‘Chicago P.D.’ Boss Addresses Upstead’s ‘Hopeful’ Future After Crossover

Tracy Spiridakos as Hailey Upton, Jesse Lee Soffer as Jay Halstead — One Chicago Crossover 2026, 'Chicago Med'
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One Chicago knows how to do crossovers. Whether it’s a big event across Chicago MedChicago Fire, and Chicago P.D.or one character appearing on another show, it’s seamless and you feel like these first responders know and care about each other.

Over the course of three hours on March 4, the shows brought back P.D.‘s Jesse Lee Soffer and Tracy Spiridakos as Halstead and Upton, put multiple Fire firefighters and paramedics in danger, and had us worried about the future of one Med doctor. TV Insider spoke with the showrunners across all three shows — Fire‘s Andrea NewmanMed‘s Allen MacDonald, and P.D.‘s Gwen Sigan — about the decisions made for some of the key characters. Warning: Spoilers for the One Chicago “Reckoning” crossover ahead!