton came on as Halstead's partner in Intelligence, the two became increasingly close—but without making their relationship romantic. From Upton encouraging Halstead to go to therapy for PTSD to her opening up about her childhood abuse—and even kidnappings, suspected murder, and multiple near-death experiences—the tw...

    Finally, after four seasons, Halstead and Upton have their first kiss in Episode 3's "Tender Age." The moment marks the beginning of Upstead, as their romance continues to grow. They say "I love you" to one another in Episode 11, and Voight finds out about their relationship in Episode 14. By the season finale, shaken by her accidental murder of th...

    By the end of the season premiere, Halstead accepts Upton's surprise proposal and then asks her to marry him, confessing that he knew for years that they were meant to be. They move in together, with the rest of the Intelligence Unit finally finding out about their relationship, as the two were intent on keeping their partnership strictly professio...

    Unfortunately, Upstead fans everywhere were let down when Soffer's exit from the show (following Episode 3's "The Great Man")meant that we'll no longer see the couple on our screens. After becoming unhappy with the increasing gray areas in his policing, Halstead resigned from the Intelligence Unit and left Chicago—which meant he also left Upton. Th...

    • Mckenzie Jean-Philippe
    • 3 min
  3. Dec 29, 2021 · In the season 6 episode “Reckoning”, the IU faces disbanding, and Halstead promises to transfer to wherever Upton goes. After several interactions and instances of romantic tension throughout seasons 6 and 7, the pair give in to their feelings for one another by sharing a kiss.

  4. Sep 22, 2021 · Here's a complete timeline of Jay Halstead and Hailey Upton's relationship, plus what's to come in 'Chicago P.D.' Season 9 for the couple.

    • Lauren Weiler
    • Senior Writer
  5. Jul 11, 2023 · Jay Halstead and Hailey Upton’s relationship on Chicago P.D. hit its high point when the couple tied the knot in Season 9. In keeping with the series’ grittier tone, they didn’t get a big...

  6. Sep 25, 2019 · After a night drinking at a bar, Ruzek witnesses a woman being kidnapped and tries to go after her, but crashes the vehicle that he has commandeered. The Intelligence unit races against the clock to find the missing woman. Voight later discovers that the victim's father might have something to do with the kidnapping.