When Maggie left Seattle for Chicago in her Grey's Anatomy sendoff episode, Winston didn't join her, but that doesn't mean it wasn't a happy ending.
Maggie and Winston went their separate ways in her Grey’s Anatomy sendoff episode, but it was actually a happy ending for the couple, who’d been fighting all season. Kelly McCreary’s Grey’s Anatomy exit, announced a month before her last episode as a series regular aired, sparked questions about whether Winston would be moving to Chicago with Maggie. Grey’s Anatomy season 19 has been a hard one for Maggie and Winston, who married in the season 17 finale.
This problem was exacerbated in Grey’s Anatomy season 19 as Winston confronted Maggie for her treatment of him at work as if he wasn’t an accomplished surgeon in his own right. He eventually proposed switching specialties so Maggie wouldn’t be his boss, but that would have been a significant sacrifice in his career. Winston also asked Maggie to stay in Seattle and turn down her opportunity in Chicago, and if she had, it would have been a major sacrifice in her career.
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