Matt Casey’s Dating History on Chicago Fire: All the Women the Captain Dated (and Married) Before Brettsey

Who Does Matt Casey End Up With on Chicago Fire? His Full Dating History

For fans of the denizens of Firehouse 51, one of the most compelling questions anyone can ask is “Who does Matt Casey end up with on Chicago Fire?” The leading man’s love life has been a central plot point throughout the series, and after loving, leaving or losing several different partners, there still isn’t a definitive answer to tell you who he ends up with. The truth is, he doesn’t know himself — and we certainly don’t, either.

From early relationships to potential life partners, Matt Casey’s dating history is a captivating journey, painted with moments of love, heartbreak and personal growth. With the end of his most recent relationship fresh on our minds (we thought “Brettsey” was forever!), we delve into the significant relationships that have shaped Matt’s character. As we trace his romantic relationships, we get closer to answering the question, even if there’s nothing definitive to say just yet.

Whether it’s the enduring memory of his relationship with Hallie, the intense bond shared with Dawson, or the budding romance with Sylvie, each relationship has shaped Matt and continues to contribute to his narrative. And we’re wondering, of course, who’s next.

Sylvie Brett (Season 7 – 11)

The latest significant relationship in Matt’s life is with Sylvie Brett, a paramedic at Firehouse 51. Their relationship begins as a strong friendship, marked by mutual respect and shared experiences. As they navigate their feelings for each other, viewers are left wondering, “Who does Matt Casey end up with on Chicago Fire?” For the longest time, it felt like that might actually be Sylvie, but that notion was shot down as recently as Season 11, when the pair broke up given their long-distance relationship status. Sylvie picked up the phone one day, and just like that, the slow burn of a couple we saw grow together throughout nearly the entirety of the show came to a halt. The emotional depth and connection shared by Matt and Sylvie used to hint towards a promising future, but the answer remains uncertain, as the pair remain broken up as of the latest episode.

Naomi Graham (Season 7)

During Season 7, Matt enters a brief romantic relationship with investigative reporter Naomi Graham. Their relationship is marked by shared determination to uncover the truth about a series of apartment fires in the city. However, their romance is short-lived due to Naomi’s decision to leave Chicago to continue her investigative work. It seems to be the beginning of a pattern that might start repeating itself with either one party leaving or being unavailable in Matt’s life going forward, especially when it comes to his next flame.

Gabriela Dawson (Season 1 – 7)

Matt’s next relationship sparked when he met Gabriela Dawson. Their relationship is characterized by a deep bond and shared experiences in the line of duty. They eventually get married, and for a while, it seems like Gabriela Dawson could be the answer to “Who does Matt Casey end up with on Chicago Fire?” However, their marriage faces numerous obstacles, including Dawson’s desire to have children and the dangerous nature of their jobs. Dawson’s decision to leave for Puerto Rico to help with hurricane relief efforts ultimately leads to their painful but necessary separation.

Hallie Thomas (Season 1)

Matt Casey’s first significant relationship in the series is with Hallie Thomas, a doctor. Their relationship faces numerous challenges, including their demanding jobs and differing views on having children. Despite their love for each other, they ultimately part ways. The sudden tragic death of Hallie in a fire marks a significant moment in Matt’s life, affecting him profoundly and shaping his future relationships.