Chicago’s Greatest Love Stories: Ranking the 15 Best ‘One Chicago’ Relationships

The One Chicago franchise, encompassing Chicago Fire, Chicago P.D., and Chicago Med, has long delivered heart-pounding action, high-stakes emergencies, and gripping drama. But beneath all the flashing sirens and urgent medical procedures lies the emotional core of the universe — its relationships. From passionate romances to loyal partnerships, these stories are what truly connect fans to the characters. The love stories unfolding in Chicago’s busiest firehouses, precincts, and hospitals have kept viewers invested for years. Whether the couples stayed together, broke apart, or remain will-they-won’t-they enigmas, each relationship shaped the emotional fabric of the franchise. Below, we revisit and rank the 15 most compelling and unforgettable relationships from the One Chicago world.

Coming in at fourteen is Joe Cruz and Chloe Allen from Chicago Fire. While many relationships in the franchise are marred by tragedy, Cruz and Chloe’s story has been refreshingly steady. Chloe’s understanding and unwavering support through Joe’s toughest days make her a perfect match for one of Firehouse 51’s most loyal team members. Their relationship is a testament to enduring love in the face of danger.

Sylvie Brett and Antonio Dawson, number thirteen on the list, may not have lasted long, but their chemistry was undeniable. As a crossover couple between Fire and P.D., they added excitement to both shows. Their brief romance sparked fan interest and showed that sometimes love can bloom between the most unexpected pairings.

Gabriela Dawson and Matthew Casey land at number eleven. As one of the original Chicago Fire couples, “Dawsey” was a foundational love story. From heated arguments to emotional reunions, from proposals to heartbreaks, their relationship had everything. Though they eventually parted ways, their journey was filled with passion and heartbreak that still resonates with longtime fans.

Kim Burgess and Sean Roman take the tenth spot. Their dynamic as patrol partners naturally evolved into something deeper. While their romance was brief, it revealed new layers of both characters. Roman’s departure brought an end to their budding relationship, but the emotional mark it left on Burgess still lingers.

Will Halstead and Natalie Manning sit comfortably at number nine. Few couples in Chicago Med had as much screen time — or as much drama — as these two. Their differences often pulled them apart, but their shared trauma and deep emotional bond kept drawing them back together. Their story captured the chaos and beauty of two people trying — and failing — to love each other the right way.

Kevin Atwater and Celeste Nichols come in at number seven. Though their romance was short-lived, it was deeply meaningful. Celeste helped Atwater explore his identity outside the badge, and their relationship shed light on issues of race, justice, and honesty. It was a poignant chapter in Atwater’s personal development and added emotional depth to his character.

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