One Chicago’s 10 Most Heartbreaking Exits — And Whether They Could Ever Return

The One Chicago universe has delivered no shortage of unforgettable drama, action-packed rescues, and intense character arcs. But nothing hits harder than a sudden — or devastatingly slow — exit from a fan-favorite character. Across Chicago Fire, Chicago P.D., and Chicago Med, we’ve said goodbye to some of the most beloved faces in TV, leaving viewers heartbroken and begging for more.

Here’s a look at 10 of the most gut-wrenching departures in One Chicago history — and whether there’s still hope for a return.

1. Alvin Olinsky (Chicago P.D.)
His brutal death in custody shattered fans — and Voight. With the actor still open to working with Wolf Entertainment, a flashback or dream sequence return isn’t off the table.

2. Dr. Natalie Manning (Chicago Med)
Written out after a rocky season, Natalie’s exit was more quiet than shocking. But her unfinished business with Dr. Halstead keeps fan theories alive.

3. Shay (Chicago Fire)
A true original, Shay’s tragic death still haunts fans. Though her storyline feels complete, fans hold out hope for a tribute episode or prequel flashback.

4. Antonio Dawson (Chicago P.D.)
His battle with addiction and quiet fade-out left many unsettled. A return? Unlikely — but not impossible.

5. Dr. Connor Rhodes (Chicago Med)
After years of being the show’s moral compass, Connor’s exit felt abrupt. Fans are still hoping he’ll walk back through the hospital doors.

6. Erin Lindsay (Chicago P.D.)
Sophia Bush’s exit was messy behind the scenes — but Lindsay remains a fan favorite. While Bush has moved on, the character’s legacy lingers.

7. Peter Mills (Chicago Fire)
He left for family reasons, not drama — making him one of the most plausible returns if the story fits.

8. Dr. Sarah Reese (Chicago Med)
Her character deserved more. After being written off coldly, fans have called for a redemption arc that hasn’t arrived… yet.

9. Jay Halstead (Chicago P.D.)
Still fresh, his exit left Hailey Upton and viewers stunned. Rumors swirl of a potential return — especially if his off-screen arc ends.

10. Leslie Shay (Chicago Fire)
Yes, she’s listed again — because her death marked a turning point in the franchise. Her impact runs deep, and her presence is still felt.