
The One Chicago franchise features characters running into burning buildings, chasing down dangerous criminals, and treating patients in the emergency department of one of the city’s biggest hospitals. So, while some jobs are more perilous than others (looking at you, Chicago Fire), death is all around the characters. They lose people almost every season. Of course, some characters leave the One Chicago universe in one piece, but that doesn’t make their exits hurt any less. No matter how they leave, significant characters departing their respective series will always be upsetting.
10Leslie Shay
Played By Lauren German

Leslie Shay’s tragic death in Chicago Fire season 3 was the One Chicago franchise’s first major loss, and it still stings to this day. During the season 2 finale, almost the entire Firehouse 51 crew (sans Chief Boden) entered a building that seemingly only had a small fire inside. However, an explosion wracked the structure, leaving the audience wondering the fates of several characters. Unfortunately, they had to wait a few months until the season 3 premiere, which revealed that Shay had died in the explosion.
A falling pipe had struck Shay in the head, and there was no saving her (no matter how hard Gabby Dawson tried). The entire firehouse was left stunned by the loss of Shay, as was the audience. Watching the Chicago Fire characters, especially Kelly Severide, grieve Shay was heartwrenching, and even after all these seasons, Shay’s death is arguably the most devastating.
9Brian “Otis” Zvonecek
Played By Yuri Sardarov

The other character competing for Chicago Fire‘s most heartbreaking death is Brian “Otis” Zvonecek. Like Shay, Otis had been around since the show’s beginning. However, he lasted a few more seasons than the paramedic, as he died during the season 8 premiere, much to everyone’s surprise. Otis was a mainstay character, and his departure was certainly a hard pill to swallow.
8Chief Wallace Boden
Played By Eamonn Walker
Thankfully, Eamonn Walker’s Chief Wallace Boden didn’t die when he left Chicago Fire. Nevertheless, his departure was quite upsetting. Boden had served as Firehouse 51’s chief since season 1, and it felt like it would always be that way. But, everything changed during the season 12 finale when Boden accepted a new position as the Chicago Fire Department’s Deputy Commissioner.
Boden can no longer be regularly seen hanging around Firehouse 51, as Dermot Mulroney’s Chief Dom Pascal is now in charge, and that has been difficult getting used to.
Thankfully, the new role meant that Boden could realistically return to Chicago Fire, even after his exit (like in season 13, episode 18). His absence is still significant in the NBC procedural drama, though. Boden can no longer be regularly seen hanging around Firehouse 51, as Dermot Mulroney’s Chief Dom Pascal is now in charge, and that has been difficult getting used to.
7Darren Ritter
Played By Daniel Kyri
6Sam Carver
Played By Jake Lockett

The other character leaving Chicago Fire after season 13 is Sam Carver, who has been around Firehouse 51 for only a few seasons. However, that still gave Carver enough time to make a lasting impact on the show. His character had been a breath of fresh air, and just when his story was getting intriguing, NBC pushed him out.
Carver’s romance with Violet Mikami reintroduced epic love in Chicago Fire, as their will-they/won’t-they storyline and fantastic chemistry were a joy to watch. Carver’s addiction recovery arc was also one of the best parts of season 13. However, now he’s likely transferring to Denver following the Chicago Fire season 13 finale (despite Carver and Violet’s kiss at the end of the episode), leaving many upset with his departure.
5Erin Lindsay
Played By Sophia Bush

Moving on from the many Chicago Fire exits, Sophia Bush’s Erin Lindsay leaving Chicago PD was another difficult loss for the One Chicago universe. Bush was one of the franchise’s big names, and her character was a fan favorite. In spite of her popularity, the actress left the police procedural series, and her character accepted a job at the FBI field office in New York at the end of season 4. Unfortunately, Lindsay hasn’t been seen in Chicago PD since.
4Alvin Olinsky
Played By Elias Koteas
3Jay Halstead
Played By Jesse Lee 
The news that Jesse Lee Soffer was leaving Chicago PD left the One Chicago fandom in utter disarray. Like some of the other characters on this list, Jay Halstead was a favorite among viewers. So, learning that Soffer was leaving the NBC police procedural TV series felt like a punch in the gut for many.

Following the eventful Chicago PD season 12 finale, the police procedural series has many questions to answer when season 13 premieres.
The good news is that Soffer could reprise his role as Halstead in Chicago PD in the future. He left the show unharmed, choosing to re-enlist in the Army. As far as the audience knows, Halstead has been busy tracking down drug cartels in Bolivia (and getting a divorce from Hailey Upton). Now that Soffer’s new show (FBI: International) has been canceled, perhaps Halstead could return in season 13.
2Hailey Upton
Played By Tracy Spiridakos
Once Halstead was gone, it felt like it was only a matter of time before Tracy Spiridakos’s Hailey Upton left Chicago PD, too, despite her importance to the show. Halstead and Upton were married. The writers couldn’t realistically keep them together, with Upton still in Chicago and Halstead serving overseas. So, they divorced the couple, and Upton exited the series at the end of season 11.
Like Halstead, Upton is still alive in the One Chicago universe. So, even though she moved out of the Windy City to get a fresh start, maybe Halstead’s theoretical return could convince Upton to come back to Chicago PD, as well. That might be a pipe dream, though, and the heartwrenching loss of Upton will be permanent.