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Chicago P.D. teases major Hailey Upton and Jay Halstead episode amid blossoming romance Hello! 5 hrs ago Wednesdays episode of Chicago P.D. may finally give fans what theyve been waiting for as Hailey Upton (played by Tracy Spiridakos) takes center stage. Episode 11 of season eight will see Hailey attempt to find a missing family with a "troubled" relationship - which will prompt the officer to contemplate her own tumultuous family issues. Haileys childhood and family dynamics have been cove...